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

Cozy KC Retreat with Hot Tub | Near Power & Light
✨This stylish apartment is the perfect place to call home on your next Kansas City vacation! It features soaring ceilings, stunning bedroom, full kitchen, & access to a pool, hot tub, gym, free Wi-Fi, & parking. Enjoy the central location, just a short walk f rom amazing restaurants, the Power and Light District, and more! ✨ ⭐5 min walk to Kansas City Convention Center 🏢 ⭐10 min walk to T-Mobile Center 🏟️ ⭐12 min drive to Kauffman Stadium ⚾ Experience Kansas City with Us & Learn More Below👇

Kid-Friendly 4 Bedroom Home w/ Heated Private Pool
This 4 bedroom house is furnished perfectly for families & professionals. Plus, cool off in the relaxing private pool in the hot summer months! Located in a great neighborhood, walking distance and/or short drive to dining, shopping, and golf courses. Home features 4 bedrooms (2 en suite), 3.5 baths, fully equipped kitchen & large laundry/mud room. Two living spaces & tons of room for indoor and outdoor entertainment. Pool opens early April, closes late Sept to early Oct, weather dependent.

Luxe 1B • Pool/Gym/Free Parking • Heart of DT
You can stop your search now. You just found the perfect place to book for your trip to Kansas City. ➹ Clean. Modern Finishes. Blazing Fast WiFi. Quick Host Responses. ➹ You're going to be located at the CENTER of everything downtown Kansas City has to offer. ➹ Get a good night's sleep with our dreamy memory foam beds. ➹ Spend your daytime working from home at our private home office. Cook a meal for your group in our fully-stocked kitchen. Then spend your evenings relaxing with our 55" Smart T

Ranch Getaway w/ Pool, Game room, Fire pit
Welcome to Bar Dot Ranch, a peaceful retreat on 15 acres in Kansas City, Kansas. This charming 3-bedroom, 2 1/2 bathroom home sleeps up to 10 guests and offers modern comforts with a cozy ambiance. Enjoy wildlife sightings and relax with our new Cowboy Pool open May - Oct, or have fun indoors with the pool table and arcade games. Just a short drive to the Legends district and Kansas City Speedway, Bar Dot Ranch combines country tranquility with city convenience. Book now for the perfect getaway!

Cozy home, work/play, easy access to all things KC
The Harris House is a real gem nestled in the heart of Historic DT Lee’s Summit! Just steps away, enjoy shopping, restaurants/bars, coffee shops, Farmer’s Market, & much more! Across the street is Harris Park & Summit Waves water park! Catch a train ride on the Amtrak, or just enjoy the nostalgic sound of the trains as they travel thru this quaint little town! Perfect space for out of town work! Easy hi-way access to Chiefs & Royals stadiums, DT KC, The Plaza, about 20 min from everything KC!

Art-filled Retreat w/ King Beds & Private Patio
Unwind at this art-filled, newly renovated townhouse minutes from restaurants, shopping and entertainment. Two king bedrooms with smart TVs make for a great getaway for two couples or a small family. Enjoy the fully-equipped kitchen or grill on the private patio. The basement serves as a lounge and office space and is equipped with a TV, sofa, desk, laundry room and full bath. Walk to the community pool or hit the courts for a game of basketball, tennis, or pickleball with provided equipment.

The Cabin
Escape to tranquility! This tiny modern home, sits on a slow moving stream. The perfect blend of nature and luxury. Nestled on 20 lush acres surrounded by trees. Enjoy a full kitchen, washer/dryer, dishwasher & an outdoor fire pit. Private access to pool (staying guests only) , basketball court & a regulation pickleball court. Just 5 miles from the Bourgmont Winery & minutes to the Overland Park Arboretum. Kid tent party option , additional cost per guest. Horses do roam the open field.

KC Apt River Market-506
Clean and convenient 1 bedroom apartment. 20 minutes Airport & 8.7 miles to Stadium. Located in the vibrant, creative and diverse River Market community with access to many attractions and entertainment areas of Kansas City. Take the free streetcar to Union Station, Crossroads, Power & Light District/T-Mobile Center, Convention Center and more. Your stay includes pool and fitness center access, as well as a community rooftop courtyard with skyline views. Close the KC Current soccer.

Modern Oasis-lots of amenities including a pool!
The design and function in this home has been a labor of love. Inspired by our family we've created a space that accommodates many and welcomes larger families or groups of friends that are seeking an all inclusive getaway. Peaceful being on an acre surrounded by nature where the nighttime stars light up the sky. A shipping container pool keeps you cool on hot summer nights, activities for young and old to include grilling, ping pong, shuffleboard, basketball goal and a trampoline.

Vibrant remodeled 3 bedroom townhome
Newly remodeled vibrant and stylish townhome. Featuring 3 bedrooms and 1 bathroom. Fully equipped kitchen, onsite washer/dryer, smart TVs, high speed WiFi with streaming abilities, coffee bar, grill, outdoor patio with seating, and access to 4 neighborhood outdoor pools(seasonal - typically Memorial Day thru Labor Day), tennis courts, and other amenities. Located in a safe and quiet neighborhood in Lenexa with easy access to both interstate I35 and I435.

Home Away
Kick back and relax in this calm, stylish space containing all you need to make your stay home away. Located close to shopping malls, various food restaurants, fun interesting places to visit & adventure while accommodating both corporate business and leisure. Fast internet, fully stocked kitchen, bathroom and a dedicated work space. Access to a swimming pool, free gym, free parking, nature walk and a fenced dog park.

The Black Walnut KC Pool House & Hot Tub
New pool house that sleeps up to 5 with two amazing king size beds and a pull out couch along with a beautiful full bathroom. Artificial pet friendly grass, heated pool, and hot tub that open year round make this a unique resort style stay in the heart of the favorite neighborhood of all of Kansas City - Brookside! We do not do parties or events, but love your furry family! @theblackwalnutkc
Popular amenities for Overland Park rentals with a pool
House rentals with a pool

Quiet & Charming 2BR/1.5BA Townhome

Spacious Getaway Home for Families!

Big Pool, Hot Tub & Gym at Spacious 5 Bedroom Home

Spacious 5-Bed Home with Pool in Overland Par! 27

KC Oasis: Pool, Hot Tub, Sauna

Stay at Whispering Pines

Kelz-Cute & comfy. DTLS & KC Chiefs/Royals Stadium

Spacious KC Home - Sport Court, Golf, Gym, SwimSpa
Other vacation rentals with a pool

Resort-Style Retreat w/ Pool | Prime OP Location

Luxury apartment, prime location

Momma's House

Gigi's Luxury Golfcourse Oasis!

Haaz House

Luxury Modern KC Home |Near Garmin & Honeywell

Upscale Modern Apartment | Open Space + Cozy Vibes

Luxury Gated Estate on 2 Acres w/ Pool & Treehouse
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $243 CAD | $256 CAD | $232 CAD | $235 CAD | $193 CAD | $200 CAD | $206 CAD | $196 CAD | $166 CAD | $225 CAD | $332 CAD | $235 CAD |
| Avg. temp | -2 °C | 1 °C | 7 °C | 13 °C | 18 °C | 23 °C | 26 °C | 25 °C | 20 °C | 14 °C | 6 °C | 1 °C |
Quick stats about vacation rentals with a pool in Overland Park

Total vacation rentals
Explore 60 vacation rentals in Overland Park

Nightly prices starting at
Overland Park vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 2,250 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Overland Park vacation rentals include wifi access

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

4.7 Average rating
Overland Park stays receive an average rating of 4.7 out of 5 from guests
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- Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- Nelson-Atkins Museum of Art
- LEGOLAND Discovery Center Kansas City
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Jacob L. Loose Park
- St. Andrews Golf Club
- Mission Hills Country Club
- Rowe Ridge Vineyard & Winery
- Shadow Glen Golf Club
- Negro Leagues Baseball Museum
- Hillcrest Golf Course
- Wolf Creek Golf
- Swope Memorial Golf Course
- Indian Hills Country Club
- Milburn Golf & Country Club
- Bluejacket Crossing Vineyard & Winery
- PowerPlay Metro North Entertainment Center
- KC Wine Co
- Jowler Creek Vineyard & Winery
- Somerset Ridge Vineyard & Winery
- Stone Pillar Vineyard & Winery




