Holiday rentals with a pool in Wisconsin Dells

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Top-rated rentals with a pool in Wisconsin Dells

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, 124 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!

Top guest favourite
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, 151 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 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, 252 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, 185 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 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
4.89 out of 5 average rating, 114 reviews

Lakefront Condo - Private Beach | Boat Slip| 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
This vibrant indoor water park features several water slides of varying heights and twists, surrounded by playful structures. Shallow pools for children and lounging areas are visible, while guests engage in water activities. Lush tropical landscaping enhances the fun environment.
Apartment in Wisconsin Dells
4.79 out of 5 average rating, 109 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 waterparks, restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including 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 welcoming living area with a spacious sofa and a wooden coffee table is presented. A modern ceiling fan is installed, and a large Roku TV is positioned on a console. The area also includes a dining table with chairs and access to a patio through glass doors.
Apartment in Wisconsin Dells
4.87 out of 5 average rating, 173 reviews

Kate's Place - Newly Remodeled - Romantic

NO SMOKING Max Occupancy: 4 People (2 Adults) Upgrade to our Noah's Ark package after booking! Kate's Place is recently updated and located in Lighthouse Cove on Lake Delton in the heart of the Dells. Enjoy beach access, indoor & outdoor pools and hot tubs, and convenient parking. This condo is great for a couples or small families. The kitchen has all the tools you need to stay in, but the location is super close to great supper clubs for an evening out as well.

Superhost
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
4.89 out of 5 average rating, 102 reviews

Dells Retreat - A Romantic Haven- Luxury Living

GIFTS FOR THE GUESTS: 1. TWO MT. OLYMPUS WATER PARK PASSES INCLUDED WITH A MINIMUM OF 4 NIGHT STAY. 2. TWO SPLASH PASSES INCLUDED WITH EACH STAY, BUY 1 GET 1 DEAL FOR NATURA WATER PARK PASSES & MORE. EXCLUSIVE DISCOUNTS FOR GOLF, ADVENTURES, WATER PARKS, RESTAURANTS & THEATER Dells Retreat is located in Tamarack Resort. A perfect escape in the heart of Wisconsin Dells. An ideal place for travelers of all ages. Endless amenities and so close to all attractions.

Top guest favourite
A welcoming living area is highlighted by a comfortable seating arrangement, featuring a leather sofa and accent chairs. Natural light pours in through the windows, illuminating the wood flooring and a stone fireplace. A large SMART TV is mounted on the wall, adding modern convenience.
Apartment in Wisconsin Dells
4.97 out of 5 average rating, 499 reviews

COZY, Pickleball, Fireplace, Devils Lake

NO RESORT FEES, WATERFRONT Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

Superhost
A serene water feature is visible, designed to resemble natural rock formations. Water cascades gently over the stones into a clear pool, creating a tranquil ambiance. Soft illumination highlights the textured surfaces and the shimmering water, enhancing the overall peaceful atmosphere of the indoor space.
Cottage in Wisconsin Dells
4.69 out of 5 average rating, 42 reviews

Ski @ Christmas Mountain Village - 2BR Cottage 2

**Please note: the resort will charge you a $145 housekeeping fee when you check in. Christmas Mountain Village is a four season resort. The resort offers a wide variety of amenities, including snow skiing, snow boarding, snow tubing, 27-hole golf courses, one indoor and four seasonal outdoor swimming pools, FREE miniature golf, tennis courts, workout facilities, sauna, fishing (no fishing license required), and FREE paddleboat use.

Guest favourite
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, 38 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!

Popular amenities for Wisconsin Dells rentals with a pool

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Quick stats about holiday rentals with a pool in Wisconsin Dells

  • Total holiday rentals

    Explore 220 holiday rentals in Wisconsin Dells

  • Nightly prices starting at

    Wisconsin Dells holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 7,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    200 of Wisconsin Dells holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wisconsin Dells rentals

  • 4.5 Average rating

    Wisconsin Dells stays receive an average rating of 4.5 out of 5 from guests

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