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

Great Lakes Family Getaway
Wonderfully remodeled multi-level home ideal for Navy Graduation visits or regional travel—situated between Chicago and Milwaukee. With 3 bed/2 baths upstairs and 1 bed/1 bath on the lower level, there's room to spread out. You'll truly enjoy time with your loved ones in this beautiful home with a large yard that backs up to a golf course and includes a game room, screened porch and in-ground pool (weather permitting). 8 mi. from GL Navy Base and 5.5 mi. from City of Hope Cancer Treatment, Zion

Lace & Woods Farm "Hammer Hideaway"
HEATED POOL MAY-SEPT FOR ADDITIONAL CHRG. Cozy designer custom built guest house nestled amongst a 10 acre hobby farm. come for a relaxing getaway. This home is an artistic gem! Boasting an open concept, with a queen bed on main level and twin mattress underneath , a full kitchen, cozy living area, wood burning fireplace. The loft has extra sleeping with a double bed and twin bed.Custom designed. Great location winter and summer, enjoy snowmobiling trails and skiing near by or beaches & hiking

Big BLUE Skyline VIEW
This bright and roomy 2 bedroom unit is the lower level of a 1900 Victorian duplex in the heart of Milwaukee was renovated 3 years ago. Situated on the edge of downtown, overlooking the river and downtown skyline you’ll have easy walking access to all the best neighborhoods. With 9 foot ceilings and a big fenced in yard with basketball hoop and patio furniture you'll be very comfortable staying with us. We are not a corporation, just a nice couple sharing our place. FREE PARKING too

7 1/2 Acre Private Estate MSG Owner for Discounts
Any event needs to be approved. First 4 guests 10 y/o and up are included in the nightly rate. Then I charge per person per night over 4 guests. PETS ALLOWED FOR $200.00 3 Bedroom, 3 Bathroom, 3000 Sq/ft Heated Pool!!, Hot Tub!!, Fishing Pond!!, Game Room all on 7 1/2 Acres!!!!!! It is a ONE OF A KIND!! NEW REC ROOM!! 1/2 Acre Fishing pond Stocked with MANY FISH!!! Sand Beach and Pier with boat, Paddle Boards. heated in ground pool, (open May1 - October 1st), hot tub.

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths
🔒💵 Note: $1,200 Host Safety Deposit required directly after booking. 📄📌 Terms and Conditions below. ✨ Cozier EnglishPrairieBnB! ✨ Enjoy our ‘lite’ version 🌟—a smaller option for up to 8 guests, offered last-minute when the 🏠 8-bedroom listing is unsold. 🌼 Perfect for Gatherings Experience the charm of EnglishPrairieBnB in a cozy, streamlined setup. 💵 Pricing Note This listing’s pricing is higher 21+ days out to prioritize larger groups for the 🏠 8-bedroom option.

"A" Frame Brandenburg Lake
Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool, June-October often cool to use in early June.

Wooded Hills/Indoor Pool/Hot Tub/Arcade
Discover the allure of our 5BR Wisconsin retreat, where spacious elegance meets comfort. Enjoy a gourmet kitchen, a grand living room, and a game room with free arcade play. Dive into relaxation with our private, heated indoor pool. Outdoors, the terraced patio and fire pit invite memorable moments. Minutes from Milwaukee, our home is an idyllic base for both peaceful relaxation and lively exploration. Perfect for family or corporate escapes, it's a stay you'll cherish.

Great Place - 1BD+Kitchen+Pool
Between Chicago and Milwaukee, there’s a perfect place for families to get away. With activities skiing, snowboarding and sleigh rides in the winter and championship golf, boat tours to Black Point Estate and horseback riding in warmer months. • Pools, Gym and spa • Accommodate up to 4 people • One guest in the party, must be at least 21 y/o or older. *** Tickets for the Aquatic Park has extra cost and starts at U$25.00. NO RESORT FEE

Modern Apartment/ 8mins Downtown/ Parking/Pool/Gym
✨ Modern & Cozy Stay in the Heart of West Allis ✨ Stylish, light-filled apartment just steps away from the State Fair Grounds! Enjoy a cozy living room, fully equipped kitchen, peaceful bedroom, and access to a pool & lounge areas. Perfectly located near dining, shopping, and entertainment — right in the heart of West Allis, only steps away from the State Fair Grounds. 10 mins to Downtown Milwaukee 7 mins away to American Family Field

Beautiful 6 bedroom with Heated Pool & Jacuzzi
Relax with the whole family at this peaceful place to stay right in the middle of beautiful Whitnall Park. You won't find a more peaceful view of the woods and park. Our beautiful home has a large heated pool with brand new 6 person jacuzzi. Brand new Kitchen and updated bathrooms. Master suite is very romantic with steam shower, jacuzzi tub, and luxury bed and fireplace. Family Friendly OR Romantic Getaway!

The Peacock Place w/ Shared Seasonal Outdoor Pool
This 3 bedroom, 1 bath, open concept lower unit of a duplex is located in Brewer's Hill. This unit has tons of natural light, original hard wood floors, pocket doors and claw foot soaking tub. This pet friendly unit has off street parking for 2 vehicles or motorcycles, and a private yard with patio and BBQ grill for your use. Walking distance to Brady Street, downtown and Fiserv Forum.

Vessel: Irish Mist V - 32' @ Reefpoint W1-3
Enjoy Marina life at Reefpoint Marina. Close to the beach and on the water. The “Irish Mist” can sleep up to 4. There are two Staterooms- Sleeps 2 each. Enjoy beautiful sunsets and sunrises, a cool lake breeze, and star gazing at night. Amenities include hot showers, a heated pool with two hot tubs (Seasonal) , gas grills and a patio, a ships store, and laundry facilities.
Popular amenities for Racine rentals with a pool
House rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool

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Vacation home: heated inground pool on 4+ acres

Cedar Hot Tub•Spacious Home•Quite Neighborhood

Paradiso Vacation

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Dream Country Retreat on 15 acres

Make Yourself At Home! Close to Lake & Airport!
Apartment rentals with a pool

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Great Place - 1BD/Kitchen/Pool

Lake Geneva Resort 1 Bedroom

Great Place - 1BD/Kitchen/Pool

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2 Bedroom Villa at Lake Geneva's GRAND Resort

Discover Wauwatosa! Indoor Pool, Free Parking!
Quick stats about holiday rentals with a pool in Racine

Nightly prices starting at
Racine holiday rentals start at £91 per night before taxes and fees

Verified guest reviews
Over 480 verified reviews to help you choose

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

4.9 Average rating
Racine stays are highly rated by guests – averaging 4.9 out of 5!
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- Six Flags Great America
- Alpine Valley Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Wilmot Mountain Ski Resort
- Milwaukee County Zoo
- Racine North Beach
- Richard Bong State Recreation Area
- Bradford Beach
- Skokie Country Club
- Milwaukee Country Club
- Moraine Hills State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Old Elm Club
- Springs Water Park
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- Mystic Waters Family Aquatic Center
- America's Action Territory
- Blue Mound Golf and Country Club
- Bob O'Link Golf Club
- The Rock Snowpark
- Little Switzerland Ski Area




