Vacation rentals with a pool in Wisconsin Dells

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.

4.88 out of 5 average rating, 135 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.

Apartment in Wisconsin Dells

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, 68 reviews

Spacious Condo at Chula Vista Resort-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.

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, 253 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, 186 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 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.

4.8 out of 5 average rating, 157 reviews

Beautiful Condo at Chula Vista!

Bring your family or friends to this lovely condo where you can enjoy a classic Wisconsin Dells experience. Everything is available at your fingertips, including restaurants & bars, golfing, spa, Chula Vista's indoor/outdoor waterpark, (waterpark passes not included with your booking) and more! This top floor condo is spacious, private, and has everything for your group to relax. Enjoy amazing sunset views over the Wisconsin River, or head down to one of the complimentary outdoor pools!

4.8 out of 5 average rating, 40 reviews

Waterfront Boho Retreat

Perfect for families or for a couples retreat, this rental offers all the comforts of home in a tranquil and upscale setting. Take a dip in the outdoor pool or hot tub, play a game of tennis/Pickle-ball, or explore the surrounding area for endless entertainment options. With its modern amenities and prime location, this is the perfect accommodation for your next getaway. Don't miss out on the opportunity to stay in this beautiful place. Book now and make your dream vacation a reality!

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, 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.

4.89 out of 5 average rating, 228 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.

4.79 out of 5 average rating, 111 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!

4.92 out of 5 average rating, 108 reviews

A cozy seating area features a blue sectional sofa complemented by two bedside tables with lamps. A vibrant green wall adorned with faux plants adds a natural element. A neon sign stating 'Wisconsin Dells' is prominently displayed above the sofa.

Home in Wisconsin Dells

Family-Friendly Dells Stay | Sleeps 8 + Jacuzzi

Perfect for groups! This condo sleeps 8 and features a king master suite with private bath, plus 2nd bedroom with 2 queens. Enjoy new LVP floors, ROKU Smart TVs, a full kitchen stocked with cookware & basics, and an in-suite jacuzzi tub. Capture insta-worthy shots at the neon green wall before exploring Wisconsin Dells attractions just minutes away. 🌊 Water park passes not included. Complimentary WiFi (sometimes can be spotty) Please read "other details section below."

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.

4.89 out of 5 average rating, 103 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.

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 Wisconsin Dells rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious kitchen features wooden cabinetry and granite countertops. Seating for four is provided at a central island. Stainless steel appliances, including a microwave and oven, are surrounded by stone accents and warm wood paneling, contributing to an inviting cooking space.

Home in Arkdale

4.73 out of 5 average rating, 11 reviews

Lakefront Golf Resort Condo, Pool and Hot tub

5 out of 5 average rating, 24 reviews

An aerial view of a spacious Amish-built cabin surrounded by lush greenery, featuring a prominent green metal roof. Two outbuildings are visible, along with a large driveway leading to the main entrance, creating a tranquil and inviting setting amidst expansive natural landscapes.

Home in Mauston

Revilo Moose Ridge Mauston

A wide driveway leads to a modern house surrounded by lush trees. A spacious patio can be seen in front, equipped with seating areas. The natural landscape provides a serene setting, enhancing the privacy of the home.

Home in Necedah

4.67 out of 5 average rating, 3 reviews

4 Bedroom 2 Bath Home Necedah,WI

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 two-story home is depicted, surrounded by a well-manicured lawn and various shrubs. The inviting entrance features a porch with white railings. A spacious driveway leads to a garage, and trees dot the landscape, offering a sense of openness in the rural setting.

Home in Poynette

4.81 out of 5 average rating, 47 reviews

Your Home Away From Home!

A wooden cabin-style condo is seen surrounded by tall trees, featuring a spacious deck with wooden railings. The front entry is highlighted by a set of stairs leading to the main entrance, while a gravel pathway directs to a nearby outdoor seating area.

Home in Dellona

4.75 out of 5 average rating, 4 reviews

2BR condo w/shared pool & hot tub

5 out of 5 average rating, 14 reviews

Home in Portage

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

Home in Adams

5 out of 5 average rating, 3 reviews

Pinecone Getaway - breathe deep, relax, and stay.

Condo rentals with a pool

A comfortable living area features a beige sofa and a patterned chair, arranged around a glass coffee table. Natural light pours in through sliding glass doors, which open to a patio area. A warm glow is provided by table lamps beside the seating and a framed artwork decorates the wall.

4.76 out of 5 average rating, 127 reviews

Entire Condo Sleeps 6 at Tamarack

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.

4.53 out of 5 average rating, 76 reviews

Wyndham Chula Vista Resort Villa w/Free Water Park

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

A vibrant waterpark area is featured, showcasing colorful water slides and a large pool space filled with lounge chairs. The backdrop consists of a spacious timber lodge structure under a bright blue sky with scattered clouds, indicating a lively family leisure environment.

Condo in Baraboo

4.8 out of 5 average rating, 5 reviews

Rustic Lodge Resort-Wyn. Glacier Canyon-2 Bd Dlx

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, 98 reviews

3BR Wyndham ChulaVista Condo w/FREE Water ParkPass

The exterior of the building is highlighted by a combination of natural wood and stone finishes, with a sloped roof and large overhangs. Surrounding trees and landscaped areas create a welcoming entrance to the resort.

5 out of 5 average rating, 19 reviews

2 bedroom Deluxe Wyndham Glacier Canyon WI Dells

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.

5 out of 5 average rating, 6 reviews

NEW! Canoe Bay Riverwalk Retreat- Waterfront/Pool

A warm-toned kitchen area features stainless steel appliances and wooden cabinetry, complemented by a dining space with a circular stone-topped table and four chairs. Soft natural light fills the room, creating an inviting atmosphere. In the background, a spacious sleeping area is partially visible.

4.7 out of 5 average rating, 137 reviews

Condo Studio at Chula Vista Resort PLUS Waterpark!

Other vacation rentals with a pool

4.99 out of 5 average rating, 249 reviews

Penthouse, Pickleball, Pontoon Ride No Resort Fees

Apartment in Wisconsin Dells

A multi-story resort building is set against a vibrant blue sky, with green lawns surrounding it. Outdoor seating arrangements, including picnic tables, are visible. The property features a pool area with lounge chairs and tropical decor, creating an inviting space for relaxation and recreation.

4.9 out of 5 average rating, 21 reviews

Aloha Beach-2 Bedroom Apartment

Cottage in Wisconsin Dells

The resort entrance is framed by lush greenery and decorative flower beds. A rock waterfall feature adds a natural touch, while the spacious driveway leads to a charming building with a sloped roof and wooden accents.

4.86 out of 5 average rating, 56 reviews

Enjoy Fun & Relaxation This Fall in Wis. 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

4.66 out of 5 average rating, 79 reviews

Duplex Cabin Vacation BC

The image captures a serene view of a resort building reflected in a calm pond, surrounded by lush greenery. Tall grasses and reeds frame the foreground, while soft pastel hues of sunset illuminate the sky, adding a tranquil ambiance to the scene.

Guest suite in Wisconsin Dells

4.84 out of 5 average rating, 617 reviews

Spacious 2 Bedroom - 8 Complimentary Park Passes!

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.

4.87 out of 5 average rating, 174 reviews

Kate's Place - Newly Remodeled - Romantic

4.8 out of 5 average rating, 10 reviews

A charming wooden cabin sits surrounded by lush greenery. A small porch features two adirondack chairs, inviting relaxation. Nearby, a picnic table is positioned on a gravel surface, ideal for outdoor dining. The natural setting provides a serene backdrop for the cabin.

Cabin in Baraboo

Forest Nook Cabin 79