
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 $76 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
550 of Wisconsin Dells holiday rentals include wifi 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

First Floor Condo at Chula Vista! Pet Friendly!
Relax with the whole family at this peaceful place! This beautiful two bedroom condo includes a king suite w/ full bath, two queen sized beds and a second full bath, and sofa beds. Also included is a fully equipped kitchen, spacious living room, fireplaces, and jacuzzi. Condo rental includes use of outdoor condo pools (open seasonally) as well as sand volleyball court & bocce ball courts (bring your own ball). While condo is located at Chula Vista Resort, it is privately owned and operated.

Beachfront Condo Retreat at Delton Grand
Upgrade to our Noah's Ark package after booking! NO SMOKING This waterfront studio condo at Delton Grand is a perfect getaway spot for any couple. Our guests enjoy waterfront views and all of the amenities at Delton Grand, including indoor and outdoor (seasonal) pools, indoor hot tub, 2 beaches, fishing docks, gas grills, and fire pits. Being within walking distance to Del-Bar, Embers, and Summer House makes this property ideal for couples coming to enjoy the areas finest restaurants.

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.

Hot tub/Heated pool/ Fireplace/ Firepit/Hiking
Unwind at this peaceful and private retreat, nestled in nature just 25 minutes from Wisconsin Dells and 10 minutes from Castle Rock Lake. Perfect for families, friends, or couples looking to escape the everyday and reconnect with nature — all while enjoying modern comforts and fun-filled amenities. Enjoy: -A soothing soak in the hot tub -Refreshing swims in the private pool -Friendly competition in the game room with pool and air hockey tables -Scenic backyard trails with miles of hiking

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.

Pinecone Getaway: Heated Pool • Hot Tub • Fire Pit
Welcome to Pinecone Getaway Tucked away in a peaceful pine forest, this brand new, spacious retreat is the perfect escape for family gatherings, group trips, or a cozy getaway with friends. Huge, beautifully finished basement designed for comfort, fun, and relaxation. Fully equipped kitchen and living area with a stunning fireplace- the perfect spot to relax, cook, and unwind together. Enjoy nearby ski resorts: Cascade Mountain (25min) Devil's Head (1hr) Granite Peak (1hr25min)

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!

Private Resort Cabin | Pool • Hot Tub • Sauna
Escape to your own private resort in the Wisconsin countryside. Set on 8.43 peaceful acres, Wanderlust Cabin brings together the warmth of a true log home with everything you need for an unforgettable getaway—private heated pool, 8-person hot tub, outdoor sauna, firepit, fireplace and beautiful spaces to gather. Secluded enough to truly unwind, yet just minutes from Lake Wisconsin, hiking trails and downtown Lodi, with skiing, wineries, dining and plenty to explore nearby.

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

Spacious Pine Cabin on Lake Delton

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

Country Calm Poolside Haven

Blue House

Cozy Cabin Condo with Pool, Hot Tub & Golf!

Xanadu Retreat @ Sherwood Forest
Apartment rentals with a pool

River View Condo- Top Floor- Pools- Pet Friendly!

Upper Dells River Walk [1BR]

Spacious 3BR Condo Retreat

Riverbend Escape - Sleep 14 + Jacuzzi | Waterpark

Spacious Riverside Condo 10-14 ppl

Waterfront Boho Retreat

Studio on Green - Walk to Attractions | Waterpark

Upscale, Riverview, 3BR, 3BA 2040SF, Main Floor
Other holiday rentals with a pool

Lakefront Escape, Exclusive Pool, near WI Dells

Ground level Poolside Villa on Lake Delton

Riverfront Getaway | Mins to Waterparks/Downtown

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

Chula Vista Resort Condo

Spacious Island Pointe Cabin in the Dells

Condo in Wisconsin Dells

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★
When is the best time to visit Wisconsin Dells?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $312 SGD | $256 SGD | $260 SGD | $244 SGD | $260 SGD | $330 SGD | $443 SGD | $405 SGD | $326 SGD | $311 SGD | $311 SGD | $316 SGD |
| 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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- Rentals with lake access Wisconsin Dells
- Rentals with beach access Wisconsin Dells
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- Rentals with pools Columbia County
- Rentals with pools Wisconsin
- Rentals with pools United States
- 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





