Vacation Rentals By Owner In Galena, IL

$311.66

New Listing: 2 Bedroom +Loft, 2 bath townhouse in The Galena Territory

Galena, Illinois, United States

This beautiful inviting 3 level townhome is located in the heart of The Galena Territory. There are two (2) bedrooms plus a private sleeping loft, one on each level offering privacy and space to spread out. Two family room areas, Two outdoor spaces/decks. Relax by the electric fireplace in the living room or enjoy a quiet dinner on the rear deck with seasonal views of Lake Galena. Master bedroom with king bed and full bath on main floor, Queen bed on upper Loft level, Queen bed on lower level in private room and Full bath. WIFI, passes to Owner's Club fitness and business center with indoor/outdoor pools, baby pool. This home is located only 3 minutes from the Owners' Club in the heart of the Galena Territory and comes with six amenity passes allowing you access to the Owners' Club where you can enjoy indoor, outdoor, and kiddie pools, a state of the art fitness center, indoor/outdoor basketball courts, tennis courts, Game Room, free WIFI, etc. The Galena Territories offer many activities to choose from, including horseback riding, hiking, wine tours, fishing, shopping, skiing, and more.

3

Bed

2

Bath

8

Sleeps

$608.56

/ Nightly

Private Vacation Home

Private 2 Acres! Fire Pit, Hot Tub, Game Room AND Movie Room, Bunk Room!

Galena, Illinois, United States

Welcome to Timber Ridge, nestled in the woods on four secluded acres surrounded by green space. We are NOT Pet-Friendly!brbrExplore the sprawling property with a stroll down Miner's Way, a short trail along the wooded property. Spend the evening seated around the fire or take in the incredible starry skies while soaking in the 7-person hot tub. Enjoy hundreds of movies on the DVR for family movie night in our cozy Cedar Theater, or stream your favorite shows on our Roku TVs.brbrThe kids will love playtime at Saplings- their own secret playroom tucked under the stairs for tykes. Tweens & teens will love to escape to “Twigs” Game Room, located outside in the garage, features a 2-player electronic shootout basketball game, bumper pool, darts, mini shuffleboard, hook & ring, and a 2-joystick video game console loaded with 2,000+ arcade games (parents will love too)! brbrTimber Ridge offers guests plenty of quiet spaces to rest comfortably. There are 3 queen suites (Pine, Walnut & Oak) with private baths on each level of the home. The main level suite features a private balcony and attached nursery (Seedlings) with pack and play, changing table, baby gates & child-size stowaway cot. The spacious half bathroom on the main level accommodates a washer/dryer available for guest use. The lower level features two queen bedrooms (Hickory & Maple) that share a full bath, in addition to 2 sets of heavy-duty twin bunk beds (top bunks can support adults up to 300 lbs.) in Slumber Jacks bunk room, a semi-private space located just off the home theater. A queen sofa sleeper is in the theater too. 2 of the lower-level bedrooms have private access to the ground-level patio w/walkway to the hot tub. brThe impressive great room, with a wood-burning fireplace, provides access to a large deck perfect for grilling and outdoor dining. The kitchen has everything you need to cook homemade meals for a crowd, including plenty of extra dishes to accommodate large groups. The dining room hosts a massive hand-crafted table with seating for 12 and access to the cozy screen porch. 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 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 & hiking trails throughout the 6,800-acre property. Please remember that the use of amenities is NEVER guaranteed. We do not offer discounts or refunds due to their closure. Our cancellation policy is NOT flexible. We highly recommend travel insurance, which is offered at the time of booking and up until 15 days before check-in. brbrWhen you book a home with us, a 30% down payment is required; this is not a deposit. The full balance is due 14 days prior to check-in. If you cancel before the final payment is due, you will be refunded that payment with a cancellation fee of less than $35. At the 14-day mark, your final payment will be processed, the stay will become non-refundable, and dates cannot be adjusted. Please NOTE: You 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 the entire stay. Check-in details are sent 3 days before your arrival to the email on file. Early check-in is never guaranteed and cannot be considered until the night before or the morning of your arrival. The check-in details will cover this process.

Bed

Bath

Sleeps

$721.14

/ Nightly

Private Vacation Home

Stunning 5R/5.5BA BIG Retreat in The Galena Territory! Pool Table! Firetable!

Galena, Illinois, United States

Stunning 5R/5.5BA BIG Retreat in The Galena Territory! Pool Table! Firetable!br*** Your rental includes free access to the outdoor and indoor pools, fitness center, gymnasium, game room, and other amenities at the Galena Territory Owners' Club.brbrThis stunning 5 bedroom/5 ensuite FULL bath Galena Territory resort home has a large screen porch and deck. This home is designed to accommodate ten guests in beds. Two additional guests are allowed, but there is no sofa sleeper.brbr*** This home has 5 FULL ensuite baths and 1 half-bath. The master bath has a large bathtub and a shower. Two of the other ensuites have a bathtub/shower combo. Two of the ensuites have a shower. That's 5 ensuite bathrooms with either a shower or a bath/shower combo. ***brbrNEW!! We now have a large fire table on the back deck. Enjoy gathering around a warming fire without the inconvenience of wood. We provide propane. Have fun!brbrWelcome to our luxury open-concept resort home in the Galena Territory - one of the area's largest expanded Miner's Cottages. We just finished a complete renovation of this home, so everything is fresh and immaculate, and the house is pet-free.brbrOur home is on a beautiful, sunny, and attractively designed wooded lot. It is situated down from the street level and parking area, giving you the feeling of privacy you seek without feeling isolated.brbrThere is a large lighted driveway with a parking area big enough for your cars and a set of lighted concrete steps with a railing from the parking area to the home. The entire stairway spans over 50 feet, so this home may not be suitable for guests with mobility issues or a desire to have a short walk from the car to the house's front door. We have prompt and effective snow removal during the winter.brbrOur home has plenty of room inside and outside to relax, socialize and play. There are two separate living areas – one upstairs and another downstairs, each with a wood-burning fireplace - and a spacious screen porch and rear deck for playing, sitting, eating, and grilling. There is a pool table and television in the lower level living area. We have a large fire table (firepit alternative) on the rear deck. We do not have a hot tub.brbrThe foyer and great room's high vaulted ceilings welcome you into a bright and airy space. Enjoy the view from the great room's wraparound windows. The wood-burning fireplace between the windows creates a magical effect. There is also a half bath nearby. The great room has a television and DVD player. Of course, you are welcome to use our firewood.brbrOur kitchen and dining areas are big enough to prepare and serve a meal to a crowd. The dining table seats 10 guests, and three additional stools are at the counter. There is access to the screen porch and the exterior deck from the dining area.brbrEach of our five bedrooms has its own full ensuite bath. The generous primary bedroom, which is on the main level and has a large private balcony, has a king bed. The primary bath features a whirlpool tub and a shower. On the lower level, there are 4 bedrooms with a living room in between. The living room has comfortable chairs and a pool table. There is no sofa sleeper at this home.brbrOther features in our home include a large outdoor grill with propane, dedicated wireless internet, and a work desk built into the kitchen.brbrYour rental includes free access to the indoor and outdoor swimming pools, fitness center, gymnasium, game room, business center, and tennis courts at the Galena Territory Owners' Club. The Territory also offers a hiking trail system and Lake Galena, where you can rent a pontoon boat, fishing boat, or kayak. No swimming is allowed at the lake, but the fishing is spectacular.brbrOur home is also near horseback riding and trail rides at the Shenandoah Riding Center, zip lines, wineries, golf courses, and restaurants. However, these activities require an extra cost.brbrWe are happy to share our home with you. We hope you enjoy your stay.

Bed

Bath

Sleeps

$637.97

/ Nightly

Private Vacation Home

Huge Luxury Pet-Friendly Home with pool table and firepit.

Galena, Illinois, United States

Huge Luxury Pet-Friendly Home with pool table and firepit. When you enter the home, the lofted ceilings in the living room complement the stunning wood and granite trim surrounding the fireplace and walls. Beautiful hardwood floors are found in the living room and the adjacent kitchen and dining areas. A separate living area on the other side of the main level provides a place to watch television, enjoy the view from the many windows, or walk out to either of the two main level exterior decks, one of which has a gas grill. The kitchen in this home, which offers an adjacent dining area, will please even the most demanding chef. A generous Master bedroom is also found on the main level. It features a king bed, a walk-in closet and an elegant master bath with a free standing claw-footed tub, a walk-in tiled shower with dual shower heads, and two vanity sinks. The upper level has a spacious living area that is bright and airy with windows all around. It features a queen sofa sleeper, a quiet area with a desk to work (if you must!) and 2 queen bedrooms and 2 baths, each with a private exterior deck. The walk-out lower level is as bright and airy as the rest of the home, with a multitude of windows that literally bring the outside in. This huge living space is arranged into four areas that provide something for everyone to do. The media area offers a large screen television and plenty of comfortable seating. Then there are three game areas, one with a pool table, another with a foosball table, and yet another with a game table. Please note! The foosball and air hockey games are old and not working well. There is also another queen bedroom and large bath on this level.brFree access to the swimming pools, fitness center, and other amenities found at the Galena Territory Owner's Club.

Bed

Bath

Sleeps

$197.24

/ Nightly

Private Vacation Home

Galena Oak Glen Getaway near Shopping, Golfing, Hiking

Galena, Illinois, United States

Escape to this cozy 2-bedroom, 2-bath townhome in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Located along the South Golf Course ⛳br• Wood-burning fireplace (firewood provided) br• Access to Owner’s Club (pool, fitness center & more)br• Smart TVs + fast WiFibr• 12pm check-in & check-outbr• ~10 minutes to downtown Galenabr• Private deck with wooded viewsbrbrWelcome to Oak Glen Retreat @ A&D Rise Getaways!brbrRelax by the fireplace, enjoy peaceful mornings on the deck, and unwind in a bright, open living space with vaulted ceilings. With a comfortable layout and a mix of cozy and functional spaces, this home is perfect for both relaxing getaways and active Galena adventures.brbr ️ SLEEPING ARRANGEMENTSbr• Upper Level Primary: King bed with ensuite bathroombr• Lower Level Bedroom: Two twin beds with adjacent full bathbr• Additional Sleeping: Pull-out sleeper sofa in main living areabrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave, refrigerator & dishwasherbr• Quartz countertops + breakfast barbr• Cookware, utensils + essentials providedbr• Drip coffee maker (coffee provided ☕)br• Dining area seating for 4brbr LIVING & OUTDOOR SPACESbr• Two-story great room with fireplacebr• Vaulted ceilings + open layoutbr• Private deck with outdoor diningbr• Propane grillbrbr LOCATIONbrCentrally located in The Galena Territory:br• Along South Golf Coursebr• ~10 minutes to Owner’s Clubbr• ~10 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 5 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 petsbr• Linens, towels + pool towels providedbrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Oak Glen 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. *

Bed

Bath

Sleeps

$185.92

/ Nightly

Private Vacation Home

Galena Settlement Getaway

Galena, Illinois, United States

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

Bed

Bath

Sleeps

$256.49

/ Nightly

Hotel Resort

Specialty shops, boutiques, galleries & restaurants!

Galena, Illinois, United States

ACTION NEEDED: Please send your Booking with -one- name (first & last) of the person who will be responsible for checking into your condo at the front desk as it appears on your/their ID. The front desk is required to view the ID at check-in and the name given by you must match the ID. ADDITIONALLY, please be aware that I need to know the person's name ON THE BOOKING REQUEST at the Time guest submits Booking, or Booking Request ( NOT on an inquiry ). PLEASE NOTE that; If no name is stated, the name on the VRBO Account that sends the Booking Request will be entered on the reservation -and- (name CANNOT be changed on the guest VRBO Account after the booking is accepted, in an attempt to avoid this requirement). PLEASE NOTE that there may be a fee involved for a name change once your Booking is accepted. Thank you!brbrIMPORTANT NOTICEbrTHIS WEBSITE'S AI HAS DEFAULTED SOME ENTRIES TO INCORRECT INFORMATION AND DOES NOT ALLOW ME TO MAKE CORRECTIONS. PLEASE CAREFULLY REVIEW ALL PROVIDED DATA AND DESCRIPTIONS BELOW.brbrTHIS CONDO IS LOCATED WITHIN A RESORT AND IN A MULTI-STORY BUILDING (AS SHOWN IN PHOTOS). THE FRONT DESK ASSIGNS THE CONDO AT CHECK-IN, SIMILAR TO A HOTEL, MEANING THE CONDO MAY BE ON ANY FLOOR. LISTINGS FOR COTTAGE, CASITA, OR SIMILAR ACCOMMODATIONS ARE NOT IN MULTI-STORY BUILDINGS.brbrTHIS RESORT IS FULLY HANDICAP COMPLIANT.brbrIf a pool is listed as an amenity, pool hours are typically 8 a.m. to 10 p.m. Outdoor pools may be seasonal in colder climates, and all pools/hot tubs require occasional maintenance.brbrI can accept a 1-night stay for a weekend night if the date is within 2 days. Otherwise, Friday or Saturday nights are a mandatory 2-night minimum stay meaning: Thursday/Friday, Friday/Saturday, or Saturday/Sunday.brbrOne Bedroom - Special Needs: King in master, queen Murphy bed in living area. Grab bars and roll under sink. Maximum occupancy 4.brbr***Please review ALL details in each field***brbrThe Resort maintains a high standard through its maintenance, upgrade, and refurbishment program. As a result the unit characteristics may change from time to time and vary. brbrAt check-in, the resort Front Desk requires a $250 security deposit HOLD on a credit or debit card for potential damages. This HOLD will be released upon departure.brbrABSOLUTELY NO PETS ALLOWED! If you have a service animal, you must let us know in writing prior to booking.brbrUnit Amenitiesbrbr- Internet access (fee applicable) br- Air conditioningbr- Cable TVbr- DVD playerbr- Stereo with CD playerbr- Telephonebr- Fireplace br- Murphy bed br- Washer and dryer in 1- and 2-bdrm unitsbr- Iron and ironing board br- Hairdryerbr- Jetted TubbrbrbrResort Amenitiesbr- Indoor pool br- Indoor hot tubbr- Fitness centerbr- Arcade games br- Laundry facilitybr- Barbecue grills br- Movie rentalsbr- Shared computer with Internetbr- Elevatorbr- Basketball courtbrbrbrLocal Activitiesbr- Belvedere Mansion br- Ulysses S. Grant Home br- Dowling House br- Horseback riding at Shenandoah Riding Center - Galena Cellars Winery br- Chestnut Mountain Ski Area br- Vinegar Hill Lead Mine br- Golf at the spectacular General Course at Eagle Ridge Resortbr- Boone's Placebr- Civil War Daysbr- Country Fairbr- Great balloon racebr- Taste of Galenabr- Night of Luminariabr- Woodbine Bend Golfbr- WoodlandsbrbrbrbrbrbrAs you enter downtown Galena, you find a mining boomtown perfectly untouched by age since its mid-nineteenth century heyday. Old homes and buildings have been meticulously preserved, and much of Galena today is listed in the National Register of Historic Places. Tourism is now the city's main attraction, with specialty shops, boutiques, galleries and restaurants appealing to the more than a million visitors annually. And nearby, you'll find ample outdoor activities at Apple River Canyon State Park, four challenging world-class golf courses, equestrian trails and even some downhill ski runs.brbrbrbrWorldMark Galena is situated near Eagle Ridge Resort's General, the most challenging of the four world-class Galena territory golf courses. Each unit includes a fireplace, cable TV, dining area and a deck. One- and two-bedroom units include fully equipped kitchens. The resort features a glassed-in indoor pool, hot tub and game room.brbrbrPopular AttractionsbrApple River Fort State Historic SitebrJourney into the past at this reconstructed fort. Learn about the conflict between early settlers and local natives that escalated into the Black Hawk War. Open: 9 a.m.-5 p.m., Wed.-Sun. (Apr.-Oct.); 9 a.m.-4 p.m., Wed.-Sun. (Nov.-Mar.). 8.5 mi.brbrbrGalena/Jo Daviess County History MuseumbrLocated in the 1858 Daniel A. Barrows mansion, this museum features a variety of exhibits, including Civil War memorabilia, mining, steam boating, clothing, dolls and toys, as well as an original 1830s mineshaft. Open: 9 a.m. to 4:30 p.m. daily. 8 mi.brbrbrGalena Trolley ToursbrTake a trolley ride through Galena, one of the most historically preserved, 19th century towns in the United States. Galena Trolley Tours offers 1-hr nonstop and 2-hr, 2-stop tours daily. 8 mi.brbrbrAnnual FestivalsbrMarch: St. Paddy's Day ParadebrbrbrOctober: Halloween ParadebrbrbrDecember: Country Christmas

Bed

Bath

Sleeps

$256.49

/ Nightly

Hotel Resort

Beautiful Apple River Canyon State Park!

Galena, Illinois, United States

ACTION NEEDED: Please send your Booking with -one- name (first & last) of the person who will be responsible for checking into your condo at the front desk as it appears on your/their ID. The front desk is required to view the ID at check-in and the name given by you must match the ID. ADDITIONALLY, please be aware that I need to know the person's name ON THE BOOKING REQUEST at the Time guest submits Booking, or Booking Request ( NOT on an inquiry ). PLEASE NOTE that; If no name is stated, the name on the VRBO Account that sends the Booking Request will be entered on the reservation -and- (name CANNOT be changed on the guest VRBO Account after the booking is accepted, in an attempt to avoid this requirement). PLEASE NOTE that there may be a fee involved for a name change once your Booking is accepted. Thank you!brbrIMPORTANT NOTICEbrTHIS WEBSITE'S AI HAS DEFAULTED SOME ENTRIES TO INCORRECT INFORMATION AND DOES NOT ALLOW ME TO MAKE CORRECTIONS. PLEASE CAREFULLY REVIEW ALL PROVIDED DATA AND DESCRIPTIONS BELOW.brbrTHIS CONDO IS LOCATED WITHIN A RESORT AND IN A MULTI-STORY BUILDING (AS SHOWN IN PHOTOS). THE FRONT DESK ASSIGNS THE CONDO AT CHECK-IN, SIMILAR TO A HOTEL, MEANING THE CONDO MAY BE ON ANY FLOOR. LISTINGS FOR COTTAGE, CASITA, OR SIMILAR ACCOMMODATIONS ARE NOT IN MULTI-STORY BUILDINGS.brbrTHIS RESORT IS FULLY HANDICAP COMPLIANT.brbrIf a pool is listed as an amenity, pool hours are typically 8 a.m. to 10 p.m. Outdoor pools may be seasonal in colder climates, and all pools/hot tubs require occasional maintenance.brbrI can accept a 1-night stay for a weekend night if the date is within 2 days. Otherwise, Friday or Saturday nights are a mandatory 2-night minimum stay meaning: Thursday/Friday, Friday/Saturday, or Saturday/Sunday.brbrOne Bedroom: King in master, queen murphy bed in living area. Jetted Tub in bathroom. Maximum occupancy 4.brbr***Please review ALL details in each field***brbrThe Resort maintains a high standard through its maintenance, upgrade, and refurbishment program. As a result the unit characteristics may change from time to time and vary. brbrAt check-in, the resort Front Desk requires a $250 security deposit HOLD on a credit or debit card for potential damages. This HOLD will be released upon departure.brbrABSOLUTELY NO PETS ALLOWED! If you have a service animal, you must let us know in writing prior to booking.brbrUnit Amenitiesbrbr- Internet access (fee applicable) br- Air conditioningbr- Cable TVbr- DVD playerbr- Stereo with CD playerbr- Telephonebr- Fireplace br- Murphy bed br- Washer and dryer in 1- and 2-bdrm unitsbr- Iron and ironing board br- Hairdryerbr- Jetted TubbrbrbrResort Amenitiesbr- Indoor pool br- Indoor hot tubbr- Fitness centerbr- Arcade games br- Laundry facilitybr- Barbecue grills br- Movie rentalsbr- Shared computer with Internetbr- Elevatorbr- Basketball courtbrbrbrLocal Activitiesbr- Belvedere Mansion br- Ulysses S. Grant Home br- Dowling House br- Horseback riding at Shenandoah Riding Center - Galena Cellars Winery br- Chestnut Mountain Ski Area br- Vinegar Hill Lead Mine br- Golf at the spectacular General Course at Eagle Ridge Resortbr- Boone's Placebr- Civil War Daysbr- Country Fairbr- Great balloon racebr- Taste of Galenabr- Night of Luminariabr- Woodbine Bend Golfbr- WoodlandsbrbrbrbrbrbrAs you enter downtown Galena, you find a mining boomtown perfectly untouched by age since its mid-nineteenth century heyday. Old homes and buildings have been meticulously preserved, and much of Galena today is listed in the National Register of Historic Places. Tourism is now the city's main attraction, with specialty shops, boutiques, galleries and restaurants appealing to the more than a million visitors annually. And nearby, you'll find ample outdoor activities at Apple River Canyon State Park, four challenging world-class golf courses, equestrian trails and even some downhill ski runs.brbrbrbrWorldMark Galena is situated near Eagle Ridge Resort's General, the most challenging of the four world-class Galena territory golf courses. Each unit includes a fireplace, cable TV, dining area and a deck. One- and two-bedroom units include fully equipped kitchens. The resort features a glassed-in indoor pool, hot tub and game room.brbrbrPopular AttractionsbrApple River Fort State Historic SitebrJourney into the past at this reconstructed fort. Learn about the conflict between early settlers and local natives that escalated into the Black Hawk War. Open: 9 a.m.-5 p.m., Wed.-Sun. (Apr.-Oct.); 9 a.m.-4 p.m., Wed.-Sun. (Nov.-Mar.). 8.5 mi.brbrbrGalena/Jo Daviess County History MuseumbrLocated in the 1858 Daniel A. Barrows mansion, this museum features a variety of exhibits, including Civil War memorabilia, mining, steam boating, clothing, dolls and toys, as well as an original 1830s mineshaft. Open: 9 a.m. to 4:30 p.m. daily. 8 mi.brbrbrGalena Trolley ToursbrTake a trolley ride through Galena, one of the most historically preserved, 19th century towns in the United States. Galena Trolley Tours offers 1-hr nonstop and 2-hr, 2-stop tours daily. 8 mi.brbrbrAnnual FestivalsbrMarch: St. Paddy's Day ParadebrbrbrOctober: Halloween ParadebrbrbrDecember: Country Christmas

Bed

Bath

Sleeps

$461.02

/ Nightly

Apartment

Elle & Beck's Second Floor Suite Overlooking Historic Main Street In Galena, IL

Galena, Illinois, United States

Beautifully renovated second story suite overlooking Main Street in historic Galena, IL. Offers three bedrooms with king beds and seating areas. Full kitchen with oversized island. Large dining/living area great for entertaining. Two full bathrooms. Street parking. Suite entrance is on Bench Street located across the street from History Museum. Please note there are stairs going down into the suite.

3

Bed

2

Bath

6

Sleeps

$597.7

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

5

Bed

5

Bath

12

Sleeps

$387.63

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

3

Bed

3

Bath

8

Sleeps

$419.28

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

4

Bed

4

Bath

8

Sleeps

$180.27

/ Nightly

Villa

Amazing Golf Views, Fireplace & Pool Access!

Galena, Illinois, United States

Our Poplar Ridge home is approximately 7 miles or 15 minutes to Downtown Galena. Over 380 5* Reviews! This home is NOT pet friendly.brbr*Golf Benefits: Ask about access to our Golf Membership! brbrWelcome to our Beautiful Poplar Ridge Golf Course Condo with Scenic Views of the 9th hole green and water hazard from our back deck! This immaculate two-level condo features a primary ensuite with a king-size bed in the upper level with a soaking tub. Please note when you enter through the front door from the parking lot there is only one step but once inside you do need to either go down or up stairs, similar to a split level home. When you head to down to the living room you will find a bright and airy room featuring a NEW Queen size sofa sleeper, an electric fireplace, flat screen tv, dining room, kitchen, laundry room (full size washer and dryer for your use) and a full bathroom. Upstairs you will have a large bedroom with a King size bed and en suite bathroom. The lofted area is a great spot to do some quick work on your laptop or journal your time in Galena. Our home will also provide you a NEW propane grill, fully equipped kitchen including regular coffee maker and super FAST WiFi. Step out onto the back deck and enjoy the gas grill, seating and an amazing golf course view! brbrAs our guest, you will have access to the Galena Territory 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. 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 this be signed and filed within 48 hours of receiving to guarantee your reservation. You must be 25 or older when booking and present during the entire stay. Our cancellation policy is NOT flexible. We highly recommend travel insurance. Damage protection and travel insurance are offered at the time of booking and up until 15 days before check-in. The provider is 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.

Bed

Bath

Sleeps

$501.13

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

4

Bed

4

Bath

10

Sleeps

$352.19

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

3

Bed

1

Bath

8

Sleeps

$383.55

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

3

Bed

3

Bath

8

Sleeps

$719.91

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

Bed

Bath

Sleeps

$601.73

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

Bed

Bath

Sleeps

$540.68

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

5

Bed

3

Bath

12

Sleeps

$1074.9

/ Nightly

Private Vacation Home

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

Galena, Illinois, United States

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

6

Bed

6

Bath

14

Sleeps

Vacation Rentals By Owner In Galena, IL

$311.66

$608.56

$721.14

$637.97

$197.24

$185.92

$256.49

$256.49

$461.02

$597.7

$387.63

$419.28

$180.27

$501.13

$352.19

$383.55

$719.91

$601.73

$540.68

$1074.9

Rent a place that suits your needs

Most popular vacation rentals in Galena

$719.14

$847.84

$783.18

$782.97

$774.70

$764.29

$727.88

$721.46

$721.14

$661.56

Most Popular Cities in Illinois