Vacation Rentals By Owner In Galena, IL

$293.48

The Galena Chalet - Beautiful 3bd, 3ba House 773 443-7832

Galena, Illinois, United States

Welcome to the Galena Chalet. This beautiful vacation home features 3 levels, 2 living rooms, 2 decks and a screened-in porch. Located in the Galena Territory, which is known for world class golf, you will enjoy Country Club living at its finest. As our guests, you will have access to the Owner's Club, featuring indoor and outdoor pools, fitness center & game room for kids. Also, enjoy hiking, boating, fishing and horseback riding. 20 min to downtown Galena or to Chestnut Ski Mountain.brbrTHE SPACE:br-3Bedroom/3Bathroom homebr-Fits 6 guests comfortably (Great for Families or Groups)br-Easy check in/outbr-2 outdoor patio/deck spacesbr-2 separate living spacesbr-A wood burning fireplaces (main floor family room)br-Screened in porchbr-Gas Grillbr-Smart TVs in primary bedroom, and the main and lower living spacesbr- High speed fiber internet throughoutbr-Fully Stocked Kitchenbr-Stainless steel appliancesbr-Laundry Room: Washer/Dryer in Basementbr-Full Access to the Owner’s Clubbr brbrMAIN LEVEL:brTake advantage of this home’s main level indoor and outdoor living areas. Relax by the cozy fireplace with picturesque views. There is a Guest Bedroom (Queen bed) and a full bathroom.brbrUPSTAIRS:brRetreat upstairs to the Primary Suite (King bed) and ensuite bathroom. The landing upstairs also has a sofa bed that could sleep an additional guest if needed.brbrLOWER LEVEL:brDownstairs, enjoy another living area with a walk-out patio and more amazing views…There’s not a bad view anywhere in the house. Another large Guest Bedroom (2 Full beds) is located on the lower level with access to a full bathroom. The additional living space has a sectional couch and TV.brbrOTHER NOTES:br• Guests have access to Owner’s club with: indoor/outdoor pool, fitness center, indoor sport court for basketball/pickle-ball/etc, game room with billiards/ping pong/bumper pool/etc, and an arcade roombr• 4 Award Winning Golf Coursesbr• Miles of hiking trails and waterfallbr• Lake Galena offers fishing and boating. Kayaks and pontoons can be rented from the Galena Territorybr• Shenandoah Riding Center for all ages: Trail Rides, Wagon Rides, Line Leads and special events like the rodeobr• Our property comes with 6 proximity cards. These will be needed to access the owner’s club. Additional cards are available for purchase for $5/day at The Owner’s Club Administrative Officebr• 15-20 minute drive to historic downtown Galena on Main Street with charming stores and great dining. 20-25 minutes to Chestnut Mountain for Alpine Slides, Zip lining, Biking in the summer and Skiing in the winterbr• Blink motion detector with camera in front of the house with view of drivewaybr• Flexible check in/out if not bookedbrGuest accessbrGuests are allowed access to the entire home, excluding a couple owner's closets that will be locked.

Bed

Bath

Sleeps

$254.81

/ Nightly

Apartment

Overlooking Historic Downtown Galena Suite #2

Galena, Illinois, United States

Come stay in this beautiful Historic Building from 1845 overlooking Downtown Galena. The apartment extends from Main Street to Bench Street. Extra Spacious 2 bedroom apartment with 2 queen beds, living room, dining room, and kitchen. WiFi Included. Please note that the entrance for this apartment is located at 229 S. Main Street. Children under 16 not allowed. No Pets allowed. No Smoking or Vaping allowed. We also have 8 other apartments available in the same building to select from.brbrThere is free street parking on Main Street where the entrance to the property is located. brbrRates are based on Double Occupancy.

Bed

Bath

Sleeps

$1266.54

/ Nightly

Private Vacation Home

Galena Getaway w/ Hot Tub, Home Theater & More!

Galena, Illinois, United States

Nestled in the heart of Galena, this magnificent 6-bedroom, 7-bathroom vacation rental is a true gem. With its lake views and luxurious amenities, including a private hot tub, fireplace, and access to a community pool and tennis court, this sprawling home is perfect for family gatherings or group retreats. Explore nearby attractions like the famous Chestnut Mountain Resort, Galena Cellars Vineyard, and the historic Main Street. Your unforgettable Galena getaway awaits in this stunning home!brbr-- THE PROPERTY --brbr9,000 Sq Ft | Lake Views | Community Amenities | Private Chef (Addt’l Fee Required)brbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: King Bed | Bedroom 4: King Bed | Bedroom 5: 2 Queen Beds | Bedroom 6: 2 Queen Beds | Additional Sleeping: Crib, Pack ‘n PlaybrbrCOMMUNITY AMENITIES: Tennis court, pickleball court, game room, fitness center, rec center brINDOOR LIVING: Smart TVs w/ cable, 3 wet bars, theater room w/ projector screen, 2 seasonal gas fireplaces, multiple living areas, dining areas, board games, books, DVD player, video games brOUTDOOR LIVING: 2 decks, gas grill (propane provided), outdoor dining table, screened porch w/ private hot tub, gas fire pitbrKITCHEN: Cooking basics, coffee maker, dishwasher, stove, double oven, refrigerator, microwave, Crockpot, spices, toaster, coffee grinder, water filter, dishware & flatware, high chair brGENERAL: Free WiFi, keyless entry, complimentary toiletries, linens & towels, in-unit washer & dryer, central heating & air conditioning, laundry detergent, hair dryer, iron/board, trash bags & paper towels brFAQ: 2 exterior security cameras (facing out), stairs required for access brPARKING: Driveway (6 vehicles), RV/trailer parking available on-site, free street parkingbrbr-- THE LOCATION --brbrNATURE'S PLAYGROUND: Shenandoah Riding Center (3 miles), Long Hollow Canopy Tours (5 miles), Depot Park (8 miles), Casper Bluff Land & Water Reserve (12 miles), Apple River Canyon State Park (21 miles)brCHEERS AND GRAPES: Galena Cellars Vineyard (5 miles), Massbach Ridge Winery Tasting Room Galena (8 miles), Galena Cellars Winery (8 miles), Fergedaboudit Vineyard & Winery (15 miles), Rocky Waters Vineyard and Winery (16 miles)brTEE TIME: Galena Golf Club (10 miles), Chestnut Mountain Resort (13 miles)brHISTORY BUFFS: Belvedere Mansion (7 miles), Dowling House (8 miles), Galena - Jo Daviess County Historical Society (8 miles)brAIRPORTS: Chicago Rockford International Airport (73 miles), Dane County Regional Airport (108 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Your safety matters. This property features 2 exterior security cameras. These cameras are outward facing and do not look into any interior spaces. Camera 1 is located above the garage facing the driveway and in the garage facing the tools. These cameras actively record video and audio when motion is detected and will be turned on during your staybr- NOTE: Community amenities are available via the 12 key cards provided at the property. All amenities are available except for pontoon boat rentalsbr- NOTE: A private chef is available for an additional fee paid upon arrivalbr- NOTE: This property requires stairs to access

6

Bed

7

Bath

14

Sleeps

$259.65

/ Nightly

Private Vacation Home

1842 Bavarian Brew House

Galena, Illinois, United States

Nestled in charming and historic Galena this beautiful home was built in 1842 by brewer Peter Specht from Bavaria. The cellar operated as his brewery and tavern while living in the home above. The house was extensively renovated in 2008. It remains full of character and charm, but now boasts an abundance of modern comforts. A quiet private patio and yard are the perfect spot for a morning coffee or a glass of wine. All within a few walkable blocks to Main Street, the heart of Galena!brbrThis spacious home was built 19 years before the Civil War! Photographs of the house are in the Library of Congress in Washington DC and it has been awarded the prestigious Jo Mead Historic Preservation Award.brbrBegin by noticing the hitching post and large stone placed by the front door to assist those when exiting their carriage. The off- street parking leads to the current garage that is locked, but you can peek in the windows to see this historic structure. This space was once the summer kitchen, built to avoid overheating the home, and still has the fireplace, bread warming oven, and 1847 date etched into the wall.brbrAs you enter the back door to the house you will find a patio complete with comfortable furniture, fire feature, gas grill, and glowing party lights. There is also a shaded grassy back yard which deer visit year round. brbrThe previous tavern, which is now the cellar, has natural light, hot water heated floors, a dry bar, an electric fireplace, shuffleboard table, and seating area perfect to play a game and share an icy beer as Peter Specht intended.brbrYou will find the original woodwork, wood floors, and stairway in the 2400 square foot home. The wide Southern Pine floors are over 175 years old and remain gorgeous. There is a dining room, living room with gas fireplace, modern kitchen with island, walk in pantry and eat-in seating. The kitchen is fully equipped including a coffee pot as well as a Kuerig. The laundry room, and half bath are on the first floor as well. brbrThe three bedrooms have large comfortable beds. The master has a king bed, bathroom with marble counter top, heated towel rack, walk in closet, and massage therapy shower. The second bedroom also has a king bed. The third bedroom has a queen bed and its own gas fireplace, and a beautifully detailed ceiling. A full bath which includes a shower and tub is also on this floor directly across the hall from the two bedrooms. brbrCentral air, hot water heated floors, free Wi Fi, and access to Netflix all will make your stay more comfortable. Take a few moments to look at the wall of photographs that line the hallway. These provide many ideas of experiences to have, places to visit, and areas to dine or enjoy a beverage or cocktail while in Galena. brbr Our home is located in a historic, peaceful neighborhood with an abundance of trees and nature. It is directly off of highway 20. Luckily most eating, dining, music, shopping, and activities are just a few blocks away making this the perfect spot for your stay!brbr

3

Bed

3

Bath

6

Sleeps

$489.86

/ Nightly

Private Vacation Home

Westaway-Spacious Home w/Private Hot Tub, Fireplace, Amazing 1st Floor Layout

Galena, Illinois, United States

Welcome to WestAway! Get away from it all in this 4 bedroom (2-king and 2-queen), 4.5 bath home. We are in an excellent location in the resort core between the North and South golf courses and near great walking paths.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.brbrOur WestAway home has a spacious open floor plan. We have 4 bedrooms all with their own bathrooms. There is a primary bedroom on the main level, two bedrooms upstairs and one in the lower level. Our home has many updates, from the kitchen, bedrooms/bathrooms, flooring, and decking. Some featured highlights are a remodeled main level powder room with plank board accent wall, carpet in the family room, flooring, a built-in table that connects the family room to the kitchen, stainless steel appliances including a double oven, quartz countertops, working island, and FULLY stocked for all your cooking needs (take a look at what guests are saying in their reviews!)! This is better than our own kitchen at home! Enjoy mornings with coffee (we have a Keurig and a regular coffee maker) in front of the stone gas fireplace or on one of our porches. Play cards at the kitchen table while conversing with those in the kitchen and family room. We offer one bedroom on the main level, two bedrooms upstairs, another in the lower level along with a pull out sofa for your + 2 in th living room. The family room includes a 60 flat screen TV. Need a little private time The loft offers a quiet place for socializing, reading, and relaxing. There is also a family gathering space on the lower level with a 55 flat-screen TV and a Foosball table. You'll get beautiful views of nature from the screened-in porch located on the main level deck or relax your muscles in our covered hot tub on the lower deck overlooking a nature-filled backyard. brbrWe provide 10 proximity cards for your stay! Enjoy 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 Owner's 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, and a seasonal snack bar. Don't forget to visit Lake Galena, The Shenandoah Riding Center and hiking trails throughout the 6,800-acre property. brbrPlease remember, usage of the amenities is never guaranteed. We do not offer discounts or refunds due to 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. Please 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. brbr*Check-in details are emailed to you 3 days before arrival. This includes the home's address, the access code, and other information about the home/area. 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.

Bed

Bath

Sleeps

$423.94

/ Nightly

Private Vacation Home

Beautiful home, Hot Tub, great views, easy access to downtown and Territory

Galena, Illinois, United States

Enjoy the luxury of this magnificent home with panoramic views. Take in the peace and quite with coffee and the sunrise from the deck or relax over dinner on the screened porch. This ideal retreat is located 6 miles from downtown Galena and 1.5 miles from the Galena Territory Owners Club pools and other amenities. This home is meticulously decorated; the perfect vacation get away. brbrThe main floor includes combined dining and great room - prefect for gathering. Get cozy with the beautiful stone gas fireplace. Great spaces for the whole group to gather!brbrMain level also includes a master bedroom & bathroom. (Ideal for those with limited mobility. Only 3 steps into the house!!)brbrThe lower level has a family room with reclining sofa. Two additional bedrooms (1 king and 1 with 2 full sized beds) plus a full bath. The kitchenette/game room offers another great place to spend time together. The basement walks out to the Hot Tub. Covered by the deck above, enjoy long soaks after an active day skiing, ice fishing or shopping.brbrRelax with our easy check in and check out process - no long list of things to do before leaving.brbrIt's an easy drive (10 min) to charming downtown Galena shops and restaurants and Chestnut Mountain ski area. Guests have access to all of the Territory amenities including indoor and outdoor pools, exercise facility, tennis/pickleball courts, game room and boat rentals at the Marina. You'll also find 4 world-class golf courses and horse riding at Shenandoah Riding Center.

Bed

Bath

Sleeps

$596.17

/ Nightly

Private Vacation Home

Elevated FULL Log Cabin on 10+ Private Acres | Fireplaces, Loft w/Games

Galena, Illinois, United States

This home is approximately 7 miles or 15 mins from downtown Galena. It has 6 proximity cards for use at the GTA Owners Club. This home is DOG Friendly - Pet Fee is $150, max 2 dogs.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.brbrThunder Bay Chalet is a warm and inviting 3,500 square foot authentic log home that blends rustic charm with cozy luxury. Designed for comfort and togetherness, the home features five thoughtfully appointed bedrooms and four and a half baths. On the main level, a queen bedroom with a private en-suite bath offers easy, peaceful living. Upstairs, two additional queen bedrooms each include their own bathrooms, creating private retreats tucked beneath timber beams. The lower level is perfectly suited for families and groups, with two bedrooms that share a bath. One features two sets of bunk beds, while the other offers two single beds, creating a relaxed, lodge-style space ideal for kids or solo travelers. The kitchen is uniquely designed and functional, without traditional countertops or prep space, so we recommend bringing prepared meals or arranging catering to fully enjoy your stay. Please note, the kitchen does not include a dishwasher. At the heart of the home, the living room invites you to slow down and savor the moment. Gather around the crackling fireplace, play a tune on the piano (please handle with care) or simply take in the sweeping views of the beautiful, wooded grounds. Downstairs, you will find even more room to unwind, whether you are relaxing by the fire, watching TV, or stepping outside to enjoy evenings around the fire pit under the stars. For those mixing work with getaway, an upstairs workspace with a desk/table, and monitor offers a quiet and comfortable place to stay connected, all while surrounded by the warmth and character of this true log retreat.brbrEnjoy access to the Galena Territory Owners Club during your stay. The indoor pool is open year-round, while the outdoor pool is open from Memorial Day through Labor Day. This exclusive amenity is available only to Galena Territory property owners and their guests and features an indoor pool, outdoor pool with slides, kiddie pool, fitness room, game room, indoor and outdoor basketball courts, tennis courts, and a seasonal snack bar. Be sure to also explore Lake Galena, the Shenandoah Riding Center, and miles of scenic hiking trails across the 6,800-acre community.brbrPlease note: You may not receive enough amenity cards for your entire group. Additional guest passes can be purchased for $5 per day at the Galena Territory Administration Office or pool entrance. While staying with us grants you access eligibility, amenity use is not guaranteed and may require a fee. Amenities may close without notice, and we do not offer discounts or refunds due to closures.brbrPayment terms: A 30% payment is required at the time of booking (this is a payment, not a security deposit). The remaining balance is due 14 days prior to check-in. If you cancel more than 14 days before arrival, your initial payment will be refunded minus a $35 cancellation fee. At 14 days prior to check-in, the reservation becomes fully non-refundable and dates cannot be changed. All payments are automatically charged to the card on file. Your rental agreement, sent after booking, will outline all payment amounts and due dates.brbrPlease note: An electronic rental agreement is required at the time of booking. To secure your reservation, the agreement must be signed and returned within 48 hours of receipt. The primary booking guest must be at least 25 years of age. Please be aware that our cancellation policy is strictly enforced with no exceptions. We strongly recommend purchasing travel insurance.brbrCheck-in details will be emailed three days before your arrival and will include the home’s address, access code, and helpful information about the property and the surrounding area. Early check-in is not available from June through October. When it is available during other times of the year, it can only be requested the night before or the morning of arrival and is never guaranteed. Full instructions regarding this process will be included in your check-in email.

Bed

Bath

Sleeps

$226.8

/ Nightly

Private Vacation Home

Adorable Settlement home with seasonal lake and waterfall views

Galena, Illinois, United States

Views of the waterfall and lake Galena in the fall, winter and spring. For the spring, summer and fall we have a fire pit and 4 chairs for you to use, just bring along your firewood! We kindly ask that you put the chairs on the gravel next to the deck, the landscapers will not cut the grass if the chairs are in the way. We have a charcoal grill off the back deck. We ask that you bring your own charcoal and clean after each use. This home was just fully remodeled. All new furniture, flooring, cabinets and bathrooms. You will have access to 6 proxy cards to enter into the Owners Club. Parking is on site, WI-FI, all smart TV's to login into your NetFlix acct. Each of the bedrooms has their own private bathroom. The kitchen is stocked with mostly everything you need. Towels, linens, throw blankets, coffee, creamer provided. Toilet paper, paper towels toobr*ABSOLUTLY NO SMOKING IN THE HOUSE. IF THERE IS A SMELL OF CIGARETTES, CIGARS, OR MARIJUANA THERE WILL BE A $100 FINE. br* ANY LOST PROXIMITY CARDS WILL COST $50 TO REPLACE.br*Limit of 2 dogs under 25LBS each. There is a $50 per fee per dog. brNo cats allowed. brIf a pet exceeds the weight limit without approval will result in a $250.00 fine.

Bed

Bath

Sleeps

$488.73

/ Nightly

Private Vacation Home

4 bedroom, 4 bath house with multiple living areas in Galena Territory

Galena, Illinois, United States

Escape to a lovely 4-bedroom, 4 bath house in Galena Territory. This delightful property features 3 king beds, 2 twin beds, and a queen pull out couch. Each bedroom has its own adjoining or ensuite bathroom. 2 bathrooms feature a jetted bathtub for ultimate relaxation. The house has multiple living areas inside and outside. There is also a recreation room with a pool table. Guests can enjoy AC, indoor fireplace, 2 outdoor firepits and Wi-Fi during their stay. Experience the magic of Galena at our secluded country house.

Bed

Bath

Sleeps

$1109.8

/ Nightly

Private Vacation Home

Galena's Premier Lakeview 6 BR/5.5 BA Executive Home; Can rent as 4, 5 or 6 BR

Galena, Illinois, United States

Spectacular 6 BR, 5.5 bath, 4,700 sq ft lakeside home in the heart of the Galena territories. Truly, Galena's premier one-of-a-kind rental home, both spacious and private. Great room features cathedral ceiling and access to 1 of 4 decks. Two gorgeous stone fireplaces. Luxury vinyl plank flooring. Incredible lake views from sunroom. A 25'x30' bonus with 2 queen-size futons, a foosball table, and a large mounted tv for gaming and movies. Available as a 4, 5, or 6 BR rental at adjusted rates. 8 beds include 4 kings and 4 doubles; does not include 2 queen-size futons. 6 BR nightly rate (whole house) is $950/night. 5 BR nightly rate is $800/night. 4 BR nightly rate is $650/night.brbrMain floor includes huge great room, kitchen with 4 barstools, dinning table that seats at least 8, sunroom with stunning views, deck, owner’s suite with full bath, laundry room, and half bath. Upstairs features 2 bedrooms, each with a king bed and full bath, another deck, plus a huge bonus room with 2 queen-size futons, a foosball table, and large mounted tv for gaming and movies, inclusive of a kitchenette. Basement includes another king bedroom plus bathroom, as well as 2 bedrooms each with 2 double beds and a shared full bath, not to mention the 2nd living room with tv and fireplace, plus a ping pong table and large deck. The lake views will take your breath away.brbrThe home is also centrally located within approximately 1 mile of the Galena Owner's Club, the Marina and resort/spa. You will have 7 access cards for the Owner's Club, which includes free access to 1 indoor pool, 2 outdoor pools and a cafe, which is seasonal, gym/basketball court, workout room, game room, tennis and pickleball courts, 32 miles of trails, and nationally recognized greenspace. Additionally, you may also visit Shenandoah Riding Center, which is always open to the public. Also with the access cards, you can rent a pontoon or kayaks at the Marina. Don’t forget about the adorable downtown Galena, with shops and restaurants galore, including the renowned Poopsie’s!

6

Bed

5

Bath

14

Sleeps

$565.51

/ Nightly

Private Vacation Home

Picture Perfect Galena Getaway on Golf Course | 4 Bed 4 Bath | Hot Tub & FirePit

Galena, Illinois, United States

Bed

Bath

Sleeps

$446.55

/ Nightly

Private Vacation Home

Spacious, bright, and cozy Galena getaway

Galena, Illinois, United States

Escape to a secluded, spacious retreat atop a forest bluff! With an open layout, our home is perfect to relax and spend quality time with your family and friends. Play a game of pool, sip coffee overlooking expansive views, or make s'mores by the outdoor fire pit. Look around the house and you'll find games, books, and art pieces and decorations handmade by our family! Or, swim, work out, and visit the game room at the owner's club.brThe spacebrMain floorbr- Spacious living room with TV, games, ample couches, and blanketsbr- Fully equipped kitchen with ground coffee, drip and french press coffee makers, utensils and dishware, pots/pans/cookware to cook and bake, toaster, and morebr- Dining room overlooking the trees with seating for 8br- Walk out porch with gas BBQbr- Laundry room stocked with cleaning suppliesbrbrLower floorbr- Large seating area and 65in Roku TV equipped with high quality speakersbr8ft slate pool tablebr- Screened porch, completely secluded by the surrounding forestbr- Full bathbr- Bedroom with King bed and yoga matsbrbrUpper floorbr- Master bedroom with full bath and walk in closetbr- Bedroom 2 with Queen bedbr- Bedroom 3 with Queen bed and twin bed pulloutbrbrOut front, you can sit around and enjoy the fire pit! Wood is provided near the driveway.brGuest accessbrAll of the house is available to guests besides a couple of storage closets. The garage is not available to guests.brOther things to notebrThe house is ~2 miles (5 min drive) to the Galena Territory Owners Club. Here, you can enjoy the indoor/outdoor pool, game room, and workout facilities. It's 10 miles (a 15 min drive) to Galena.

Bed

Bath

Sleeps

$157.59

/ Nightly

Private Vacation Home

Sensational golf views from the patio!

Galena, Illinois, United States

This charming golf villa is located on the 9th green of the East Course which gives you an ideal location to watch golfers finish the game while overlooking a beautiful pond and occasional wildlife. Our villa offers the perfect location for long walks or cross-country skiing in the winter. We are centrally located near Owners Club, Golfing, and Marina. The wood burning fireplace offers great ambiance for a cold winter's night. A whirlpool tub is another feature to help you relax, unwind, and enjoy every season in beautiful Galena. We are ten minutes from Galena's historic downtown shopping area, 25 minutes to Dubuque Iowa and 20 minutes to Chesnut Mountain for winter skiing and summer fun.

Bed

Bath

Sleeps

$415.19

/ Nightly

Private Vacation Home

Eagle's Nest: 3 Bedroom Home in The Galena Territory

Galena, Illinois, United States

Welcome to the EAGLE'S NEST. Views for miles! Bright and airy 4 bed, 2 bath Galena Territory retreat that offers absolutely breathtaking vistas and stunning panoramas of The Galena Territory and beyond all in a private setting tucked amidst 1.30 acres near Property Owners' Club and Lake Galena. Open main level features nicely appointed kitchen with eat-at counter, dramatic great room style living room with updated flooring, soaring wood clad ceilings, floor-to-ceiling stone surround woodburning fireplace, incredible windows that frame in the gorgeous views and natural scenery, and separate dining area with ample room to entertain, two comfortable bedrooms and conveniently located full bath. Descend to the finished walk-out lower level to find a generous family room with access to rear paver patio and yard with a beautiful firepit, 2 bedrooms and full bath. Take in the amazing views and enjoy scenic setting from the expansive rear deck that wraps around the side. Come enjoy all amenities of The Galena Territory, including Owners' Club with indoor pool, outdoor pool, fitness facility, game room, multi-sport gym, tennis courts and more, tranquil Lake Galena, and miles of gorgeous paved and unpaved trails.

Bed

Bath

Sleeps

$272.28

/ Nightly

Private Vacation Home

Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

Galena, Illinois, United States

pYou'll find a kayak, golfing, and more on site at this pet-friendly vacation home. Jump into your car and make short work of the 8-minute drive to Eagle Ridge Resort Golf or the 30-minute drive to Mississippi River (and enjoy the property's convenient onsite parking in the meantime). /ppRelax by the communal pool or sip a drink on the deck or patio of this 1000-sq-ft vacation home, which also features a firepit and outdoor furniture. For a change of scenery, come inside and enjoy the free WiFi, TV, and DVD player. /ppAs you settle into this 1-bedroom, 2-bathroom rental, you'll find a living room, a dining area, a gas grill, and a fireplace. Bathroom amenities include a hair dryer, towels, and toilet paper. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And you can even pack a bit lighter because there's a washer and dryer. /p

Bed

Bath

Sleeps

$369.9

/ Nightly

Private Vacation Home

Hideaway Cove, woodland serenity + modern comfort in the Galena Territory

Galena, Illinois, United States

Hideaway Cove in the Galena Territory is a spacious 3-level home with three bedrooms and three full bathrooms. The property includes a main floor living room and lower level family room, ensuring comfort for all guests. This meticulously furnished home features a deck and lower level patio, fully equipped kitchen, laundry room and a wood burning fireplace. Additional amenities include a dishwasher, microwave, Keurig coffee maker, outdoor gas grill, Wi-Fi and 5 TV's, catering to all needs. There are comfortable king beds in each bedroom with extra linens and pillows to suit all guests. Guests can enjoy Owners' Club amenities such as fitness center, tennis-pickel ball-basketball courts with indoor and outdoor swimming pools. We're located .5 mi from Eagle Ridge Resort & Spa and are walking distance from the North and East courses. Hideaway Cove is also close to attractions such as Belvedere Mansion (6.8 mi) and Galena Historic District (7.5 mi). Dubuque Regional Airport is 29 mi away.

Bed

Bath

Sleeps

$292.5

/ Nightly

Private Vacation Home

Ironwood Galena Getaway: Luxe 3 Bed, 2.5 Bath

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• Screened-in porch + deck with fire tablebr• Wood-burning fireplace + outdoor firepitbr• Access to Owner’s Club (pool, fitness center & more)br• Smart TVs + fast WiFibr• 12pm check-in & check-outbr• ~15 minutes to downtown Galenabr• Peaceful wooded settingbrbrWelcome to Ironwood Getaway @ A&D Rise Getaways!brbrRelax in the bright, open-concept living space with vaulted ceilings and expansive windows, cozy up by the wood-burning fireplace, or unwind outdoors on the screened-in porch and back deck. With multiple indoor and outdoor gathering spaces, this home is designed for comfort, connection, and easy group stays.brbr ️ SLEEPING ARRANGEMENTSbr• Primary (Main Level): King bed with ensuite with soaking tub, double vanity + walk-in showerbr• Upper Level Bedroom 1: Queen bed with Jack & Jill bathroombr• Upper Level Bedroom 2: Two twin beds and Jack & Jill bathroombr• Additional Sleeping: Pull-out sleeper sofa in living roombrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Breakfast bar + dining areabr• Cookware, tableware + essentials providedbr• Drip coffee maker (coffee provided ☕)brbr LIVING & OUTDOOR SPACESbr• Vaulted living room with wood-burning fireplace (bring your own firewood)br• Screened-in porch + outdoor seatingbr• Back deck with fire table + outdoor diningbr• Private firepit (no chairs provided; please bring your own)br• Charcoal grill (charcoal not provided; please clean after use)br• Smart TVs and Fast Wifibrbr LOCATIONbrCentrally located in The Galena Territory:br• ~5 minutes to Owner’s Club (1.9 miles)br• ~15 minutes to historic downtown Galenabr• ~25 minutes to Chestnut MountainbrbrVisit the Galena Tourism website for more information.brbr 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. Visit the Galena Territory Website for details.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 INFObrCharcoal grill available for guest use. Charcoal is not provided. 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 Ironwood Getaway @ 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

2

Bath

8

Sleeps

$359.29

/ Nightly

Private Vacation Home

Galena Getaway

Galena, Illinois, United States

Get away from the hustle of the city and enjoy nature on this 1-acre lot in the woods of the Galena Territories. This house features an open floor plan with vaulted ceilings and skylights. Enjoy conversations with everyone from the kitchen to the dining room, extending to the living room. Features include a full kitchen with an eat-in bar. The house has 3 total bedrooms and 2 full bathrooms. Two bedrooms are on the main floor, as well as one full bathroom. Head upstairs, overlooking the main floor, to find an open loft area complete with a pull-out sofa. The second floor also features a spacious bedroom with a private bath, whirlpool tub, and shower. The second floor also features access to the outdoor hot tub as well as the washer and dryer.

Bed

Bath

Sleeps

$986.1

/ Nightly

Private Vacation Home

New construction, Hot tub, Game room, Extra-large patio, Firepit, covered porch

Galena, Illinois, United States

Welcome to your home away from home in the beautiful Galena Territory! This spacious five-bedroom, four-and-a-half-bath home offers the perfect blend of comfort and style. Nestled right on the golf course, it’s the ideal escape for family gatherings, friend getaways, ski vacations, or golf weekends. Enjoy a cozy evening by the smokeless firepit, unwind on the large patio with a private hot tub, and take in the breathtaking sunsets that paint the horizon each night. The home’s open layout and inviting décor create a warm, homey feel that makes it easy to relax from the moment you arrive. We provide 12 proximity cards for the Territory clubhouse. Additional cards can be purchased for $5 per day. Located just 10 minutes from downtown Galena, you’ll have quick access to shopping, dining, wineries, and all the charm of this historic town—while still enjoying the peace and quiet of the Territory. A scenic 20-minute drive brings you to the beautiful chestnut mountain, a place for year-round family fun including skiing, mountain biking, alpine slide and much more! Whether you’re here to golf, soak in the scenery, or simply recharge in a serene setting, this property has everything you need for a memorable stay.

5

Bed

4

Bath

12

Sleeps

$444.56

/ Nightly

Private Vacation Home

Talisman Lodge - Outdoor Hot Tub, Fireplaces, Dog Friendly close 2 Trails

Galena, Illinois, United States

Talisman Lodge is 5 minutes to the Galena Territory Owners Club and 15 minutes to Downtown Galena. This home is Dog Friendly, Maximum 2.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.brbrAmazing Galena retreat with modern conveniences! Our Talisman home is situated on almost an acre w/a wooded area to the rear of the property and a horse/walking trail immediately adjacent to the side of the house. The home offers 4 bedrooms, 4 full baths and 2 fireplaces. The main level living room has a floor-to-ceiling limestone wood-burning fireplace and flat screen 55 TV. Our large kitchen offers abundant natural light and stainless steel appliances and would be a grand place to host your getaway meal. The large, roomy Master Bedroom is located on the upper level of the home and offers a king-size bed with a large flat-screen TV to lay back and view. The master bath offers a great whirlpool tub and shower with a double sink vanity. The main level features a Queen bedroom with en suite bath. When you enter the lower level you will find the family room where you can relax, play games, or watch movies or the big game on the 55 TV and pool table. The lower level is also home to our other Queen bedroom and then our double twin bedroom. This home features a comfortable screened in porch on the main level w/deck and then a great place to sit on the patio below and look out over the yard. The backyard is also the location of our new fire pit - enjoy! brbrWe do allow dogs at our home. Please no more than two pooches at a time during your stay. We will ask you to sign an additional form to allow your pet and there will be an additional $150 pet fee per stay. This is not a deposit and will not be returned. There will be additional fees charged if your pet causes any damage or if additional cleaning is necessary for your pet after your stay. We would love to host you and your dogs!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.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 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. 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 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. The check-in details will cover this process.

4

Bed

4

Bath

10

Sleeps

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