Vacation rentals with a pool in Dell Prairie

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.

4.96 out of 5 average rating, 70 reviews

Spacious 3BR Condo Retreat

Escape to Riverfront Serenity Indulge in the beauty of Wisconsin Dells at our spacious 3BR, 3BA condo. Perfect for groups of up to 14, this cozy retreat offers stunning views and all the comforts of home. Relax and Unwind: * Spacious Living: Enjoy ample room to spread out and relax * Modern Kitchen: Cook up delicious meals in our fully-equipped kitchen * Indoor Jacuzzi: Soak away your stress in our private indoor jacuzzi Book your stay today and experience the ultimate riverfront getaway!

4.97 out of 5 average rating, 39 reviews

River Retreat | Game Rm | Mins to Parks/Town/Dome

Smart Traveler Advantage: Luxury & Space Without the Resort Fees! Please Note: This privately owned condo is located at the Chula Vista Resort. While indoor water park passes are NOT included with this unit, our guests enjoy huge nightly savings PLUS first floor accommodation, private game room, new fireplace & jacuzzi, and more. Chula Vista occasionally sells indoor passes to the public, but availability varies—please contact the resort directly to inquire about day-pass purchase options.

4.94 out of 5 average rating, 80 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, these cabins are petite by today’s standards, retaining their original, compact footprint and rustic character. This cabin is designed for guests seeking a peaceful retreat and quality time away from screens and daily distractions. All guests have access to our outdoor, sauna, fitness studio, community spaces, and heated swimming pool. PLEASE NOTE: We have a strict no pets policy.

A spacious living area features a plush gray sofa, accompanied by a glass coffee table and a side table. Soft lighting is provided by wall sconces. A dining table for four is visible near a large window, with a jacuzzi located nearby, creating an inviting setting.

4.81 out of 5 average rating, 97 reviews

Spacious Condo at Chula Vista! Pet Friendly!

Forget your worries in this spacious space! This beautiful two bedroom condo sleeps 8 with a king suite w/ full bath, two queen sized beds and a second full bath, and two pull out beds. Also included is a fully equipped kitchen, spacious living room, fireplaces, and jacuzzi. Condo rental includes use of outdoor condo pools (open seasonally) and sand volleyball court & bocce ball courts (bring your own ball). While condo is located at Chula Vista Resort, it is privately owned and operated.

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, 214 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 .

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, 272 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.

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.

4.91 out of 5 average rating, 127 reviews

Lakefront Condo - Private Beach | Indoor 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.

4.76 out of 5 average rating, 144 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!

5.0 out of 5 average rating, 8 reviews

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

WATERPARK GIFT CARDS PROVIDED FOR OFF-SEASON TRAVELERS! This spacious 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 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 just to relax, you have found the perfect retreat!

A dining area features a round wooden table surrounded by four metal chairs. A stone fireplace serves as a backdrop, with a television mounted above displaying a game. The warm orange walls and tasteful lighting contribute to a cozy ambiance.

4.94 out of 5 average rating, 79 reviews

Spacious Riverside Condo 10-14 ppl

Enjoy the natural beauty, water parks, and diverse attractions of WI Dells at our cozy yet spacious 3BR 3BA condo (sleeps 10-14). Perfect for multi-family or friend reunions, our welcoming retreat provides a stunning getaway with the amenities of home. You will love the: Contemporary kitchen equipped for preparing delicious meals Cozy, open living space for games, socializing, and relaxing Private fire-side jacuzzi Amenities to make your stay simple

4.94 out of 5 average rating, 17 reviews

Riverbend Escape - Sleeps 14 + Jacuzzi

Welcome to Riverbend Escape — Presented by Great Lakes Getaways! Welcome to your spacious 3-bedroom, 3-bathroom condo at Chula Vista Resort in Wisconsin Dells. With over 2,000 sq. ft. of comfort, this retreat sleeps up to 14 guests and offers stunning river views, stylish decor, and resort-style amenities. Perfect for families, reunions, or group getaways, it’s your ideal base for exploring the Dells’ waterparks, golf courses, and outdoor adventures.

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, 136 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.

Popular amenities for Dell Prairie rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 109 reviews

A spacious wooden cabin is surrounded by lush pine trees. A stone pathway leads to the entrance, while a gazebo with seating is visible in the foreground. The well-maintained lawn complements the natural setting.

Home in Adams

Calming Pines Htd Pool/hot tub/ fireplace/firepit

4.87 out of 5 average rating, 239 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 on Lake Delton

4.86 out of 5 average rating, 29 reviews

Home in Adams

Pinecone Getaway: Heated Pool • Hot Tub • Fire Pit

4.93 out of 5 average rating, 15 reviews

Home in Wisconsin Dells

Bennett Chalet @ Spring Brook Resort

4.96 out of 5 average rating, 76 reviews

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.

Home in Nekoosa

Brown Bear Cottage - Pet Friendly Home

4.97 out of 5 average rating, 37 reviews

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.

Home in Nekoosa

The Arrowhead House – Golfer’s Paradise Retreat

5.0 out of 5 average rating, 47 reviews

Home in Mauston

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

5.0 out of 5 average rating, 30 reviews

A modern ranch house is illuminated gently at twilight, showcasing a spacious front porch equipped with chairs. The two-story structure features a green garage door, and a well-maintained driveway leads up to the entrance. Surrounding trees offer a natural backdrop.

Home in Nekoosa

Rome Ranch Retreat: Stay 2 Get 1 Night Free*

Condo rentals with a pool

A spacious studio interior showcases a king-sized bed with neutral bedding. Natural light fills the room from large sliding glass doors that open to waterfront views. A cozy seating area is present, and a small outdoor table is visible in the background against the lake.

4.87 out of 5 average rating, 102 reviews

Lakefront Beach Delight at Delton Grand

4.85 out of 5 average rating, 60 reviews

Studio on Green - Walk to Attractions | Remodeled

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 spacious living area features a cozy seating arrangement with a patterned sofa and armchair, complemented by a wooden coffee table. A round dining table with a slate top is also visible. A large Jacuzzi is set in a nook nearby, and soft lighting creates an inviting ambiance.

4.51 out of 5 average rating, 114 reviews

3BR Wyndham ChulaVista Condo w/FREE Water ParkPass

4.82 out of 5 average rating, 61 reviews

Waterfront Boho Retreat

4.83 out of 5 average rating, 52 reviews

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

A serene waterfront scene captures a marina lined with boats, reflecting vibrant orange and pink hues from the sunset. Lush green trees surround the area, while soft lighting illuminates the water. Well-maintained shrubbery frames the foreground, enhancing the tranquil atmosphere.

4.91 out of 5 average rating, 11 reviews

NEW! Canoe Bay Riverwalk Retreat- Waterfront/Pool

4.89 out of 5 average rating, 27 reviews

A spacious living area features a stone fireplace as a focal point. Comfortable seating is arranged with couches and armchairs. A wooden dining table with multiple chairs provides ample seating, while large windows offer views of the surrounding greenery.

Condo in Arkdale

Two Unit at Northern Bay - 7 Bedroom Sleeps 24!

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.

4.87 out of 5 average rating, 31 reviews

Chula Vista Resort Condo

4.99 out of 5 average rating, 68 reviews

Cabin in Lodi

Private Resort Cabin | Pool • Hot Tub • Sauna

A spacious living area is furnished with a large sectional sofa and a wooden coffee table. A kitchenette is visible in the background, equipped with wooden cabinetry and modern appliances. Soft lighting from table lamps emphasizes the warm palette of the room.

4.83 out of 5 average rating, 80 reviews

Condo in Wisconsin Dells

4.95 out of 5 average rating, 43 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!!

5.0 out of 5 average rating, 9 reviews

Cabin in Wisconsin Dells

Spacious Island Pointe Cabin in the Dells

5.0 out of 5 average rating, 18 reviews

Family-Friendly Lakefront Condo in WI Dells

4.83 out of 5 average rating, 66 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, near Cascade Mountain & WI Dells