Holiday rentals with a pool in Lake Delton

4.79 out of 5 average rating, 160 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!

4.99 out of 5 average rating, 249 reviews

Penthouse, Fireplace, Lake View, Pickleball

NO RESORT FEES + FREE PONTOON RIDE + KAYAKS AND STAND UP PADDLE BOARD Penthouse with AMAZING VIEW Nestled in the heart of Wisconsin Dells, this condo offers breathtaking views of Lake Delton. Newly furnished with comfortable and stylish furniture, this condo ensures a cozy stay with smart TVs, jacuzzi tub, fireplace and functional furniture. This condo is just steps from the beach and centrally located in Wisconsin Dells, just blocks away from Noah’s Ark Waterpark and other businesses.

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.

4.83 out of 5 average rating, 254 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 spacious living room features a comfortable sectional sofa and a stylish coffee table, surrounded by decorative wall art. A modern electric fireplace is integrated into the stone accent wall, and large windows provide natural light, with doors leading to the private balcony.

4.9 out of 5 average rating, 123 reviews

Sparrow's Nest at the lake, walk to Noah's Ark!

Upgrade to our Noah's Ark package after booking! The Sparrow's Nest at Lighthouse Cove has a large balcony that allows you to watch life roll by outside while you relax. This property is ideally situated next to the outdoor pool. Located near all of the area attractions this property is perfect for families, golfers, or that annual girl's getaway. In & outdoor pools with hot tubs and an exclusive beach will ensure year-round fun! Have fun with the whole family at this stylish place.

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.

4.8 out of 5 average rating, 117 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, 112 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.

4.85 out of 5 average rating, 40 reviews

A cozy living room features two sofas, a lounge chair, and a stone-surrounded gas fireplace. Natural light filters in through a nearby window, creating a warm ambiance. Open shelving displays decorative items, and the kitchen area is visible in the background with modern appliances.

Villa in Wisconsin Dells

Ground level Poolside Villa on Lake Delton

Step out from your private screened in porch to soak up some sun on the pool deck or enjoy some time on one of the 2 private beaches! The property sits on 15 acres of tall pines for beautiful seclusion while boasting a large heated swimming pool, 2 private beaches, a kid’s playground, volleyball court, horseshoe pits, & private dock. This peaceful space is private when needed, yet only minutes from all the Wis Dells attractions!

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!

Popular amenities for Lake Delton 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

4.81 out of 5 average rating, 259 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

Superhost

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

4.81 out of 5 average rating, 48 reviews

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, 48 reviews

Your Home Away From Home!

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.

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, 130 reviews

Entire Condo Sleeps 6 at Tamarack

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, 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

4.9 out of 5 average rating, 10 reviews

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

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

5 out of 5 average rating, 5 reviews

An aerial view of the Northern Bay Resort reveals multiple amenities, including a pool, volleyball, tennis, and basketball courts. The marina is visible along the water, showcasing docking areas. The surrounding green landscape features trees and well-maintained paths, contributing to the resort's spacious environment.

Condo in Arkdale

Northern Bay Resort Castle Rock Lake Wisconsin

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

4.93 out of 5 average rating, 14 reviews

A serene lakeside view is presented, featuring a vibrant sunset reflecting on calm waters. In the foreground, a table with a bouquet of blooming flowers is visible, accompanied by a glass, enhancing the tranquil setting.

Condo in Arkdale

Waterfront beauty: directly on the lake sleeps 10.

The spacious living area features a comfortable sofa, a wooden coffee table, and a Jacuzzi, with warm-toned walls creating an inviting atmosphere. A dining table with several chairs is visible in the background, along with a well-equipped kitchen area and appliances.

4.85 out of 5 average rating, 86 reviews

Free Water Pass w/Wyndham 2BR Water Resort Condo

Other holiday rentals with a pool

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.

4.89 out of 5 average rating, 140 reviews

Grace-Jo @ Tamarack Highland 5

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

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

The family room features a comfortable sofa with decorative pillows facing a large 58" Roku TV mounted on a wooden accent wall. An electric fireplace adds warmth, while a coffee table occupies the center space. Large windows allow natural light and open to a door leading outside.

4.87 out of 5 average rating, 336 reviews

The Docksider for Couples & Young Families

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

4.89 out of 5 average rating, 76 reviews

The open concept living area features a rich wood ceiling and warm-tone walls, with comfortable seating arranged near a fireplace. Large windows allow natural light to fill the space, and a dining area is visible alongside a well-equipped kitchen.

Cabin in Wisconsin Dells

Lakeview cabin on Lake Delton | Private Beach

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

A spacious living area features a large dining table with seating for multiple guests, accompanied by a comfortable sofa. A stone fireplace serves as a focal point, while natural light pours in from sliding glass doors that lead to an outdoor space.