
House holiday rentals in Overland Park
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Top-rated house rentals in Overland Park
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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.

The Little House: Cozy Home in Overland Park
- Adorable house on large lot (not a guest house/cottage) - 110 ft Driveway - Sleeping quarters with queen size bed (comfy memory foam mattress) - Living room with 40" smart TV, sofa-sleeper and additional seating - Fully equipped kitchen w/ eating area - Full bathroom w/ clawfoot tub/shower - Sunroom w/ seating area and daybed - Washer/dryer - Office area w/ desk - Deck w/ outdoor seating and grill - 10 min from the Plaza, 15 min from Westport and Downtown, 25 min from the airport - $25 pet fee

Charming Waldo Reader's Retreat
When my husband & I first saw this house, I knew it was the perfect place to escape to do my favorite thing - read. I designed it with that in mind. I could see myself reading in front of the wood-burning stove. Reading on the martini deck with coffee in hand. Reading in the afternoon light in the loft or outside on the deck. Located in the heart of Waldo, walking distance to restaurants, bakeries and bars. Brookside/Plaza are minutes away. I hope you love it as much as I do, I know you will.

Luxurious * 4BD 3.5BA * Spacious * Game Room * Big Yard
1st Floor: Master Bedroom-King Bed, Master Bath with Jetted Tub, separate shower, 75" TV. Kitchen is large with a breakfast bar, dining table with 58" TV, half bath and laundry off of the kitchen. Living Room has 82" TV plus a large formal dining table. 2nd Floor: Bedrooms 2,3, & 4 with Queen Beds. Loft has a Queen Pullout Couch. BR 2&3 Share a bathroom. BR 4 has private bath. TVS in every room. Loft has office space with TV/'laptop monitor, office space, and black and white laser printer.

Spacious Luxury Retreat w/ Hot Tub & Movie Theatre
Relax and take a break in this spacious family retreat! Check out the great outdoor space with 8-person hot tub, firepit and quite patio. Relax inside on the 12' sectional and watch your favorite movie on a 150" screen! Little kids will love swinging on the back yard playset, or climbing on the 25' pirate ship and two-story castle! Pool table in the game room is great for all ages! All bedrooms feature plush bedding and high quality mattresses and smart TVs. Full kitchen cutlery and utensils.

Convenient Overland Park cottage on quiet street
Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 800 sq foot single family home. Master has queen bed and it's own private bath. 2nd bedroom has a queen bed. A queen size aerobed mattress is provided for extra sleeping room. Has a 50" flat screen TV equipped with Netflix/DVD player. Kitchen has granite counters and is fully stocked to make any great meal. Dining table seats 4 and kitchen seats another 3. Backyard with fire-pit. Pets welcome. Yard is only partially fenced.

Glenwood Getaway - Great Location!
Experience the best of Overland Park from our charming, updated ranch. Nestled in a quiet neighborhood near downtown, this home allows you to experience the local lifestyle at its best. With two bedrooms, a modern bathroom and all the comforts of home, you will never want to leave! The interior blends cozy charm with contemporary amenities, while the secluded half-acre backyard is perfect for unwinding. Whether you’re here for a weekend escape or a longer stay, your perfect getaway awaits!

modern x charming 1930s farmhouse! 10 min plaza!
Step into our fully renovated 1930s farmhouse and be welcomed by natural light and an inviting open concept. The kitchen features beautiful marble countertops and all the essentials. Relax in the stunning black freestanding bathtub or dine al fresco on the spacious outdoor patio. With three cozy bedrooms, including two queen-size beds and one full-size bed, this home can accommodate up to six guests. Experience the perfect blend of old-world charm and modern convenience during your stay.

Luxurious & Spacious Ranch 5BR with 2 King Beds
This stylish ranch home is perfect for groups or families. With multiple living spaces, our newly renovated home has room to spread out for fun or work and is equipped with 1Gb Wifi. Only MINUTES from Overland Park Convention Center, shopping center, and highway access to get anywhere quickly. Modern updates all throughout, plush beds with luxurious linens, fully stocked kitchen with laundry. A bar in the basement along with an air hockey table gives this place tons of fun entertainment.

Stunning Home W/Game Room + Mins to Plaza
⭐ Fully renovated 3BR home in Fairway, KS — minutes from KC attractions ⭐ Main-level primary suite with spa-style en-suite bath + clawfoot tub ⭐ Open-concept kitchen with quartz counters + full coffee bar ⭐ Cozy living room with gas fireplace + Smart TV ⭐ Upstairs game room with Xbox + lounge space ⭐ Private office, exercise area, and landscaped backyard ⭐Conveniently located less than 5 minutes from The Shops of Prairie Village and roughly 10 minutes from the Country Club Plaza!

Overland Park Home!
Whether you are visiting Kansas City or a surrounding suburb, this beautiful 3-bed, 1 bath home is the perfect location. Enjoy a comfortable stay in a quiet neighborhood, close to everything! -65” Smart TV w/streaming services + local channels -High Speed Wifi -6 min drive to downtown Overland Park -6 min drive to the Shops of Prairie Village -17 min drive to downtown Kansas City -25 min drive to Arrowhead Stadium -30 min drive to the airport rate (MCI)

Private entry, lower level apartment.
We invite you to stay in our beautiful, independent, and private in-law suite (we do live upstairs). There is an outdoor patio with hanging lights and seating in a fenced backyard. Very close to beautiful Shawnee Mission Park. One exit from Lenexa City Center. We are about 10 minutes from the Kansas City Speedway and Children’s Mercy Park and 20 minutes from Downtown Kansas City.
Popular amenities for house rentals in Overland Park
House rentals with a pool

Modern Oasis-lots of amenities including a pool!

5 level home. Holiday Ready.

Cozy home, work/play, easy access to all things KC

Luxury in Lenexa w/heated pool

Tropical Hideaway: Hot Tub, Pool, Remodeled in PV

Ranch Getaway w/ Pool, Game room, Fire pit

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

Spacious KC Home - Sport Court, Golf, Gym, SwimSpa
Weekly house rentals

Modern Chic Loft | Shawnee KS

Modern Luxe Ranch - Downtown OP

Family-Friendly 4BR w/ Game Room, Patio + Firepit

Room to Spread Out • Central Overland Park

Wooded Upstairs KC Escape, Cul-de-Sac, Sleeps 4

HotTub+Sauna, GameRm, Firepit in Spacious 5BR

Green Acre Lodge

Main Floor Master OP Oasis-Commuter’s Dream
Private house rentals

The Station KC - Arcade Bungalow

Stylish Basement Hideaway

*Walk to Downtown OP*/Pet Friendly

Spacious Home in OP|Fenced Yard|King Beds+GameRoom

Light&Bright OP Remodeled Home 4BD/2.5BTH

Quiet cul-de-sac home near trails & parks

Overland Park Retreat

Mid-Century Modern Living
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 SGD | $177 SGD | $190 SGD | $187 SGD | $208 SGD | $208 SGD | $209 SGD | $207 SGD | $194 SGD | $188 SGD | $196 SGD | $192 SGD |
| 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 house rentals in Overland Park

Total holiday rentals
Explore 510 holiday rentals in Overland Park

Nightly prices starting at
Overland Park holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 30,810 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
500 of Overland Park holiday rentals include wifi access

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

4.8 Average rating
Overland Park stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a fireplace Overland Park
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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
- Indian Hills Country Club
- Swope Memorial Golf Course
- Bluejacket Crossing Vineyard & Winery
- Milburn Golf & Country Club
- PowerPlay Metro North Entertainment Center
- KC Wine Co
- Hallbrook Country Club
- Jowler Creek Vineyard & Winery
- Stone Pillar Vineyard & Winery




