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, 218 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 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, 109 reviews

Treehouse! Hot Tub • Fire-pit • Spacious

🌲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

4.87 out of 5 average rating, 353 reviews

A wooden side table is adorned with a decorative tray holding candles and pebbles. Above, a framed artwork showcases a cityscape, while a wall clock displays the time. A framed certificate and a ceramic figure add character to the space.

Home in East Dubuque

Cozy Oasis/DBQ/FieldDreams/Galena-Fenced for Pets

As natives to Dubuque and Galena , we wanted a place we could come home to when visiting that is also PET friendly!! Plenty of indoor/outdoor space. Make this your FIELD of DREAMS home base - just 20 minute drive to field and then you are 2 miles from Dubuque Casino and 14 mile scenic drive to Galena Main Street.Outdoor patio with plenty of seating , fire pit for late night snacks w camping chairs, Grill for your outdoor cooking. We have it all and if we don’t we will find it!! Fenced backyard!

The aerial view captures a serene landscape with lush greenery and hills in the background. The townhome neighborhood is highlighted, surrounded by trees and well-maintained lawns, with a glimpse of a red barn in the distance. The scene conveys a peaceful natural setting.

4.98 out of 5 average rating, 165 reviews

Wooded Villa with Resort Access, Fireplace, K Bed

⭐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

4.86 out of 5 average rating, 121 reviews

Cute Galena Townhouse - Close to Resort and Spa

Location, location, location!! Forget about your worries in this nicely updated townhome. Close to everything Galena has to offer! ~0.5 mile away: -Eagle Ridge Resort -Stonedrift Spa -North Golf Course -East Golf Course -tennis courts ~1.5 miles away: -South Golf Course -Owners Club with indoor/outdoor pools, basketball court, gaming lounge ~2.0 miles away: -Thunder Bay Falls ~3.5 miles away: -The General Golf Course ~7 miles away: -Downtown Galena ~13 miles away: -Chestnut Mountain

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.

4.95 out of 5 average rating, 183 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 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 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.

4.97 out of 5 average rating, 115 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.

A cozy living area features comfortable leather sofas arranged around a rustic circular coffee table. A bar with three stools is visible in the background, alongside a staircase leading to the upper level. Soft lighting enhances the warm atmosphere of the space.

4.84 out of 5 average rating, 276 reviews

Fever River View Suites Downtown Galena

Welcome to Fever River View Rentals ! Located on the quiet south end of Main Street and in walking distance to all downtown businesses. This house has two separate units but may be rented as a whole house, if the downstairs apartment is not already rented. Though it says entire home, this listing is only for the unshared upstairs apartment. Groups of 6 or more, please ask for a special price for the 'entire house'. The max of 10 guests is for the entire house. Prices based on # guests.

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.

4.95 out of 5 average rating, 231 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!

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, 580 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, 153 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.

4.91 out of 5 average rating, 112 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!

Popular amenities for house rentals in Galena

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living room features a cozy seating area with a light grey sofa and a wooden coffee table. Large windows provide wooded views, and a large clock adorns the wall above a stone fireplace, where a warm fire can be seen flickering.

4.98 out of 5 average rating, 83 reviews

Private 3BR/2BA Home in the Trees | Stonecrest

The exterior view showcases a spacious two-story home with a screened porch and a large backyard. Seating is arranged around a fire pit, surrounded by green lawn. The property is complemented by trees and stone landscaping, with ample windows reflecting natural light.

4.97 out of 5 average rating, 155 reviews

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

The exterior of a charming blue vacation rental showcases a welcoming front porch with seating. A stone pathway leads through landscaped areas with plants, approached by a warm sunset sky. The structure features multiple windows, allowing natural light to illuminate the inviting entryway.

4.97 out of 5 average rating, 110 reviews

Hot tub | 3BD|3BA en-suites | Resort Amenities

A charming house is nestled among trees, with a gravel driveway leading to the entrance. The natural landscape features various shades of green, and the sky above is partly cloudy. The design of the house includes multiple windows and a welcoming front entry.

4.98 out of 5 average rating, 107 reviews

*Screened In Hot Tub*Owners Club*Dog Friendly*

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.

4.93 out of 5 average rating, 72 reviews

Cozy retreat in Galena Territory

Superhost

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.

4.87 out of 5 average rating, 31 reviews

The Tree House

An outdoor deck features a spacious hot tub surrounded by a wooden railing. Nearby, two wooden benches and a table provide additional seating. Sunlight filters through the surrounding greenery, casting a natural warmth on the deck.

4.96 out of 5 average rating, 103 reviews

Lake Views | Hot Tub | Nature Retreat | Movie Room

A welcoming living room features a cozy seating area with a plush sofa and a coffee table. The stone fireplace is complemented by a sleek television mounted above. Large windows provide ample natural light and views of the surrounding greenery.

4.99 out of 5 average rating, 77 reviews

Country Chic + Comfort|Fireplace|Perfect Getaway

Weekly house rentals

4.96 out of 5 average rating, 91 reviews

A charming house exterior is framed by greenery, featuring a welcoming front porch with steps leading up to a glass door. Lush grass surrounds the home, and sunlight filters through the trees, highlighting the inviting entrance.

Home in Dubuque

Welcoming 2 bedroom house in the heart of Dubuque

5 out of 5 average rating, 45 reviews

Home in Cuba City

Gypsy Coach Sanctuary

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, 54 reviews

Long Bay Point Getaway

The exterior of the house is seen from a grassy area, showcasing a modern design with large windows and a steeply pitched roof. A paved driveway leads to a garage on the left. Lush green trees frame the scene, adding a natural touch.

4.98 out of 5 average rating, 52 reviews

Luxury on the Green

5 out of 5 average rating, 14 reviews

Pleasant View School

Home in Millwork District

A vibrant red house is framed by lush greenery, featuring a small porch and well-maintained pathway. The entrance is marked by a white door, with large windows providing a bright appearance. The surrounding area includes a mix of grass and plants, contributing to the home's charm.

4.97 out of 5 average rating, 99 reviews

Cheerful home by Millwork District/Farmers Market

5 out of 5 average rating, 46 reviews

The Owl House

A welcoming sign is positioned near a large tree, directing guests to a modern home. The house features a sloped roof and is partly surrounded by lush greenery. A winding driveway leads up to the residence, set against a backdrop of rolling hills.

4.98 out of 5 average rating, 47 reviews

Charming Galena Getaway

Private house rentals

Home in Apple Canyon Lake

The lake house is situated on a sloping hillside, surrounded by trees. A stone pathway leads down to the water's edge, where a private dock can be seen. The calm lake reflects the blue sky and scattered clouds, creating a serene setting.

4.93 out of 5 average rating, 94 reviews

The Ho Hum East on Apple Canyon Lake

A tri-level house with a muted gray exterior features multiple large windows. A front porch with railings is visible, inviting relaxation. Surrounding greenery and a neatly maintained yard contribute to the peaceful setting. The sloped roof adds character to the home.

4.92 out of 5 average rating, 99 reviews

Cozy Wooded Tri-Level In Galena Territory

4.93 out of 5 average rating, 60 reviews

A stone fireplace is centered within a rugged wall, featuring a modern electric insert with glowing embers. A small wooden basket is placed beneath the mantel, alongside a decorative plant. Soft lighting from a nearby lamp creates a warm and inviting atmosphere.

Home in Dubuque

Peaceful Scenic River View, Modern Home

5 out of 5 average rating, 27 reviews

Secluded retreat, great Outdoor spaces, Hot tub

5 out of 5 average rating, 33 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

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.

4.97 out of 5 average rating, 36 reviews

Luxury Historic Tower House

4.92 out of 5 average rating, 24 reviews

A living area is presented with a comfortable sofa adorned with colorful throw pillows and a glass coffee table. Two large windows draped with orange curtains allow natural light to brighten the space. A patterned rug anchors the seating arrangement, enhancing the modern decor.

Home in Dubuque

Broadlawn Bungalow - 2BR/1 Bath w pullout

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.