
Holiday rentals with a pool in Dell Prairie
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in 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!

Papas Pool House: Private Pool Family Retreat
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.

Beautiful Condo in Wisconsin Dells!
Bring your family or friends to this lovely condo where you can enjoy a classic Wisconsin Dells experience. Everything is available at your fingertips, including restaurants & bars, golfing, spa, and of course Wisconsin Dells waterparks, and more! (Chula Vista waterpark passes not included with your booking) This top floor condo is spacious, private, and has everything for your group to relax. Enjoy sunset views over the Wisconsin River, or head down to one of the complimentary outdoor pools!

*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 .

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub
Noah's Ark Package Upgrade available after the booking!. Welcome to Dells Retreat, your ultimate vacation destination in the heart of Wisconsin Dells Nestled in the picturesque Tamarack Resort, our property offers a serene and scenic setting for your vacation. With endless amenities and attractions just minutes away, Dells Retreat is the perfect escape for travelers of all ages. Each stay at Dells Retreat also includes two free splash passes, providing access to even more attractions.

Lakefront Condo - Private Beach | Pool
Experience lake life at our luxury, lakefront condo. Wake up to morning coffee on the balcony with breathtaking views of Lake Delton. Our spacious 2 bedroom, 2 bathroom condo features a beautiful master suite with a king bed, en suite bathroom complete with a jetted massage tub and walk in shower with 3 directional shower heads. It is the perfect escape for those who want to feel like they are a world away, but are also minutes from all the fun and excitement of the Dells.

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.

Luxurious Chula Vista Retreat
No resort fees! Experience all the Wisconsin Dells has to offer while staying in this luxurious condo, located inside the action-packed Chula Vista Resort! Enjoy the resort's restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including Mt. Olympus, Noah's Ark and hiking trails! Then relax in our Jacuzzi tub, cozy up to our two fireplaces, hang out in our spacious living room or cook a family meal in our full-size kitchen!

Lakefront Penthouse with Boat Slip
Welcome to our penthouse on Lake Delton! This location situates you within walking distance to many main attractions. The Downtown dells is half a mile from your condo, offering endless dining options, coffee shops, Noah's Ark Waterpark, Mt. Olympus Parks, Indoor Water Park, Elusive Escape Rooms, and so much more! Wisconsin Dells also offering waterparks, go-karts, the Wilderness Resort, Kalahari Resort, restaurants, and more. Just short drive to 3 ski resorts!

Cozy Boho Cabin w/ POOL!!
Nestled on 26 acres in the beautiful countryside, this is the perfect retreat for your Wisconsin Adventure! Fantastic location minutes from all this area has to offer and located directly off 90/94. From the house you will find: Downtown Wisconsin Dells - 10 miles Wisconsin Dells Racetrack - 4 miles Christmas Mountain Ski & Golf - 8 miles Trappers Turn Golf Course - 9 miles Rocky Arbor State Park - 8 miles Castle Rock Lake - 15 miles

Revilo Moose Ridge (Private Pool-20 mins to Dells)
🌸 Spring & Summer Getaway in the Heart of Wisconsin 🌞 Enjoy Smoky Mountain vibes at our 3,000 sq ft Amish-crafted lodge on 15 private acres. Sleeps 10 (12 on request) with rustic charm and modern comfort. Hike, bike, explore peaceful trails, or relax on the porch. Just 20 min to Wisconsin Dells, 10 min to Castle Rock Lake, 40 min to Cascade or Devils Head. Gather by the fire pit under the stars for a memorable stay!
Popular amenities for Dell Prairie rentals with a pool
House rentals with a pool

Entire Lakehouse with Game Room on Lake Arrowhead

Where Lake Life Meets Poolside Relaxation & Golf

The Arrowhead House – Golfer’s Paradise Retreat

Tree House Home

Be Blessed at Kinship Casa in Rome, WI

Tranquil Retreat on Lake Arrowhead Golf Course

Brown Bear Cottage - Pet Friendly Home

Pool & Beach Access! 'Lake Arrowhead Hideaway'
Apartment rentals with a pool

Wyndham Glacier Canyon |2BR/2BA King Suite w/ Balc

3 bedroom deluxe Wyndham Glacier Canyon WI Dells

COZY, Pickleball, Fireplace, Devils Lake

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

Two Unit at Northern Bay - 7 Bedroom Sleeps 24!

Luxury Family Getaway | 4BR Condo - Glacier Canyon

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

Wyndham Glacier Canyon |2BR/2BA King Suite w/ Balc
Other holiday rentals with a pool

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★

Mel’s Marina, on the River, walk downtown.

Cottage in a fantastic resort

Prime 18 Pines Golf Home – 5 Min to Sand Valley!

Luxury Lakefront Condo in Wisconsin Dells

Adeline's House of Cool, The most fun Airbnb in WI

Rustic Lodge * Perfect Gateway* golf and lake
When is the best time to visit Dell Prairie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £157 | £156 | £178 | £151 | £171 | £206 | £263 | £241 | £194 | £186 | £183 | £186 |
| Avg. temp | -9°C | -6°C | 0°C | 8°C | 14°C | 19°C | 21°C | 20°C | 16°C | 9°C | 1°C | -5°C |
Quick stats about holiday rentals with a pool in Dell Prairie

Total holiday rentals
Explore 110 holiday rentals in Dell Prairie

Nightly prices starting at
Dell Prairie holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 3,490 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
100 of Dell Prairie holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dell Prairie rentals
Destinations to explore
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- Rentals with a hot tub Dell Prairie
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- Rentals with a kayak Dell Prairie
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- House rentals Dell Prairie
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- Rentals with pools Adams County
- Rentals with pools Wisconsin
- Rentals with pools United States
- Devil's Lake State Park
- Sand Valley Golf Resort
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Mirror Lake State Park
- Wildcat Mountain State Park
- Cascade Mountain
- House on the Rock
- Henry Vilas Zoo
- Wollersheim Winery & Distillery
- Kohl Center
- Chazen Museum of Art
- Overture Center For The Arts
- Governor Dodge State Park
- Monona Terrace Community And Convention Center
- Dane County Farmers' Market
- Camp Randall Stadium
- Madison Childrens Museum
- American Players Theatre




