Compare Vacation Rentals with Pools in Wisconsin

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Wisconsin vacation rentals
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Choose from Top-Rated Vacation Rentals with Swimming Pools in Wisconsin

Luxurious & Spacious!  A Great Place For Family, Friends, Reunions & Corporate! - Wisconsin
9.2 93 reviews
Wisconsin
06/30 – 07/03
$1858/nighttotal: $5574 (3 )

Luxurious & Spacious! A Great Place For Family, Friends, Reunions & Corporate!

9 19
chalet, Grand Marsh
Enjoy a spacious 7,500 sq ft chalet with a renovated cabin, offering a combined accommodation for up to 29 guests, located in a rural setting in Adams, just 20 miles from Wisconsin Dells and near Roche-a-Cri State Park.
This chalet features a private swimming pool, a hot tub, a movie room, a bar with a pool table, and a private pond for fishing and recreational boating, providing entertainment for all guests.
Great River Road 5th Wheel Rv With Campsite And Full Hookup On Mississippi Backwaters - Wisconsin
9.6 133 reviews
Wisconsin
06/15 – 06/16
$159/nightfor 1 night

Great River Road 5th Wheel Rv With Campsite And Full Hookup On Mississippi Backwaters

1 2
mobile home, Buffalo City
Directly on the Mississippi River backwaters in Buffalo City, Wisconsin, this mobile home offers unparalleled river access, ideal for boating and fishing, and is conveniently located on the Great River Road near Merrick State Park and Prairie Moon Sculpture Garden.
This mobile home with a swimming pool accommodates up to 4 guests and features a full kitchen with a fridge and freezer, air conditioning, and a terrace, providing a comfortable stay with excellent user and location ratings.
Woodside Dells Hotel & Suites - Wisconsin
8.8 1156 reviews
Wisconsin
06/25 – 06/27
$175/nighttotal: $350 (2 )

Woodside Dells Hotel & Suites

1 2
hotel, Wisconsin Dells
Conveniently located in Wisconsin Dells, Woodside Dells Hotel & Suites is just a 13-minute walk from the H. H. Bennett Studio and 2.8 miles from the Rick Wilcox Magic Theater, offering a prime location for exploring local attractions.
This hotel features both a seasonal outdoor swimming pool and an indoor pool, alongside a sauna and barbecue facilities, providing ample options for relaxation and dining with a pool.
Holiday Inn Hotel & Suites Madison West - Middleton By Ihg - Wisconsin
8.4 843 reviews
Wisconsin
06/28 – 06/29
$144/nightfor 1 night

Holiday Inn Hotel & Suites Madison West - Middleton By Ihg

1 2
hotel, Madison
Located in Middleton, Wisconsin, this hotel is about 9.4 miles from the University of Wisconsin-Madison and 8.9 miles from Camp Randall Stadium.
This hotel features an indoor swimming pool and hot tub, offering a great place to relax after exploring nearby attractions.
Plymouth Rock Camping Resort Deluxe Cabin 15 - Wisconsin
8.3 23 reviews
Wisconsin
06/26 – 06/28
$164/nighttotal: $328 (2 )

Plymouth Rock Camping Resort Deluxe Cabin 15

1 2
resort, Elkhart Lake
Located in Elkhart Lake, this resort is 13 miles from the New Holstein Historical Society: Timm House and 17 miles from the Children's Museum.
Enjoy your stay at this resort with a pool, offering air conditioning, free WiFi, and an on-site restaurant for your convenience.
Telemark Northwoods Lodging - Wisconsin
9.0 318 reviews
Wisconsin
06/25 – 06/27
$182/nighttotal: $364 (2 )

Telemark Northwoods Lodging

1 2
apartment, Cable
Enjoy a relaxing stay at this apartment in Cable, conveniently located within 9 miles of the Cable Natural History Museum and Chequamegon National Forest.
This apartment offers a swimming pool, a sauna, and a hot tub, along with a full kitchen and free WiFi, perfect for exploring the natural attractions of the area.
High Point Inn - Wisconsin
9.3 528 reviews
Wisconsin
08/21 – 08/23
$1293/nighttotal: $2586 (2 )

High Point Inn

6 17
resort, Ephraim
Located in Ephraim, High Point Inn is 11 miles from Cana Island Lighthouse and 21 miles from Cave Point County Park.
This resort offers an indoor swimming pool and hot tub, along with a seasonal outdoor pool and fitness center, perfect for a getaway with a pool.
Sandy Toes At Lighthouse Cove - Wisconsin
9.8 27 reviews
Wisconsin
07/31 – 08/03
$324/nighttotal: $972 (3 )

Sandy Toes At Lighthouse Cove

1 4
apartment, Lake Delton
Beachfront condo on Lake Delton offers direct access to docks and is just a 10-minute walk from Noah's Ark Waterpark, with Mt. Olympus 1.3 miles away.
This 690 sq ft apartment features a king bed, a queen sleeper sofa, and year-round enjoyment with indoor and seasonal outdoor swimming pools, a heated pool, and hot tubs, perfect for travelers seeking a getaway with a pool.
Ideally Located Condo With Scenic Balcony, On-site Golf, & Central Ac - Wisconsin
9.2 5 reviews
Wisconsin
06/27 – 06/30
$173/nighttotal: $519 (3 )

Ideally Located Condo With Scenic Balcony, On-site Golf, & Central Ac

1 2
apartment, Wisconsin Dells
This Chula Vista condo offers a tranquil riverside location just a short drive from Wisconsin Dells' family attractions like Noah's Ark Waterpark and Mt. Olympus Water and Theme Park, with the Dells of the Wisconsin River State Natural Area a mile away.
Enjoy 800 square feet of living space with a capacity for six guests, featuring a private balcony with scenic views and access to seasonal outdoor swimming pools, perfect for a getaway with a pool.
Econo Lodge Rice Lake - Wisconsin
8.0 1081 reviews
Wisconsin
06/15 – 06/16
$107/nightfor 1 night

Econo Lodge Rice Lake

1 2
house, Rice Lake
Located in Rice Lake, Wisconsin, this house is situated 54 miles from Chippewa Valley Regional Airport.
This house offers a relaxing getaway with a swimming pool, a spa center, and a fitness center, perfect for travelers seeking an indoor pool experience.
Two Bedroom Condo @ Spring Brook Resort - Wisconsin
9.5 159 reviews
Wisconsin
08/15 – 08/22
$512/nighttotal: $3584 (7 )

Two Bedroom Condo @ Spring Brook Resort

3 10
apartment, Lake Delton
Directly across from the Spring Brook clubhouse and adjacent to the Spring Brook Golf Course, this apartment offers a prime location in Wisconsin Dells.
Enjoy a relaxing stay with a swimming pool, private balcony with golf course views, and in-unit laundry, all within a 4-minute walk to resort amenities and a short drive to Noah's Ark Waterpark.
Grand Geneva Resort And Spa - Wisconsin
8.8 3697 reviews
Wisconsin
07/27 – 08/03
$228/nighttotal: $1596 (7 )

Grand Geneva Resort And Spa

1 4
resort, Lake Geneva
Moose Mountain Falls, an on-site waterpark with a lazy river and waterslides, is a highlight of this resort, located just a 10-minute drive from downtown Lake Geneva, Wisconsin.
This resort offers a swimming pool and numerous activities, including three championship golf courses, a comprehensive spa, horseback riding at Dan Patch Stables, and tennis and basketball courts.

Find a Luxury Vacation Rental with a Private Pool in Wisconsin

Fremont Rv Campground Cabin 8 - Wisconsin
9.0 2 reviews
Wisconsin
08/21 – 08/23
$695/nighttotal: $1390 (2 )

Fremont Rv Campground Cabin 8

5 17
resort, Fremont
Located in Fremont, this resort cabin is 22 miles from Fox Cities Stadium and 28 miles from Oshkosh Public Museum.
This 120 square foot, family-friendly resort cabin accommodates up to 7 guests and features air conditioning, internet, and a swimming pool.

Top cities

Best Family-Friendly Vacation Rentals with Pools in Wisconsin

Among the 24528 accommodations in Wisconsin, here are the 8 best family friendly rentals

Wisconsin Dells | Pool & Waterpark Access | 2br Cottage - Wisconsin
9.0 73 reviews
Wisconsin
07/27 – 07/31
$221/nighttotal: $884 (4 )

Wisconsin Dells | Pool & Waterpark Access | 2br Cottage

2 2
cottage, Lake Delton
Located in Wisconsin Dells, this 2-bedroom cottage in Christmas Mountain Village is nestled in a peaceful wooded setting amidst rolling hills, approximately 55 miles from Dane County Regional Airport.
This family-friendly cottage offers 650 square feet of living space and accommodates up to 6 guests, featuring a full kitchen, air conditioning, and access to resort amenities including a swimming pool, indoor pool, and heated pool, perfect for a pool getaway.
1-bedroom Guestroom In A Resort - Short Walk To Chula Vista Waterparks - Wisconsin
8.6 50 reviews
Wisconsin
07/27 – 08/03
$169/nighttotal: $1183 (7 )

1-bedroom Guestroom In A Resort - Short Walk To Chula Vista Waterparks

1 4
resort, Wisconsin Dells
Centrally located in Wisconsin Dells, this resort is just 500 feet from Chula Vista Waterparks and 10 miles from Mt. Olympus.
This 1-bedroom resort offers 500 square feet of living space, sleeps up to 5 guests, and features a swimming pool, a full kitchen, and a private balcony for your enjoyment.
Studio Flat ∙ 1 Bedroom ∙ 4 Guests - Wisconsin
Wisconsin
06/28 – 06/29
$110/nightfor 1 night

Studio Flat ∙ 1 Bedroom ∙ 4 Guests

1 2
studio, Franklin
Enjoy a studio stay in Franklin, Wisconsin, conveniently located near Franklin Industrial Park, Oak Creek Business Park, and Milwaukee Airport.
This studio offers a comfortable stay for up to four guests, featuring an indoor swimming pool, a Jacuzzi, and a fitness center, perfect for a relaxing getaway.
Condo ∙ 1 Bedroom ∙ 2 Guests - Wisconsin
Wisconsin
06/15 – 06/16
$141/nightfor 1 night

Condo ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment, Franklin
This 1-bedroom apartment is located in the Milwaukee Airport South area, offering convenient access to local dining options like Mimosa and Mulligans Irish Pub & Grill, and attractions such as Drexel Town Square, all within a short drive.
Guests can enjoy a seasonal indoor swimming pool and hot tub, a 24-hour fitness center, complimentary Wi-Fi, and free parking, making it an ideal choice for travelers seeking an accommodation with a pool.
Irish Mist V @ Reefpoint Marina - Wisconsin
9.7 161 reviews
Wisconsin
07/10 – 07/12
$240/nighttotal: $480 (2 )

Irish Mist V @ Reefpoint Marina

2 2
houseboat, Racine
Experience unique waterfront living on the 'Irish Mist', a 32-foot 1988 Carver aft Cabin, at Reefpoint Marina in Racine, Wisconsin, just 500 feet from the beach and close to the Racine Art Museum and Racine Heritage Museum.
This houseboat accommodates up to 4 guests in 2 bedrooms and offers a memorable getaway with amenities including a heated swimming pool, two hot tubs, and opportunities for kayaking and motor boating.
Studio Flat ∙ 1 Bedroom ∙ 3 Guests - Wisconsin
Wisconsin
06/28 – 06/29
$137/nightfor 1 night

Studio Flat ∙ 1 Bedroom ∙ 3 Guests

1 2
studio, Altoona
Located in Altoona, this studio is just 500 feet from the Children's Museum of Eau Claire and conveniently close to SGI and Cray, perfect for both families and business travelers.
This family-friendly studio offers a fully-equipped kitchen, air conditioning, and complimentary breakfast, plus access to an indoor swimming pool and hot tub available from 7 am to 11 pm, ideal for a relaxing getaway with a pool.
Studio Flat ∙ 1 Bedroom ∙ 3 Guests - Wisconsin
Wisconsin
06/15 – 06/16
$149/nightfor 1 night

Studio Flat ∙ 1 Bedroom ∙ 3 Guests

1 2
studio, Altoona
Enjoy a studio accommodation in Altoona, conveniently located near Mount Simon Park, Phoenix Park, and the Children's Museum of Eau Claire.
This studio offers a swimming pool, a hot tub, and a 24-hour fitness center, perfect for a relaxing getaway with capacity for up to 3 guests.
Dells Condo With Private Jacuzzi, Indoor/outdoor Pools, Hot Tubs & Pickleball - Wisconsin
10 14 reviews
Wisconsin
10/10 – 10/17
$186/nighttotal: $1302 (7 )

Dells Condo With Private Jacuzzi, Indoor/outdoor Pools, Hot Tubs & Pickleball

2 1
apartment, Lake Delton
Located in Lake Delton, Wisconsin Dells, this apartment is just a 6-minute walk to Noah's Ark Waterpark, offering prime lake views from its upper balcony.
This 1400 sq ft apartment, accommodating up to 6 guests, features a fully equipped kitchen, a modern family room, and access to a seasonal heated outdoor swimming pool and a year-round heated indoor pool, perfect for a getaway with a pool.

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Explore Our Top Pet-Friendly Vacation Rentals with a Pool in Wisconsin

Among the 24528 accommodations in Wisconsin, here are the 8 best pet friendly rentals

Rippling Waters Cabin 64bc - Wisconsin
10 2 reviews
Wisconsin
07/03 – 07/05
$235/nighttotal: $470 (2 )

Rippling Waters Cabin 64bc

1 5
cabin, West Baraboo
This cabin at RJourney Campground is secluded in a wooded area near West Baraboo attractions.
Enjoy access to a swimming pool, aqua park, and mini golf with wristbands at this pet-friendly cabin that sleeps five.
Κομψό Birch @ Spring Brook Resort Ultimate Entertaining Home με την οικογένεια στο μυαλό - Wisconsin
8.8 52 reviews
Wisconsin
06/28 – 06/29
$1501/nightfor 1 night

Κομψό Birch @ Spring Brook Resort Ultimate Entertaining Home με την οικογένεια στο μυαλό

6 2
resort, Lake Delton
Just 10 miles from downtown Wisconsin Dells attractions and waterparks like Noah's Ark, this resort is located in the Spring Brook neighborhood.
This spacious 3380 sq ft, 6-bedroom resort accommodates 12 guests and offers exclusive access to Spring Brook's Clubhouse amenities, including an indoor and outdoor swimming pool, a fitness center, and a sports bar, making it perfect for families looking for a getaway with a pool.
Four Seasons Island Resort - Wisconsin
8.4 277 reviews
Wisconsin
06/25 – 06/27
$177/nighttotal: $354 (2 )

Four Seasons Island Resort

1 2
resort, Amberg
Riverside, this resort is moments from Four Seasons ATV Trails and 2.4 miles from Green Acres Golf Club.
Enjoy a refreshing dip in the indoor or outdoor swimming pool at this resort, which also features a 24-hour fitness center and a full-service spa.
Pet-friendly Warrens Cabin W/ Fire Pit! - Wisconsin
9.7 68 reviews
Wisconsin
06/26 – 06/28
$480/nighttotal: $960 (2 )

Pet-friendly Warrens Cabin W/ Fire Pit!

2 10
cabin, Warrens
Enjoy year-round swimming with access to both an indoor and outdoor swimming pool at this cabin located 55 miles from La Crosse Municipal Airport.
This cabin offers a fully equipped kitchen, two living rooms, and two bedrooms with two bathrooms, plus complimentary private parking and free Wi-Fi for a comfortable stay.
Ξενοδοχείο Hickory Haven @ Spring Brook Resort δίκλινο δωμάτιο για οικογένειες δύο Master υπνοδωμάτια - Wisconsin
9.9 51 reviews
Wisconsin
06/28 – 06/29
$1824/nightfor 1 night

Ξενοδοχείο Hickory Haven @ Spring Brook Resort δίκλινο δωμάτιο για οικογένειες δύο Master υπνοδωμάτια

6 2
resort, Lake Delton
Enjoy a rural lakeside setting at Hickory Haven, a resort located in Wisconsin Dells' Spring Brook neighborhood, just 10 minutes from downtown attractions and waterparks.
This spacious 4070 sq ft resort sleeps 20 guests and features 6 bedrooms, 4 bathrooms, a private outdoor space with grills and a firepit, and access to an indoor swimming pool and fitness center.
Sleeps 12 4br/3ba Ski-in/out Condo Wifi/ac/lake/atv/hike/snowmobile-dog Friendly - Wisconsin
9.6 10 reviews
Wisconsin
06/19 – 06/22
$480/nighttotal: $1440 (3 )

Sleeps 12 4br/3ba Ski-in/out Condo Wifi/ac/lake/atv/hike/snowmobile-dog Friendly

4 11
cabin, Iron Belt
Located at Whitecap Mountain Ski Resort in Upson, Wisconsin, this cabin offers direct ski-in/ski-out access to the chairlift and Bunny Hill, with snowmobile, ATV, and cross-country ski trails accessible right outside, and Lake Weber just a few minutes' walk away.
This 1700 square foot cabin accommodates up to 12 guests and features a full kitchen, wood fireplace, back deck with ski hill and lake views, and an in-unit sauna, all complemented by a shared swimming pool for ultimate relaxation.
Upson Ski-in/ski-out, End-unit Cabin W/ Fireplace! - Wisconsin
9.5 35 reviews
Wisconsin
06/19 – 06/22
$438/nighttotal: $1314 (3 )

Upson Ski-in/ski-out, End-unit Cabin W/ Fireplace!

4 11
cabin, Iron Belt
Located in the Upson Ski-In/Ski-Out area, this cabin offers direct ski access and is situated 18 miles from Gogebic-Iron County Airport.
This spacious 1630 sq ft cabin with a pool features 4 bedrooms, 3 bathrooms, a fully equipped kitchen, and on-site sauna and hot tub, perfect for a relaxing getaway.
Soak Up The Sun - Outdoor Hot Tub Steps Away! - Wisconsin
10 4 reviews
Wisconsin
07/26 – 08/08
$159/nighttotal: $2067 (13 )

Soak Up The Sun - Outdoor Hot Tub Steps Away!

1 2
apartment, Wisconsin Dells
Located in the peaceful Golf Villas at Chula Vista Resort in Wisconsin Dells, this ground-level studio condo is just six miles from Mt. Olympus Water & Theme Park and Noah's Ark Waterpark.
This modern, recently remodeled studio villa accommodates up to 6 guests and features a kitchenette, Smart TV, free high-speed Wi-Fi, and complimentary access to the Golf Villa Spa hot tub, perfect for relaxation after a day of fun.
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