Vacation rentals with a pool in Dell Prairie

4.9 out of 5 average rating, 143 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

Brown Bear Lodge @ Lake Arrowhead Sand Valley GOLF

Minutes to Sand Valley & located in prestigious Lake Arrowhead! Play 4 championship golf courses, then unwind at Brown Bear Lodge—a cozy Northwoods retreat perfect for golf groups, families & friends. Enjoy a pool table, wet bar, stone fireplace, spacious gathering areas, firepit, fast Wi-Fi, fully equipped kitchen & comfortable beds. Lake Arrowhead offers private lakes, beaches, 2 seasonal pools, trails, pickleball, dining & endless year-round recreation. Book your unforgettable getaway!

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, 268 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.

4.98 out of 5 average rating, 64 reviews

Cabin in Lodi

Modern Cabin with pool, hot tub and outdoor sauna

Forget your worries in this spacious and serene space. Secluded yet close to a big city (Maddison and Wisconsin Dells) and lots of entertainment! 20 min away from 2 ski resorts, an amazing winery and distillery, spas, restaurants, casino! 3 mile away from lake Wisconsin. Hiking trailers, 24 hour ferry service across the lake and more. This luxurious villa combines comfort and style, you won't want to leave it, but the area is full of enviting places to go to, so plan for a few extra days!

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.

4.98 out of 5 average rating, 210 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 .

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, 41 reviews

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

At this 6BR Wisconsin Dells countryside retreat, you can spend the day skiing, paddling, or riding waterslides—and still be home in time to feed the goats. Kids of all ages will head straight to the petting zoo or pool upon arrival, while grownups kick back in the 7 person hot tub, grill under the gazebo, or wind down in the private movie theater. A lake lot a mile away offers dock access, kayaks, and canoes, while the spacious home lets big groups spread out, reconnect, and have fun.

A spacious living area features a large sectional sofa and a round coffee table. A modern indoor jacuzzi is positioned nearby, with a charming wooden accent wall illuminated by 'River Roost' signage. Natural light filters in through sliding glass doors that lead to an outdoor space.

4.97 out of 5 average rating, 37 reviews

Riverfront Getaway | Mins to Waterparks/Downtown

Please Note: This property is a condo conveniently located at the Chula Vista Resort. Indoor water park passes are not included, but you will enjoy guaranteed first floor accommodation, 2 porches, a personalized experience, game room, new fireplace & jacuzzi, 2 porches, and nature-inspired decor. - Discounted summer deals and 3+ night stays - First floor condo = convenience with 2 porches - No resort fees - Comforts of home, excitement of a resort, and the serenity of the river

4.75 out of 5 average rating, 137 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!

5 out of 5 average rating, 4 reviews

River View Condo- Top Floor- Pools- Pet Friendly!

This specious condo is set high on a bluff and overlooks the Wisconsin River, along with offering beautiful sunsets! View the picturesque riverwalk and wave pool from the home. Bring your family and friends (and your furry loved ones!) to “Riverbend Retreat” where you can enjoy the classic Wisconsin Dells experience. Whether you're looking for adventures in the Dells or to relax with a cup of coffee overlooking the river, you have found the perfect retreat!

4.85 out of 5 average rating, 128 reviews

Home in Wisconsin Dells

Dells Retreat - Sleeps 8 + Jacuzzi | Waterpark

LAND OF NATURA VOUCHERS INCLUDED $25 OFF/Per Person. Memorial Day - Labor Day Perfect for families & groups! This spacious condo sleeps 8 with a king master suite + private bath and a second bedroom with two queens. Enjoy new LVP floors, Roku Smart TVs, a fully stocked kitchen, and a relaxing in-suite jacuzzi tub. Snap fun photos at the neon green accent wall before exploring Wisconsin Dells attractions just minutes away. 🌊 Water park passes not included.

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.

4.9 out of 5 average rating, 131 reviews

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

Upgrade to the Noah's Ark & Land Of NATURA Waterpark Packages after booking! See below for details. 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 from the downtown and Lake Delton. A perfect escape for travelers of all ages.

4.96 out of 5 average rating, 25 reviews

Cabin in Wisconsin Dells

Juniper Motel & Resort: King Cabin

Disconnect from technology and enjoy a simpler pace in our cozy king cabin. Featuring one comfortable king bed, this cabin is designed for guests seeking a peaceful retreat focused on relaxation, nature, and quality time away from screens and daily distractions. All guests have access to our outdoor, six-person sauna, a 24-hr fitness studio, community spaces, and our brand-new swimming pool. PLEASE NOTE: We have a strict no pets policy.

4.95 out of 5 average rating, 42 reviews

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

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

Popular amenities for Dell Prairie rentals with a pool

Kitchen

Wifi

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, 25 reviews

Lake Arrowhead Retreat. Game Room, VIP Pool Access

5 out of 5 average rating, 26 reviews

Lake/Pool Access, Worldclass Golf & Sleeps 10+

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

4.85 out of 5 average rating, 26 reviews

Home in Wisconsin Dells

Tee House @ Spring Brook Resort

5 out of 5 average rating, 41 reviews

Home in Mauston

Revilo Moose Ridge (Private Pool-20 mins to Dells)

5 out of 5 average rating, 46 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, 44 reviews

Tranquil Retreat on Lake Arrowhead Golf Course

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.

4.96 out of 5 average rating, 68 reviews

Brown Bear Cottage - Pet Friendly Home

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.

4.9 out of 5 average rating, 124 reviews

Lakefront Condo - Private Beach | Indoor Pool

4.93 out of 5 average rating, 73 reviews

Spacious Riverside Condo 10-14 ppl

4.84 out of 5 average rating, 58 reviews

Studio on Green - Walk to Attractions | Waterpark

A spacious studio condo is shown, featuring natural wood paneling and beams. A king-sized bed is positioned beside a large jetted tub. A cozy seating area includes a recliner and a sofa, with floor-to-ceiling windows offering views of the waterfront.

4.84 out of 5 average rating, 115 reviews

Beachfront Condo Retreat at Delton Grand

4.82 out of 5 average rating, 50 reviews

Upscale, Riverview, 3BR, 3BA 2040SF, Main Floor

An outdoor area features a small fenced pool surrounded by neatly trimmed grass and shrubbery. Wooden structures with stone accents provide a rustic touch, while a tree-lined backdrop enhances the natural setting.

4.55 out of 5 average rating, 80 reviews

Wyndham Chula Vista Resort Villa w/Free Water Park

A scenic view of the outdoor pool area is displayed, with clear blue water surrounded by lush green trees. Guests are seen enjoying the pool, while the resort's lounging area is visible in the background, featuring wooden structures and sunlit spaces.

4.95 out of 5 average rating, 61 reviews

Spacious 3BR Condo Retreat

5 out of 5 average rating, 22 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

Other vacation rentals with a pool

A welcoming living space is highlighted by a cozy sofa, an armchair, and a wooden coffee table. Soft lighting from two bedside lamps enhances the atmosphere. A large window offers views of the surrounding area, while a jacuzzi is positioned nearby for relaxation.

4.86 out of 5 average rating, 29 reviews

Chula Vista Resort Condo

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

4.78 out of 5 average rating, 45 reviews

Wisconsin Dells Resort Condo w/ Star Wars Decor!

A modern multi-story building is surrounded by lush greenery, with wooden railings and decorative lights lining a pathway. The facade features a combination of stone and stucco, showcasing a blend of warm colors that harmonize with the natural surroundings.

4.88 out of 5 average rating, 24 reviews

Private Studio Condo w/ Jacuzzi + Waterpark Passes

A spacious living area features a leather sectional sofa positioned near a stone fireplace. A wooden dining table with eight chairs is visible in the background, along with a modern kitchen equipped with wood cabinetry. Natural light floods the space through a skylight.

Home in Wisconsin Dells

4.8 out of 5 average rating, 272 reviews

Tree House Home

4.84 out of 5 average rating, 61 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.

Cottage in Montello

Lakefront Escape, Exclusive Pool, near WI Dells

A rustic cabin exterior is framed by tall pine trees, featuring a covered porch with two picnic tables. The brown wooden structure has a green roof and twin chimneys, while a concrete pathway leads to the entrance, providing a welcoming approach.

Cabin in Wisconsin Dells

4.63 out of 5 average rating, 83 reviews

Duplex Cabin Vacation BC

The living room features a velvet sofa and a matching armchair paired with a coffee table set on a patterned rug. A decorative sign reading 'River Life' is displayed on the wall, alongside pink flamingo decor. Soft lighting is provided by a floor lamp.

4.84 out of 5 average rating, 199 reviews

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

An inviting living space features a cozy seating arrangement with a stylish sofa and chairs, illuminated by table lamps. A jetted tub is positioned in an alcove, surrounded by textured tile. The warm orange walls complement the wood flooring and create a welcoming ambiance.