Skip to content

Vacation rentals in Overland Park

Find and book unique accommodation on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.

Top-rated holiday rentals in Overland Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guesthouse in Westwood
Westwood cottage in garden setting
This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, Kansas has recently been fully renovated and furnished. It has a completely equipped kitchenette, comfortable living area, along with a queen-size bed. The guesthouse also includes a washer/dryer off the kitchen. The guesthouse is a separate dwelling located on a half an acre property which includes the original farmhouse built in 1889 - the guesthouse added in 1920. Westwood, Kansas is 2 miles from the Country Club Plaza.
Guest favourite
Home in Kansas City
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.
Guest favourite
Home in Overland Park
Floyd Retreat - 1 block to downtown Overland Park
Homey while also roomy retreat, only 1 block from downtown Overland Park shopping, restaurants, bars and much more. One of several Quality Home Spot Retreats! Professionally decorated; new furnishings. living room and den. 2 bedrms & 1 bathrm w/ low profile shower base & handheld shower on 1st floor. Entire house. 2 bedrooms, 1 bathroom, kitchen, eating area, and living room, plus a bonus tv/game/dining room. The house has a second story that is locked off and used for storage. There is no

Popular amenities for Overland Park holiday rentals

Stay near Overland Park's top sights

Oak Park Mall66 locals recommend
Overland Park Arboretum & Botanical Gardens45 locals recommend
Overland Park Convention Center3 locals recommend
Deanna Rose Children's Farmstead59 locals recommend
Prairiefire11 locals recommend
Topgolf33 locals recommend

Other great holiday rentals in Overland Park

Guest favourite
Home in Overland Park
Convenient Overland Park cottage on quiet street
Guest favourite
Guest suite in Lenexa
Styled and cozy mid-century modern suite
Guest favourite
Home in Kansas City
*The Green House* King bed✩Outdoor Hangout✩Netflix
Superhost
Apartment in Overland Park
★❂Sinatra's Escape❂King Bed❂Fast Wifi❂★!
Guest favourite
Home in Olathe
The Mulberry House: Cozy Home In Downtown Olathe
Guest favourite
Guest suite in Olathe
Secret Garden’s Short Stay
Superhost
Loft in Kansas City
Private Penthouse +Balcony Overlooking 39th Street
Guest favourite
Home in Overland Park
Entire Private Basement with Walkout Entrance
Guest favourite
Home in Prairie Village
Perfect home
Superhost
Apartment in Overland Park
Overlook Overland Park!
Guest favourite
Home in Prairie Village
The Hightail House! Charming boho cottage getaway
Guest favourite
Home in Prairie Village
Modern Luxury Oasis - Private Hot Tub, Sauna & Gym

Quick stats about holiday rentals in Overland Park

Total rentals

660 properties

Rentals with dedicated workspaces

400 properties have a dedicated workspace

Rentals with a pool

60 properties have a pool

Pet-friendly rentals

250 properties allow pets

Family-friendly rentals

440 properties are a good fit for families

Total number of reviews

31K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Kansas
  4. Johnson County
  5. Overland Park