
Vacation rentals with a pool in Wisconsin Dells
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wisconsin Dells
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF
Lake Arrowhead Brown Bear Lodge in Rome WI. 2 HOA golf courses + Sand Valley Golf resort 1.5 miles away. Enjoy all lake Arrowhead offers including Heated private pools (seasonal), 4 private beaches, 2 club houses. Ski Chalet & winter activities. ATV friendly area with miles and miles of trails. This home is also on the Snowmobile trail! Wood burning fire place, lower level wet bar with slate pool table, hardwood floors, new appliances and furnishings. 4 Tvs, wifi and beautiful north woods view!

Hot Tub | Fire Pit | Smart TV | Fireplace| BBQ
Explore everything beautiful Rome has to offer in this 4BR, 3BA log cabin with a firepit, BBQ and smart TV. Cozy up to the fireplace or relax in the hot tub to end your day! Custom designed with thoughtful touches, this vacation home in Central Wisconsin easily fits up to 10 guests in 6 comfortable beds. Guests have nearby access to 5 golf courses, hiking trails & the resort amenities of Lake Arrowhead including private beaches and an outdoor pool! This space has everything for a memorable stay.

The Docksider for Couples & Young Families
NO SMOKING The Docksider is the original Williamson Family Condo. Located right by the boat docks, this is perfect for a quick getaway as a couple or bring the kids. The property is situated right on beautiful Lake Delton in a quiet neighborhood in the heart of the Dells. The property has both indoor and outdoor (open seasonally only) pools and hot tubs for your year-round enjoyment. In the summer you are just steps away from the private beach and you can fish from the docks or the ice.

Condo in Wisc Dells for 10-14 ppl
Escape to Beautiful Wisconsin Dells Enjoy the natural beauty, water parks, and diverse attractions of WI Dells at our modern, spacious 3BR 3BA condo (sleeps 10-14). Perfect for multi-family or friend reunions, our welcoming retreat provides a stunning getaway with the amenities of home. You will love the: Contemporary kitchen equipped for preparing delicious meals Cozy, open living space for games, socializing, and relaxing Private fire-side jacuzzi Amenities to make your stay simple

*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.

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 .

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.

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 waterparks, restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including 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!

Mins to Indoor Waterpark/Downtown/Outdoor Oasis
Please Note: This property is a condo conveniently located at the Chula Vista Resort. Indoor water park passes are not included, but you will enjoy guaranteed first floor accommodation, a personalized experience, games and upgraded furniture, decor, and supplies. -Discounts- December Discounts 10% for 4 nights or more 20% for 7 days or more On the Wisconsin River = stunning views First floor condo = convenience + porches No resort fees Ideal for groups up to 12

Spacious 2 Bedroom - 8 Complimentary Park Passes!
Welcome to Wisconsin Dells and the city of Baraboo, a popular vacation playground best known for its beautiful river scenery, endless entertainment options and larger-than-life water parks. Inside the Wilderness Territory a theme park where family fun reign supreme is a top ranked indoor and outdoor water park. You can also find some excellent shopping, visit wineries for tastings, practice your swing on local golf courses, and win big at Ho-Chunk Casino.

Dells Getaway - Families Hikers Skiers Golfers
GIFTS FOR THE GUESTS: 1. TWO MT. OLYMPUS WATER PARK PASSES INCLUDED WITH A MINIMUM OF 4 NIGHT STAY. 2. TWO SPLASH PASSES INCLUDED WITH EACH STAY, BUY 1 GET 1 DEAL FOR NATURA WATER PARK PASSES & MORE. EXCLUSIVE DISCOUNTS FOR GOLF, ADVENTURES, WATER PARKS, RESTAURANTS & THEATER Dells Getaway is located in Tamarack Resort. This modern 2-story Loft Style 2 bedroom 2 bathroom condominium is a perfect home, offering unbeatable entertainment and amenities.

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

Lake Arrowhead Retreat. Game Room, VIP Pool Access

Entire Lakehouse with Game Room on Lake Arrowhead

The Arrowhead House – Golfer’s Paradise Retreat

Revilo Moose Ridge Mauston

3bed lake house, private pool near WI Dells

Be Blessed at Kinship Casa in Rome, WI

Tranquil Retreat on Lake Arrowhead Golf Course

Red Oak Lodge @ Spring Brook Resort
Condo rentals with a pool

Lakefront Condo - Private Beach | Boat Slip| Pool

Gorgeous Lakeview Balcony 4 Bedrooms next to pool

Wyndham Chula Vista Resort Villa w/Free Water Park

Riverview Big Family Condo 3 bedroom/3 bath for 16

Northern Bay 3 bedroom Condo on Castle Rock Lake

3BR/2BA Northern Bay Condo - Golf Lake Pool Fun

Beautiful Condo at Chula Vista!

Rustic Lodge Resort-Wyn. Glacier Canyon-2 Bd Dlx
Other vacation rentals with a pool

Chula Vista Resort Condo

Opulent Oasis with Optional Private Chef! WI Dells

The Rabbit Retreat #1

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Tree House Home

Brown Bear Cottage - Pet Friendly Home

Christmas Mountain 2br Golf 27 holes Pools Ski too

Epic 6BR w/ Movie Theater + Pool + Dock Access
When is the best time to visit Wisconsin Dells?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 CAD | $302 CAD | $337 CAD | $282 CAD | $321 CAD | $391 CAD | $488 CAD | $446 CAD | $359 CAD | $328 CAD | $303 CAD | $306 CAD |
| 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 |
Quick stats about vacation rentals with a pool in Wisconsin Dells

Total vacation rentals
Explore 220 vacation rentals in Wisconsin Dells

Nightly prices starting at
Wisconsin Dells vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 6,790 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
200 of Wisconsin Dells vacation 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
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- Rentals with pools Columbia County
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- Rentals with pools United States
- Devil's Lake State Park
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Sand Valley Golf Resort
- Mt. Olympus Parks, Outdoor Theme Park
- Wildcat Mountain State Park
- Mirror Lake State Park
- Tyrol Basin
- Buckhorn State Park
- Cabin 857-1- Christmas Mountain Village
- Kalahari Indoor Water Park
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Henry Vilas Zoo
- Wild Rock Golf Club
- Alligator Alley
- Lost World Water Park
- Wild West water park
- Tom Foolerys Adventure Park
- Wollersheim Winery & Distillery
- Cascade Mountain
- University Ridge Golf Course
- Klondike Kavern Water Park
- Pirate's Cove Adventure Golf




