
Places to stay near Galena Cellars Vineyard
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Top-rated vacation rentals near Galena Cellars Vineyard
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Galena Getaway
Peaceful, pet-friendly ($50 fee per reservation) vacation home in the Galena Territory. 3 bedrooms, 3 bathrooms, two living rooms, 2 wood fireplaces, screened in porch, upper level porch, deck, firepit, access to owner's club (pool, exercise room and game room), marina and 24 miles of hiking trails. Sleeps up to ten people. (Please ensure your guest count is accurate when you make your reservation. The guest count can be updated if needed. Inaccurate reservations will be charged accordingly. )

Fast Wi-Fi | EV Charger | Fireplace | Hot Tub
Unwind in our comfortable Galena Territory cabin with 3 bedrooms, 3 full baths and sofa sleeper. EV Charging outlet in garage. Strong Eero boosted Wi-Fi; Roku streaming on every floor. Stone wood burning fireplace. Three-season room with scenic sunrise and wooded views. Lower-level walkout to patio with hot tub, fire pit and beautiful stargazing. Minutes away from the Lake Galena Marina, golf, tennis, pool, and fitness center. 15 mins from Chestnut Mountain and historic downtown Galena.

Private, Galena Log Cabin
This custom log cabin is the perfect getaway for friends & family seeking the solitude of the Galena Territory and fine dining and shops just 10 minutes away on Galena's Main Street. Each of the 3-levels offers an owner's suite with bath. Cozy up to 2 fireplaces, grill on the deck, or make 'smores at the firepit. The cabin has high speed, fiber internet and the lower-level walkout features a 55” flat screen TV. Guests can access swimming pools & pool tables at the Owner's Club 7 minutes away.

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena
Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

Romantic one bedroom cabin with indoor fireplace
Relax and unwind at this getaway on a private 8 acres. Quaint decor yet newly updated amenities in this cabin only 7 miles away from the historic and charming Galena, Illinois. Convenient access to renowned fine dining and shopping in Galena and Dubuque and surrounding tri-state area, casinos, river life with boating and fishing, museums, cafes, vineyards/wineries, located on ATV/UTV trails and much more. You will find a guidebook in the cabin outlining these attractions and many more.

Octagon treehouse Hottub-pool-fireplace-firepit
Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Custom Floating Suite-HOT TUB!
Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

Family Fall! Hot Tub•Fire In/Out•Game Room•3 Kings
Ultimate Family Escape in Galena Territory! Unwind, explore, and make memories at this chic, spacious cabin! Sip coffee on the deck as deer wander by, soak in the hot tub, and gather around the fire pit for s’mores. Relax on the screen porch or challenge the family with arcade games, air hockey, pinball, and darts! Enjoy Owner’s Club access with a pool, fitness center & pickleball. Adventure awaits—book your perfect getaway today! Family fun!-Hot tub-Fire pit-3 king beds-Game room

Ulysses Suites, Suite 203
Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213 to 217 S. Main Street. The location is walking distance to all the best restaurants and shops. We have 7 suites and a beautiful lobby that are modern and luxurious, with lots of historical character and texture as a nod to its previous existence as the Grant Hotel from 1895 to 1933. Suite 203 is almost 1400 square feet and is located on the 2nd floor.

Suite Victory #3 On Main St w/Reserved Parking
Suite Victory #3- Beautifully renovated apartment on Main St. right where you want to be with Reserved Parking. Dining, entertainment, and shopping just outside your door. Open floor plan with beautiful views of downtown Main Street. King bed. Double sink vanity and large walk-in shower. Kitchen has island, quartz countertops, and new appliances. Stackable washer and dryer within the unit. Above Charlie’s Place Eatery on Main Street. MAX 2 PEOPLE. NO PETS ALLOWED.

The Car Wash Inn A Unique Stay
Enjoy a unique stay inside a beautifully revitalized single bay 1950s car wash. Only minutes away from historic downtown Shullsburg. This space has been thoughtfully designed to retain it's industrial charm with a nostalgic ambiance, while offering modern amenities for a comfortable stay. ~20 miles to Galena, IL ~25 miles to Mineral Point, WI ~25 miles to Dubuque, IA ~ATV Trail Access with large parking area

Cozy Galena Townhome
This renovated 2-story, 2-bedroom townhome plus loft is located in the Galena Territory, a 6800-acre resort area with beautiful rolling hills, 24 miles of walking trails, golf courses, and amenities. Located in the Creekwood townhomes, it's less than a 4-minute drive to the Country Store, Highlands Restaurant, and Thunder Bay Falls. Kick back and relax in this calm, modern space.
Popular amenities for vacation rentals near Galena Cellars Vineyard
Condo rentals with wifi

Lake Links Loft in Galena, Illinois

Long Bay Point Unit C5

Montana House #302 - The Luxurious Downtown Stay

Driftless Get Away

Galena, IL, 1 Bedroom S #1

WorldMark Galena One-Bedroom Condo

Gorgeous Riverview condo on the Mississippi

Modern Loft Overlooking Downtown
Family-friendly house rentals

Peaceful, Cozy Home w/ Club Amenities in Galena.

Cozy Wooded Tri-Level In Galena Territory

House 3bd/3bth- indoor pool -close to chestnut mnt

Treehouse! 3BR Ensuites•Secluded• Hot Tub•Fire Pit

Stunning 5 bdm home on The General in Galena Terr!

Awesome Lodge in Galena Territory

*Covered Hot Tub * 2 Fire Tables * Massive Deck*

Jackson Ready Properties
Apartment rentals with air conditioning

Farmhouse Style Apartment

Drake House: Fleur de Lis with Private Hot Tub

Tom's place

Downtown Gem for Two

The VIP Room at The Cathouse Suites, Dogs OK w/$$

Gameroom in Galena

Nine Star Suites - 1 Block to Main Street!

Galena Luxury Rental Suite Escape New Downtown
Other great vacation rentals near Galena Cellars Vineyard

The Cottage on Lake Galena

Perfect Getaway: Newly Renovated

Pleasant View School

Fireplace Apartment Main Street Galena

Newly remodeled, dog friendly home. Easy checkout!

Aiken 1083 in Galena

The Drey: A Private Retreat in the Treetop Canopy

Hot Tub l Fire pit I Chestnut Mt I 6 bed I 10 ppl
Destinations to explore
- House on the Rock
- Sundown Mountain Resort
- Governor Dodge State Park
- National Mississippi River Museum & Aquarium
- Tyrol Basin
- Field of Dreams Movie Site
- Mississippi Palisades State Park
- Cave Of The Mounds Lowest Point
- Blue Mound State Park
- US Grant Home State Historic Site
- Diamond Jo Casino
- Fenelon Place Elevator Company





