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.

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Top guest favourite
A log cabin-style home features a wide front deck with sturdy railings, complemented by large windows that allow natural light to flood the interior. A stone chimney and well-maintained landscaping add to the inviting exterior.
Cabin in Nekoosa
4.9 out of 5 average rating, 126 reviews

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!

Guest favourite
An outdoor view of a two-story home features a large heated saltwater pool surrounded by a concrete patio. Several lounge chairs are positioned next to the pool. Mature trees and greenery create a natural backdrop, lending a sense of privacy to the space.
Home in Wisconsin Dells
4.88 out of 5 average rating, 43 reviews

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.

Superhost
Apartment in Wisconsin Dells
4.78 out of 5 average rating, 164 reviews

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!

Guest favourite
An indoor pool area is featured with large windows allowing for ample natural light. Two separate outdoor seating areas overlook the water, with patio chairs positioned along the poolside and balcony. A comfortable living room setup includes a sofa, coffee table, and window view of the surroundings.
Apartment in Wisconsin Dells
4.84 out of 5 average rating, 258 reviews

*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.

Top guest favourite
The living area showcases a spacious layout with a leather pullout couch and armchair, complemented by a modern coffee table. A smart TV is mounted on one wall, while an electric fireplace adds warmth. The kitchen features a bar with three stools, enhancing the inviting atmosphere.
Apartment in Wisconsin Dells
4.97 out of 5 average rating, 195 reviews

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 .

Guest favourite
A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.
Apartment in Wisconsin Dells
4.91 out of 5 average rating, 116 reviews

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.

Guest favourite
A sandy beach area stretches along the tranquil shore of Lake Delton. White lounge chairs are arranged in neat rows, facing the calm water. Gentle waves lap at the edge of the shore, bordered by lush greenery and a stone embankment.
Apartment in Wisconsin Dells
4.9 out of 5 average rating, 119 reviews

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.

Guest favourite
A warm and inviting living area features wood paneling and exposed beams. A spacious sofa, adorned with patterned throws, faces a large flat-screen TV. Natural light filters through sliding glass doors that lead to an outdoor space. A rustic stone fireplace adds a cozy touch.
Home in Wisconsin Dells
4.89 out of 5 average rating, 228 reviews

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.

Guest favourite
An indoor arcade area features a variety of brightly colored game machines. Flashing lights illuminate air hockey tables and claw machines, while a large ticket redemption game stands prominently in the back, creating a lively entertainment space.
Apartment in Wisconsin Dells
4.8 out of 5 average rating, 122 reviews

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!

Guest favourite
A spacious living area features a large dining table with seating for multiple guests, accompanied by a comfortable sofa. A stone fireplace serves as a focal point, while natural light pours in from sliding glass doors that lead to an outdoor space.
Apartment in Wisconsin Dells
4.9 out of 5 average rating, 104 reviews

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!

Guest favourite
The exterior of a rustic log cabin is visible, featuring a sloped roof and large wooden deck with railings. The cabin is surrounded by a grassy area, with trees and blue sky in the background, creating a serene countryside setting.
Cabin in Lyndon Station
4.97 out of 5 average rating, 37 reviews

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

Top guest favourite
An aerial view of a spacious Amish-built cabin surrounded by lush greenery, featuring a prominent green metal roof. Two outbuildings are visible, along with a large driveway leading to the main entrance, creating a tranquil and inviting setting amidst expansive natural landscapes.
Home in Mauston
5 out of 5 average rating, 24 reviews

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

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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

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