House holiday rentals in Galena

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

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. )

The charming craftsman-style house features a welcoming front porch with brick accents and a porch swing. A well-manicured garden with vibrant foliage adds a touch of color, while tall trees provide a natural backdrop. The entrance is framed by large windows, enhancing natural light.

4.95 out of 5 average rating, 184 reviews

Galena home close to Main St with parking and deck

Charming four-bedroom house located 2 blocks from Galena's Main St. Fully-equipped kitchen, dining room, living room, and laundry room. Direct TV and WiFi are also available. One bedroom is on the main floor, 3 are upstairs. The home has a large front porch with a porch swing. There is also a deck with lots of seating built into the back hillside which is shaded in the afternoon. Two concrete off-street parking spots between the house and deck are available for guests. Easy self-check-in.

The exterior of a spacious home is displayed, featuring a wraparound deck and large windows that allow ample natural light. Outdoor seating options, including blue chairs and a stone fire pit, are positioned on a grassy area surrounded by mature trees.

4.94 out of 5 average rating, 168 reviews

Awesome Lodge in Galena Territory

Bring the whole family to our Galena home for fun, games, and making memories! Located 1.3 miles from the Owner's Club in The Galena Territory, enjoy many amenities and everything Galena has to offer! 15 mins to downtown! 3 bedrooms and 3 full bathrooms, the house is equipped with great Wi-Fi and 8 key cards to access Territory amenities! There is tons of space to spread out across 3 floors . Enjoy the game room, hot tub, three seasons room, deck, and outdoor space in this awesome home!

A cozy living area is featured with a warm fireplace and a mounted television above it. Two side tables are positioned beside the fireplace, enhancing comfort. Natural light enters through the windows adorned with wooden blinds, creating an inviting space for relaxation.

4.98 out of 5 average rating, 152 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 and tranquil surroundings for a relaxing escape ⭐Just 12 minutes to downtown Galena — enjoy boutique shopping, excellent dining, & sight-seeing ⭐Access to Owner’s Club amenities including indoor pool ⭐15 miles to Chestnut Mountain Skiing ⭐Steps from semi-private outdoor pool

A warm living area features a brick fireplace with a mounted television above it. Large skylights and windows allow natural light to fill the space. A coffee table stands at the center, adorned with decorative items, complemented by comfortable seating and a vibrant area rug.

4.96 out of 5 average rating, 109 reviews

Secluded Treehouse, w/great views, close to Hwy 20

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.

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.

4.96 out of 5 average rating, 220 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!

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, 151 reviews

Family-Friendly Wooded Retreat- 3 Ensuite Bedrooms

Loved by guests for its cleanliness, location, and value, this spacious 3BR, 3.5BA home is perfect for families, families traveling together, or groups of friends. This Galena Territories retreat is steps away from the Owners Club, Marina, and championship golf courses. After a day exploring, 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.

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, 175 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.

The charming two-story miner's cottage features a welcoming front porch adorned with historic American flags. Lush greenery surrounds colorful flower beds, enhancing the outdoor space. The stone and white clapboard exterior reflects classic architectural elements within the Galena National Historic District.

4.96 out of 5 average rating, 569 reviews

Beautiful Miner's Cottage in a Garden

This 1840's miner's cottage in the heart of Galena is only 3 blocks from beautiful, historic and fun Downtown Galena Main Street, but is far enough to have quiet times in the quarter acre yard of perennial gardens as well the expansive 2 story front porch, and 3rd porch off the kitchen, with gas grill. The house sits on a corner lot in the Galena National Historic District. The bathroom and kitchen are newly remodeled and the entire house is designer decorated. Beautiful!

A stone lion statue is positioned prominently at the entrance of a brick building. The lion faces forward, with its detailed mane and features clearly visible. Green-framed windows can be seen flanking the entrance, which is marked by a decorative door above a number.

4.97 out of 5 average rating, 148 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.

A round dining table is set outdoors with four yellow plates, each topped with a drink garnished with olives and celery. A bottle of cocktail mix rests beside the glasses, surrounded by textured placemats. Lush greenery provides a natural backdrop.

4.92 out of 5 average rating, 108 reviews

Perfect Location! Owner Club Access, Steps to Pool

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!

4.82 out of 5 average rating, 104 reviews

The exterior of a historic 1906 Victorian brick home is displayed, featuring a welcoming porch supported by white columns. A well-maintained garden with greenery and flowers is visible in front, alongside a black metal fence that outlines the yard.

Home in Dubuque

Historic Victorian brick home by colleges/downtown

Comfortable and private first floor of a renovated 1906 brick home with full modern kitchen and ample space. Great location: -near Five Flags Center, restaurants, events & downtown (0.5 mile) -30 minutes from Galena/sundown Located in historic Langworthy district, close to colleges: -Loras=0.5 mi. -UD=1 mi. -Clarke=1 mi. -Emmaus=1.5 mi. Features: -gas barbecue grill+fire pit -regular/decaf Keurig coffee -2 queen beds -1 off-street parking spot

Popular amenities for house rentals in Galena

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An open living space features a modern kitchen with stainless steel appliances and a spacious island. A staircase with wooden railings leads to a second-level area illuminated by large windows. The dining area includes a long table and comfortable chairs, creating an inviting atmosphere.

4.92 out of 5 average rating, 62 reviews

Cozy retreat in Galena Territory

A spacious living area is highlighted by a large sectional sofa in warm tones. Natural light pours in through skylights, illuminating wooden floors. A dining table with multiple chairs is visible, alongside a well-equipped kitchen in the background, creating an inviting and open atmosphere.

4.9 out of 5 average rating, 138 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

Superhost

The modern home is set against a backdrop of trees, with a flat grassy area in the foreground. The structure features large windows and a prominent stone chimney, offering ample outdoor seating on the deck. The natural surroundings create a peaceful atmosphere.

4.89 out of 5 average rating, 125 reviews

Modern Home w/Amazing Views, Hot Tub, Game Room

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, 92 reviews

Treehouse! Hot Tub & Fireplace! Secluded getaway

The exterior of a modern cabin is framed by lush green foliage. The structure features a prominent a-frame design with large glass windows and a spacious balcony. The surrounding lawn is well-maintained, showcasing the home's integration into the natural landscape.

4.98 out of 5 average rating, 45 reviews

*Ski*Hot Tub* Firepit*Owners Club*Dog Friendly*

The living room features large windows that allow natural light to fill the space, surrounded by tasteful seating options including a light-colored sofa and a brown armchair. A stone fireplace serves as a focal point, with a television mounted above. Decorative plants and a rug add warmth.

4.91 out of 5 average rating, 53 reviews

Comfy, end unit, on Golf Course!

A cozy living area features a stone fireplace adorned with festive decorations and a lush tree, while a hot tub bubbles on a patio overlooking green scenery. An outdoor fire pit, surrounded by comfortable seating, invites evenings under the stars. A game room showcases a pool table and arcade games.

5 out of 5 average rating, 39 reviews

Luxury Stay- Sauna, Hot Tub, Fire Pit, Arcade!

A two-story home is set within a green landscape, featuring a dark exterior with light trim. A covered porch offers seating and welcomes guests. The sloping lawn leads to a manicured pathway, while trees provide a natural backdrop. A screened area is visible on the right.

4.83 out of 5 average rating, 307 reviews

Galena Retreat - Eagle Ridge Territories

Weekly house rentals

5 out of 5 average rating, 23 reviews

A bright living area is showcased, featuring large arched windows that allow natural light to flood in. A cozy seating arrangement includes leather sofas and unique chairs, complemented by a decorative area rug. A spiral staircase leads to an upper level, enhancing the visual interest.

Home in Cuba City

Gypsy Coach Sanctuary

5 out of 5 average rating, 28 reviews

The living area features a cozy sofa and a reclining chair, complemented by a wooden coffee table. A kitchen with light wooden cabinets and a stainless steel refrigerator is visible in the background. Natural light enters through a window, enhancing the inviting atmosphere.

Home in East Dubuque

C&R Lake Lacoma

4.95 out of 5 average rating, 22 reviews

Avail this weekend • Stunning Valley Views • 6BD

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, 76 reviews

Stunning 5 bdm home on The General in Galena Terr!

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.

5 out of 5 average rating, 8 reviews

Quiet Street in Downtown Galena, Little Hen

A charming two-story house with a brown wooden exterior and a steeply pitched roof. Two dormer windows are visible above, and a welcoming front door is framed by a small porch. A well-maintained lawn with shrubs and gravel edges enhances the appearance.

5 out of 5 average rating, 6 reviews

Happy Little Haven

A charming three-level cottage is set amidst lush greenery. The cottage features a warm red brick exterior and a white railing adorned deck. Outdoor seating is arranged on a stone patio, surrounded by well-maintained gardens, inviting relaxation and interaction with nature.

5 out of 5 average rating, 13 reviews

Corwith Coach House

5 out of 5 average rating, 44 reviews

The Owl House

Private house rentals

4.91 out of 5 average rating, 88 reviews

Dressed for the Holidays!

A spacious living area features a circular wooden dining table surrounded by four black stools. A comfortable brown sofa faces a modern stone fireplace, with a large television mounted above. Natural light floods in through sliding glass doors that lead to a wooded view.

4.98 out of 5 average rating, 50 reviews

Long Bay Point Getaway

An open living area showcases a bright red sofa with decorative pillows, positioned next to a glass-top coffee table. The wooden staircase leads to an upper level with a railing, while large windows invite natural light and offer views of the surrounding greenery.

4.81 out of 5 average rating, 72 reviews

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

The exterior of the tree house is softly illuminated at night, showcasing large windows that reveal the warmth inside. A red-lit sauna entrance is visible on the side, while a cozy fire pit is situated nearby, inviting relaxation in the serene outdoor setting.

4.88 out of 5 average rating, 24 reviews

The Tree House

5 out of 5 average rating, 42 reviews

A spacious bedroom is highlighted by a large bed, dressed in neutral bedding and decorative pillows. Natural light filters through a window draped with light curtains. A small bedside table and a decorative plant add subtle accents to the warm atmosphere.

Home in Benton

Family-Friendly Home Near Galena

A spacious outdoor area showcases a well-maintained patio with stone pathways and seating arrangements. The property features a modern two-story structure with a welcoming entrance, surrounded by greenery and decorative landscaping. A grill is positioned nearby for outdoor cooking.

4.99 out of 5 average rating, 84 reviews

Jackson Ready Properties

5 out of 5 average rating, 18 reviews

Home in Hazel Green

Rural WI Country Cottage house

An open living space showcases original hardwood floors and exposed brick walls. A comfortable sofa faces a wall-mounted TV, while a dining table accommodates six. Soft lighting is provided by a unique chandelier, and natural light filters through large windows, enhancing the inviting atmosphere.