
Places to stay near Galena Cellars Vineyard
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Galena Cellars Vineyard
Guests agree: these stays are highly rated for location, cleanliness, and more.

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. )

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.

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.

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!

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.

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

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!

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.

Jackson Ready Properties
Bring the whole family to this great place with lots of room for fun. Enjoy the patio or deck and cozy up to the outdoor firepit. Socialize with family and friends inside with two large living areas featuring plenty of seating and pool, foosball or wet bar to keep guests entertained. Three large bedrooms that sleep 6 comfortably as well as a sofa sleeper for kids or tag-along adults! Located within walking distance to the Owner's Club or a short cruise down the hill to the Marina.

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.

Golden Meadows Escape: A Luxurious Country Retreat
"This home is flawless! From the serene, private location to the abundant amenities, our trip was perfect. My kids especially loved the theater room and gaming console." – Sadie Golden Meadows Escape offers the perfect blend of tranquility and entertainment, with easy access to everything Galena has to offer. This beautifully designed home rests on a spacious 2+ acre lot, ensuring endless peace and family fun. "A taste of luxury with all the charm of the countryside" – Matt

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.
Popular amenities for vacation rentals near Galena Cellars Vineyard
Condo rentals with wifi

Elle & Becks Second Floor Suite

Modern Loft Overlooking Downtown

Montana House #302 - The Luxurious Downtown Stay

Lake Links Loft in Galena, IL

Driftless Get Away

Where Time Stands Still ~ Near Galena

Amazing Golf Views! Close 2 Driving Range! Pools!

Long Bay Point Unit C11 The Galena Territory
Family-friendly house rentals

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

Stunning 5 bdm home on The General in Galena Terr!

Summer Escape in Galena | Hot Tub & Relax

King Suite • Jetted Tub • Fire pit • Golf Views

Hot tub/Game Room/Fire Pit/Across street from Pool

*Hot Tub*Firepit*Screened Porch*Owners Club*

New outdoor firepit | hot tub | game rm | 6bd 6bth

Tranquil Home Away From Home
Apartment rentals with air conditioning

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

Suite Victory #3 On Main St w/Reserved Parking

Dawson's Remise Luxury Accommodation

Gameroom in Galena

Nine Star Suites - 1 Block to Main Street!

Downtown Galena Luxury Penthouse W/ Parking

Historic Building in the Heart of Shullsburg

Quiet 2 Bedroom Main Street Apt.
Other great vacation rentals near Galena Cellars Vineyard

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Fast Wi-Fi | EV Charger | Fireplace | Hot Tub

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

Historic Downtown 1852 Home - Newly Renovated

Hook Wine And Sinker - Golf, Shop, Pools, & Relax

Beautiful Miner's Cottage in a Garden

Lake Views | Hot Tub | Nature Retreat | Movie Room

Stargazing Retreat - Theater-Spa-Speakeasy-GameRM





