
Holiday rentals with a pool in Wisconsin Dells
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Top-rated rentals with a pool in Wisconsin Dells
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

The Williamson's Waterfront Condo - Pickleball
NO SMOKING The 4th Williamson Family Condo is unit #410 at Lighthouse Cove. It is a waterfront unit situated on beautiful Lake Delton with a large 2nd floor patio allowing guests to relax and watch as life on the lake flows by. Ideally located near all of the attractions that the Dells has to offer, this 2 bed & 2 bath condo is perfect for a couple's weekend, golf trips, girls' weekend or a family getaway. The condo is beautifully appointed with comfortable beds & Roku TV's for rainy days.

*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 .

Beautiful Condo at Chula Vista!
Bring your family or friends to this lovely condo where you can enjoy a classic Wisconsin Dells experience. Everything is available at your fingertips, including restaurants & bars, golfing, spa, Chula Vista's indoor/outdoor waterpark, (waterpark passes not included with your booking) and more! This top floor condo is spacious, private, and has everything for your group to relax. Enjoy amazing sunset views over the Wisconsin River, or head down to one of the complimentary outdoor pools!

Lakefront Condo - Private Beach | Boat Slip| 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.

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 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!

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub
Welcome to Dells Retreat, your ultimate vacation destination in the heart of Wisconsin Dells. Owned & managed by Dellsvacations Club. 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, Dells Retreat is the perfect escape for travelers of all ages. Each stay at Dells Retreat also includes two free splash passes, providing access to even more attractions.

Family-Friendly Dells Stay | Sleeps 8 + Jacuzzi
Perfect for groups! This condo sleeps 8 and features a king master suite with private bath, plus 2nd bedroom with 2 queens. Enjoy new LVP floors, ROKU Smart TVs, a full kitchen stocked with cookware & basics, and an in-suite jacuzzi tub. Capture insta-worthy shots at the neon green wall before exploring Wisconsin Dells attractions just minutes away. 🌊 Water park passes not included. Complimentary WiFi (sometimes can be spotty) Please read "other details section below."

Charming 2-Bedroom, 2-Bathroom in Chula Vista
Welcome to your perfect getaway in Chula Vista, Wisconsin Dells! This charming 2-bedroom, 2-bathroom rental offers the ideal blend of comfort and convenience, making it the perfect home base for your vacation adventures. The spacious living area is perfect for relaxation, featuring comfortable seating, a pull-out sofa, and not one but two cozy fireplaces to warm up after a day of exploring. The fully equipped kitchen has everything you need to prepare meals.

COZY, Pickleball, Fireplace, Devils Lake
NO RESORT FEES, WATERFRONT Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

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

Lakefront Golf Resort Condo, Pool and Hot tub

Revilo Moose Ridge Mauston

4 Bedroom 2 Bath Home Necedah,WI

Tree House Home

3bed lake house, private pool near WI Dells

Pinecone Getaway - breathe deep, relax, and stay.

2BR Waterfront Condo | Pool | Hot Tub | Sauna

Papas Pool House: Private Pool Family Retreat
Apartment rentals with a pool

Wyndham Chula Vista Resort Villa w/Free Water Park

Entire Condo Sleeps 6 at Tamarack

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

Rustic Lodge Resort-Wyn. Glacier Canyon-2 Bd Dlx

3BR Wyndham ChulaVista Condo w/FREE Water ParkPass

Updated 1st Floor Northern Bay Retreat!

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

Christmas Mountain Village Timbers
Other holiday rentals with a pool

Lakefront Luxury for Families or Couples

Penthouse, Fireplace, Lake View, Pickleball

Enjoy Fun & Relaxation This Fall in Wis. Dells!

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★

Duplex Cabin Vacation BC

Bluegreen Odyssey Waterpark

Forest Nook Cabin 79

Christmas Mountain Villa
When is the best time to visit Wisconsin Dells?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $280 SGD | $276 SGD | $308 SGD | $258 SGD | $294 SGD | $358 SGD | $446 SGD | $407 SGD | $328 SGD | $313 SGD | $313 SGD | $318 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 |
Quick stats about holiday rentals with a pool in Wisconsin Dells

Total holiday rentals
Explore 220 holiday rentals in Wisconsin Dells

Nightly prices starting at
Wisconsin Dells holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 7,010 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
200 of Wisconsin Dells holiday rentals include wifi access

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

4.5 Average rating
Wisconsin Dells stays receive an average rating of 4.5 out of 5 from guests
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- Devil's Lake State Park
- Sand Valley Golf Resort
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Mirror Lake State Park
- Cascade Mountain
- Henry Vilas Zoo
- House on the Rock
- Wollersheim Winery & Distillery
- Kohl Center
- Chazen Museum of Art
- Madison Childrens Museum
- American Players Theatre
- Camp Randall Stadium
- Monona Terrace Community And Convention Center
- Governor Dodge State Park
- Overture Center For The Arts
- Dane County Farmers' Market




