Vacation rentals with a pool in Fitchburg

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Top-rated rentals with a pool in Fitchburg

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

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.

Guest suite in Spring Green

4.91 out of 5 average rating, 170 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.

Guest favorite

The image showcases a hot tub surrounded by a wooden deck, with a seating area featuring a cushioned sofa. In the background, a heated pool is visible, complemented by lush green trees and a serene sunset sky, enhancing the outdoor relaxation space.

Home in Sun Prairie

5 out of 5 average rating, 20 reviews

Private Pool - HOT TUB - Sauna - Game Room - Pets

🔹Private fenced-in backyard w/ heated pool, hot tub, sauna, deck & fire pit 🔸Outdoor living w/ lounge seating, pool toys, & outdoor dining 🔹Large families & groups - 2 King, 6 Queen 🔸Game room w/ pool table, ping pong & arcade games 🔹3 min to Sun Prairie restaurants & shopping 🔸Basement gym w/ free weights & equipment 🔹Pickleball court in the garage 🔸You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 20min

Guest favorite

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.

Home in Apple Canyon Lake

4.93 out of 5 average rating, 88 reviews

The Ho Hum East on Apple Canyon Lake

The Ho Hum East is a beautiful lake house with private dock on pristine Apple Canyon Lake! The house is named in honor of my grandparents who ran the Ho Hum Motel in Denison, Iowa :) A place to unwind, de-stress, and have some family fun! The house features all brand new mattresses in 3 bedrooms plus flex space; master bedroom with queen bed, guest bedroom with 1 queen and 1 twin, loft bedroom with 2 queens, pull out couch in living room, and 2 couches in the loft that pull out into twin beds.

Guest favorite

Home in Janesville

4.98 out of 5 average rating, 91 reviews

*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.

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 gracious getaway on a large, wooded lot in a country neighborhood that's just 10 minutes to Downtown Madison and UW campus. It's less to the Alliant Center and just 15 minutes to Epic taking Whelan Rd. This rental has four bedrooms and four bathrooms (three are en suite). Swim in the saltwater pool from Memorial Day weekend into September (weather permitting). Dog-friendly home (a small fee) with a fenced in yard. Relax on the large deck and pool-side patio or in one of three living areas.

Guest favorite

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

4.92 out of 5 average rating, 36 reviews

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.

Top guest favorite

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

4.98 out of 5 average rating, 52 reviews

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!

Top guest favorite

Home in Rockton

4.97 out of 5 average rating, 100 reviews

HD Jameson House at River’s Edge

Nestled on the Rock River, the HD Jameson House, a National Historic Register gem, blends historic charm with modern amenities. Enjoy river views and with quaint shops and restaurants exploring the Village of Rockton is a perfect family-friendly retreat. This haven is surrounded by nature but close to numerous attritions, ideal for a romantic getaway or peaceful escape. The HD Jameson House offers a heavenly retreat, blending past beauty with present allure for everyone in the family.

Top guest favorite

A two-story house is set on a spacious lawn, framed by trees exhibiting autumn colors. The exterior features a welcoming porch with white railings. A paved driveway leads to a garage, and a privacy fence encloses the backyard, contributing to a tranquil environment.

Home in Spring Green

4.96 out of 5 average rating, 133 reviews

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

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

4.89 out of 5 average rating, 283 reviews

Luxurious BBQ and Pool House

Hosting a summer barbecue, a pool party, or just looking for a relaxing getaway with your friends? The unique combination of indoor and outdoor space provides something for everyone. This is a modern, spacious, and luxurious 3 bedroom, 2.5 bath home, conveniently located 15 minutes from downtown. Situated on a 3/4 acre lot, this house is fully equipped w/ premium amenities for your friends and family:Swimming pool, hot tub, big yard, deck with a gas grill and dining area

Guest favorite

The living room features a spacious layout with a large stone fireplace and extensive wood accents. Comfortable seating is arranged on a decorative area rug, while expansive windows provide views of the surrounding nature and access to the outdoor deck.

Cabin in Stockton

4.97 out of 5 average rating, 63 reviews

Wonder Bear Lodge | 7 Bedrms, King beds | Hot Tub

Wonder Bear Lodge has a private POOL, 7 bedrooms, 5 baths, HOT TUB, gourmet kitchen, 2 game rooms, and a majestic living room with a 2 story fireplace. At 6,000+ sqft, there is enough space to relax in comfort! Enjoy Apple Canyon Lake's heated pool (10 min away) Memorial Day thru Labor Day & a private pool open mid May–Sept, weather permitting. Nearby: historic Galena, Chestnut Mtn skiing, Apple Canyon St Park, wineries/brewery, & dining.

Guest favorite

A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable chair sits beside a small side table. Soft lighting is provided by lamps on either side of the bed, and a window allows natural light to fill the room.

Apartment in Middleton

4.96 out of 5 average rating, 26 reviews

Private yet close to everything!

Our 900 sqft basement apartment features a master bedroom, connecting kitchenette/sitting room, and bathroom. We are a 20-minute drive to the UW campus, Capitol Square, and Dane County Airport—minutes from Middleton Pheasant Branch Conservancy for hiking and biking. Madison and Middleton consistently win "Best Places to Live" awards for quality of life. As past Superhosts, we are excited to start hosting again after COVID!