
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. )
4.93 out of 5 average rating, 223 reviews
Treehouse! 3BR Ensuites• Secluded•Hot Tub•Fire Pit
🌲7 minutes to Owner's Club 🌲10% Weekly Discount 🌲3 BRDM+3.5 BTH (all ensuite) 🌲Secluded + Spacious on 2-acre lot 🌲Hot tub! 🌲Smokeless firepit (wood provided)🪵 🌲Year-round community indoor pool & seasonal outdoor pool 🏊♂️ + zero entry kiddie pool 🌞 🌲Open concept main level 🌲Games & puzzles for all ages 🧩 🌲Axe throwing game 🎯 🌲Large connect 4 game & jenga 🌲New & fully equipped kitchen 🍽️ 🌲Kid & Dog friendly 👧🏼🐶 🌲Seasonal valley views 🌲Gym access 🌲High-speed internet
4.96 out of 5 average rating, 138 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.
4.96 out of 5 average rating, 142 reviews
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.
4.98 out of 5 average rating, 142 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.
4.9 out of 5 average rating, 124 reviews
Family Fall! Hot Tub•Fire In/Out•Game Room•3 Kings
Relax, unwind, & explore at this Fall Retreat in Galena Territory! Escape to this cozy, spacious cabin for a peaceful winter getaway. Sip morning coffee as snow falls through the trees, then unwind in the hot tub or by the fireplace. Roast marshmallows around the fire or enjoy arcade games, air hockey, darts, and more indoors. Stay active with access to the owner's club—indoor pool, fitness center, and pickleball (8 amenity cards included). Perfect for relaxation and fall/winter adventure!
4.98 out of 5 average rating, 202 reviews
Secluded Treehouse w/great views from every room!
Enjoy the many charms of this one of a kind Tuscan style treehouse with different levels showcasing spectacular views. This home has every amenity and personal touch of home to make your stay relaxing and memorable. Conveniently located approximately 1 mile off Highway 20 in the Galena Territory, backing up to hole 13 on The General Golf Course. Set back off the main road you will enjoy privacy without sacrificing convenience and access to the many amenities offered during your stay.
4.97 out of 5 average rating, 134 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
4.99 out of 5 average rating, 245 reviews
1842 Bavarian Brew House
Nestled in charming and historic Galena this beautiful home was built in 1842 by brewer Peter Specht from Bavaria. The cellar operated as his brewery and tavern while living in the home above. The house was extensively renovated in 2008. It remains full of character and charm, but now boasts an abundance of modern comforts. A quiet private patio and yard are the perfect spot for a morning coffee or a glass of wine. All within a few walkable blocks to Main Street, the heart of Galena!
4.96 out of 5 average rating, 262 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.
4.93 out of 5 average rating, 283 reviews
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.
4.99 out of 5 average rating, 165 reviews
Galena RowHouse - Downtown with parking included!
Built in 1846, the Galena RowHouse is one of the oldest guest homes in Galena. Although it was built over 175 years ago we have taken time to provide beautiful and modern updates with out destroying the historical integrity. The home is in downtown Galena with a beautiful view of the Fever River and near many walking paths, including Grant’s Home. Live like a local during a stay at the family-friendly Galena RowHouse. Free parking provided for your entire stay.
4.98 out of 5 average rating, 169 reviewsPopular amenities for vacation rentals near Galena Cellars Vineyard
Condo rentals with wifi

Elle & Becks Second Floor Suite
4.99 out of 5 average rating, 250 reviews
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4.93 out of 5 average rating, 205 reviews
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Lake Links Loft in Galena, IL
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Where Time Stands Still ~ Near Galena
4.95 out of 5 average rating, 81 reviewsFamily-friendly house rentals

5 Min to Owners Club | Hot Tub & Bunkhouse
5.0 out of 5 average rating, 102 reviews
Golden Meadows Escape: A Luxurious Country Retreat
4.98 out of 5 average rating, 102 reviews
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5.0 out of 5 average rating, 104 reviews
The Ho Hum East on Apple Canyon Lake
4.93 out of 5 average rating, 103 reviews
Hot tub/Game Room/Fire Pit/Across street from Pool
4.97 out of 5 average rating, 161 reviews
Lake views! Hot tub! Family & pet friendly!
4.99 out of 5 average rating, 145 reviews
Galena Territory - Pets - Fireplace - Pool Access
4.94 out of 5 average rating, 178 reviews
Jackson Ready Properties
4.99 out of 5 average rating, 120 reviewsApartment rentals with air conditioning

The VIP Room at The Cathouse Suites, Dogs OK w/$$
4.93 out of 5 average rating, 627 reviews
Suite Victory #3 On Main St w/Reserved Parking
4.97 out of 5 average rating, 124 reviews
Dawson's Remise Luxury Accommodation
4.99 out of 5 average rating, 427 reviews
Downtown Galena Luxury Penthouse W/ Parking
4.96 out of 5 average rating, 183 reviews
Gameroom in Galena
4.95 out of 5 average rating, 467 reviews
Nine Star Suites - 1 Block to Main Street!
4.9 out of 5 average rating, 210 reviews
Farmhouse Style Apartment
4.94 out of 5 average rating, 111 reviews
Historic Building in the Heart of Shullsburg
4.95 out of 5 average rating, 111 reviewsOther great vacation rentals near Galena Cellars Vineyard

Fast Wi-Fi | EV Charger | Fireplace | Hot Tub
4.98 out of 5 average rating, 132 reviews
Historic Downtown 1852 Home - Newly Renovated
4.95 out of 5 average rating, 195 reviews
Beautiful Miner's Cottage in a Garden
4.96 out of 5 average rating, 609 reviews
Hot Tub l Fire pit I Chestnut Mt I 6 bed I 10 ppl
4.88 out of 5 average rating, 131 reviews
*Covered Hot Tub * 2 Fire Tables * Massive Deck*
4.98 out of 5 average rating, 218 reviews
Best View. Huge Hot Tub. King Beds. Amenities.
4.91 out of 5 average rating, 100 reviews
2 King Beds, Cozy Fireplace ~ Near Spa, Golf
4.98 out of 5 average rating, 130 reviews
Hook Wine And Sinker - Golf, Shop, Pools, & Relax
4.95 out of 5 average rating, 146 reviews




