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

Total holiday rentals
Explore 190 holiday rentals in Dell Prairie

Nightly prices starting at
Dell Prairie holiday rentals start at €53 per night before taxes and fees

Verified guest reviews
Over 3,960 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
140 of Dell Prairie holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dell Prairie rentals
Top-rated rentals with a pool in Dell Prairie
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Condo in Wisconsin Dells, WI
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 a blow up mattress. Also included is a fully equipped kitchen, spacious living room, two fireplaces, and jacuzzi. Condo rental includes use of outdoor condo pools (open seasonally) as well as sand volleyball court and bocce ball courts (bring your own ball). Located at Chula Vista Resort, condo is privately owned and operated.

*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!

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 .

Riverfront Getaway | Mins to Waterparks/Downtown
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, 2 porches, a personalized experience, game room, new fireplace & jacuzzi, 2 porches, and nature-inspired decor. - Discounted summer deals and 3+ night stays - First floor condo = convenience with 2 porches - No resort fees - Comforts of home, excitement of a resort, and the serenity of the river

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.

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub
Upgrade to the Noah's Ark & Land Of NATURA Waterpark Packages after booking! See below for details. Welcome to Dells Retreat, your ultimate vacation destination in the heart of Wisconsin Dells 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 from the downtown and Lake Delton. A perfect escape for travelers of all ages.

Juniper Motel & Resort: King Cabin
Disconnect from technology and enjoy a simpler pace in our cozy king cabin. Featuring one comfortable king bed, this cabin is designed for guests seeking a peaceful retreat focused on relaxation, nature, and quality time away from screens and daily distractions. All guests have access to our outdoor, six-person sauna, a 24-hr fitness studio, community spaces, and our brand-new swimming pool. PLEASE NOTE: We have a strict no pets policy.

Cozy Boho Cabin w/ POOL!!
Nestled on 26 acres in the beautiful countryside, this is the perfect retreat for your Wisconsin Adventure! Fantastic location minutes from all this area has to offer and located directly off 90/94. From the house you will find: Downtown Wisconsin Dells - 10 miles Wisconsin Dells Racetrack - 4 miles Christmas Mountain Ski & Golf - 8 miles Trappers Turn Golf Course - 9 miles Rocky Arbor State Park - 8 miles Castle Rock Lake - 15 miles

Sunset Fairways - ADA Accessible | Waterpark
LAND OF NATURA VOUCHERS INCLUDED $25 OFF/Per Person. Memorial Day - Labor Day Modern, ADA-accessible studio in Chula Vista Golf Villas! Enjoy 2 queen beds + pull-out, full kitchen, smart TV, and step-free access. Privately owned unit—purchase access to Chula Vista’s waterpark & golf separately. Peaceful location near downtown Wisconsin Dells, Mt. Olympus, and outdoor adventures. Ideal for family getaways or couples' retreats.
Popular amenities for Dell Prairie rentals with a pool
House rentals with a pool

Sand Valley Golfers Favorite The Pines Sanctuary

Lake Arrowhead Retreat. Game Room, VIP Pool Access

The Arrowhead House – Golfer’s Paradise Retreat

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

Be Blessed at Kinship Casa in Rome, WI

Tranquil Retreat on Lake Arrowhead Golf Course

Brown Bear Cottage - Pet Friendly Home

Spacious Pine Cabin on Lake Delton
Apartment rentals with a pool

Lakefront Condo - Private Beach | Indoor Pool

Spacious Riverside Condo 10-14 ppl

Beachfront Condo Retreat at Delton Grand

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

Wyndham Chula Vista Resort Villa w/Free Water Park

Spacious 3BR Condo Retreat

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

3BR Wyndham ChulaVista Condo w/FREE Water ParkPass
Other holiday rentals with a pool

Chula Vista Resort Condo

Private Studio Condo w/ Jacuzzi + Waterpark Passes

Tree House Home

Lakefront Escape, Exclusive Pool, near WI Dells

Deluxe Patio Cabin | Queen & Bunks | Sleeps 6

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★

Duplex Cabin Vacation BC

River-view condo, discount perks + 2 fireplaces
When is the best time to visit Dell Prairie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €201 | €219 | €216 | €177 | €201 | €242 | €309 | €284 | €228 | €219 | €215 | €219 |
| 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
- Chicago Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
- Duluth Holiday rentals
- Grand Rapids Holiday rentals
- Wisconsin Dells Holiday rentals
- Madison Holiday rentals
- Saugatuck Holiday rentals
- Rentals with a hot tub Dell Prairie
- Rentals with a kayak Dell Prairie
- Cabin rentals Dell Prairie
- Pet-friendly rentals Dell Prairie
- Rentals with a fireplace Dell Prairie
- Waterfront rentals Dell Prairie
- House rentals Dell Prairie
- Flat rentals Dell Prairie
- Rentals with lake access Dell Prairie
- Rentals with a patio Dell Prairie
- Family-friendly rentals Dell Prairie
- Apartment rentals Dell Prairie
- Fitness-friendly rentals Dell Prairie
- Rentals with outdoor seating Dell Prairie
- Rentals with a washing machine and dryer Dell Prairie
- Rentals with a firepit Dell Prairie
- Rentals with pools Adams County
- Rentals with pools Wisconsin
- 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
- 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
- Madison Childrens Museum
- Buckhorn State Park
- Cave Of The Mounds Lowest Point
- Vines & Rushes Winery
- Roche-A-Cri State Park
- Parfrey's Glen State Natural Area
- Tommy Bartlett Exploratory
- Blue Mound State Park





