
Vacation rentals with a pool in Town of Dell Prairie
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Town of Dell Prairie
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF
Lake Arrowhead Brown Bear Lodge in Rome WI. 2 HOA golf courses + Sand Valley Golf resort 1.5 miles away. Enjoy all lake Arrowhead offers including Heated private pools (seasonal), 4 private beaches, 2 club houses. Ski Chalet & winter activities. ATV friendly area with miles and miles of trails. This home is also on the Snowmobile trail! Wood burning fire place, lower level wet bar with slate pool table, hardwood floors, new appliances and furnishings. 4 Tvs, wifi and beautiful north woods view!

Cozy Winter Retreat: Hot Tub & Family Fun
Welcome to Papas Pool House, your private winter retreat in Wisconsin Dells. Surrounded by serene nature, this 3-bedroom, 3-bath home offers the perfect combination of cozy comfort, family-friendly space, and memorable experiences. Whether you’re planning a romantic getaway, a festive holiday, or a family escape, our home invites you to relax and reconnect with lasting memories. Just minutes from downtown, ski hills, and Just A Game, you’ll have access to winter-friendly activities for all ages.

First Floor Chula Vista Condo - Pet Friendly!
Relax with the whole family at this peaceful place to stay. This beautiful two bedroom condo includes a king suite w/ full bath, two queen sized beds and a second full bath, and sofa beds. Also included is a fully equipped kitchen, spacious living room, two fireplaces, and jacuzzi. Condo rental includes use of outdoor condo pools (open seasonally) as well as sand volleyball court and bocce ball courts (bring your own ball). Located at Chula Vista Resort, condo is privately owned and operated.

Hot Tub | Fire Pit | Smart TV | Fireplace| BBQ
Explore everything beautiful Rome has to offer in this 4BR, 3BA log cabin with a firepit, BBQ and smart TV. Cozy up to the fireplace or relax in the hot tub to end your day! Custom designed with thoughtful touches, this vacation home in Central Wisconsin easily fits up to 10 guests in 6 comfortable beds. Guests have nearby access to 5 golf courses, hiking trails & the resort amenities of Lake Arrowhead including private beaches and an outdoor pool! This space has everything for a memorable stay.

Grace-Jo @ Tamarack Highland 5
Upgrade to our Noah's Ark package after booking! This home is a beautiful one-bedroom at the Tamarack and Mirror Lake Resort. We offer plenty of amenities to keep guests of all ages busy. Conveniently located near all of the attractions the Dells are known for. The condo is attractive, clean and includes a well-equipped kitchen, comfortable beds, and smart TV's for the rainy days. This property is great for a couple or a family and is near the included pools and activities at the resort.

Penthouse, Pickleball, Pontoon Ride No Resort Fees
NO RESORT FEES + FREE PONTOON RIDE + KAYAKS AND STAND UP PADDLE BOARD Penthouse with AMAZING VIEW Nestled in the heart of Wisconsin Dells, this condo offers breathtaking views of Lake Delton. Newly furnished with comfortable and stylish furniture, this condo ensures a cozy stay with smart TVs, jacuzzi tub, fireplace and functional furniture. This condo is just steps from the beach and centrally located in Wisconsin Dells, just blocks away from Noah’s Ark Waterpark and other businesses.

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown
INDOOR & OUTDOOR POOL ACCESS| DISCOUNTED ATTRACTION TIX | WATERFRONT The Riverwalk Retreat is the perfect spot to enjoy your next WI Dells trip with friends or family. This cozy vacation rental is located at the Sunset Cove Condo complex just 2 blocks off of Broadway & overlooks Crandalls Bay. Enjoy your morning coffee with a spectacular view of the WI River & the adjoining bay. This central location provides easy access to the area’s many athletics venues, nightlife, dining, & shopping.

The Wanderlust at the Sunset Cove
Riverfront one bedroom condo in a tranquil area of Downtown Wisconsin Dells. Take a stroll near the beautiful River Walk and enjoy the magnificent scenery and unique attractions of Downtown Wisconsin Dells. Whether you need a few days to relax and decompress or if you are in town for business or games, our condo offers a fully equipped kitchen, a king size bed and a queen size pull out couch . There is an indoor community pool, hot tub and sauna. There is also a seasonal outdoor pool .

Spacious Pine Cabin at Island Pointe
Relax on Lake Delton and escape to fresh air, calm waters, and beautiful sunsets. Lake Delton is minutes away from Wisconsin Dells so you can enjoy all the activities at the waterparks. Nestled on fifteen acres of towering pines with two private sandy beaches, you’ll feel far from the commotion of the Dells, yet just minutes away. Once you’re here you can enjoy the many amenities we have on-site, such as a heated outdoor pool, playground, picnic area, and two sandy beaches.

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★
Welcome to Wisconsin Dells and the city of Baraboo, a popular vacation playground best known for its beautiful river scenery, endless entertainment options and larger-than-life water parks. Inside the Wilderness Territory a theme park where family fun reign supreme is a top ranked indoor and outdoor water park. You can also find some excellent shopping, visit wineries for tastings, practice your swing on local golf courses, and win big at Ho-Chunk Casino.

Ground level Poolside Villa on Lake Delton
Step out from your private screened in porch to soak up some sun on the pool deck or enjoy some time on one of the 2 private beaches! The property sits on 15 acres of tall pines for beautiful seclusion while boasting a large heated swimming pool, 2 private beaches, a kid’s playground, volleyball court, horseshoe pits, & private dock. This peaceful space is private when needed, yet only minutes from all the Wis Dells attractions!

Hotel-Style Room with a View
Cozy Riverfront Retreat Our spacious room is perfect for families or groups of up to 6. Relax on your private balcony, unwind on two queen beds or a cozy sofa bed, and enjoy the convenience of a microwave and mini-fridge. With stunning river views, you'll have everything you need for a comfortable and enjoyable stay. In the summer, take advantage of our outdoor wave pool, two other pools, community patio, and grills.
Popular amenities for Town of Dell Prairie rentals with a pool
House rentals with a pool

Lake Arrowhead Retreat. Game Room, VIP Pool Access

Entire Lakehouse with Game Room on Lake Arrowhead

The Arrowhead House – Golfer’s Paradise Retreat

Revilo Moose Ridge Mauston

3bed lake house, private pool near WI Dells

Be Blessed at Kinship Casa in Rome, WI

Tranquil Retreat on Lake Arrowhead Golf Course

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf
Condo rentals with a pool

Lakefront Condo - Private Beach | Boat Slip| Pool

Wyndham 3BR ChulaVista Condo w/FREE Water ParkPass

Gorgeous Lakeview Balcony 4 Bedrooms next to pool

Wyn Glacier Canyon, 2 BR, 8 FREE WaterPark Passes!

Northern Bay 3 bedroom Condo on Castle Rock Lake

Exclusive Studio Condo+H20 Passes at Chula Vista!

3BR/2BA Northern Bay Condo - Golf Lake Pool Fun

Beautiful Condo at Chula Vista!
Other vacation rentals with a pool

Entire Condo Sleeps 6 at Tamarack

Wyndham Chula Vista Resort Villa w/Free Water Park

Wisconsin Dells Resort Condo: Golf Course On-Site

Brown Bear Cottage - Pet Friendly Home

Cottage in a fantastic resort

Cozy Cabin on 20 acres w/ private beach and pond

Epic 6BR w/ Movie Theater + Pool + Dock Access

Christmas Mountain Village two bedroom cottage
Quick stats about vacation rentals with a pool in Town of Dell Prairie
Total rentals
110 properties
Nightly prices starting at
€ 77 before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Chicago Vacation rentals
- Downtown Chicago Vacation rentals
- Upper Peninsula of Michigan Vacation rentals
- Minneapolis Vacation rentals
- Platteville Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Wisconsin River Vacation rentals
- Lake Geneva Vacation rentals
- Madison Vacation rentals
- Wisconsin Dells Vacation rentals
- Duluth Vacation rentals
- Cabin rentals Town of Dell Prairie
- Condo rentals Town of Dell Prairie
- Rentals with a fire pit Town of Dell Prairie
- Rentals with a fireplace Town of Dell Prairie
- Waterfront rentals Town of Dell Prairie
- Rentals with lake access Town of Dell Prairie
- Rentals with a washer and dryer Town of Dell Prairie
- Family-friendly rentals Town of Dell Prairie
- Rentals with a patio Town of Dell Prairie
- Rentals with a kayak Town of Dell Prairie
- House rentals Town of Dell Prairie
- Fitness-friendly rentals Town of Dell Prairie
- Rentals with a hot tub Town of Dell Prairie
- Pet-friendly rentals Town of Dell Prairie
- Rentals with outdoor seating Town of Dell Prairie
- Apartment rentals Town of Dell Prairie
- Rentals with pools Adams County
- Rentals with pools Wisconsin
- Rentals with pools United States
- Wilderness Territory
- Devil's Lake State Park
- Kalahari Resorts Wisconsin Dells
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Mt. Olympus Parks, Outdoor Theme Park
- Chula Vista Resort Water Parks
- Wisconsin State Capitol
- Mirror Lake State Park
- Wildcat Mountain State Park
- Devil's Head Resort
- The Golf Courses of Lawsonia
- Sand Valley Golf Resort
- Tyrol Basin
- Kalahari Indoor Water Park
- Buckhorn State Park
- Cabin 857-1- Christmas Mountain Village
- Henry Vilas Zoo
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Alligator Alley
- Wild Rock Golf Club
- Lost World Water Park
- Tom Foolerys Adventure Park
- Cascade Mountain