Vacation rentals with a pool in Wisconsin Dells

4.79 out of 5 average rating, 161 reviews

Beautiful Condo in Wisconsin Dells!

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, and of course Wisconsin Dells waterparks, and more! (Chula Vista waterpark passes not included with your booking) This top floor condo is spacious, private, and has everything for your group to relax. Enjoy sunset views over the Wisconsin River, or head down to one of the complimentary outdoor pools!

Apartment in Wisconsin Dells

4.83 out of 5 average rating, 76 reviews

Riverbend Escape - Spacious Condo | 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, 255 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, 56 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.

4.97 out of 5 average rating, 193 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 .

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, 116 reviews

Lakefront Condo - Private Beach | 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.

An indoor arcade area features a variety of brightly colored game machines. Flashing lights illuminate air hockey tables and claw machines, while a large ticket redemption game stands prominently in the back, creating a lively entertainment space.

4.81 out of 5 average rating, 118 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!

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, 113 reviews

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

Welcome to Dells Retreat, your ultimate vacation destination in the heart of Wisconsin Dells. Owned & managed by Dellsvacations Club. 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, Dells Retreat is the perfect escape for travelers of all ages. Each stay at Dells Retreat also includes two free splash passes, providing access to even more 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

The image displays a scenic view of a riverfront condo complex with balconies overlooking the water. A red boat is docked nearby, reflecting blue skies and clouds. Below, a cozy interior is showcased with a queen bed, a television, and a seating area featuring a fireplace and large windows for natural light.

4.92 out of 5 average rating, 289 reviews

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

Hello, Welcome to our home! Relax in our cozy 1BR condo (688 sq ft), steps from downtown. Sleeps 4—queen bed with in-room Jacuzzi and a pull-out queen sofa bed. 📍 Ideal Location: Near downtown fun! 🌅 Peaceful Retreat: Serene river views! 🍽️ Convenience: Full kitchen & outdoor grill! 🏊 Clubhouse: Pools, hot tub & sauna! 🚤 Private boat slip included (please contact host) Book your getaway today!

A nighttime view of the serene Wisconsin River is captured from the patio. Soft illumination reflects off the water, while lush trees line the shoreline. A boat is visible, docked nearby, alongside a well-lit riverside area, creating a tranquil atmosphere.

4.94 out of 5 average rating, 82 reviews

Upper Dells River Walk [2BR]

Wisconsin Dells offers plenty of year-round activities for you and your family. Sunset Cove is located only a few blocks away from downtown. The River Walk is a safe, scenic walk to get you to all the Dells has to offer in shopping, dining, sporting events and attractions. Book this 2 bedroom, 2 bathroom condo for your next riverside vacation and soak up the beautiful views of the Wisconsin River.

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 (Private Pool-20 mins to Dells)

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

4.8 out of 5 average rating, 261 reviews

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

Tree House Home

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

5 out of 5 average rating, 17 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.

A spacious living area is presented with plush seating, including a light-colored sofa and an armchair, complemented by a coffee table. Natural light enters through large windows, illuminating the soft carpet. Additional furniture and decor items add a cozy touch to the inviting space.

Home in Wisconsin Dells

4.67 out of 5 average rating, 12 reviews

2BR Waterfront Condo | Pool | Hot Tub | Sauna

Condo rentals with a pool

4.8 out of 5 average rating, 10 reviews

The exterior of the resort is showcased, featuring a rustic design with timber accents and a large, inviting entrance. A manicured lawn with trees surrounds the building, and a clear blue sky provides a bright backdrop.

Condo in Baraboo

Wyndham Glacier Canyon |2BR/2BA King Suite w/ Balc

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, 130 reviews

Entire Condo Sleeps 6 at Tamarack

4.78 out of 5 average rating, 37 reviews

Riverview Paradise Suite (3 Bedrms/3 Bath/2040 SF)

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, 18 reviews

3 bedroom deluxe Wyndham Glacier Canyon WI Dells

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

4.83 out of 5 average rating, 18 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!

The main room features a spacious sectional couch and a separate sofa bed, arranged around a wooden coffee table. A stone gas fireplace adds warmth, while large windows provide natural light. Two additional chairs complement the seating area, creating an inviting space for relaxation.

Condo in Arkdale

4.84 out of 5 average rating, 31 reviews

Updated 1st Floor Northern Bay Retreat!

5 out of 5 average rating, 6 reviews

The lodge-style building is positioned beside a serene pond, with its exterior reflecting in the calm water. Lush grass and trees surround the area, showcasing a natural landscape under a clear blue sky.

Condo in Baraboo

Wyndham Glacier Canyon |2BR/2BA King Suite w/ Balc

Other vacation rentals with a pool

The living area features a stone fireplace and a flat-screen TV mounted above it. A round dining table with metal accents is surrounded by four chairs. Soft lighting from side lamps illuminates a comfortable sofa and a cozy armchair, creating a welcoming environment.

4.83 out of 5 average rating, 18 reviews

Wisconsin Dells Resort Condo w/ 2 Fireplaces

The spacious living area features a stone fireplace, cozy seating, and pendant lighting above a granite kitchen island. A round dining table with metal chairs is positioned near the window, while rich wooden accents and warm colors create a welcoming environment.

Apartment in Wisconsin Dells

4.74 out of 5 average rating, 19 reviews

Updated Condo w/ views and waterparks

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, 485 reviews

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★

An outdoor hot tub is featured, set against a backdrop of greenery and blue sky. Gentle waves created by jets ripple in the blue ceramic tiled basin. The area includes seating options and a nearby fence providing privacy.

Cabin in Wisconsin Dells

4.73 out of 5 average rating, 90 reviews

Dells Resort | Free Mini Golf + Kayaks + Pools

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

The front exterior of the cabin is shown, featuring warm wood siding and a stone base. A green door and large windows enhance the welcoming entry. A fire pit is visible in the foreground, surrounded by gravel, and wooded areas create a natural backdrop.

Cabin in Mauston

4.6 out of 5 average rating, 10 reviews

Idlewild- 3 bedroom cabin sleeps 12

4.92 out of 5 average rating, 12 reviews

A row of rustic wooden cabins is visible, surrounded by a snowy landscape. Warm yellow light glows from the windows, contrasting with the winter scene. A wooden fence runs in the foreground, creating a welcoming boundary that enhances the serene atmosphere.

Villa in Wisconsin Dells

Christmas Mountain Villa

The interior space features a spiral staircase ascending to a loft area. A dining table occupies the foreground, complemented by wooden chairs. A cozy living area is seen in soft brown tones, with a television, fireplace, and large windows providing natural light.