
Holiday rentals with a pool in Wisconsin Dells
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Wisconsin Dells

Total holiday rentals
Explore 610 holiday rentals in Wisconsin Dells

Nightly prices starting at
Wisconsin Dells holiday rentals start at $101 NZD per night before taxes and fees

Verified guest reviews
Over 16,840 verified reviews to help you choose

Family-friendly holiday rentals
370 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
550 of Wisconsin Dells holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wisconsin Dells rentals

4.6 Average rating
Wisconsin Dells stays receive an average rating of 4.6 out of 5 from guests
Top-rated rentals with a pool in Wisconsin Dells
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Family-Friendly Lakefront Condo in WI Dells
Escape to your lakeside retreat in Wisconsin Dells! This stunning condo offers breathtaking lake views and direct access to the water, perfect for a relaxing getaway. Enjoy a spacious apartment with modern amenities, including a fully equipped kitchen, comfortable bedrooms, and a cozy living area. Take a dip in the indoor or outdoor pool, or explore the nearby water parks and attractions that Wisconsin Dells is famous for. With its prime location and family-friendly atmosphere, this condo is the

Grace-Jo Vacation Home at Tamarack
NON-SMOKING The Grace-Jo vacation home is a beautifully updated property at the Tamarack and Mirror Lake Resort. We offer plenty of amenities to keep travelers of all ages busy and are conveniently located near all of the attractions the Wisconsin Dells is 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 families, couples, or that golf trip you and your friends take each year!

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.

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.

Cozy Haven-A 2 story Condo by Lake Delton
Summer Special: Get free one-day passes to Land of NATURA Outdoor Waterpark with a minimum of 3 night stay. 2-Story Condo By the Lake, a vacation rental located in the picturesque Lighthouse Cove on Lake Delton. A perfect getaway. Imagine waking up to the sound of waves crashing on the sandy beach, strolling through scenic trails, and taking a refreshing swim in the crystal-clear lake. And that's just the beginning. A spacious condominium, an ideal vacation spot for families and friends.

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 .

*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.

Epic 6BR w/ Movie Theater + Pool + Dock Access
At this 6BR Wisconsin Dells countryside retreat, you can spend the day skiing, paddling, or riding waterslides—and still be home in time to feed the goats. Kids of all ages will head straight to the petting zoo or pool upon arrival, while grownups kick back in the 7 person hot tub, grill under the gazebo, or wind down in the private movie theater. A lake lot a mile away offers dock access, kayaks, and canoes, while the spacious home lets big groups spread out, reconnect, and have fun.

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.

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!

River View Condo- Top Floor- Pools- Pet Friendly!
WATERPARK GIFT CARDS PROVIDED FOR OFF-SEASON TRAVELERS! This specious 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!

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.
Popular amenities for Wisconsin Dells rentals with a pool
House rentals with a pool

Calming Pines Htd Pool/hot tub/ fireplace/firepit

Spacious Pine Cabin on Lake Delton

Pinecone Getaway: Heated Pool • Hot Tub • Fire Pit

Private Pool 8 min. from Downtown at Papas Legacy

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

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

Blue House

Country Calm Poolside Haven
Condo rentals with a pool

Riverfront Getaway | Mins to Waterparks/Downtown

Spacious Riverside Condo 10-14 ppl

3BR Wyndham ChulaVista Condo w/FREE Water ParkPass

Riverbend Escape - Sleep 14 + Jacuzzi | Waterpark

Waterfront Boho Retreat

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

NEW! Canoe Bay Riverwalk Retreat- Waterfront/Pool

Free Water Pass w/Wyndham 2BR Water Resort Condo
Other holiday rentals with a pool

Private Resort Cabin | Pool • Hot Tub • Sauna

Ground level Poolside Villa on Lake Delton

Lakefront Escape, Exclusive Pool, near WI Dells

Chula Vista Resort Condo

Cozy Cabin on Lake Delton in Wisconsin Dells

NEW*Private Chef-Golf-Hot Tub-Game Room-Pool

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★

Mel’s Marina, on the River, walk downtown.
When is the best time to visit Wisconsin Dells?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $416 NZD | $341 NZD | $346 NZD | $324 NZD | $346 NZD | $439 NZD | $590 NZD | $539 NZD | $434 NZD | $414 NZD | $414 NZD | $421 NZD |
| Avg. temp | -9°C | -6°C | 0°C | 8°C | 14°C | 19°C | 21°C | 20°C | 16°C | 9°C | 1°C | -5°C |
Destinations to explore
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- Sand Valley Golf Resort
- Devil's Lake State Park
- House on the Rock
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Mirror Lake State Park
- Glacier Canyon Lodge
- Wollersheim Winery & Distillery
- University of Wisconsin
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Camp Randall Stadium
- American Players Theatre
- Chazen Museum of Art
- Tyrol Basin
- Overture Center For The Arts
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Cave Of The Mounds Lowest Point
- Ho-Chunk Gaming Wisconsin Dells
- Buckhorn State Park
- Roche-A-Cri State Park





