
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 $102 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.

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.

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.

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!

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!

River View Condo- Top Floor- Pools- Pet Friendly!
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 your 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 to relax with a cup of coffee overlooking the river, 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.

Lakefront Escape, Exclusive Pool, near WI Dells
Ideally located 30 minutes from the Wisconsin Dells and about 20 minutes from Cascade Mountain. Experience refined relaxation with family and friends at this peaceful lakeside residence, complete with a private pool. From your sunrise coffee to glowing sunsets and fireside s’mores, every moment is designed for relaxation. We created this home for memorable getaways, it delivers a variety of experiences and activities for guests of every generation.

Revilo Moose Ridge (Private Pool-20 mins to Dells)
🍂 Fall Escape in the Heart of Wisconsin! 🍁 Cozy up in our 3,000 sq ft Amish-crafted lodge nestled on 15 private acres of stunning fall beauty! Sleeps 10 (12 on request). Hike trails ablaze with golden and crimson foliage, sip something warm on the porch, or gather around the fire pit under a canopy of stars. 🔥 Just 20 min to Wisconsin Dells, 10 min to Castle Rock Lake, 40 min to Cascade or Devils Head. Book before the season fills up! 🍎
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

Private Pool 8 min. from Downtown at Papas Legacy

Tree House Home

Country Calm Poolside Haven

River View House

Xanadu Retreat @ Sherwood Forest

Waterfront Condo: Pools, Beach & Lake Access
Condo rentals with a pool

Upper Dells River Walk [1BR]

Room w/Balcony and seasonal pools! Pet Friendly!

Spacious Riverside Condo 10-14 ppl

Spacious 3BR Condo Retreat

Riverbend Escape - Sleep 14 + Jacuzzi | Waterpark

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

Waterfront Boho Retreat

Wyndham Chula Vista Resort Villa w/Free Water Park
Other holiday rentals with a pool

Cozy Boho Cabin w/ POOL!!

Riverfront Getaway | Mins to Waterparks/Downtown

Cozy Cabin on Lake Delton in Wisconsin Dells

Condo in Wisconsin Dells

Family-Friendly Lakefront Condo in WI Dells

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

Whispering Dawn Yurt D

Chula Vista Resort Condo
When is the best time to visit Wisconsin Dells?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $418 NZD | $344 NZD | $349 NZD | $344 NZD | $391 NZD | $476 NZD | $594 NZD | $543 NZD | $437 NZD | $417 NZD | $417 NZD | $424 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 |
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- Rentals with pools United States
- Devil's Lake State Park
- Sand Valley Golf Resort
- House on the Rock
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Mirror Lake State Park
- Wollersheim Winery & Distillery
- Glacier Canyon Lodge
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Camp Randall Stadium
- American Players Theatre
- Tyrol Basin
- Chazen Museum of Art
- Overture Center For The Arts
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Buckhorn State Park
- Ho-Chunk Gaming Wisconsin Dells
- Cave Of The Mounds Lowest Point
- Roche-A-Cri State Park
- Parfrey's Glen State Natural Area





