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Places to stay near Galena Cellars Vineyard

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Top-rated holiday rentals near Galena Cellars Vineyard

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A custom log cabin is framed by lush greenery and manicured landscaping. The warm wooden exterior features multiple gabled roofs and large windows. A stone pathway leads through the vibrant garden, creating an inviting approach to the entrance.
Cabin in Galena
4.96 out of 5 average rating, 133 reviews

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.

Guest favourite
An indoor pool area is highlighted by a high ceiling with exposed wooden beams. Sunlight streams through large windows, illuminating the clear water. Poolside seating is arranged with towels draped over chairs, while a colorful beach ball rests beside the pool.
Home in Galena
4.91 out of 5 average rating, 108 reviews

Cozy Wooded Tri-Level In Galena Territory

Relax with friends or the whole family at this wooded and peaceful place to stay in the Galena Territory.Cozy Tri-Level with 3 comfortable bedrooms and 3 baths. Tvs in 2 bedrooms as well as large tvs in the living room and downstairs rec room.Fireplace in living room area.Sit outside and enjoy the scenery on the front porch or back screened patio.Only 6 miles to Downtown Galena .Guests are welcome at Lake Galena,the Owners Club,Restaurants,Pools and Trails.Six Free passes are included.

Top guest favourite
Flat in Galena
4.98 out of 5 average rating, 420 reviews

Suite Victory #2 On Main St w/Reserved Parking

Suite Victory #2 (facing Main St.) Beautifully renovated apartment on Main St. right where you want to be with Reserved Parking. Dining, entertainment, and shopping just outside your door. Large open floor plan with beautiful views of downtown on the corner of Main Street and the old cobbled Perry Street. King bed. Double sink vanity and large walk-in shower. Kitchen has oversized island, quartz countertops, and new appliances. Full size washer and dryer within unit. MAX 2 PEOPLE. NO DOGS.

Top guest favourite
A serene pathway leads to an octagonal tree house nestled within lush greenery. The home features large windows, allowing natural light to fill the interior. Bright blue chairs are placed on the deck, inviting relaxation amid the surrounding woods.
Treehouse in Galena
4.99 out of 5 average rating, 224 reviews

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

Guest favourite
Home in Galena
4.94 out of 5 average rating, 271 reviews

Peaceful, Cozy Home w/ Club Amenities in Galena.

Welcome to the Toasted Marshmallow; your cozy escape from reality. Enjoy the peace and quiet of this charming three bedroom, two bath home in The Galena Territories. Kitchen is fully equipped to meet your needs. Enjoy the additional lower level family room w/ 2nd fireplace so your group may spread out. Deck with ample room for dining outside and enjoying your coffee or wine. Home includes six access passes to the GTA Owner's Club and pools. Strong Wi-Fi for remote work, if needed.

Top guest favourite
Place to stay in East Dubuque
4.96 out of 5 average rating, 312 reviews

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.

Guest favourite
Home in Galena
4.97 out of 5 average rating, 203 reviews

Newly Renovated. Gorgeous Retreat!

Newly Renovated. Gorgeous Retreat w/seasonal waterfall view! *This home has Large flat screen TV's in Living Room and Both BDRMS. 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. New Flooring through out, and new Furniture.. Relax by the electric fireplace indoor or the backyard firepit. NO SMOKING IN UNIT New windows coming in the near future. Minimum 2 night stay

Top guest favourite
Flat in Galena
5 out of 5 average rating, 160 reviews

Ulysses Suites, Suite 303

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. The Presidential Suite 303 is located on the 3rd floor.

Guest favourite
Cabin in Galena
4.9 out of 5 average rating, 110 reviews

Hot Tub l Fire pit I Chestnut Mt I 6 bed I 10 ppl

Escape to your own spacious mountain retreat just 8 miles from historic downtown Galena! 2 min to Chestnut Mountain. Enjoy a brand-new hot tub, fire pit with free wood, gas BBQ, and patio—perfect for summer nights or crisp fall days. Spend your days hiking, golfing, shopping, or taking scenic wine tours. In fall, explore vibrant foliage, festivals, and local charm. After your adventures, relax in comfort and style with plenty of space for the whole family.

Guest favourite
An indoor swimming pool is framed by large windows and exposed wooden beams. Lounge chairs line the poolside, and vibrant beach balls are scattered around. The space is well-lit, creating a bright atmosphere for recreational activities.
Home in Galena
4.89 out of 5 average rating, 119 reviews

Quiet Yet Close/Steps to Pool/Paths, Pet Free Home

Cozy Tranquility on Walnut, Galena IL Entire Home Vacation Rental, 1 Bed, 2 Bath, 4 Person Occupancy This adorable, recently remodeled and refurnished, 1 bedroom/2 full bath townhome is ready to welcome and embrace you any time of the year! Situated with seasonal views of the North Golf Course, and just a short distance from the driving range makes it a great choice for golfers... it's charm and central location make it an ideal choice for everyone!

Top guest favourite
Home in Galena
4.94 out of 5 average rating, 167 reviews

Galena Territory - Pets - Fireplace - Pool Access

Loved by guests for its cleanliness, location, and value, this spacious 3BR, 3.5BA home is perfect for families traveling together or groups of friends. This Galena Territories retreat is steps away from the Owners Club, Marina, and championship golf courses. Unwind in two comfortable living areas and enjoy private en-suite baths in every bedroom. Surrounded by wooded views, this home offers ample space to relax, recharge, and reconnect with nature.

Top guest favourite
Loft in Galena
4.84 out of 5 average rating, 519 reviews

Shiplap Apartment Main Street Galena

Welcome to our cozy and convenient apartment, located on the north end of Galena’s historic Main Street, above Big Bill’s Coffee Shop. This fully-renovated apartment boasts exposed brick from the original Logan House Hotel, shiplap, and hardwood floors, as well as a kitchenette, and is conveniently located feet from Galena’s restaurants, shopping, and night life. Check out all our listings at Airbnb.com/p/galenaapartments ( copy & paste into URL)

Popular amenities for holiday rentals near Galena Cellars Vineyard