Vacation rentals with a pool in Fitchburg

4.62 out of 5 average rating, 34 reviews

The exterior of the cabin features a white facade with a green metal roof. Windows allow natural light, and the surrounding tall grass adds a rustic charm. A gravel pathway leads to the entrance, enhancing the cabin's secluded setting.

Ranch in Elizabeth

The Cabin at The Ranch, Galena, aka The Love Shack

Newly renovated, private romantic cabin with high end appliances, granite kitchen and bath counters, knotty alder doors. Located on 500 acre working cattle ranch and commercial wine grape vineyard. Wildlife abounds: Bald Eagles, coyote, bobcat, deer, pheasant, raccoon, and turkey. Close to The General golf course. Hayride and vineyard tour available. Use the amenities of GTA Owner’s Club. See adjacent Sister property The Lodge at The Ranch, airbnb.com/h/thelodgeattheranch, for groups up to 12.

4.53 out of 5 average rating, 40 reviews

A rustic cabin features a combination of log and stone materials with a sloped roof. A spacious front porch, supported by wooden pillars, overlooks a grassy area bordered by trees. The surrounding landscape is serene, providing a calm and inviting atmosphere.

Cabin in Elizabeth

Gleneagle Suite

Homestead Hideaway offers you a unique opportunity to rest & relax within a peaceful setting.Located just 15 Miles from Galena, Illinois, our cabins in the woods can be your home away from home while you enjoy Galena,Chestnut Mountain, hiking, wineries, and all the other amenities Jo Daviess County has to offer. The Gleneagle Suite is our weekend getaway suite. It is a studio style and below another rental.(like a duplex setting)full kitchen, living area, dining area, bathroom & a full size bed

Guest suite in Spring Green

A well-maintained home exterior is surrounded by a lush garden, featuring a variety of plants and shrubs. The entrance is framed by a decorative archway, and a large tree provides shade. An inviting walkway leads up to the front door, enhancing the overall charm of the property.

4.91 out of 5 average rating, 171 reviews

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

A charming home is set back from the well-maintained garden, framed by greenery. Soft lighting illuminates the front porch, where two chairs invite relaxation. The front door and windows offer a glimpse of the welcoming interior, enhancing the overall tranquil atmosphere of the property.

4.87 out of 5 average rating, 130 reviews

Sweet Escape~Galena Territory~Hot Tub~Pool Table

Beautiful 6 bedroom, 5.5 bath home with a screened-in hot tub, pool table & fire-pit table in the gorgeous Galena Territory - perfect for enjoying Galena! The home boasts 4 en suite bedrooms, 3 king beds, 3 queen beds, and 1 twin bed. Bedrooms have a 32" smart TV. The large kitchen has a table that seats 6 and 3 island bar stools. The dining room seats 8. There are 2 refrigerators. There is a deck and screened-in porch, a living room and family room with a 65" flat-screen TV & DVD player.

A spacious game room features a traditional billiard table set against a warm wood-paneled wall. Decorative elements include a dartboard and a wooden rack for cues. Natural light filters in from a nearby door, enhancing the inviting atmosphere of the space.

4.89 out of 5 average rating, 109 reviews

Tranquil Home Away From Home

This home has a relaxing atmosphere, surrounded by woods and wildlife. Though, still easily accessible in the Galena Territory. You'll be sure to have a relaxing and wonderful time, in it's superbly decorated interior. Featuring farmhouse and country styles all it's own. The rolling hills of the area are beautiful in every season and the Galena area has lots to offer it visitors, golf, historical buildings, antiquing, fishing and boating on Lake Galena, canoeing and biking along the Galena River

An outdoor deck features comfortable seating arrangements, including wicker chairs and a coffee table. Large windows in the background allow natural light to fill the adjacent indoor area while showcasing the surrounding greenery.

4.98 out of 5 average rating, 164 reviews

Pools, Hot Tub, Fire tables, dog friendly

Step into Rolling Hills Retreat, a sanctuary from the everyday bustle! Our dog-friendly rental offers breathtaking views and numerous amenities for your pleasure and relaxation. Enjoy a swim in the indoor or outdoor pool, and discover a variety of amenities that promise an unforgettable stay. *Pickle Ball *Basketball *Pool Tables *Hiking Trails *Workout Room *Tennis Courts *Brand new (June 2024) Marina with boat rental (additional charge) *Ping Pong tables *Arcade *Scenic Waterfall *Kayaking

A modern, two-story house is set against a lush green landscape, featuring dark exterior siding and a pitched roof. A welcoming entrance is framed by two white chairs on a front porch, with trees and a bright blue sky in the background.

5 out of 5 average rating, 10 reviews

Modern Home in Galena Territory

Goodbye dated vacation rental vibes! Kick back and relax in this calm, stylish space that's been completely renovated with a fresh, Scandinavian modern aesthetic. You'll love the peaceful serenity this home delivers, just minutes from fun Galena Territory amenities, including indoor/outdoor pools, tennis/pickleball courts, game room, fitness center, marina, and restaurants. Plus, a relaxing 15 minute drive through the countryside gets you to popular downtown Galena shopping and restaurants.

4.98 out of 5 average rating, 91 reviews

Home in Janesville

*Family Retreat* *Indoor Pool* *Arcade*

The Pool House is the perfect family retreat for any group that wants quality time with quality amenities. Come enjoy everything our home has to offer and make all those wonderful memories with the ones you love. The indoor heated pool is perfect for that private party experience that can be followed up with the fully loaded arcade room. Enjoy the pinball machines and great classic arcade games then go off to the full size Golden Tee and Buck Hunter and see if you can get the new high score.

4.92 out of 5 average rating, 36 reviews

A charming two-story house with a front porch is surrounded by lush green grass and trees. The property includes an additional structure to the right, showcasing a well-maintained landscape that enhances the serene atmosphere of the setting.

Home in Albany

Sunset retreat oasis Pool hot tub river fishngame

Take it easy at this unique and tranquil getaway. romantic dinners. tranquil evenings. pool and hot tub. big yard. Foosball . yard games. close to ice age trail and multiple parks dams and waterfalls. . neibors r cool. u should be too. available for tubing and kayaking thru snb or minihaha. sugar river raceway. New Gllarus brewery and Monroe shops. bonfires n cookouts. bands down the road on sat. parties available 4 rental of both houses. please enquire. extra or tenting available.

4.98 out of 5 average rating, 52 reviews

A spacious log home is showcased, featuring large floor-to-ceiling windows that illuminate the interior. The fenced-in pool area is surrounded by landscaped gardens, with lounge chairs positioned near the water. Lush greenery and trees create a serene backdrop for the property.

Cabin in Lodi

Modern cabin with pool and Hot Tub!

Forget your worries in this spacious and serene space. Secluded yet close to a big city (Maddison and Wisconsin Dells) and lots of entertainment! 20 min away from 2 ski resorts, an amazing winery and distillery, spas, restaurants, casino! 3 mile away from lake Wisconsin. Hiking trailers, 24 hour ferry service across the lake and more. This luxurious villa combines comfort and style, you won't want to leave it, but the area is full of enviting places to go to, so plan for a few extra days!

Cabin in The Galena Territory

The exterior of the cabin features a welcoming wooden facade complemented by a front porch with a railing. A well-kept garden with various flowers rests by stone steps leading up to the entrance, surrounded by lush greenery and natural elements.

4.88 out of 5 average rating, 130 reviews

Serenity Cabins - A rustic, yet upscale cabin!

Welcome to Serenity Cabins. Whether your stay here is for a vacation, anniversary, family get together, romantic get away, or spiritual retreat, you'll find your stay to be welcoming, relaxing, memorable, full of charm and you'll love the luxurious modern amenities while feeling the rustic atmosphere. You can fall asleep with the sounds of nature and the whispers of the winds. Go for quiet walks as you surround yourself by nature's natural beauty or unwind in front of the fireplace.

A gravel fire pit area is positioned in the foreground, surrounded by a circular stone border. The spacious yard is framed by trees, providing a natural setting. In the background, a cozy wooden house with a deck is partially visible, blending harmoniously into the landscape.

4.94 out of 5 average rating, 254 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.

Popular amenities for Fitchburg rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 88 reviews

The Ho Hum East on Apple Canyon Lake

A serene backyard scene features a clear blue swimming pool surrounded by a spacious patio. Comfortable seating arrangements, including lounge chairs and a patio table with chairs, are positioned nearby. A red patio umbrella provides shade, and lush greenery frames the area, enhancing the outdoor setting.

Home in Fitchburg

4.88 out of 5 average rating, 17 reviews

Country Living/Downtown Access

A spacious living area features a dark couch adorned with yellow pillows. A wooden coffee table sits in front, showcasing vases with dried flowers. A textured rug covers the floor, while large windows invite natural light, illuminating the handmade wall art above the couch.

4.84 out of 5 average rating, 50 reviews

Bluffwood Bungalow - Secluded, Forested Getaway!

The exterior of a large three-story home is showcased, featuring multiple expansive windows that reflect natural light. A balcony extends from the upper level, surrounded by trees with autumn foliage. The building's neutral exterior blends harmoniously with the landscape.

4.8 out of 5 average rating, 5 reviews

110 Shenandoah

A dining table set for two is positioned on a wooden deck, surrounded by green foliage. Two plates and glasses with garnishes rest on a glass tabletop, with a bottle of wine nearby. Chairs are arranged around the table, offering a cozy outdoor dining experience.

4.95 out of 5 average rating, 39 reviews

Tantalizing Game Room/Fab Screened Porch/Fireplace

4.89 out of 5 average rating, 283 reviews

Home in Sun Prairie

New place to stay

Hot Tub - Pool - Game Room - Fire Pit - Pets

An expansive outdoor deck is revealed, featuring a canopy-covered dining area alongside several lounge chairs. Umbrellas provide shade over seating arrangements, surrounded by lush trees. A glimpse of a pool is visible in the background, enhancing the inviting outdoor space.

Home in Madison

Luxurious BBQ and Pool House

A two-story vacation home is set amidst lush greenery, featuring a sloped roof and large windows. A welcoming pink front door creates a vibrant focal point. A path leads to the entrance, complemented by a driveway and surrounding trees that enhance the serene environment.

5 out of 5 average rating, 21 reviews

The Galena Chalet- 3bdrm-3 bath

Other vacation rentals with a pool

Home in Apple Canyon Lake

A stone fire pit is depicted in the foreground, with flames brightly rising as the sun sets in the background. The calm water reflects the evening light, and several leafless trees are visible, adding a serene ambiance to the scene.

Lakefront cabin in the woods.

A serene view of the resort is captured alongside a calm body of water, reflecting the building's smooth façade and surrounding trees. The clear blue sky adds to the tranquil setting, creating a peaceful ambiance for guests.

Apartment in Baraboo

Two Bedroom, Glacier Canyon, (Z548)

Home in Sun Prairie

New place to stay

Private Yard - Hot Tub - 20 min to Downtown - Pets

A welcoming entryway is framed by rich wooden shingles and greenery. A bench sits against the wall, and a decorative mat is positioned at the door. Natural light filters through the surrounding foliage, enhancing the home's inviting exterior.

5 out of 5 average rating, 3 reviews

Redtail Retreat, Galena Territory

A spacious wooden balcony features lounging chairs, inviting relaxation. Lush greenery surrounds the area, enhancing the natural ambiance. The ceiling is adorned with wooden beams, and railing provides a secure boundary, creating an ideal space for enjoying the serene outdoors.

5 out of 5 average rating, 15 reviews

Galena Escape | Hot Tub, Arcade & Fire Pit

A welcoming exterior view of the retreat is presented, featuring a well-maintained facade and a circular fire pit surrounded by natural stone. Lush greenery, including hostas and other plants, complements the space. A swing seat is positioned nearby, offering a serene spot to relax.

4.62 out of 5 average rating, 87 reviews

Cozy 3b/3ba, wooded/hot tub/firepit/screened porch