Vacation rentals with a pool in Madison
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Madison
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Madison rentals with a pool
House rentals with a pool
Home in Galena
4.96 out of 5 average rating, 267 reviewsComfortable 4 Bed 4 Bath in the Galena Territory!
Home in Milton
4.84 out of 5 average rating, 208 reviewsTree Top House with mini indoor pool and sauna
Home in Galena
4.93 out of 5 average rating, 194 reviewsGalena Getaway
Home in Galena
4.89 out of 5 average rating, 115 reviewsCozy Retreat | Hot Tub | Firepit | Dog-friendly
Home in Galena
4.91 out of 5 average rating, 110 reviewsModern Home w/Amazing Views, Hot Tub, Game Room
Home in Galena
4.96 out of 5 average rating, 139 reviewsGalena Territory Sun-Drenched TreeHouse w/ Views
Home in Galena
4.91 out of 5 average rating, 151 reviewsDunPuttin Place
Home in Galena
4.92 out of 5 average rating, 114 reviewsBoulder Creek
Condo rentals with a pool
Condo in Fontana-on-Geneva Lake
4.78 out of 5 average rating, 179 reviewsFUN-tana All Year Round Abbey Springs Fontana WI
Condo in Wisconsin Dells
4.82 out of 5 average rating, 223 reviews*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo | Breathtaking Views | Downtown WI Dells
Condo in Wisconsin Dells
4.91 out of 5 average rating, 127 reviews2BR Waterfront:Spacious, Pools, Hot Tub, Boat slip
Condo in Geneva
4.93 out of 5 average rating, 40 reviewsQuaint, quiet condo minutes from Lake Geneva
Condo in Wisconsin Dells
4.82 out of 5 average rating, 114 reviewsBeautiful Condo at Chula Vista!
Condo in Lake Geneva
4.95 out of 5 average rating, 128 reviewsLakeView-SummerPool-FamilyFriendly-CloseToTown
Condo in Lake Geneva
4.63 out of 5 average rating, 269 reviewsFlexible rental In Lake Geneva Area
Condo in Wisconsin Dells
4.92 out of 5 average rating, 51 reviewsUpper Dells River Walk [2BR]
Quick stats about vacation rentals with a pool in Madison
Total rentals
50 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
700 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Wisconsin Dells Vacation rentals
- Schaumburg Vacation rentals
- Oshkosh Vacation rentals
- Galena Vacation rentals
- Lake Wisconsin Vacation rentals
- Appleton Vacation rentals
- Rockford Vacation rentals
- Sheboygan Vacation rentals
- Dubuque Vacation rentals
- Chicago Vacation rentals
- Rentals with pools United States
- Rentals with beach access Madison
- Rentals with breakfast Madison
- Apartment rentals Madison
- Rentals with outdoor seating Madison
- Waterfront rentals Madison
- Kid-friendly rentals Madison
- House rentals Madison
- Rentals with a fire pit Madison
- Rentals with lake access Madison
- Rentals with a fireplace Madison
- Private suite rentals Madison
- Rentals with a hot tub Madison
- Pet-friendly rentals Madison
- Monthly Rentals Madison
- Fitness-friendly rentals Madison
- Rentals with a patio Madison
- Rentals with a washer and dryer Madison
- Cottage rentals Madison
- Cabin rentals Madison
- Family-friendly rentals Madison
- Rentals with pools Milwaukee
- Rentals with pools Lake Geneva
- Rentals with pools Wisconsin Dells
- Rentals with pools Wisconsin
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes