Vacation rentals with a pool in Town of Dell Prairie

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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.

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Top guest favorite
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, 118 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!

Superhost
Home in Wisconsin Dells
4.88 out of 5 average rating, 26 reviews

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.

Superhost
A spacious dining area features a large wooden table surrounded by eight chairs. Natural light fills the room from nearby windows, highlighting a stone fireplace and a flat-screen television mounted above the mantel. Comfortable seating is visible in the adjoining living area.
Apartment in Wisconsin Dells
4.84 out of 5 average rating, 31 reviews

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.

Top guest favorite
A wood-paneled living area features a stone fireplace as a focal point. Comfortable seating surrounds a dark coffee table, with soft textures provided by throw pillows and blankets. Natural light filters through double windows, offering views of the outdoors.
Cabin in Nekoosa
4.97 out of 5 average rating, 143 reviews

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.

Guest favorite
A cozy family room features a stone fireplace and a mounted TV. Comfortable seating includes a small dining table with chairs and a lounge chair. Soft carpeting covers the floor, and natural light enters through nearby windows, illuminating the inviting space.
Condo in Wisconsin Dells
4.87 out of 5 average rating, 123 reviews

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.

Top guest favorite
Condo in Wisconsin Dells
4.99 out of 5 average rating, 245 reviews

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.

Guest favorite
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.
Condo in Wisconsin Dells
4.84 out of 5 average rating, 249 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.

Guest favorite
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.
Condo in Wisconsin Dells
4.97 out of 5 average rating, 173 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 .

Superhost
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, 226 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 favorite
The exterior view showcases a modern multi-story building, featuring balconies with railings and stone accents. Lush greenery and decorative rocks landscape the property, creating a welcoming atmosphere. A paved road leads to the entrance, providing access to the well-maintained surroundings.
Guest suite in Wisconsin Dells
4.85 out of 5 average rating, 402 reviews

★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.

Superhost
A cozy living room features two sofas, a lounge chair, and a stone-surrounded gas fireplace. Natural light filters in through a nearby window, creating a warm ambiance. Open shelving displays decorative items, and the kitchen area is visible in the background with modern appliances.
Villa in Wisconsin Dells
4.84 out of 5 average rating, 37 reviews

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!

Guest favorite
A spacious outdoor wave pool is surrounded by shaded lounge areas and seating. Guests are seen enjoying the water on inflatable floats, while a nearby snack bar is partially visible in the background, framed by lush greenery.
Condo in Wisconsin Dells
5 out of 5 average rating, 21 reviews

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

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