Holiday rentals with a pool in Lake Delton

5 out of 5 average rating, 5 reviews

Cozy Cabin on Lake Delton in Wisconsin Dells

🌲 Tucked among tall pines and just a short walk to the lake, this cozy cabin is the perfect spot for a peaceful family getaway. Enjoy quiet mornings or evenings by the trees & outdoor pool and easy access to local attractions. 🌊 Lake Delton is great for swimming, boating, & fishing! 🏡 Inside, you’ll find a warm and inviting space designed with families in mind. 🎡When you’re ready for adventure, Wisconsin Dells’ famous waterparks, restaurants, and family activities are just minutes away.

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.

4.86 out of 5 average rating, 79 reviews

Lakeview cabin on Lake Delton | Private Beach

You'll enjoy the serene views of Lake Delton while surrounded by 15 acres of tall pine trees from this newly remodeled 3 bedroom, 2 ½ bath private cabin. Sip coffee on the wrap-around deck on the early mornings and enjoy the beautiful sunset from the private beaches. You will have access to 2 sandy beaches, a large swimming pool, kids playground, fishing off the docks and volleyball court! This peaceful space is private when needed, yet only minutes from The Dells. Located right by Kalahari.

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, 262 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, 60 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, 199 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 .

4.78 out of 5 average rating, 46 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.

4.9 out of 5 average rating, 121 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.

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.

4.89 out of 5 average rating, 228 reviews

Spacious Pine Cabin on Lake Delton

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, 129 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!

4.91 out of 5 average rating, 119 reviews

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.

4.91 out of 5 average rating, 122 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.

4.97 out of 5 average rating, 38 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 Lake Delton 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, 24 reviews

Lake Arrowhead Retreat. Game Room, VIP Pool Access

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

5 out of 5 average rating, 12 reviews

Lake/Pool Access, Worldclass Golf & Sleeps 10+

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.

4.95 out of 5 average rating, 20 reviews

The Arrowhead House – Golfer’s Paradise Retreat

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.

4.8 out of 5 average rating, 271 reviews

Tree House Home

A single-story home is set against a backdrop of autumn foliage. The structure features a covered front porch with two columns. A two-car garage is visible on the left side, and a well-maintained lawn leads to the driveway.

5 out of 5 average rating, 44 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, 39 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.

4.94 out of 5 average rating, 52 reviews

Brown Bear Cottage - Pet Friendly Home

Condo rentals with a pool

4.99 out of 5 average rating, 249 reviews

Penthouse, Fireplace, Lake View, Pickleball

4.8 out of 5 average rating, 15 reviews

The outdoor water park features multiple waterslides and a spacious pool area. Sun loungers and umbrellas are arranged around the pool, alongside playful water attractions. The lodge-style buildings are visible in the background, enhancing the resort atmosphere under a blue sky with scattered clouds.

Condo in Baraboo

Wyndham Glacier Canyon |1BR/1BA King Suite w/ Balc

5 out of 5 average rating, 4 reviews

The image showcases a vibrant waterpark area at the resort, featuring colorful water slides and a large outdoor pool filled with sun loungers. The backdrop includes a multi-story building with an inviting design, set against a partly cloudy sky.

Condo in Sauk County

Wyn Glacier Canyon, 2 BR, 8 FREE WaterPark Passes!

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.

4.78 out of 5 average rating, 148 reviews

Entire Condo Sleeps 6 at Tamarack

4.79 out of 5 average rating, 42 reviews

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

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, 19 reviews

3 bedroom deluxe Wyndham Glacier Canyon WI Dells

5 out of 5 average rating, 4 reviews

A rustic lodge-like structure is viewed across a tranquil pond, showcasing its multiple levels and harmonious integration with the natural landscape. Surrounding trees reflect in the water, highlighting the serene atmosphere of the resort.

Condo in Baraboo

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

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.

4.85 out of 5 average rating, 181 reviews

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

Other holiday rentals with a pool

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, 105 reviews

Beachfront Condo Retreat at Delton Grand

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.

4.9 out of 5 average rating, 155 reviews

Grace-Jo @ Tamarack Highland 5

4.75 out of 5 average rating, 20 reviews

Deluxe Patio Cabin | Queen & Bunks | Sleeps 6

4.67 out of 5 average rating, 3 reviews

River View House

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

5 out of 5 average rating, 20 reviews

Tiny home in Baraboo

Tiny Timbers Escape

The exterior of the lodge displays a rustic red facade with two floors. A wooden deck features a picnic table and a charcoal grill, providing ideal outdoor seating. Nearby trees enhance the natural setting, contributing to a peaceful environment.

4.6 out of 5 average rating, 25 reviews

Group Lodge Cabin (duplex)

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.