Holiday rentals with a fireplace in Galena

An open living area is featured, showcasing a cozy sofa adorned with decorative pillows. A patterned chair with the word 'home' is positioned next to a small wooden table, which holds a few items. The area is brightened by natural light from sliding glass doors.

4.98 out of 5 average rating, 156 reviews

Wooded Escape • K Bed • Fireplace • Near Spa, Ski

⭐King bed with plush bedding in a peaceful, private setting ⭐Wood-burning fireplace — perfect for cozy evenings together ⭐2-minute drive to the North Golf Course, driving range, & Stonedrift Spa ⭐Wooded nature views & tranquil surroundings for a relaxing escape ⭐Just 12 minutes to downtown Galena — excellent shopping, dining, & sight-seeing ⭐Access to Owner’s Club amenities including indoor pool & fitness center ⭐15 miles to Chestnut Mountain Skiing ⭐2 Full bathrooms & newer full size sofa bed

Cabin in The Galena Territory

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.

4.96 out of 5 average rating, 118 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.

Cabin in The Galena Territory

A spacious living area features vaulted wood ceilings and a stone fireplace, creating a warm focal point. Cozy seating arrangements include plush sofas and armchairs, accompanied by decorative blankets. Large windows allow natural light to flood the space, showcasing wooded views outside.

4.98 out of 5 average rating, 150 reviews

*Hot tub-Fire-3 king beds-Game room*Winter fun!*

Relax, unwind, & explore at this winter 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 winter adventure!

Treehouse in The Galena Territory

The living area features mid-century modern furniture with vibrant green and orange chairs surrounding a coffee table. A gas fireplace is centered under a unique light fixture, and large windows allow views of the surrounding woods. A dining area is visible in the background.

4.98 out of 5 average rating, 191 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

4.96 out of 5 average rating, 226 reviews

This historic brick home features multiple windows reflecting a classic architectural style. A stone garage, designed with modern doors, complements the house. Lush greenery surrounds the property, enhancing its natural appeal. A paved driveway leads to the garage, showcasing an inviting approach to the entrance.

Home in Galena

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!

The living area features a cozy sofa arranged around a fireplace, complemented by a wooden dining table. A modern kitchen area with green cabinetry is visible, alongside bar stools. Large windows allow natural light to illuminate the space, highlighting the warm wood flooring.

5 out of 5 average rating, 136 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.

A spacious living area features soft seating arranged around a circular glass coffee table. A large window allows natural light to fill the room, with a view of the outdoors visible. A stone fireplace and wall-mounted television enhance the cozy atmosphere.

4.94 out of 5 average rating, 178 reviews

The Beauty on Belden: Owners' Club access & more!

Our 3 bedroom, 3 bathroom retreat located in the Galena Territory is the perfect choice for your getaway with access to the Owners' Club. Each bedroom has its own private bathroom. The four seasons room is perfect for relaxing. The home has a spacious back deck for cookouts and entertaining. The house is a 3 minute drive from the Owners' Club and minutes away from 4 golf courses, Shenandoah Riding Center and Marina. 10 minutes to downtown Galena, 15 min to Chestnut Mountain.

A comfortable seating area features two black reclining chairs with plush pillows, set against a backdrop of exposed brick walls and modern lighting. A glimpse of the outdoor street is seen from nearby windows, enhancing the vibrant urban atmosphere.

4.97 out of 5 average rating, 133 reviews

Suite Victory #4 On Main St w/Reserved Parking

Suite Victory #4- 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 DOGS ALLOWED.

4.82 out of 5 average rating, 852 reviews

An inviting living space features an exposed brick wall and hardwood flooring. A spacious bed with a colorful quilt is positioned next to a flat-screen TV. A comfy couch and a unique wooden coffee table complete the area, with soft lighting provided by two floor lamps.

Loft in Galena

Rustic Apartment Main Street Galena

Welcome to our cozy apartment located inside Galena’s historic Logan House Hotel building. Conveniently located on the north end of Main St(above Big Bill’s coffee shop), this fully-renovated unit features exposed original brick, and hardwood floors. Equipped with a cozy electric fireplace, mounted Roku TV, comfortable couch, and kitchen, this apartment is warm and inviting! Check out all our listings at Airbnb.com/p/galenaapartments ( copy & paste into URL)

5 out of 5 average rating, 191 reviews

A welcoming living area features a comfortable sofa and a wooden coffee table. Large windows provide a scenic view of the landscape and river, allowing natural light to fill the space. A TV is mounted above a stone fireplace, creating a cozy atmosphere.

Home in Dubuque

Home by the River

Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!

Townhouse in The Galena Territory

A modern soaking tub is centered against a natural wood accent wall. A wooden bath tray rests across the tub, holding a glass of red wine and a book. Soft blue water adds a serene touch to the inviting space.

4.92 out of 5 average rating, 127 reviews

2 Bedroom Townhouse w/Soaking Tub + Rain Shower

Welcome to Dear Galena, a modern Zen retreat on a corner-unit townhouse golf villa with a wooded view. It's the perfect getaway for couples, friends, family or just you! Situated within The Galena Territory and near Eagle Ridge South Golf Course, this townhouse has two bedrooms - each with a king size bed and two bathroom. A pull out sofa bed for additional guest and high-speed Wi-Fi for streaming and all of your work from home needs.

4.96 out of 5 average rating, 112 reviews

A spacious kitchen features a large island with four stools and sleek cabinetry. Modern stainless steel appliances are showcased, along with a stylish tile backsplash. Natural light streams in through a window, highlighting the open design that connects to the adjoining living area.

Home in Galena

Winter at Pine Ridge | Hot Tub + Cozy Nights

Welcome to Pine Ridge—a peaceful, modern 2-bedroom, 2.5-bath vacation rental in The Galena Territory. With two king suites, a cozy living area, forest views, and a private hot tub, it’s perfect for couples, friends, or a remote work getaway. Relax on the porch, unwind by the fireplace, or explore nearby trails, shops, and GTA amenities. Just 5 minutes to the Owners Club and 10 minutes to downtown Galena.

Popular amenities for rentals with a fireplace in Galena

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

A tranquil vacation home is set in a lush green landscape. The house features a screened-in porch and multiple balconies, surrounded by a wooden fence. Mature trees provide shade, and the inviting lawn enhances the serene outdoor environment.

4.93 out of 5 average rating, 214 reviews

Galena Getaway

The exterior of the home is showcased, highlighting a multi-level structure surrounded by lush greenery. Large windows reflect warm indoor lighting, and a spacious deck is visible, featuring Adirondack chairs positioned near the lawn, offering ample space for relaxation and outdoor enjoyment.

4.96 out of 5 average rating, 97 reviews

Treehouse • Hot Tub + Fireplace • Secluded Getaway

A spacious home is situated on a gently sloping landscape, framed by mature trees. The exterior features a combination of stone and wood elements, with a welcoming front porch and large windows that enhance natural light. A paved driveway leads up to the property.

5 out of 5 average rating, 80 reviews

Stunning 5 bdm home on The General in Galena Terr!

4.89 out of 5 average rating, 73 reviews

Tower House Galena • Heated Pool, Hot Tub, Sauna

A spacious living room features two light-colored sofas arranged around a central coffee table on a textured area rug. A large fireplace serves as a focal point, framed by tall windows that enhance natural light, with views of the wooded outdoors visible beyond.

4.91 out of 5 average rating, 127 reviews

Serene Escape in The Galena Territory

A charming exterior view of the house is showcased, featuring a welcoming front porch with white railings and two rocking chairs. Lush greenery surrounds the home, and a stone pathway leads to the entrance. Sunlight filters through the trees, casting gentle shadows on the lawn.

4.95 out of 5 average rating, 153 reviews

Family-Friendly Wooded Retreat- 3 Ensuite Bedrooms

5 out of 5 average rating, 9 reviews

A cozy sleeping area features a spacious bed with a light quilt, accompanied by two bedside tables. Elegant lamps cast a warm glow, while a large piece of wall art depicting an autumn tree adds a touch of color. Natural light filters through a window adorned with wooden blinds.

Home in Galena

Quiet Street in Downtown Galena, Little Hen

An outdoor seating area is arranged around a central fire pit on a spacious deck. Comfortable chairs with decorative pillows face the fire, surrounded by a plaid rug. Lush green hills are visible in the background, enhancing the tranquil outdoor setting.

4.98 out of 5 average rating, 65 reviews

Golden Meadows Escape: A Luxurious Country Retreat

Apartment rentals with a fireplace

4.91 out of 5 average rating, 195 reviews

A spacious living area is furnished with two sleek, modern lounge chairs positioned beside a warm, soft rug. A flat-screen television is mounted on an elegant wooden console, while decorative mirrors and wall art enhance the room's aesthetic. Natural light fills the space from the entrance.

Flat in Dubuque

Large & Private w/King Bed Great Location

Flat in Millwork District

A cozy living room features exposed brick walls, a comfortable sectional sofa, and a round coffee table. A flat-screen TV is mounted above a wooden console, while natural light enters through the window with wooden blinds. Decorative wall art enhances the space.

4.91 out of 5 average rating, 386 reviews

Drake House: Fleur de Lis with Private Hot Tub

A modern living area features a cozy seating arrangement with two armchairs and a plush sofa. A decorative rug lies beneath a coffee table, while a television is mounted above a fireplace. Large windows provide natural light, complemented by artwork on the walls.

5 out of 5 average rating, 142 reviews

Ulysses Suites, Suite 303

4.9 out of 5 average rating, 70 reviews

An entrance to the property is shown, featuring a wooden door framed by large glass panels. Green bushes and flower pots with blooming plants are situated on either side of the stone path, which leads to the door. A striped awning provides shelter above.

Flat in Elizabeth

Derinda house B&B private apartment.

A spacious king bed is centered in the room, featuring a white quilt and decorative black accent on the headboard. Striped green wallpaper and a bold art piece create a unique backdrop. A small bench is positioned at the foot of the bed, adding functionality.

4.88 out of 5 average rating, 207 reviews

Rudolph's Retreat · Studio Apartment near downtown

4.96 out of 5 average rating, 50 reviews

An outdoor terrace features comfortable seating and dark cushions arranged around a low table. Flower boxes display vibrant blooms, while the surrounding railing offers views of the downtown area, including nearby buildings and greenery under a partly cloudy sky.

Flat in Downtown Dubuque

The Penthouse | Downtown Dubuque

The resort's exterior features a rustic architectural style, with stone and wood elements. A large entrance showcases a triangular gabled roof. Ample greenery surrounds the building, with a spacious lawn and trees providing shade. Balconies are visible on the upper level, enhancing the inviting atmosphere.

Flat in The Galena Territory

4.83 out of 5 average rating, 6 reviews

Galena - 1BR Condo

4.94 out of 5 average rating, 95 reviews

A inviting living area is presented, featuring a floral-patterned sofa and a deep red armchair. A wooden side table with a lamp is positioned near the sofa, with a round dining table set nearby. Light from windows illuminates the space, accentuating the simple woodwork.

Flat in Shullsburg

Historic Building in the Heart of Shullsburg

Villa rentals with a fireplace

The exterior of the Captain Merry Mansion features a combination of brick and stone, showcasing a central tower with a lighthouse-like structure. Surrounding greenery and a paved pathway lead up to the welcoming entrance, which is highlighted by large glass doors and the property's name elegantly displayed.

Villa in East Dubuque

4.75 out of 5 average rating, 87 reviews

Merry Mansion

A welcoming living area features a stone fireplace with a wooden mantel and a flat-screen TV mounted above. A cozy chair and ottoman are positioned thoughtfully, while large windows provide a view of the outdoors. Light-colored curtains frame the windows, allowing natural light to fill the space.

5 out of 5 average rating, 8 reviews

Make your holiday Memories @t South Course Villa -

4.95 out of 5 average rating, 20 reviews

A living room features two armchairs and a cozy sofa, arranged around a glass-topped coffee table. Natural light enters through large windows, enhancing the warm wooden floor. A small side table and an antique cabinet add character to the space.

Villa in Dubuque

1869 Historic Italian Villa on the Bluff

A spacious outdoor deck features a fire pit with flames flickering gently. Nearby, a dining set with four chairs and a table is set against a backdrop of open green fields and trees, creating a peaceful outdoor space.

4.72 out of 5 average rating, 18 reviews

Cozy Up at our Woodland Vista Retreat on Creekwood

A comfortable living area is displayed, featuring a dark sectional sofa and a mounted flat-screen TV above a modern fireplace. Large windows offer expansive views of the golf course, while natural light floods the space through the blinds.

4.91 out of 5 average rating, 32 reviews

Ring in the Holidays @ Poplar! Amazing View, Firep

A spacious living room features a stone fireplace framed by windows that provide a view of the wooded area outside. Comfortable seating includes a leather sofa and armchairs. A wooden coffee table sits on a colorful area rug, enhancing the room's inviting ambiance.

Holiday Vibes @ Creekwood Haven-Cozy Retreat with

A welcoming exterior view of a two-story condo is surrounded by lush green foliage. A pathway leads to the front porch, which features a post lamp. The home is shaded by trees, providing a natural backdrop and a sense of tranquility.

4.7 out of 5 average rating, 64 reviews

Galena Territory 2BR Condo | Semi-Private Pool