Holiday rentals with a pool in Town of Dell Prairie

4.9 out of 5 average rating, 120 reviews

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

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!

4.86 out of 5 average rating, 28 reviews

Home in Wisconsin Dells

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.

Apartment in Wisconsin Dells

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.

4.85 out of 5 average rating, 33 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.

4.97 out of 5 average rating, 145 reviews

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

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.

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.

4.84 out of 5 average rating, 250 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.

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.

4.97 out of 5 average rating, 177 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 .

The family room features leather seating that accommodates multiple guests and a warm electric fireplace. A large smart TV is mounted on the wall, with a wooden dresser and decorative art displayed nearby. Double doors lead to the patio, with natural light illuminating the space.

4.89 out of 5 average rating, 18 reviews

Dells Family Stacation-Lake Access-Hiking-Golf

NEWLY REMODELED & PARTNER DISCOUNTS 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 Stacation is recently remodeled & located in Lighthouse Cove Condos: 40 feet to the outdoor swimming pool, 120 feet from the indoor pool and less than 500 feet to the beach.

4.84 out of 5 average rating, 304 reviews

Williamson Family Condo at Lighthouse Cove

NO SMOKING Upgrade to our Noah's Ark package after booking! This ground floor unit at Lighthouse Cove on Lake Delton is located in the heart of the Dells. Enjoy access to our private beach, in & outdoor (seasonally) pools w/ hot tubs, and convenient parking. With just a 5-10 minute walk to Noah's Ark, the older kids can wander to and from while you take a much-deserved time out. The sidewalk in front of the condo goes nearly around the entire lake for you morning exercise types.

4.89 out of 5 average rating, 226 reviews

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

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.

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.

4.77 out of 5 average rating, 99 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 suite in Wisconsin Dells

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.

4.84 out of 5 average rating, 420 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.

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.

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

Popular amenities for Town of Dell Prairie rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious game room features a hockey table with blue pucks and a television mounted on the wall. A bar-style table with stools is positioned nearby, while a mini putting green and a net for a ball game are visible in the background.

4.96 out of 5 average rating, 24 reviews

Lake Arrowhead Retreat. Game Room, VIP Pool Access

The front of the house is framed by a well-kept lawn, featuring a wide concrete walkway that leads to the entrance. A circular seating area with chairs surrounds a fire pit, enhancing the outdoor space. Tall trees border the property, providing a natural backdrop.

4.94 out of 5 average rating, 16 reviews

Entire Lakehouse with Game Room on Lake Arrowhead

A spacious game room garage features a pool table, foosball table, and a round table for games. Lounge seating is available, along with modern lighting and blue walls adorned with the word 'BIRDIES.' The layout encourages social interaction and fun after a day outdoors.

4.89 out of 5 average rating, 9 reviews

The Arrowhead House – Golfer’s Paradise Retreat

5 out of 5 average rating, 20 reviews

A circular arrangement of red Adirondack chairs surrounds a fire pit, with gravel underfoot. The cabin is visible in the background, bathed in the warm light of a rising sun, with trees lining the property in the distance.

Home in Mauston

Revilo Moose Ridge Mauston

4.81 out of 5 average rating, 48 reviews

A circular, above-ground swimming pool with clear, inviting water is visible, surrounded by lush greenery. The pool deck features wooden planks, and a set of steps leads into the water, creating easy access. The tranquil lake can be seen in the background.

Home in Montello

3bed lake house, private pool near WI Dells

A single-story home is set against a backdrop of autumn foliage. The structure features a covered front porch with two columns. A two-car garage is visible on the left side, and a well-maintained lawn leads to the driveway.

5 out of 5 average rating, 44 reviews

Be Blessed at Kinship Casa in Rome, WI

A covered deck overlooks a lush golf course, furnished with a table and chairs under a shaded umbrella, providing a perfect outdoor relaxation space. The kitchen features modern appliances and ample counter space, seamlessly integrating functionality and style.

5 out of 5 average rating, 34 reviews

Tranquil Retreat on Lake Arrowhead Golf Course

The living room features a comfortable leather sofa adorned with plush throw pillows, complemented by a wooden coffee table. Natural light floods in through large windows, blending with the rustic stone fireplace and wooden ceiling, creating a cozy and inviting ambiance.

4.89 out of 5 average rating, 18 reviews

Stylish Cabin-Hot Tub Game Room Near Sand Valley

Condo rentals with a pool

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.

4.89 out of 5 average rating, 111 reviews

Lakefront Condo - Private Beach | Boat Slip| Pool

An open living space is featured with a cozy sofa and armchair arranged around a wooden coffee table. A round dining table occupies one corner, and a large Jacuzzi tub is visible in the background, paired with stone wall accents. Soft lighting enhances the tranquil environment.

4.63 out of 5 average rating, 51 reviews

Wyndham 3BR ChulaVista Condo w/FREE Water ParkPass

4.94 out of 5 average rating, 31 reviews

The living area features comfortable plaid sofas and a wooden coffee table, complemented by a plush area rug. A ceiling fan provides ventilation. The open space extends into the dining area, where wooden chairs surround a large table, and the kitchen is visible in the background.

Condo in Arkdale

Gorgeous Lakeview Balcony 4 Bedrooms next to pool

4.81 out of 5 average rating, 31 reviews

Riverview Big Family Condo 3 bedroom/3 bath for 16

The exterior of the resort is showcased, featuring a blend of rustic and modern architecture. Lush grass and well-maintained landscaping surround the entrance. A clear blue sky and subtle clouds highlight the inviting atmosphere of the complex.

5 out of 5 average rating, 17 reviews

3 bedroom deluxe Wyndham Glacier Canyon WI Dells

5 out of 5 average rating, 15 reviews

The living area features comfortable striped sofas positioned near a stone fireplace. A wooden coffee table rests in the center, complemented by a lamp. Beyond, large windows provide views of the outdoor space, while a dining table is visible to the side.

Condo in Arkdale

Northern Bay 3 bedroom Condo on Castle Rock Lake

5 out of 5 average rating, 17 reviews

The spacious living area features a comfortable seating arrangement, including a sofa and striped armchairs. A wooden coffee table sits in the center, with a ceiling fan overhead. The dining area, visible in the background, is furnished with a large table surrounded by matching chairs.

Condo in Arkdale

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

The spacious living room features two comfortable sofas and a central coffee table. Soft lighting is provided by a side table lamp. Large windows offer natural light and views, complemented by warm, earthy wall colors and a patterned area rug beneath the furniture.

4.79 out of 5 average rating, 147 reviews

Beautiful Condo at Chula Vista!

Other holiday rentals with a pool

The exterior of a resort building features a blend of stone and wood materials. A large porch with railings is visible, complemented by an inviting entrance. Surrounding greenery adds to the setting, which is located in a spacious parking area.

4.51 out of 5 average rating, 74 reviews

Wyndham Chula Vista Resort Villa w/Free Water Park

A studio room features two queen beds adorned with themed bedding. A large mural depicting a space scene is displayed on one wall. A wooden dresser and a compact television are positioned opposite the beds, with a private balcony visible in the background.

Loft in Wisconsin Dells

4.82 out of 5 average rating, 39 reviews

Wisconsin Dells Resort Condo: Golf Course On-Site

An outdoor dining area features a stone fireplace with light strings overhead, creating a cozy ambiance. A table surrounded by metal chairs is positioned on a concrete patio, with steps leading to a pool area in the background. Lush trees provide a natural backdrop.

5 out of 5 average rating, 13 reviews

Brown Bear Cottage - Pet Friendly Home

A well-maintained golf course is seen under soft sunlight, showcasing a smooth green fairway. Trees line the horizon, casting gentle shadows across the grass. A water feature and sprinkler can be observed, enhancing the serene landscape.

Cabin in Wisconsin Dells

4.74 out of 5 average rating, 68 reviews

Christmas Mountain 2br Golf 27 holes Pools Ski too

A spacious kitchen area features wooden cabinetry with a blue countertop and essential appliances, including a microwave and coffee maker. Natural light fills the room through multiple windows, surrounded by green checkered curtains. A dining table with two chairs is positioned nearby.

Cabin in Wisconsin Dells

4.6 out of 5 average rating, 10 reviews

Cabin Camping Getaway at Birchcliff Resort

5 out of 5 average rating, 37 reviews

A charming log cabin is set amidst a vast natural landscape, featuring a wraparound porch and a detached garage. A wide driveway leads to the entrance, with expansive grassy areas visible in the background, hinting at the surrounding outdoor activities and spacious grounds.

Cabin in Arkdale

Cozy Cabin on 20 acres w/ private beach and pond

Farm stay in Wisconsin Dells

A serene lakeside view is presented with two blue kayaks resting on green grass. A wooden dock extends into the calm water, framed by lush greenery. The horizon features soft hues of orange and blue as the sun sets, evoking a peaceful atmosphere.

5 out of 5 average rating, 11 reviews

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