Vacation Rentals By Owner In Galena, IL

$181.53

Woodland Vista Retreat on Creekwood - Patio, Grill, Fireplace & Dog Friendly

Galena, Illinois, United States

Welcome to Woodland Vista Retreat– a cozy villa that is a 15 minute beautiful drive to Downtown Galena. Please note: this home is dog-friendly for an $150 additional fee.brbrThis split-level villa comfortably sleeps 4 in two Queen bedrooms, with extra space for up to 2 more guests thanks to two Queen sleeper sofas—one in the loft and one in the main living room.brbrExclusive Golf BenefitsbrGuests enjoy access to our Eagle Ridge Golf Membership with preferred rates and tee times at The General, The North Course, and The South Course. Just reach out and we’ll help secure your tee times.brbrInside the Villabr• Upper Level: A private Queen bedroom with its own full bath, plus a loft area w/a Queen sleeper sofa. Perfect for relaxing or games!br• Main Level: A second Queen bedroom and another full bathroom provide comfort and privacy.brThe living room is warm and cozy with a wood-burning fireplace, (we provide the firewood), smart TV, Bluetooth speaker for music, and a plethora of games and puzzles in the storage table.brThe fully equipped kitchen opens to the dining and living areas, creating an easy, relaxing flow. Each bedroom also includes a smart TV with Netflix, Disney+, and more.brbrOutdoor LivingbrStep onto the back deck for seasonal views of the Eagle Ridge South Golf Course. Enjoy a morning coffee or late afternoon wine, grill dinner on the gas grill (propane provided), and unwind around the propane firepit under the stars.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. We do not have a Covid or weather Cancellation Policy, we highly recommend the travel insurance offered at check out. We offer Travel and Damage protections insurance through CSA.brbr*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.

2

Bed

2

Bath

6

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

$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

$642.56

/ Nightly

Cabin

WOW! Unique Galena Dream Cabin. Hot Tub, Games, Fire Pit, Fully Stocked.

Galena, Illinois, United States

brFrogmore Cabin is an experience like no other! Recently featured in Country Magazine 2024 House and Home Tour, this property will WOW you and your guests. To top it off, your hosts are dedicated to providing a great VRBO experience with over 150 5-star reviews since 2022. brbrA bit more about this magnificent cabin: br- 4 Bedrooms + 1 Den Room. Enjoy 2 King Master Suitesbr- Brand new Hot Tub - professionally cleaned between each guest.br- Rec room with pool table, arcade, poker and fridge. br- Rustic Fire pit. br- New 5-burner propane grill, we supply propane. br- Unbeatable Location: 15 mins from adorable downtown Galena. br- Full Guest Access to the highly-rated Galena Territory Club, with indoor and outdoor pools, full gym, and rec room. brbr4,260 Sq Ft br4 beds + 1 Den w/ Queen Bedbr4.5 bathbrHot TubbrGame RoombrElectric FireplacebrFire Pit with panoramic viewbrbrWhen you first see Frogmore, and pull around the winding hills, the whole car is going to cheer! This stunning, magnificent cabin sleeps up to 10 people, and with access to the Galena Territory Owner’s Club pools, tennis courts, and marina— and exciting downtown Galena just 12 minutes away— it’s the perfect spot for you to reconnect with the ones you love. brbrWhat’s included in the spaces:brbrKitchenbrHuge. Farmhouse style. Perfect for a home-cooked meal, or coffee with the family – with all the comforts of home at your fingertips.br✔ Granite countertopsbr✔ Tile backsplashbr✔ Large granite islandbr✔ Small wooden islandbr✔ 4-Burner Electric Antique Stove/Ovenbr✔ Second Ovenbr✔ Microwavebr✔ Full-Size Refrigerator (no ice maker)br✔ Dishwasherbr✔ Dual Coffee Pot/Keurigbr✔ Crock Potbr✔ Food processor br✔ Toaster br✔ Sink – Hot & Cold Waterbr✔ Pots, Pans, & Kitchen Utensilsbr✔ Plates, Bowls, & Glassesbr✔ Silverware & KnivesbrbrbrDining RoombrbrImagine you and your favorite people – taking in the country view as you wine and dine in spacious, cozy, social bliss.br✔ Wood carved, traditional dining 8 Chairs. Room for 10br✔ Second smaller table with two chairsbr✔ Silverware & Knivesbr✔ Runner and Centerpiece decorbrbrbrGreat RoombrbrWhether you’re looking for relaxation, or a space to watch a movie, you can do it all in the height of style and comfort.br✔ Brand New Leather Reclinersbr✔ Large Couchbr✔ Large ottoman with tray or for sitting by firebr✔ Chairs overlooking the panoramic view and tablesbr✔ Brand New 65” Fire TV (Access to Amazon Prime, HBO Max, Disney+)br✔ Coffee & End Tablesbr✔ Electric Fireplace with heat and multiple settingsbr✔ Three unique and beautiful chandeliers.brbrbrPrimary Bedroom #1 with Private Balcony brbrA hand carved baroque bed serves as your ultimate escape – relax the time away, in an abundance of opulence. On the second floor.br✔ King size bed with Pillows, Linens, and Sheetsbr✔ Amazon Fire Flat-Screen TV br✔ Walk-in Closetbr✔ Nightstandsbr✔ Lampsbr✔ Charging Stations built into lampsbr✔ Private Balcony with two chairs and tablebr✔ Walk-in Closetbr✔ Chandelierbr✔ Ensuite BathroombrbrbrPrimary Bathroom #1brbrFULLY Renovated in 2024 and fully custom walk-in shower. You’ll find any excuse to unwind in the multi-sprayer shower system.br✔ Beautiful Sink and quartz countersbr✔ 2 Shower Headsbr✔ Walk-In Showerbr✔ Toiletbr✔ Mirrorbr✔ Hair Dryerbr✔ Towelsbr✔ Essential Starter ToiletriesbrbrbrBedroom 2. brbrThe two queen beds makes this bedroom perfect for your guests – and with its own bathroom everyone is catered for.br✔ Queen size bed with Pillows, Linens, and Sheetsbr✔ Flat-Screen streaming TV br✔ Table and two chairsbr✔ Panoramic view of the countryside br✔ Nightstandsbr✔ Lampsbr✔ Overstuffed reading chair br✔ Walk-in Closetbr✔ Chandelierbr✔ Ensuite BathroombrbrbrBedroom #3brbrThe second KING MASTER bedroom is excellent for a family who wants their own entire wing as it is connected to the bunk room via the bathroom.br✔ King size bed with Pillows, Linens, and Sheetsbr✔ Flat-Screen streaming TV br✔ Table and three chairsbr✔ Panoramic view of the countryside br✔ Nightstandsbr✔ Lampsbr✔ Small love seatbr✔ Walk-in Closetbr✔ Chandelierbr✔ Ensuite BathroombrbrbrBathroom #3brClean and spacious, and perfect for kids or any other guests accompanying you on your trip.br✔ Showerbr✔ Sinkbr✔ Toiletbr✔ Mirrorbr✔ Towelsbr✔ Essential Starter Toiletriesbr✔ Walk-in Closetbr✔ Secret “club house” area (in closet)brbrbrBunk room.brThe kids can have their own space too, in this charming bunk room, with the option to pull the trundle beds out for the ultimate sleepover for four people.br✔ (4) Total Twin Beds with Pillows, Linens, and Sheets. Two beds are trundles.br✔ Chairbr✔ Nightstandbr✔ FanbrbrbrbrDen.brCharming provincial style furniture and queen size bed make this a great choice for guests who prefer to stay on the main level of the home. br✔ Queen size bed with Pillows, Linens, and Sheetsbr✔ Desk and Chairbr✔ 2 Nightstands with lampsbr✔ Fanbr✔ Dresser with drawersbr✔ Chandelierbr✔ Electric fireplace with heat optionbrbrbrLaundrybrThe laundry space ensures that you have everything you need if freshly laundered clothes are needed for the day’s adventures.br✔ Washer and dryer with laundry podsbr✔ Sinkbr✔ Cordless and rechargeable vacuum. brbrbrPowder BathbrComplete with pendant chandelier, this powder bath is tranquil and easy to access.br✔ Toiletbr✔ Pedestal SinkbrbrbrDownstairs BathbrRomantic and relaxing, this bathroom is the only bathroom on the first level and is great for those looking to spread out or kids who still need tubs! br✔ Toiletbr✔ Sinkbr✔ Clawfoot tub w/ shower head and curtainsbr✔ ChairbrbrbrEntertainment RoombrOn a level all its own, this is a great place to kick back and get into some friendly competition or catch a game or stream your shows. br✔ Supple Leather Sectional w/ ottomanbr✔ Marble Coffee Tablebr✔ Bar Height Table and two chairsbr✔ Pool Tablebr✔ Ultra Arcade with 15,000 retro Nintendo and Sega games. br✔ Poker Setbr✔ Fridge and Freezerbr✔ Microwavebr✔ Counters and cabinetsbr✔ Coffee tablesbrbrOutsidebrWe’ve got great things to do to help you gather and enjoy some moments of connection outdoors, right on the property. br✔ Fire pit area with 6 chairsbr✔ 5 burner propane grillbr✔ Small back deck with 2 chairs and a tablebr✔ Sloping front yardbrbrAbout the Resort:brGalena Territory and Eagle Ridge Resort is a luxurious Western Illinois destination on the known for its beautiful rolling landscape, world-class golf courses, a wellness destination for spa-goers and abundant nature–—all close to the historic town of Galena, Illinois. brThe GTA Owners Club Amenities are open and ready for you to use with 6 proximity cards available for each booking. No reservations will be necessary for the Outdoor Pools, Game Room/Arcade, or Owners’ Club Gymnasium. Indoor Lap swimming, outdoor tennis & basketball courts. Please remember usage of the amenities is NEVER guaranteed. We do not discount or refund due their closure.

Bed

Bath

Sleeps

$190.28

/ Nightly

Villa

2 Bedroom, beautiful end unit

Galena, Illinois, United States

Escape to this modern 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Two king bedrooms br• Various board games br• Access to Owner’s Club (pool, fitness center & more)br• Private patio with grillbr• ~10–15 minutes to downtown Galenabr• End-unit for added privacybr• Smart TVs + fast WiFibr• 12pm check-in & check-outbrbrWelcome to Nest at Oak Glen @ A&D Rise Getaways!brbrRelax in a bright, open living space, enjoy time on the private patio, or challenge your group to games for a fun night in. With a modern layout, two king suites, and thoughtful amenities throughout, this home is designed for both comfort and connection.brbr ️ SLEEPING ARRANGEMENTSbr• Upper Level Primary: King bed with ensuite bathroombr• Lower Level Bedroom: King bed with adjacent full bathroombr• Additional Sleeping: Queen 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 provided ☕)br• Dining area for shared mealsbrbr LIVING & OUTDOOR SPACESbr• Open-concept living room with Smart TVbr• Private lower-level patio with seatingbr• Propane grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• ~10 minutes to Owner’s Clubbr• ~10–15 minutes to historic downtown Galenabr• ~25 minutes to Chestnut Mountainbrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor poolsbr• Fitness centerbr• Game room (ping pong, pool, foosball)br• 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 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 available (stackable)br• 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 Nest at Oak Glen @ 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. *

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

$279.1

/ Nightly

Condo

WorldMark Galena - 1 Bedroom

Galena, Illinois, United States

bRelaxing Midwest Getaway at WorldMark Galena – 1-Bedroom Suite/b brbrbProduct Description/b brbr1 Bedroom Suite • Sleeps 4 brbrSet along a quiet, tree-lined road just minutes from historic downtown Galena, WorldMark Galena offers a peaceful lodge-style retreat with classic charm and modern comfort. This spacious one-bedroom suite is ideal for couples or small families looking to relax while enjoying one of Illinois’ most popular and picturesque destinations. brbrThis is a full-service resort with hotel-style check-in. Your suite number will be assigned at check-in. brbrbThe Space/b brbrThis one-bedroom suite offers approximately 750–871 sq. ft. of comfortable living space. brbrbSleeping Arrangements:/b brbr• Primary Bedroom: 1 King Bed brbr• Living Area: 1 Queen Murphy Bed brbr brbrbBathrooms/b brbr• 1 Full Bathroom brbr• Jetted tub in select units brbrbIn-Room Amenities Include/b brbr• Full kitchen brbr• Washer & dryer in unit brbr• Fireplace brbr• Private balcony or patio brbr• Television brbr• DVD player brbr• Wi-Fi internet access brbr• Ceiling fan brbr• Hair dryer brbr• Elevator access brbr• Jetted tub brbr brbrbResort Highlights/b brbrWorldMark Galena offers a quiet, upscale retreat with year-round amenities and convenient access to outdoor recreation and historic attractions. brbrResort amenities include: brbr• Heated indoor swimming pool brbr• Indoor hot tub brbr• Fitness center brbr• Activities center brbr• Concierge services brbr• BBQ grilling area brbr• Movie rentals brbr• Owner lounge brbr• Shared computer with internet access brbr• 24-hour security brbr• Elevators brbrbLocation Highlights & Nearby Attractions/b brbr• Historic Downtown Galena: ~3 miles brbr• Galena River Trail & Hiking Areas: Nearby brbr• Chestnut Mountain Resort (skiing): ~10 miles brbr• Galena Cellars & Local Wineries: ~5–10 miles brbr• Mississippi River boating & fishing: Nearby brbr• Dubuque, Iowa riverfront & casinos: ~20 miles brbrbNearby Dining/b brbrGalena is known for its charming dining scene, featuring cozy cafés, fine dining, historic taverns, and local wineries—many located in the walkable downtown district. brbrbNearest Airport/b brbr• Dubuque Regional Airport (DBQ): ~22 miles brbr• Chicago O’Hare International Airport (ORD): ~165 miles brbrbImportant Check-In Information/b brbr• Minimum age to check in: 21 brbr• Valid photo ID and major credit card required brbr• Front desk hours: 7:00 a.m.–11:00 p.m. brbr• Check-in: 4:00 PM brbr• Check-out: 10:00 AM brbr• Name change fee: $99.00 (or $129.00 if changes are made on the day of check-in) brbr• Air conditioning available brbr• Elevators on property brbrbFees Due at Check-In/b brbr• $250 credit card pre-authorization required at check-in brbrbParking/b brbrParking is limited. The resort is not able to accommodate the storage of boats, RVs, or trailers. brbrbPolicies (House Rules)/b brbr• No pets allowed (Service animals only) brbr• No smoking inside units, including electronic cigarettes brbr• Daily housekeeping not included brbr• Pool and hot tub hours are 8 a.m.–10 p.m. Children not fully potty trained must wear swim diapers. There are no lifeguards on duty—please refer to posted pool signage. brbrbAccessibility Notes/b brbrThis resort offers accessible guest rooms and routes to key areas, including registration, parking, shops, and restaurants. Visual alarms and TTY phones are available upon request. Accessibility requests must be made in advance and are subject to availability.

1

Bed

1

Bath

4

Sleeps

$260.66

/ Nightly

Condo

Galena | Relaxing Nature Retreat | Pool + Hot Tub

Galena, Illinois, United States

bCozy Midwest Retreat at WorldMark Galena – Studio Suite/b brbrbProduct Description/b brbrStudio Suite • Sleeps 2 brbrSet along a quiet, tree-lined road, WorldMark Galena offers a peaceful lodge-style escape just minutes from historic downtown Galena. This comfortable studio suite is ideal for couples or solo travelers seeking a relaxing getaway with classic Midwestern charm, modern conveniences, and easy access to outdoor recreation and local attractions. brbrThis is a full-service resort with hotel-style check-in. Your suite number will be assigned at check-in. brbrbThe Space/b brbrThis studio suite offers approximately 417–450 sq. ft. of comfortable living space. brbrbSleeping Arrangements:/b brbr• Sleeping Area: 1 Queen Bed brbr brbrbBathrooms/b brbr• 1 Full Bathroom brbr• Jetted tub in select units brbrbIn-Room Amenities Include/b brbr• Mini kitchen brbr• Fireplace brbr• Private balcony or patio brbr• Television brbr• DVD player brbr• Wi-Fi internet access brbr• Ceiling fan brbr• Hair dryer brbr• Elevator access brbr• Jetted tub brbr brbrbResort Highlights/b brbrWorldMark Galena offers a quiet, upscale retreat with year-round amenities and convenient access to outdoor recreation and historic attractions. brbrResort amenities include: brbr• Heated indoor swimming pool brbr• Indoor hot tub brbr• Fitness center brbr• Activities center brbr• Concierge services brbr• BBQ grilling area brbr• Movie rentals brbr• Owner lounge brbr• Shared computer with internet access brbr• 24-hour security brbr• Elevators brbrbLocation Highlights & Nearby Attractions/b brbr• Historic Downtown Galena: ~3 miles brbr• Galena River Trail & Hiking Areas: Nearby brbr• Chestnut Mountain Resort (skiing): ~10 miles brbr• Galena Cellars & Local Wineries: ~5–10 miles brbr• Mississippi River boating & fishing: Nearby brbr• Dubuque, Iowa riverfront & casinos: ~20 miles brbrbNearby Dining/b brbrGalena is known for its charming dining scene, featuring cozy cafés, fine dining, historic taverns, and local wineries—many located in the walkable downtown district. brbrbNearest Airport/b brbr• Dubuque Regional Airport (DBQ): ~22 miles brbr• Chicago O’Hare International Airport (ORD): ~165 miles brbrbImportant Check-In Information/b brbr• Minimum age to check in: 21 brbr• Valid photo ID and major credit card required brbr• Front desk hours: 7:00 a.m.–11:00 p.m. brbr• Check-in: 4:00 PM brbr• Check-out: 10:00 AM brbr• Name change fee: $99.00 (or $129.00 if changes are made on the day of check-in) brbr• Air conditioning available brbr• Elevators on property brbrbFees Due at Check-In/b brbr• $250 credit card pre-authorization required at check-in brbrbParking/b brbrParking is limited. The resort is not able to accommodate the storage of boats, RVs, or trailers. brbrbPolicies (House Rules)/b brbr• No pets allowed (Service animals only) brbr• No smoking inside units, including electronic cigarettes brbr• Daily housekeeping not included brbr• Pool and hot tub hours are 8 a.m.–10 p.m. Children not fully potty trained must wear swim diapers. There are no lifeguards on duty—please refer to posted pool signage. brbrbAccessibility Notes/b brbrThis resort offers accessible guest rooms and routes to key areas, including registration, parking, shops, and restaurants. Visual alarms and TTY phones are available upon request. Accessibility requests must be made in advance and are subject to availability.

1

Bed

1

Bath

2

Sleeps

$357.14

/ Nightly

Condo

WorldMark Galena - 2 Bedroom Queen

Galena, Illinois, United States

bClassic Midwest Getaway at WorldMark Galena – 2-Bedroom Queen Suite/b brbrbProduct Description/b brbr2 Bedroom Queen Suite • Sleeps 6 brbrLocated along a quiet, tree-lined road, WorldMark Galena features lodge-style architecture and a peaceful setting just minutes from historic downtown Galena. This spacious two-bedroom queen suite blends timeless comfort with modern conveniences—perfect for families or groups looking to relax while enjoying one of Illinois’ most charming destinations. brbrThis is a full-service resort with hotel-style check-in. Your suite number will be assigned at check-in. brbrbThe Space/b brbrThis two-bedroom queen suite offers approximately 1,092 sq. ft. of comfortable living space. brbrbSleeping Arrangements:/b brbr• Primary Bedroom: 1 King Bed brbr• Secondary Bedroom: 1 Queen Bed brbr• Living Area: 1 Queen Murphy Bed brbr brbrbBathrooms/b brbr• 2 Full Bathrooms brbr• Jetted tub in select units brbrbIn-Room Amenities Include/b brbr• Full kitchen brbr• Washer & dryer in unit brbr• Fireplace brbr• Private balcony or patio brbr• Television brbr• DVD player brbr• Wi-Fi internet access brbr• Ceiling fan brbr• Hair dryer brbr• Elevator access brbr• Jetted tub brbr brbrbResort Highlights/b brbrWorldMark Galena offers a quiet, upscale retreat with year-round amenities and convenient access to outdoor recreation and historic attractions. brbrResort amenities include: brbr• Heated indoor swimming pool brbr• Indoor hot tub brbr• Fitness center brbr• Activities center brbr• Concierge services brbr• BBQ grilling area brbr• Movie rentals brbr• Owner lounge brbr• Shared computer with internet access brbr• 24-hour security brbr• Elevators brbrbLocation Highlights & Nearby Attractions/b brbr• Historic Downtown Galena: ~3 miles brbr• Galena River Trail & Hiking Areas: Nearby brbr• Chestnut Mountain Resort (skiing): ~10 miles brbr• Galena Cellars & Local Wineries: ~5–10 miles brbr• Mississippi River boating & fishing: Nearby brbr• Dubuque, Iowa riverfront & casinos: ~20 miles brbrbNearby Dining/b brbrGalena is known for its charming dining scene, featuring cozy cafés, fine dining, historic taverns, and local wineries—many located in the walkable downtown district. brbrbNearest Airport/b brbr• Dubuque Regional Airport (DBQ): ~22 miles brbr• Chicago O’Hare International Airport (ORD): ~165 miles brbrbImportant Check-In Information/b brbr• Minimum age to check in: 21 brbr• Valid photo ID and major credit card required brbr• Front desk hours: 7:00 a.m.–11:00 p.m. brbr• Check-in: 4:00 PM brbr• Check-out: 10:00 AM brbr• Name change fee: $99.00 (or $129.00 if changes are made on the day of check-in) brbr• Air conditioning available brbr• Elevators on property brbrbFees Due at Check-In/b brbr• $250 credit card pre-authorization required at check-in brbrbParking/b brbrParking is limited. The resort is not able to accommodate the storage of boats, RVs, or trailers. brbrbPolicies (House Rules)/b brbr• No pets allowed (Service animals only) brbr• No smoking inside units, including electronic cigarettes brbr• Daily housekeeping not included brbr• Pool and hot tub hours are 8 a.m.–10 p.m. Children not fully potty trained must wear swim diapers. There are no lifeguards on duty—please refer to posted pool signage. brbrbAccessibility Notes/b brbrThis resort offers accessible guest rooms and routes to key areas, including registration, parking, shops, and restaurants. Visual alarms and TTY phones are available upon request. Accessibility requests must be made in advance and are subject to availability.

Bed

Bath

Sleeps

$225.76

/ Nightly

Apartment

One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot

Galena, Illinois, United States

8+ year, 5-star rated listing under new mgmt. Enjoy this centrally-located, beautifully furnished one-bedroom apartment in historic downtown Galena. ONE COMPLIMENTARY DESIGNATED OFF STREET PARKING SPACE INCLUDED! Overlooking Main Street and just steps away from all the action. Galena offers a rich history including unique boutiques, antique shops, wineries, incredible restaurants and bars. Come relax after a fun-filled day in this cute apartment offering everything you need just like home.

1

Bed

1

Bath

4

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

Bed

Bath

Sleeps

$294.1

/ Nightly

Apartment

Two Bedroom Apartment Overlooking Main Street with One Designated Parking Spot

Galena, Illinois, United States

Under new ownership/management. Experience Galena like a local in this beautifully furnished 2-bedroom apartment in historic downtown Galena. ONE COMPLIMENTARY DESIGNATED OFF STREET PARKING SPACE IS INCLUDED! You will be overlooking Main Street and just steps away from all the action. Galena offers a rich history and includes unique boutiques, antique shops, wineries, incredible restaurants and bars. Come relax after a fun-filled day in this cute apartment offering everything you need just like home.brbrWelcome to your charming two-bedroom apartment in the heart of Galena, overlooking Main Street. The primary bedroom is furnished with a king bed, and the 2nd bedroom is furnished with a queen bed. There is also a futon for an additional sleeping option in the living room. brbrThe fully equipped kitchen includes all the essentials fridge, stove and microwave. Wake up and enjoy a hot brewed beverage from the coffee bar from the single-cup Keurig or full coffee pot. brbrThe living room offers comfortable seating options along with a TV with Firestick for accessing all your personal streaming accounts. Large community dining table for gatherings. brbrThe full-size bathroom with shower/tub combo is accessible from both the master bedroom and the kitchen/living area. brbrFiberoptic internet access included. brbrOne designated parking spot located directly across the street. brbrThe apartment can be accessed by two different entry points. Main street entrance is available; however, the designated parking space is on Bench Street and directly across the street from the apartments primary entrance. The apartment is clearly marked with a 307 1/2 address, proceed down the wooden stairway to the primary apartment entrance.

Bed

Bath

Sleeps

$221.63

/ Nightly

Cottage

Relax and enjoy this Country Charm!

Galena, Illinois, United States

Your family will be close to everything when you stay at this beautiful cottage. 2bedroom, 2 bath, Sofa Sleeper, grill, nice deck with outdoor table and chairs, firepit, TV, WIFI. Downtown Galena about 6 miles away. Close to walking trails and amenities in the resort. Access to indoor/outdoor pools, game room, fitness room, basketball court, golf, horseback riding, tennis, boat rental and fishing, and much more!

2

Bed

2

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

$451.63

/ Nightly

Cabin

Galena Cabin w/ Wraparound Porch & Game Room!

Galena, Illinois, United States

Experience comfort and refinement when you retreat to this 3-bed, 2-bath vacation rental. Located halfway between Downtown Galena and Chestnut Mountain Resort, this home is in the center of the area's top attractions and activities! The home is nestled on 42 acres of wooded land which you can admire directly from the porch with your morning coffee. The arcade games in the loft are coin-operated, so it's time to get rid of that spare change and challenge your family and friends to a game night!brbr-- THE PROPERTY --brbrVaulted Ceilings & Mountain Views | Coin-Operated Arcade Games | 2,100 Sq FtbrbrThis modern cabin offers a mountain retreat with luxurious amenities, making it perfect for families and friends looking for outdoor adventure any time of year!brbrBedroom 1: King Bed | Bedroom 2: 2 Queen Bunk Beds | Bedroom 3: King BedbrbrOUTDOOR SPACE: Fire pit, wraparound porch, outdoor seatingbrINDOOR LIVING: 4 Smart TVs, dining table, coin-operated arcade games, wood-burning fireplacebrKITCHEN: Fully equipped w/ cooking basics, dishware/flatware, stainless steel appliances, coffee maker, toaster, toaster ovenbrGENERAL: Washer/dryer, linens/towels, central air conditioning/heat brFAQ: Stairs required for access, 1 external security camera (facing front entry), 4WD recommended in inclement weather, firewood providedbrPARKING: Driveway (4 vehicles), RV/trailer parking allowed on-sitebrbr-- THE LOCATION --brbrHISTORICAL SITES: Belvedere Mansion (4.4 miles), Ulysses S Grant Home (4.8 miles), Market House State Historic (4.9 miles), Galena Jo-Daviess County Historical Society (4.9 miles), Galena History Museum (4.9 miles), Dowling House (5.1 miles)brOUTDOOR RECREATION: Casper Bluff Land & Water Reserve (1.5 miles), Horseshoe Mound Preserve (3.4 miles), Chestnut Mountain Resort (4.4 miles), Galena Grant Park (4.6 miles), Depot Park (4.6 miles), Thunder Bay Falls (8.8 miles), Lake Galena (10.9 miles)brLOCAL ATTRACTIONS: Chicago Athenaeum (4.6 miles), P.T. Murphy Magic Theater (5.0 miles), Linmar Gardens (5.0 miles), West Street Sculpture Park (5.0 miles), Galena Center for the Arts (5.8 miles), Galena Cellars Vineyard (11.7 miles)brAIRPORT: Dubuque Regional Airport (26.9 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 shoes are to be worn inside the cabinbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs and may be difficult for guests with limited mobilitybr- NOTE: 4-wheel drive or all-wheel drive is recommended in the winter months or during inclement weather to access the propertybr- NOTE: Your safety matters. This property features 1 exterior security camera located above the front entry, facing outward. It does not look into any interior spaces. The camera actively records video and sound

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.

Bed

Bath

Sleeps

$315.05

/ Nightly

Private Vacation Home

A&D Rise Getaways @ Cozy Nature Retreat - Cozy Game Room+ Indoor Pool Access

Galena, Illinois, United States

Escape to this peaceful 2-bedroom, 2-bath retreat set on nearly 2 private acres in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Firepit with Adirondack seatingbr• Cozy sunroom + reading nookbr• Game room + board gamesbr• Access to Owner’s Club (pool, fitness center & more)br• Smart TV + fast WiFibr• ~15 minutes to downtown Galenabr• Multiple outdoor areas + spacious patiobr• Pack & play and high chairbr• Peaceful wooded setting brbrWelcome to Galena’s 4 Seasons Retreat @ A&D Rise Getaways! brbrStart your mornings with coffee in the sunny reading nook, spend your days exploring nearby trails or downtown Galena, and unwind in the evenings around the firepit under the stars. With inviting indoor spaces and expansive outdoor areas, this home is designed for comfort, connection, and enjoying nature year-round.brbr ️ SLEEPING ARRANGEMENTSbr• Upper Level Bedroom: Queen bed with adjacent full bathbr• Lower Level Bedroom: Queen bed with direct patio accessbr• Additional Sleeping: Futon in sunroom + pull-out sofa in game roombrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Coffee station + wine fridgebr• Dual coffee maker (drip + Keurig, coffee provided ☕)br• Open-concept layout for easy gatheringbrbr LIVING & OUTDOOR SPACESbr• Cozy indoor living spaces + reading nookbr• Spacious patio + multiple outdoor dining areasbr• Firepit with Adirondack chairs (firewood not provided)br• Private wooded setting on nearly 2 acresbr• Propane grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• ~8 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 poolsbr• Fitness centerbr• Game room & arcadebr• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 4 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 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: 4 PMbr• Check-out: 11 AMbr• Washer & dryer availablebr• Ample 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 Galena’s 4 Seasons 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. *

2

Bed

2

Bath

6

Sleeps

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