Vacation Home Rentals By Owner In Galena, IL

$185.92

Galena Settlement Getaway

Galena, Illinois, United States

Escape to this cozy 2-bedroom, 2-bath cottage in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• King bedroom br• Wood-burning fireplace br• Private patio with grillbr• Access to Owner’s Club (pool, fitness center & more)br• Dedicated workspace br• Comfortable, home-like feelbr• Fast WiFibr• 12pm check-in & check-outbr• Minutes to golf, marina, spa & trailsbr• 10 minutes to Downtown Galena brbrWelcome to Little Home Away from Home @ A&D Rise Getaways!brbrDesigned for comfort and ease, this inviting retreat truly lives up to its name. With a functional layout, cozy living spaces, and thoughtful touches throughout, it’s the perfect home base for relaxing after a day exploring Galena.brbr ️ SLEEPING ARRANGEMENTSbr• Upper Level Primary: King bed with private bathroom + workspacebr• Main Level Bedroom: Queen bed with nearby full bathroombr• Additional Sleeping: Sleeper sofa in living roombrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Cookware, tableware + essentials providedbr• Dual coffee maker (drip + Keurig, coffee included ☕)br• Dining area for shared meals or game nightsbrbr LIVING & OUTDOOR SPACESbr• Cozy living room with wood-burning fireplace (bring your own firewood)br• Comfortable seating + Smart TVbr• Private patio with outdoor seatingbr• Propane grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• ~5 minutes to marina, golf courses, spa & riding centerbr• ~10 minutes to Owner’s Clubbr• ~15 minutes to historic downtown Galenabr• ~12 minutes to Chestnut Mountainbr• ~20 minutes to Dubuquebrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor pools (please bring your own pool towels)br• Fitness centerbr• Game room & arcadebr• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 6 proximity cards for access.brAdditional cards available for $5/day at the Owner’s Club (2000 Territory Drive).brbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide filled with local recommendations, tips, and everything you need to plan your Galena getaway.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr GRILL INFObrGrill available for guest use. We do our best to provide at least 1/3 tank of propane, but additional refills are the guest’s responsibility. Please clean the grill after use.brbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer availablebr• On-site parkingbr• High-speed WiFibr• No petsbrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Little Home Away from Home @ A&D Rise Getaways!br** Exterior lights must be turned off by 1am. The Galena Territory charges $150 for lights left on overnight **brbr*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *

2

Bed

2

Bath

6

Sleeps

$597.7

/ Nightly

Private Vacation Home

Longwood - Wood Burning Fireplace - Hot Tub - Pool Table - Arcade Game

Galena, Illinois, United States

Our Longwood home is 10 minutes to the GTA Owners Club (we provide proximity cards for free access) and 15 minutes to Downtown Galena. This home is NOT pet friendly.brbrThis spacious 3200 square foot 5 Bedroom 5.5 Bathroom home will accommodate up to 12 guests. The location is perfect as it is quick access to everything within the Galena Territory. 5 Minutes to Owners Club, 2 minutes to golf and 15 minutes to Downtown Galena.brbrOur Longwood home features an awesome 7 person outdoor hot tub (open YEAR ROUND), pool table, table-top Arcade Game, screened-in porch, stainless steel appliances, wood burning fireplace (we supply the firewood), screened porch, large deck and so much more. Four of the five bedrooms have an attached bathroom, and all are beautifully decorated. Our three-level home is laid out so your group can spread out and have your own spaces and then congregate in one of the two family rooms or in the kitchen that is open to the dining room. The main level has the living room, kitchen, dining room and King size bed in the primary bedroom with a full ensuite bathroom. Upstairs are two large bedrooms each featuring a Queen size bed and their own private full bathrooms. The lower level also has 2 additional bedrooms, one with a Queen size bed & a Queen size Serta sofa sleeper w/a private bath. The other bedroom has 2 Queen beds with a shared hallway bathroom. Please note that there are enough beds for 12 guests but extra space to spread out with the sofa sleeper.brbrThe exterior of this home offers tons of space for you to explore, take in the countryside from the deck, enjoy the outdoor hot tub on the patio and view the South golf course or enjoy your s'mores over our new fire pit. Loads of outdoor seating!! You are only minutes from Route 20 and even closer to the Country Store for all of your last minute needs. You will love this house and the space it offers to your group making your getaway relaxing and memorable!brbrYou will have access to the GTA Owners Club while staying with us. The indoor pool is open year-round and the outdoor pool is open from Memorial Day through Labor Day. The club is an exclusive amenity that can be used by only Galena Territory property owners and their guests. The Owners' Club includes an indoor swimming pool, outdoor swimming pool w/slides, a kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts, seasonal snack bar, free WiFi and outdoor playground. Don't forget to visit Lake Galena, The Shenandoah Riding Center and hiking trails throughout the 6,800-acre property. Please remember usage of the amenities is NEVER guaranteed. We do not discount or refund due their closure. Our cancellation policy is NOT flexible, we highly recommend travel insurance. Travel insurance is offered at the time of booking and up until 15 days prior to check in. The provider is CSA. When you book a home with us a 30% down payment is required to hold the reservation, this is not a deposit. The full balance is due 14 days prior to check in. If you cancel before the final payment is due you will be refunded the first payment less a $35 cancellation fee. At the 14-day mark your final payment will be processed, the stay will become non-refundable and dates cannot be adjusted. brbrPlease NOTE: You will be required to sign an electronic rental agreement at the time of booking, we ask this be signed and filed within 48 hours of receiving to guarantee your reservation. You must be 25 or older at the time of booking and present during the entire stay.brbrCheck-in details are sent 3 days before your arrival to the email on file. Early check-in is never guaranteed and cannot be considered until the night before or the morning of your arrival. The emailed check-in details will cover this process.

5

Bed

5

Bath

12

Sleeps

$419.28

/ Nightly

Private Vacation Home

>DARTS> Outdoor Hot Tub, Screened Porch, Fireplace, Dog Friendly!

Galena, Illinois, United States

Our Golfside Haven house is approximately 8 miles or 13 minutes to Downtown Galena and just 3.5 miles to the GTA Owners Club (pools, tennis courts, fitness center). This dog-friendly home has a $150 pet fee (not a deposit).brbr*Golf Benefits: Guests have access to our Eagle Ridge Golf Membership with preferred rates and tee times at The General, The North Course and the South Course! Contact us for details.brbrWelcome to Golfside Haven, your cozy Galena escape with a private outdoor hot tub! This four-bedroom, four-bath home has everything you need for a relaxing getaway—two spacious family rooms with flat-screen TVs, complimentary WiFi, darts, and a crackling wood-burning fireplace with firewood ready for you. The main floor offers an open kitchen, dining, and living space that flows to a screened porch and deck with a gas grill. Sleep easy in the king primary suite with en suite bath, or the nearby queen bedroom with en suite bath. Downstairs, you’ll find two more en suite bedrooms (king and queen) plus another family room that walks out to the oversized deck and private hot tub. Tucked away on over an acre with wooded views and seasonal glimpses of Eagle Ridge’s General Golf Course, Golfside Haven is the perfect blend of comfort, space, and nature.brbrGuests staying with us have access to the Galena Territory Owners’ Club, an exclusive amenity available only to Galena Territory property owners and their guests. The club features an indoor pool (open year-round) and an outdoor pool (open Memorial Day–Labor Day), along with waterslides, a kiddie pool, fitness room, game room, indoor and outdoor basketball courts, tennis courts, a seasonal snack bar, free Wi-Fi, and an outdoor playground. While visiting, be sure to explore Lake Galena, the Shenandoah Riding Center, and the extensive hiking trails across the 6,800-acre Galena Territory. Important: You may not receive enough amenity cards for your entire group. Additional guest passes can be purchased for $5 per day at the GTA administrative office or pool entrance. Staying with us provides access eligibility, but amenities may require a fee and availability is not guaranteed. We do not offer discounts or refunds if amenities are closed or unavailable.brbrA 30% payment is required at the time of booking (this is a payment, not a deposit). The remaining balance is due 14 days prior to check-in. At that point, the reservation becomes non-refundable and dates cannot be changed. Payments will be automatically charged to the card on file, and all due dates and amounts will be outlined in your rental agreement. After booking, you will receive an electronic rental agreement that must be signed within 48 hours to secure your reservation. The primary guest must be at least 25 years old and present for the entire stay. Our cancellation policy is not flexible, so we strongly recommend purchasing travel insurance. Travel insurance is available at booking and up to 15 days before check-in through CSA.brbrThe entry code is available 3 days before your arrival. You will receive a web link to our guest guide at the time of booking. Early check-in is never guaranteed and cannot be considered until the night before or morning of your arrival. The check in details will cover this process.

4

Bed

4

Bath

8

Sleeps

$387.63

/ Nightly

Private Vacation Home

Close 2 Owner's Club, Outdoor Hot Tub, Pool Table, Fireplace & Pet Friendly!

Galena, Illinois, United States

Now Pet-Friendly! This home is approximately 7 miles or 15 mins from downtown Galena. It has 8 proximity cards for use at the GTA Owners Club.brbr**Enjoy Golf Benefits** Guests of this home have access to our Golf Membership at Eagle Ridge which provides preferred rates and tee times at The General, The North Course and the South Course! Contact us for details.brbrCogan is a spacious 2400 square-foot home with 3 bedrooms and 3 full baths. Enter the main level of the home by just 2 stairs and step into the family room. This room is open to the kitchen and dining room, which easily seats 8. The gas fireplace and flat-screen TV are the focal points and can be seen from anywhere in these rooms. You will have deck access from the dining room, which leads out to the backyard with a fire pit. The dining room also leads out to the garage, you may park up to 2 cars here. The main level master bedroom features a King size bed, walk-in closet, and flat-screen TV. This en suite has a full bathroom with a whirlpool tub and stand-up shower. The bathroom is within arms reach of the laundry room which has a full size washer and dryer, we supply the detergent. The other bedroom on this level has a Queen-sized bed and access to the full hallway bath with tub/shower combo. Venture downstairs into the large family room which will be your group's favorite hang out spot. The pool table, chess table, Pac-Man game, flat screen TV, and comfy couches (both are sofa sleepers) will make it hard to leave. The lower level is where your plus two will sleep on a sofa sleeper. Another King bedroom is located in the lower level with access to a full bathroom with tub/shower combo. Walk straight outside to the 7-person hot tub, the outdoor fire pit, and the gas grill. The back of the home has privacy on all three sides, along with great views of the rolling hills of the Galena Territory. Pet-friendly homes do require a $150 pet fee.brbrEnjoy Access to the GTA Owners Club while staying with us. The indoor pool is open year-round and the outdoor pool is open Memorial Day - Labor Day. The club is an exclusive amenity that can be used by only Galena Territory property owners and their guests. It includes an indoor swimming pool, outdoor swimming pool w/slides, a kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts and seasonal snack bar. Don't forget to visit Lake Galena, The Shenandoah Riding Center and hiking trails throughout the 6,800-acre property. Disclaimer: You may not have enough cards for your entire group. Guest passes can be purchased for just $5 a day at the GTA admin office or pool entrance, staying with us grants you access, it may not be free. Please remember usage of the amenities is never guaranteed. We do not discount or refund due their closure. When you book a home with us we will require 30% down, this is a payment not a deposit. The full balance is due 14 days prior to check-in. If you cancel prior to the 14 days, you will receive the first payment, less a $35 cancellation fee. At the 14-day mark, your stay will become non-refundable, and dates cannot be adjusted. Your payments will automatically be processed to the card you place on file at the time of booking. Your rental agreement (sent after booking) will reflect the due dates and amounts.brbrPlease Note: You will be required to sign an electronic rental agreement at the time of booking. We ask that you sign and file this within 48 hours of receiving it to guarantee your reservation. You must be 25 or older at the time of booking. Please Note—there are no exceptions to our cancellation policy. We highly recommend travel insurance.brbrCheck-in details are emailed to you three days before arrival. This includes the home's address, the access code, and other home/area information. Early check-in is not available from June to October. When available, it cannot be considered until the night before or morning of your arrival and is NEVER guaranteed. The check-in details will cover this process.

3

Bed

3

Bath

8

Sleeps

$383.55

/ Nightly

Private Vacation Home

Cozy Getaway - 3 King Beds w/en suite baths, Hot Tub, Pool Table, Arcade Game

Galena, Illinois, United States

Bayward is 3 miles from the GTA Owners Club and 7 miles to Downtown Galena. This home is NOT pet friendly.brbr*Golf Benefits: Guests have access to our Eagle Ridge Golf Membership with preferred rates and tee times at The General, The North Course and the South Course! Contact us for details.brbrBayward Lodge is a spacious 2700 square foot 3 bedroom 3.5 bathroom home, amazing space with more amazing finishes. The large 3 bedrooms feature King beds, the main level features 2 Primary Suites, one has a jetted tub and stand up shower, the other has a bathroom with tub/shower combination. The lower level King bedroom has a shared hallway bath with another private room with a Queen Serta sofa sleeper to comfortably sleep 8 total. The dining room seats 8 and is open to the family room and fully appointed kitchen. Enjoy the wood burning fireplace while cooking, playing games and relaxing. We provide both a Keurig and a regular coffee maker. The lower level is huge with a pool table, flat screen tv, game room, arcade wall game and great access to the backyard, etc. This home boasts an outdoor hot tub with privacy and starry skies, screened in porch, huge front porch with access to the front yard fire pit! We provide the firewood!brbrThe home is located in the Thunderbay area of the Territory and is near many walking trails and Galena Territory amenities. Just 15 minutes to downtown Galena and only 7 minutes to the popular Galena Cellars Vineyard. Jump in the car and you will be at the GTA Owners Club to enjoy the pools, gyms, fitness center, tennis courts and so much more. brbrYour rental will include some proximity cards that allow you access to the The Galena Territory Owners' Club. This is an exclusive amenity that can be used by only Galena Territory property owners and their guests. The Owners' Club includes an indoor swimming pool, outdoor swimming pool w/slides, kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts, seasonal snack bar, WiFi and outdoor playground. Don't forget to visit Lake Galena, The Shenandoah Riding Center and hiking trails throughout the 6,800 acre property. Please remember usage of the amenities is NEVER guaranteed. We do not discount or refund due their closure.brbrWhen you book a home with us we will require 30% down, this is a payment not a deposit. The full balance is due 14 days prior to check in. If you cancel prior to the 14 days you will receive the first payment less a $35 cancellation fee. At the 14 day mark your stay will become non-refundable and dates cannot be adjusted. Your payments will automatically be processed to the card you place on file at the time of booking. Your rental agreement (sent after booking) will reflect the due dates and amounts.brbrOur cancellation policy is NOT flexible. We highly recommend travel insurance. Travel insurance is offered at the time of booking and up until 15 days before check-in. The provider is CSA. brbrPlease Note: You will be required to sign an electronic rental agreement at the time of booking, we ask this be signed and filed within 48 hours of receiving to guarantee your reservation. You must be 25 or older at the time of booking and present the entire stay.brbrCheck in details are sent 3 days prior to your arrival to the email on file. This includes the home's address, the access code and other pertinent home/area information. Early check in is never guaranteed and cannot be considered until the night before or morning of your arrival. The check in details will cover this process.

3

Bed

3

Bath

8

Sleeps

$352.19

/ Nightly

Private Vacation Home

Historic Beauty Steps to Main St - Fireplace, 3 Season Room, Record Player

Galena, Illinois, United States

This Beautiful, Historical and Updated home is smack dab downtown Galena. This Preservation Award-winning home was built in 1856 and is in an incredible location. Bench St is one street North of Main St and this home is approximately 150 steps to all the amazing dining, shopping and entertainment that Downtown Galena offers. This home is NOT pet-friendly.brbr*Golf Benefits: Ask about access to our Golf Membership! brbrThis home is an amazing 1600 square feet. It feels spacious and welcoming, definitely not your typical downtown rental. When you pull up and locate your on-street parking (first come first serve) you will notice the immaculate exterior of the home. It is located directly across the street from Turner Hall and could accommodate a bridal group, guests at a function or just serve as a beautiful backdrop for your stay.brbrStep inside from Bench Street and into the welcoming foyer. To the right, you’ll find a quiet study, and to the left, a cozy living room with an electric fireplace and a beautiful view of Turner Hall. There is plenty of comfortable seating and a flat screen tv for you to enjoy in this living space. NOTE: there is a sofa sleeper in the living room (please bring your own Queen size linens for sleeper). The dining room is large enough for everyone to gather and will be a great spot to enjoy meals and play games during your stay, the record player with vinyl is a sweet treat. Easy access to the kitchen with all major appliances and a Keurig coffee maker is handy for all. Enjoy the complimentary water in the refrigerator. Step out onto the screened back porch, a great place to relax with a cup of coffee or a glass of wine. The half bath is also located on the main level. Upstairs are the 3 bedrooms all with comfortable Queen beds and they share one full bathroom. Plush linens and towels are available for you and don't forget that awesome view of Turner Hall across the street. Please note this home does not have a washer and dryer for guest use. brbrPlease note this home is not part of the Galena Territory and does not have access to the GTA amenities. brbrWhen you book a home with us we will require 30% down, this is a payment not a deposit. The full balance is due 14 days prior to check-in. If you cancel prior to the 14 days you will receive the first payment less a $35 cancellation fee. At the 14-day mark, your stay will become non-refundable, and dates cannot be adjusted. Your payments will automatically be processed to the card you place on file when booking. Your rental agreement (sent after booking) will reflect the due dates and amounts.brbrPlease Note: You will be required to sign an electronic rental agreement at the time of booking, we ask this be signed and filed within 48 hours of receiving to guarantee your reservation. You must be 25 or older at the time of booking and present for the duration of the stay. Our cancellation policy is NOT flexible. We highly recommend travel insurance, which is offered at the time of booking and up until 15 days before check-in. The provider is CSA.brbrCheck-in details will be sent to the email on file three days prior to your arrival. This message will include the property address, access code, and other important home and area information. Please note that early check-in cannot be guaranteed and may only be considered the evening before or the morning of your scheduled arrival. Instructions for this process are outlined in the check-in details

Bed

Bath

Sleeps

$501.13

/ Nightly

Private Vacation Home

Arbor View | 4 Kings + Private Baths | Hot Tub · Fire Pit · Game Room

Galena, Illinois, United States

Arbor View is a four-bedroom vacation home in The Galena Territory — a 6,800-acre private recreational community six miles outside historic Galena, Illinois. The property sleeps up to 10 guests across four king bedrooms and a lower-level sleeper sofa. Three en-suite bathrooms and one dedicated private bath adjacent to the fourth bedroom mean every guest has their own bathroom. No shared bathrooms, no morning rush.brbrTHE HOMEbrbrBedrooms and Bathroomsbr• 4 king bedrooms — Bedroom 1: king, en-suite bath | Bedroom 2: king, en-suite bath | Bedroom 3: king, en-suite bath | Bedroom 4: king, dedicated private bath steps awaybr• Lower-level sleeper sofa — total capacity up to 10 guestsbrbrLiving and Entertainingbr• 2 living areas — one with wood-burning fireplace, both with Smart TVs (bring your own streaming logins)br• Lower-level game room: pool table + Smart TVbr• Fully equipped kitchenbr• Gas grill on the deckbrbrOutdoor Spacesbr• Private hot tub — available year-roundbr• New outdoor fire pit (added 2026)br• Screened porch with wooded viewsbr• Expansive deck — seating for the groupbrbrGALENA TERRITORY OWNERS CLUB — INCLUDED WITH EVERY STAYbrbrEvery Arbor View reservation includes 6 Owners Club access cards covering:br• Year-round indoor and outdoor swimming poolsbr• Fitness centerbr• Pickleball and tennis courtsbr• 31 miles of hiking and walking trails through The Galena Territorybr• Lake Galena: pontoon, kayak, and fishing boat rentalsbrbrAdditional day passes for extra guests are available at $5 per person for ages 5 and older.brbrGOLFbrbrEagle Ridge Resort and Spa — one of the Midwest's top-ranked golf destinations with four championship courses — is five minutes from Arbor View. Discounted Eagle Ridge golf passes are available exclusively for Arbor View guests. Inquire at the time of booking. Stonedrift Spa is also located at Eagle Ridge.brbrEXPLORE THE REGIONbrbr• 10 min → Historic Downtown Galena: shops, dining, riverfront, wine bars, distilleries, and galleriesbr• 20 min → Chestnut Mountain Resort: skiing, snowboarding, Alpine Slide, and ziplinebr• Wineries, craft breweries, and Driftless-region landscapes throughout Jo Daviess CountybrbrWHY GROUPS CHOOSE ARBOR VIEWbrbr✓ All-king bedrooms — every couple gets the good roombr✓ Private bath for every bedroom — 3 en-suite, 1 adjacent privatebr✓ Hot tub + fire pit + game room — entertainment without leaving homebr✓ GTA Owners Club access — pools, courts, trails, and Lake Galena includedbr✓ 5 minutes from Eagle Ridge — with access to discounted golf passesbr✓ 5.0 stars across 23 reviews — Guest Favorite, Airbnb Top 5%br✓ Locally managed by The Collection Vacation Homes, based in GalenabrbrDOG POLICYbrbrArbor View welcomes up to two hypoallergenic dogs with a $150/dog fee. Breed and size must be disclosed at the time of booking. Dogs are permitted on the main level of the home only. No other pets. Guests are responsible for any pet-related damage and for proper disposal of all pet waste.brbrHOUSE RULES AND POLICIESbrbr• Minimum renter age: 25 — primary renter must be present for full duration of staybr• Rental agreement and photo ID required within 48 hours of bookingbr• Smart lock self check-in — arrival instructions and door code sent 3 days before arrivalbr• Check-in: 4:00 PM | Checkout: 11:00 AMbr• Early check-in and late checkout available upon request; confirmed day-before only, not guaranteedbr• Non-flexible cancellation policy — travel insurance is strongly recommended

Bed

Bath

Sleeps

$601.73

/ Nightly

Private Vacation Home

Outdoor Hot Tub, Pool Table, Huge Fire Pit - Close 2 Pools!

Galena, Illinois, United States

Welcome to Fore Augusta Drive. We are 4 minutes from the GTA Owners Club (pools, fitness center, etc.) and 15 minutes to Downtown Galena. This home is NOT pet-friendly.brbr*Golf Benefits: Guests have access to our Eagle Ridge Golf Membership with preferred rates and tee times at The General, The North Course and the South Course! Contact us for details. NOTE: 2026 rates have not been releasedbrbrThis distinctive 5-bedroom 5.5-bath home is located within the heart of the Galena Territory—just minutes to Eagle Ridge Resort or to the GTA Owners Club near several walking trails. The home features a family room with a wood-burning fireplace and a flat screen TV for your maximum enjoyment. The modern kitchen is equipped with everything to make your stay perfect and opens onto the dining area, which seats 10. The master King bedroom is located on the main level and has a private ensuite master bathroom. Upstairs you will find two additional bedrooms, one with a king bed and one with a queen bed both with private bathrooms. The lower level entertainment room offers extra room to spread out behind a dry bar, over the pool table or in front of the large flat screen tv for hours of fun. There is a queen bedroom with a hallway bath and the last bedroom with 2 twin beds has it's own ensuite bathroom. The outdoor areas are the highlight of this spacious home. Sit on the screen porch or soak in the outdoor hot tub to maximize your relaxation while at our Galena getaway. Please note that guests do not have access to the garage at this home. Walking trails are conveniently close, and you can walk to Eagle Ridge or the GTA Owners Club if you are up for an adventurous, hilly walk - it's doable!brbrYou will have access to the GTA Owners Club while staying with us. The indoor pool is open year-round and the outdoor pool is open Memorial Day through Labor Day. The club is an exclusive amenity that can be used by only Galena Territory property owners and their guests. The Owners' Club includes an indoor swimming pool, outdoor swimming pool w/slides, a kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts, seasonal snack bar, free WiFi and outdoor playground. Don't forget to visit Lake Galena, The Shenandoah Riding Center and hiking trails throughout the 6,800-acre property. Please remember usage of the amenities is NEVER guaranteed. We do not discount or refund due their closure. brbrOur cancellation policy is NOT flexible, we highly recommend travel insurance. Travel insurance is offered at the time of booking and up until 15 days prior to check in. The provider is CSA. When you book a home with us a 30% down payment is required, this is not a deposit. The full balance is due 14 days prior to check in. If you cancel before the final payment is due you will be refunded that payment less a $35 cancellation fee. At the 14 day mark your final payment will be processed, the stay will become non-refundable and dates cannot be adjusted. Please Note: You will be required to sign an electronic rental agreement at the time of booking, we ask this be signed and filed within 48 hours of receiving to guarantee your reservation. You must be 25 or older at the time of booking and present during the entire stay.brbrCheck-in details are sent 3 days before your arrival to the email on file. Early check-in is never guaranteed and cannot be considered until the night before or morning of your arrival. The emailed check in details will cover this process.

5

Bed

5

Bath

12

Sleeps

$719.91

/ Nightly

Private Vacation Home

Private 2 acres, Huge Deck, Hot Tub, Fitness Room, Movie Room & Pool Table

Galena, Illinois, United States

Powderhorn Gap is 7 minutes from the GTA Owners Club (we provide proximity for free access) and 17 minutes to Downtown Galena This home is NOT pet friendly.brbr*Golf Benefits: Guests have access to our Eagle Ridge Golf Membership with preferred rates and tee times at The General, The North Course and the South Course! Contact us for details.brbrThis two acre private, secluded property is ideally situated near the Shenandoah Riding Center in the beautiful Galena Territory. The owner built this house in 2007 as a vacation home for their family. They have had many wonderful weekends there and would love to share it with you. Enjoy your 2 acres of wooded privacy in the Galena Territory. brbrThere are very few 6 bedroom 6.5 bathroom affordable homes in the Galena Territory and Powderhorn is a rare find. It boasts great space with 3 levels, 2 family rooms, a pool table, fitness room, projector and so much more. The Master with a King bed is located on the main level with the attached Master Bath, walk in closet, jetted tub and stand up shower. There are 3 bedrooms with their own bathrooms upstairs (King, King, Queen) and another 2 bedrooms (Queen, Queen) with their own baths in the lower level. The lower level also features a game table, pool table, sectional sofa and projector with screen. Have a great workout using the gym equipment in the work out room just off the movie room! The exterior features a wrap around porch, lower level patio, upper level deck and the outdoor hot tub is nicely tucked away in the back of the house and protected by a retaining wall and is available year round. The portable metal fire pit is also available for your use and we provide the firewood. brbrAs our guest you will have access to the GTA Owners Club. The indoor pool is open year-round and the outdoor pool is open Memorial Day through Labor Day (sometimes longer). The club is an exclusive amenity that can be used by only Galena Territory property owners and their guests. The Owners' Club includes an indoor swimming pool, outdoor swimming pool w/slides, a kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts, seasonal snack bar, free WiFi, and outdoor playground. Don’t forget to visit Lake Galena, The Shenandoah Riding Center and hiking trails throughout the 6,800-acre property. Disclaimer: You may not have enough cards for your entire group. Guest passes can be purchased for just $5 a day at the GTA admin office or pool entrance, staying with us grants you access, it may not be free. Please remember usage of the amenities is never guaranteed. We do not discount or refund due their closure.brbrWhen you book a home with us we will require 30% down, this is a payment not a deposit. The full balance is due 14 days prior to check in. If you cancel prior to the 14 days you will receive the first payment less a $35 cancellation fee. At the 14 day mark your stay will become non-refundable and dates cannot be adjusted. Please NOTE: You will be required to sign an electronic rental agreement at the time of booking, we ask this be signed and filed within 48 hours of receiving to guarantee your reservation. You must be 25 or older at the time of booking and present during the entire stay. Your payments will automatically be processed to the card you place on file at the time of booking. Your rental agreement (sent after booking) will reflect the due dates and amounts.brbrOur cancellation policy is NOT flexible, we highly recommend travel insurance. Travel insurance is offered at the time of booking and up until 15 days prior to check in. The provider is CSA. **Check in details are sent 3 days prior to your arrival to the email on file. This includes the address, access code and other pertinent home/area information. Early check in is never guaranteed and cannot be considered until the night before or morning of your arrival. The check in details will cover this process.

Bed

Bath

Sleeps

$540.68

/ Nightly

Private Vacation Home

Amazing Tree Top Views-Outdoor Hot Tub, Fire Pit, Pool Table, Access 2 Pools!

Galena, Illinois, United States

Our Eagle Lane home is 1.5 miles from the GTA Owners Club and just 15 minutes from downtown Galena. This home is NOT pet-friendly. Ask us about our Golf Discounts! We offer 6 proximity cards for free access to the Owners Club. You can purchase additional guest passes for just $5 a day.brbrPerched on 2 acres with jaw-dropping hilltop views and incredible sunsets, this 5BR/3.5BA home is the perfect getaway for families and groups. Relax and fire up the grill on the deck, or unwind in the outdoor hot tub after a day of exploring.brbrInside, you’ll find a spacious main level with a large kitchen island, cozy living room with gas fireplace, and a primary suite featuring a Queen bed, a jetted tub and a walk-in closet. We offer a Keurig and regular coffee maker with some basics to get you started. Our upper level offers 3 comfy bedrooms (1 King, 2 Queens) plus a loft with a 50 Smart TV. These bedrooms will share a full hallway bathroom. Head downstairs where another Queen bedroom and a hallway bathroom are ready for your guests. This is where all the fun happens - new pool table, poker, 2 TVs, a dry bar, and a classic arcade table with 50+ games. There’s also a fire pit outside with wood ready for your use. Just minutes from walking trails and Galena Cellars Vineyard, this home gives you space, views, and plenty to do. 2-car garage access included.brbrYou will have access to the GTA Owners Club while staying with us. This home will provide you with 9 proximity cards. The indoor pool is open year-round and the outdoor pool is open Memorial Day through Labor Day. The club is an exclusive amenity that can be used by only Galena Territory property owners and their guests. The Owners' Club includes an indoor swimming pool, outdoor swimming pool with w/slides, a kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts, seasonal snack bar, free WiFi, and outdoor playground. Don't forget to visit Lake Galena, the Shenandoah Riding Center and hiking trails throughout the 6,800-acre property. Disclaimer: You may not have enough cards for your entire group. Guest passes can be purchased for just $5 a day at the GTA admin office or pool entrance, staying with us grants you access, it may not be free. Please remember usage of the amenities is NEVER guaranteed. We do not discount or refund due to their closure. brbrWhen you book a home with us we will require 30% down, this is a payment, not a deposit. The full balance is due 14 days before check-in. At the 14-day mark, your stay will become non-refundable and dates cannot be adjusted. Your payments will automatically be processed to the card you place on file at the time of booking. Your rental agreement (sent after booking) will reflect the due dates and amounts. Please note: You will be required to sign an electronic rental agreement at the time of booking. We ask that this be signed and filed within 48 hours of receipt to guarantee your reservation. You must be 25 or older at the time of booking and present during the entire stay. Our cancellation policy is not flexible; please review it carefully. We highly recommend purchasing travel insurance. brbrCheck-in details are sent to the email address on file three days before your arrival. This includes the home's address, the access code, and other pertinent home/area information. Early check-in is never guaranteed and cannot be considered until the night before or morning of your arrival. The check-in details will cover this process.

5

Bed

3

Bath

12

Sleeps

$844.96

/ Nightly

Private Vacation Home

Prestigious Trillium Lane*Hot Tub*2 Fireplaces*Pool Table*Fire Pit* Sleeps 14

Galena, Illinois, United States

Only 3 miles to the GTA Owners Club and 8 miles to Downtown Galena. This home is NOT pet-friendly. This 5200 square foot home is steps away from prestigious golf and the entrance to The Galena Territory, but quietly tucked away by itself on prestigious Trillium Lane. brbr**Enjoy Golf Benefits** Guests of this home have access to our Eagle Ridge golf membership, which provides preferred rates and tee times at The General, The North Course, and The South Course! Contact us for details.brbrOur luxury home boasts 6 bedrooms total. The main level primary bedroom has an expansive walk-in closet, a King bed, a whirlpool tub & shower. Upstairs, you will have 2 Queen bedrooms, each with its own large private bathroom. The lower level has another primary suite with a large King bed and an en suite bathroom. Then there is a small Queen bedroom that will share the King bedroom bath and has access to the additional half bathroom downstairs. Lastly, there is a Queen bed and bathroom above the garage. Most bedrooms, family room, and living room have HD flat screen tvs. Enjoy the open concept family room, kitchen, and dining, or have some quiet time on the screen porch or all-season room. The pool table and huge hot tub (available year-round) are bound to be highlights of your trip. The attention to detail in this home will astound you. The upscale furnishings, outdoor deck with wooded view, top-of-the-line outdoor hot tub, and complimentary WiFi will add to your enjoyment of this beautiful home and area. Please note that guests do not have garage access at this home, even though it is shown in the pictures. brbrAs our guest, you will have access to the GTA Owners Club. The indoor pool is open year-round and the outdoor pool is open Memorial Day through Labor Day (sometimes longer). The club is an exclusive amenity that can only be used by Galena Territory property owners and their guests. The Club includes an indoor swimming pool, outdoor swimming pool w/slides, a kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts, seasonal snack bar, free WiFi, and outdoor playground. Don’t forget to visit Lake Galena, the Shenandoah Riding Center & hiking trails throughout the 6,800-acre property. Disclaimer: You may not have enough cards for your entire group. Guest passes can be purchased for just $5 a day at the GTA admin office or pool entrance. Staying with us grants you access, but it may not be free. Please remember usage of the amenities is NEVER guaranteed and we do not discount or refund due to their closure.brbrWhen you book a home with us we will require 30% down, this is a payment, not a deposit. The full balance is due 14 days before check-in. If you cancel before the 14 days, you will receive the first payment less a $35 cancellation fee. At the 14-day mark, your stay will become non-refundable, and dates cannot be adjusted. Please NOTE: You must sign an electronic rental agreement at the time of booking. We ask that this be signed and filed within 48 hours of receiving it to guarantee your reservation. You must be 25 or older when booking and present during the entire stay. Your payments will automatically be processed to the card you place on file when booking. Your rental agreement (sent after booking) will reflect the due dates and amounts. Our cancellation policy is NOT flexible, we highly recommend travel insurance. Travel insurance is offered when booking and up until 15 days before check-in. brbr**Check-in details are emailed to the email on file three days before your arrival. This includes the address, access code, and other pertinent home/area information. Early check-in is never guaranteed and cannot be considered until the night before or the morning of your arrival. The emailed check-in details will cover this process.brbrAsk us about our other home on Trillium for your larger group!

6

Bed

6

Bath

14

Sleeps

$1074.9

/ Nightly

Private Vacation Home

Firelit evenings @ Grand Galena Retreat w/Whiskey Room, Fireplace & Hot Tub

Galena, Illinois, United States

The GTA Owners Club is just 4 minutes away, and Downtown Galena is only 15 minutes away. This home is NOT pet-friendly.brbr**Enjoy Golf Benefits** Guests of this home have access to our Golf Membership at Eagle Ridge, which provides preferred rates and tee times at The General, The North Course, and the South Course! Contact us for details.brbrOur Grand Galena Retreat is 4500 sq ft of amazing space for your friends & family to enjoy! When you arrive, you'll have access to the garage and space to park another 3-5 cars in the driveway. Enter our home and be prepared to experience the getaway you've been wanting. The open-concept main floor features an airy family and dining room with a spectacular deck view (outdoor seating & gas grill) and beyond. Gather around the woodburning fireplace or kick back and watch the game on our large flat-screen TV. Our dining room will easily host your holiday gathering, seating 10 at our table & 4 at the counter. There is additional seating in the kitchen for another 4, a great place for the kids or an extra spot for prep. Our stainless appliances will make cooking a breeze in the fully stocked kitchen. Great extra space for the adults in your group who will love our Whiskey Room. Sit back and reminisce about the day, watch TV, or play shuffleboard in a space just for you. Our primary bedroom is also on the main level with a large jetted tub, walk-in shower, and double sinks. Next, head upstairs to our upstairs bonus room, which offers comfortable seating and a TV and is open to below to be close enough to the group, but enjoy your special spot. Down the hall is an ensuite bedroom with a queen size bed, right across the hall is another ensuite bedroom w/2 Queen beds. Our lower level will excite the pool and poker players in your group! The game room also has an arcade, karaoke, fireplace & access to the outdoor deck w/hot tub. There are 3 additional bedrooms and w/attached baths on the lower level. Two have King size beds and the last has a Queen. We provide the most comfortable linens and bedding with extra pillows & blankets for maximum relaxation. Don't forget the firepit w/seating for 10 in our spacious backyard! brbrYou will have access to the GTA Owners Club while staying with us. The indoor pool is open year-round, and the outdoor pool is open from Memorial Day - Labor Day. The club is an exclusive amenity that can only be used by Galena Territory property owners and their guests. The Club features an indoor swimming pool, an outdoor swimming pool w/slides, a kiddie pool, a fitness room, a game room, basketball courts, tennis courts, a seasonal snack bar, free WiFi, and an outdoor playground. Please remember that the usage of the amenities is never guaranteed. We do not offer discounts or refunds due to their closure. We may not have enough proximity cards for your group, but daily guest passes are available.brbrWhen you book a home with us, we will require 30% down; this is a payment, not a deposit. The full balance is due 14 days before check-in. At the 14-day mark, your stay will become non-refundable, and dates cannot be adjusted. NOTE: You must sign an electronic rental agreement when booking. You must be 25 or older when booking and present during the entire stay. Your payments will automatically be processed to the card you place on file when booking. Our cancellation policy is NOT flexible. We highly recommend travel insurance. Travel insurance is offered when booking and up until 15 days before check-in. **Check-in details are sent to the email on file three days before your arrival. These include the address, access code, and other pertinent home/area information. Early check-in is never guaranteed and can only be considered the night before or the morning of your arrival. The check-in details will cover this process. Check-in for this home is 4 p.m., and check-out is 10 a.m.

6

Bed

6

Bath

14

Sleeps

$386.7

/ Nightly

Private Vacation Home

Huge 4BR*Outdoor Hot Tub*2 Fireplaces*Pool Table*Great Value*

Galena, Illinois, United States

This home is approximately 8 miles or 15 minutes from Downtown Galena. This home is NOT pet-friendly. You must be 25 or older when booking and present the entire stay.brbr*Golf Benefits: Guests have access to our Eagle Ridge Golf Membership with preferred rates and tee times at The General, The North Course and the South Course! Contact us for details.brbrThis spacious 4-bedroom home with a Large Outdoor Hot Tub and Pool Table is nestled in a serene wooded setting in the beautiful Galena Territory. 3 King Beds, 1 Queen bed, and 2 Twin beds will delight your guests. The home's main level is the place to enjoy your friends and family. The living room has a large fireplace, kitchen, and dining room, all open to each other. There are 2 Master En Suites, one on the main level and one on the lower level; these will allow you to stretch out and enjoy some private spaces while being close to the action on the main level with open dining/living rooms and a kitchen. Also on the main level is a front room with 2 twin beds, replacing the sofa sleeper in the lower level for your +2, allowing the home to sleep 10 in beds. There is another bedroom on the second floor with hallway access to a bathroom with a tub and a shower. In addition to the King ensuite on the lower level, there is a Queen bedroom with hallway access to a full bathroom. (This home had a sofa sleeper for years, which continued to get broken, so the owner has installed 2 twin beds in a common space upstairs to sleep your +2). The garage is not available for guests to use.brbrThe home is just a few minutes from the Territory Owners Club (pool, fitness center, and more), Lake Galena, and is close to several Golf Courses and Spa. Just fifteen minutes to historic downtown Galena and Chestnut Mountain!brbrYou will have access to the GTA Owners Club while staying with us. The indoor pool is open year-round, and the outdoor pool is open from Memorial Day through Labor Day. The club is an exclusive amenity that can only be used by Galena Territory property owners and their guests. The Owners' Club includes an indoor swimming pool, an outdoor swimming pool w/slides, a kiddie pool, a fitness room, a game room, indoor/outdoor basketball courts, tennis courts, a seasonal snack bar, free WiFi, and an outdoor playground. Don't forget to visit Lake Galena, The Shenandoah Riding Center, and hiking trails throughout the 6,800-acre property. Please remember that the usage of the amenities is NEVER guaranteed. We do not offer discounts or refunds due to their closure. brbrWhen you book a home with us, we will require 30% down; this is a payment, not a deposit. The full balance is due 14 days before check-in. If you cancel before the 14 days, you will receive the first payment minus a $35 cancellation fee. At the 14-day mark, your stay will become non-refundable, and dates cannot be adjusted. Your payments will automatically be processed to the card you place on file when booking. Our cancellation policy is not flexible, so we highly recommend travel insurance. brbrPlease Note: You must sign an electronic rental agreement at the time of booking; we ask that you sign and file it within 48 hours of receiving it to guarantee your reservation. Your rental agreement (sent after booking) will reflect the due dates and amounts. brbrCheck-in details are sent to the email on file three days before your arrival. This includes the home's address, the access code, and other pertinent home/area information. Early check-in is never guaranteed and cannot be considered until the night before or the morning of your arrival. During peak season, early check-in is not typically an option. The emailed check-in instructions will cover this process

Bed

Bath

Sleeps

$328.93

/ Nightly

Private Vacation Home

Close 2 Resort, Fishing/Walking Trails -Great Deck & Fireplace - Dog Friendly

Galena, Illinois, United States

Now Dog Friendly! Our Farmstead Townhome is approximately 10 miles, or a 15-minute drive, from Downtown Galenabr1.5 miles from the GTA Owner's Club, which features pools, tennis courts, and a fitness center. brbr*Enjoy Golf Benefits* Guests of this home have access to our Golf Membership at Eagle Ridge, which provides preferred rates and tee times at The General, The North Course, and The South Course! Contact us for details.brbrRelax, Play & Explorebr*Room for Everyone – 4 bedrooms across 3 levels: 2 Kings, 1 Queen, 2 Twins + 2 futons in the game room.br*Comfort Everywhere – 3 full bathrooms with showers & hair dryers.br*Fun for All Ages – Game room with Pac-Man arcade and extra sleeping space.br* Prime Location – In the resort core near the Inn & Spa; perfect for weddings, special events, or family getaways.br* Exclusive GTA Owners Club Access:brIndoor pool (year-round) & outdoor pool w/slides (Memorial Day–Labor Day)brKiddie pool, fitness room, game roombrBasketball & tennis courts, playground, snack bar, free WiFibr* Explore the Territory - Lake Galena, Shenandoah Riding Center, and 6,800 acres of hiking trails.brbrBooking & Stay Details:br30% down at booking (payment, not deposit); full balance due 14 days before check-inbrCancel before 14 days = refund minus $35; within 14 days = non-refundablebrElectronic rental agreement required (sign within 48 hours)brGuest must be 25+ and present during entire staybrAmenities are exclusive but subject to availability; no refunds for closuresbrTravel insurance is strongly recommendedbrYour Galena adventure starts here—comfort, fun, and memories await!

4

Bed

3

Bath

10

Sleeps

$397.43

/ Nightly

Private Vacation Home

3BdRoom Home w/ Hot Tub + Game Room

Galena, Illinois, United States

Escape to this spacious 3-bedroom, 2.5-bath retreat in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Private hot tub + screened porchbr• Game room with Pac-Man arcade + board games br• His & hers golf clubs, balls, + tees ready for the course ⛳br• Pickleball paddles + balls br• Wood-burning fireplacebr• Access to Owner’s Club (pool, fitness center & more)br• Smart TVs + fast WiFibr• 12pm check-in & check-outbr• ~15 minutes to downtown GalenabrbrWelcome to Gleneagle Retreat @ A&D Rise Getaways!brbrUnwind by the fireplace, relax in the private hot tub, or gather for game nights in the lower-level entertainment space. With a mix of cozy indoor areas and inviting outdoor spaces, this home is designed for connection, comfort, and fun.brbr⛳ SWING, SERVE, & STAYbrMake the most of your stay with his & hers golf club sets (with balls and tees) and pickleball paddles with balls, perfect for enjoying the courses and courts throughout The Galena Territory.brbr GAME NIGHT READYbrRainy day in Galena or just feeling competitive Gleneagle Retreat is stocked with classic board games, cards, poker chips, puzzles, and a retro Pac-Man arcade machine — perfect for family nights, friend getaways, and cozy evenings in.brbr ️ SLEEPING ARRANGEMENTSbr• Primary (Upper Level): King bed, Smart TV, ensuite bathroombr• Lower Level Bedroom 1: Queen bed with Smart TV (Movie-themed room)br• Lower Level Bedroom 2: Queen bed with Smart TV (Music-themed room)br• Additional Sleeping: Futon in game roombrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Cookware, utensils + essentials providedbr• Drip coffee maker (coffee provided ☕)br• Dining table seating for 4 + counter bar with 3 stoolsbrbr LIVING & OUTDOOR SPACESbr• Main living room with fireplace + large sectionalbr• Lower-level game + movie area with Pac-Man arcadebr• Screened-in porch with seating + diningbr• Private hot tub on lower patiobr• Blackstone grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• ~10 minutes to Owner’s Clubbr• ~15 minutes to historic downtown Galenabr• ~25 minutes to Chestnut Mountainbrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor pools (pool towels provided)br• Fitness centerbr• Game room & arcadebr• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 6 proximity cards for access.brAdditional cards available for $5/day at the Owner’s Club (2000 Territory Drive).brbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide with local recommendations, tips, and everything you need to plan your Galena getaway.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr GRILL INFObrBlackstone grill available for guest use. Please clean after use. We do our best to provide at least 1/3 tank of propane, but additional refills are the guest’s responsibility. brbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer availablebr• Private driveway parkingbr• High-speed WiFibr• No petsbrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Gleneagle Retreat @ A&D Rise Getaways!br** Exterior lights must be turned off by 1am. The Galena Territory charges $150 for lights left on overnight. **brbr* An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest`s stay. *

3

Bed

3

Bath

8

Sleeps

$267.9

/ Nightly

Private Vacation Home

SemiPrivate Pool/Cozy Porch/Walk to Resort, Spa and Golf. W/Owners' Club Access!

Galena, Illinois, United States

pstrongLong Bay Gem, Galena IL/strong/pbrbrpstrongEntire Home Vacation Rental, 2 Bed, 2 Bath, One Floor Condo 6 Person Occupancybr/strongWalk to golf in the morning and to dinner and entertainment in the evening! This one floor condo (located on the lower level of the building which requires going down one flight of stairs to enter the unit) has 2 spacious bedrooms. The master offers a king bed, wall mounted flat screen TV and private bath. The second bedroom has two comfy twin beds and a hall bath with tub/shower combination. A bright end unit, it offers a great living area with corner fireplace, dining space, full kitchen, and fabulous 3 season screened porch. This exclusive condo group has its own private outdoor pool. In addition to the private condominium outdoor pool, you will have complete access to the Owners' Club facilities./pbrbrpstrongGuest Accessbr/strongYou will have access to the Galena Territory Owners' Club and all it's amenities such as indoor and outdoor pools, game room, fitness center, gym, tennis and basketball courts, and more. /pbrbrpstrongThe Areabr/strongGalena IL has hundreds of unique gift and clothing shops, antique stores, art galleries and artist studios. It boasts a rich performing arts community, live music, gourmet delights, as well as a multitude of museums, wineries, historical sites and tours. There are opportunities to enjoy the outdoors golfing, skiing, playing tennis, boating, fishing, zip-lining, hiking, horseback riding, hot-air ballooning and much more. /pbrbrpstrongGetting Aroundbr/strongA car is necessary to see all that Galena and the surrounding area has to offer! Taxi, Uber and Lyft services are available./p

2

Bed

3

Bath

6

Sleeps

$685.84

/ Nightly

Private Vacation Home

Stone Fire Pit, Hot Tub, Pool Table & Arcade Game

Galena, Illinois, United States

Oakmont Lodge is 1 mile from the GTA Owners Club and a 7 mile drive to downtown Galena. This home is dog-friendly, with a max of two dogs w/a pet fee.brbr*Enjoy Golf Benefits* Guests of this home have access to our Golf Membership at Eagle Ridge, which provides preferred rates and tee times at The General, The North Course, and The South Course! Contact us for details.brbrWhen you walk in you will fall in love with the high ceilings and lodge feel. Sit back and relax before the fire or enjoy our 55 Smart TV. The living room is open to the dining room and kitchen. Our kitchen is stocked and ready for you to entertain. The frig with ice maker, large gas stove and huge 3 sink, will make prepping and cooking a breeze. Enjoy your coffee by using our Keurig or regular coffee maker. Our dining room table seats 12 people for meals, games and easy conversation. Next step into the game room and find another amazing spot for everyone to be together. You will find a pool table, seating, flat screen TV, arcade game & wooded views of the outdoors. Step to the rear of the main level and you will enjoy the private and quiet Master bedroom space. A king bed with two closets and access to the en suite bathroom are everyone's favorites. The recently remodeled Master bath features a garden jacuzzi tub, double sinks and double showers one being a rain shower. Relax and enjoy! You will have access to the backyard, where you will find comfortable seating and a large outdoor hot tub that is available for use year-round, along with a small rock fire pit. When you head upstairs to the second level you will find 4 large bedrooms that feature en suite bathrooms - no sharing bath space here. Three of the 4 bedrooms have King beds and one has 2 Queen beds so absolutely everyone in the group can sleep in a bed. Every bedroom has its own screen TV with Mediacom cable. There is plenty of room to bring sleeping bags or air mattresses if you wish but we cannot sleep more than 12 people. Please note guests do have access to the 3 car garage at this home. There is an additional refrigerator in the garage for overflow. Pet-friendly homes do require a $150 pet fee.brbrEnjoy access to the GTA Owners Club during your stay. Indoor pool open year-round; outdoor pool open Memorial Day–Labor Day. The club is an exclusive amenity that can be used by only Galena Territory property owners & their guests. The Club includes an indoor swimming pool, outdoor swimming pools, a kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts, seasonal snack bar, free WiFi, and outdoor playground. Don't forget to visit Lake Galena and The Shenandoah Riding Center. Disclaimer: You may not have enough cards for your entire group. Guest passes can be purchased for just $5 a day at the GTA admin office or pool entrance. Staying with us grants you access, it may not be free. Please remember usage of the amenities is NEVER guaranteed. We do not discount or refund due to their closure.brbrWhen you book a home with us we will require 30% down, this is a payment not a deposit. The full balance is due 14 days before check-in. If you cancel before the 14 days, you will receive the first payment less a $35 cancellation fee. At the 14-day mark your stay will become non-refundable and dates cannot be adjusted. Your payments will automatically be processed to the card you place on file when booking. Your rental agreement (sent after booking) will reflect the due dates and amounts. Please NOTE: You will be required to sign an electronic rental agreement at the time of booking. We ask that this be signed and filed within 48 hours of receipt to guarantee your reservation. You must be 25 or older at the time of booking. Our cancellation policy is NOT flexible; we highly recommend travel insurance. Travel insurance is offered at the time of booking and up until 15 days before check-in. The provider is CSA.brbrCheck-in details, including the home address, access code, and local info, are emailed 3 days before arrival. Early check-in isn’t guaranteed and can only be requested the night before or day of arrival.

Bed

Bath

Sleeps

$226.8

/ Nightly

Private Vacation Home

Newly Renovated. Gorgeous Retreat w/seasonal waterfall view! Dogs under 25 LBS

Galena, Illinois, United States

Dogs under 25 LBS are welcome to come along. There is a $50 per fee per dog. brNo cats allowed.br***Limit of 2 dogs under 25LBS each. If a pet exceeds the weight limit without approval will result in a $250.00 fine.brMinimum 2 night staybrbr*This town home has Large flat screen TV's in Living Room and Both Bedrooms. The only bathroom is upstairs. All new kitchen cabinets, Side by Side Refrigerator with Ice Maker, Electric Stove, Microwave, and includes Dishwasher, Keurig Coffee pot, Regular 12 c coffee pot, all your kitchen utensils and pots/pans, New Flooring through out, and new Furniture.. Relax by the electric fireplace indoor or sit out back on the deck or we also have a wood fire-pit and 4 chairs in the back yard! We do not supply the firewood. We kindly ask that you put the chairs on the gravel next to the deck when not using them, the landscapers will not cut the grass if the chairs are in the way. There is Cable, WIFI . Washer and dryer in the unit. Small pets OK.. Absolutely NO SMOKING IN THE HOUSE. IF A SMELL OF CIGARETTE, CIGAR, OR MARIJUANA IS DETECTED THEN THERE WILL BE A $100 FINE.brNew windows coming soon. brbr** We do put away the patio furniture in the late fall and will bring it back out in the spring..brbr• FREE USE OF OWNER'S CLUBbrbr* MUST HAVE A PARKING PASS THAT HANGS FROM YOUR REAR VIEW MIRROR WHEN PARKING ANYWHERE IN THE TERRITORIES OTHERWISE, SECURITY WILL ISSUE A $100 FINE ..brbrANY LOST PROXY CARDS WILL RESULT IN A $50 FEE PER CARD...brbrSix (6) proximity cards are available in the townhouse for guests to use to gain access into the Owner's Club located a short 2 minute drive away. It includes a full fitness center with Nautilus-style equipment, indoor Olympic-size swimming pool with accessible ramp, outdoor swimming pool, indoor basketball court (not regulation size), and a game room with pool tables, ping-pong tables, TV, and video games. You can also sign up to use one of several tennis courts or play on the beautiful 63-hole golf course. The Business Center offers three computer stations with internet access. There is also a computer bar located outside the Business Center, plus the entire complex offers free wireless internet connectivity.brbr• GALENA TERRITORYbrbrThe Galena Territory is a semi-private, residential, recreational and resort community located in the northeast corner of Illinois, near the historic city of Galena. The territory boasts 6,800 acres of spectacular vistas, valleys, prairies and woodlands. The Territory has set aside 1,500 acres of protected recreational land. The remainder is filled with low-density residential development and Eagle Ridge Resort & Spa. The Galena Territory was designated a Community Wildlife Habitat™ by the National Wildlife Federation in 2010. There are 1,900 acres of recreational amenities and Lake Galena for boating and fishing.brbrIf you love walking, there are about 24 miles of trails right on the Galena Territory property. Some of them go up in the hills and lead to wood deck lookouts with beautiful views. Some go right along the water of Lake Galena.brbrActivities in the Galena Territory include zipping thru the canopies of The Galena Territory on Long Hollow Canopy Tour’s new zip-line course, or a leisurely horseback ride at the Shenandoah Riding Center. Or enjoy 63-holes of championship golf and award-winning restaurants at Eagle Ridge Resort & Spa.brbr• SPAbrbrNeed the next level of relaxation, you can make an appointment at the Stone-drift Spa located in the Eagle Ridge Resort main building. The 6,000 -square foot facility has certified and experienced spa professionals and 10 treatment rooms where therapies include couple’s massages, facials, and reflexology, energy therapies, teen and men’s services. The men’s and women’s locker rooms also feature state-of-the-art steam rooms. The relaxation room is a great place to unwind while awaiting treatment and the Spa Boutique offers the deluxe organic products for purchase which can be used during your treatment.brbr• LAKE GALENA & MARINAbrbrOne of The Galena Territory’s most cherished amenities is Lake Galena, a scenic 225-acre man-made lake perfect for anglers and boaters who enjoy observing nature on leisurely cruises. It boasts some of the best fishing in the area, with an abundance of small-mouth and large-mouth bass, walleye, bluegill, channel catfish, perch and tiger muskie.brbrThe shoreline is designated Green-space – land owned collectively by members of The Galena Territory Association – that cannot be purchased or developed. To protect the shoreline from erosion and keep the lake quiet, peaceful and attractive to wildlife, the lake is restricted to 10-horsepower motors. There is no swimming or water skiing.brbrTwo other special locations on Lake Galena are North Cove and Thunder Bay Falls Park. North Cove includes a picnic area, a small pavilion and barbecue grills. Thunder Bay Falls Park is located opposite Lake Galena’s spillway and dam. Hiking trails are available and fishing is allowed in the stream below the spillway. Two paths traverse the top and the base of the 17-foot-tall by 400-foot-long limestone retaining wall that leads to a popular observation point for a view of Lake Galena’s spillway.brbrThe Galena Territory Association’s Marina is located on Marina Drive and offers boat rentals and sells fuel and fishing licenses. The Marina features a well-stocked Bait & Tackle Shop for fishermen in need of live bait, extra lures, bobbers or perhaps a new rod and reel, and also sells pop, bottled water, chips, snacks and ice cream. The shop is open April through October.brbrOn the shoreline of Lake Galena, next to the Marina, you’ll find a number of recreational opportunities for family members of all ages to enjoy including a playground, picnic area, fish-cleaning shed as well three pickle-ball courts, a tennis court and volleyball courts. Other seasonal recreation opportunities include a badminton net and two horseshoe pits.brbr• HISTORIC DOWNTOWN GALENAbrbrThe townhouse is about a 15-minute drive to downtown historic Galena. This New England-style town was recently rated #1 in 2017 by Architectural Digest for “Most Beautiful Main Street in America”. It was also listed as one of “America’s Prettiest Towns” by Forbes Magazine in 2013. You will love the quaint, mile-long downtown area with unique gift shops, ice cream parlors, artist galleries, craft stores, specialty food shops, and restaurants. There are also many vineyards to explore outside of Galena. See the Visit Galena website for more detailed information including a calendar of events.brbr• DININGbrbrIn Galena, there are many options ranging from pub-style burger places to high end dining. One of our favorites is a French/German restaurant called Fritz and Fritters. It has one of the best steaks we’ve had. The Log Cabin is known for great steaks as well (although at higher prices). One Eleven Main is a great restaurant that creates their dishes with food from local farmers. Durty Gurt's is known for their burgers. If you don’t want to leave the resort, there are four restaurants on the grounds. The Woodlands restaurant in the Eagle Ridge Resort & Spa has a good breakfast buffet and a stunning view from the bluff overlooking Lake Galena. We especially like the Eggs Benedict from the menu. There is an adjacent pub-style restaurant with a bar and large screen TV if you want to catch up on a game. Paisano's serves pizza and Italian sandwiches. There is another restaurant near the entrance of the Galena Territory called Woodstone with 2 1/2 story windows facing a beautiful view of the valley.brbr• WINTER ACTIVITIESbrbrWintertime actives include skiing at Chestnut Mountain which is a 20 minute drive. Right on the grounds, you can cross country ski, ice skate on the pond, or go sledding on the many hills. You can rent equipment for these at the Nordic Center, which is within walking distance of the town-home. You also might want to go to downtown Galena at night to see the Christmas lights.brbrAround the 2nd week of December, Galena has an event called Night of the Luminaria and Living Windows. The town puts over 5,000 candlelit luminaries lining the streets all around town and many of the shops downtown decorate their windows with Christmas scenes and live people acting out different characters.

Bed

Bath

Sleeps

$527.16

/ Nightly

Private Vacation Home

4bd 4ba spacious home w/hot tub, pool table, firepit, Pet Friendly

Galena, Illinois, United States

4 bedroom, 4 bath home with pool table, (hot tub available April 1 - 10/31, not open during the winter months), main level living room, lower level family room, tv's wood fireplace, kitchenette in lower level, whirlpool tub in master bath, cable tv, deck and gas grill, firepit area. Pet Friendly, Near Riding Center. Minutes away from main core resort where the pools, tennis and basketball courts are, fitness center, game room, marina, golfing. Approx 6-10 miles to downtown Galena. Another 4bdrm home within walking distance available if you need more space and bedrooms

4

Bed

4

Bath

10

Sleeps

$315.18

/ Nightly

Private Vacation Home

The Drey: A Private Retreat in the Treetop Canopy

Galena, Illinois, United States

Welcome to Spring at The Drey – A Private Forest Escape in Galena TerritorybrbrWake up to the sound of birdsong and a cup of coffee high among the treetops. From woodpeckers and wild turkeys to eagles, deer, fox, and even the occasional bobcat—nature lovers and sustainability-focused friends, this is your front-row seat to the wild side of Galena.brbrThe SpacebrbrTucked away on a quiet wooded ridge, The Drey is a freshly decorated and sparkling-clean getaway designed for comfort and connection with nature. This cozy home accommodates up to 4 adults plus 2 children with:brbr-2 private queen bedrooms with new mattressesbrbr-2 full bathrooms with shampoo, conditioner, and body washbrbr-A fun loft with bunk beds (ideal for kids 4+)brbrModern comforts meet contemporary charm—enjoy strong fiber optic Wi-Fi (1 gig!), two workspaces, and streaming-ready TVs with Roku guest mode.brGuest accessbrPin pad at door.brbrMotion detector lights will help you navigate from the parking to the door.brbrThere are about 8 steps to access the entry. Parking is on a fairly level asphalt driveway, but the driveway is sloped to the parking area.brbrYou will have the entire house other than the locked owners closet in the hallway and the basement.brbrYou'll have four access passes to use the Owners Club.brOther things to notebrbrThe SurroundingsbrbrLocated in the heart of the Galena Territory, you're just minutes from:brbrHiking, biking & horseback riding trailsbrbrDining, golfing & swimming (indoor & outdoor pools)brbrSpa and amazing golf courses, including The GeneralbrbrBoating on Lake GalenabrbrHot air balloon rides and morebrbrThe Country Store is a couple miles away within Galena Territory, and great for groceries, butcher meats, alcohol, or that item you forgotbrbrOnly a 10-minute drive to historic downtown GalenabrbrWatch wildlife from the large picture windows or private deck, and listen for owls or woodpeckers in the morning. Our property is a certified National Wildlife Federation Habitat, so bring your binoculars for an unforgettable nature experience!brbrAmenitiesbrbrFully equipped kitchen: induction cooktop, oven, microwave, fridge, dishwasher, blender, toaster & multipurpose hot potbrbrMotion-sensor lights for safe, easy entry. Motion lights use cameras to detect motion and activate lights. Cameras are on the driveway and front steps, but do not capture guest areas.brbrParking on a gently sloped, level asphalt padbrbrFire pit table on deck keeps you warm while stargazingbrbrPlease NotebrbrNo petsbrbrNot toddler-friendly (spiral stairs & balconies)brbrOccasional forest bugs may wander in—this is part of the charm of being immersed in naturebrbrThe home is extremely private—even with the blinds openbrbrWe call it The Drey—a squirrel’s nest—and you'll see why. Come unplug, recharge, and experience Galena from a whole new perspective.

2

Bed

2

Bath

6

Sleeps

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