Holiday houses in Overland Park

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Top-rated holiday rentals in Overland Park

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Guest favourite

Guesthouse in Westwood

4.99 out of 5 average rating, 513 reviews

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

4.97 out of 5 average rating, 172 reviews

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

4.94 out of 5 average rating, 408 reviews

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.

Guest favourite

Home in Overland Park

4.95 out of 5 average rating, 353 reviews

Entire Private Basement with Walkout Entrance

Private basement with two beds, couch, memory foam cot or air mattress (upon request), full bathroom, washer/dryer, coffee maker, toaster, microwave, snacks, mini fridge (no freezer), table, WiFi, and a TV (Roku and antenna). We will be upstairs during your stay. We are not loud but you may be able to hear us walk around upstairs. There is a walkout door to backyard. You will be able to park in the driveway. Walkway to gate located on east side of house. Walkway to backyard is well lit.

Guest favourite

Home in Olathe

4.93 out of 5 average rating, 186 reviews

The Mulberry House: Cozy Home In Downtown Olathe

- Adorable house on large lot (not a guest house or cottage) - Separate bedroom with smart tv, queen size bed (comfy memory foam mattress) - Living room with 55" smart TV, leather sofa and additional seating - Fully equipped kitchen w/ eating area - Full bathroom w/ tub/shower - Washer/dryer - Table with leafs converts to great office area - Deck w/ outdoor seating and grill - 20 min from the Plaza, Westport and Downtown, 30 min from Lawrence, 40 min from the airport - $25 pet fee

Guest favourite

Guesthouse in Lenexa

4.92 out of 5 average rating, 118 reviews

Cozy Guest Suite in Lower level of Townhouse

Spacious Guest Suite in Lower-Level Studio Apartment with optional Private Patio Door Entrance (does not lock from the outside). You will enter and exit through the front door on the main level. ***NOTE: The unit has a Kitchenette with a Microwave and refrigerator for Private Use. The Full Kitchen with a Stove, Oven, and dishwasher on the main level is Shared and available for your use. ***NOTE: Entire Place means Lower Level of Townhome, as shown in photos. Full Bathroom w/Shower

Guest favourite

Loft in Kansas City

4.97 out of 5 average rating, 115 reviews

Truman Loft

Truly one of a kind Historic property converted into a spacious, cozy loft in the heart of South KC. This 100-year-old space(5 min from HS Truman farm. He spoke on this stage on his first political campaign) has been completely rennovated with concrete countertops, beautifully vaulted ceilings, huge bathroom, built in workspace and even a fun kid's room. Let the natural light pour through the massive windows or close the curtains and dim the lights:) We hope you enjoy it as much as us!

Guest favourite

Guesthouse in Prairie Village

4.87 out of 5 average rating, 131 reviews

Prairie Village Modern Farmhouse! Great Location!

Enjoy your home away from home with style! This separate guest house has 1 bedroom & 1 bathroom that gives you privacy while still being centrally located in Prairie Village of Kansas City. Floor to ceiling shiplap walls, wood floors, black metal railing, & stylish decor you will feel like you're in an episode of Chip and Joanna Gaines' Fixer Upper! The home has its own private entrance, Washer/Dryer in unit and a fully functioning kitchen. High speed GooglFiber internet.

Guest favourite

Guesthouse in Kansas City

5 out of 5 average rating, 137 reviews

Coho (Cozy Boho) Carriage House, Near Plaza

Come experience this century old, newly renovated carriage house right in the heart of Kansas City! With extremely close proximity to the city’s favorite destinations, this historic abode will help make your stay convenient and cozy. Locations and their distances from where you'll be: - The Nelson-Atkins Museum - 1.6 Miles - The Plaza - 1.7 Miles - Kansas City Zoo - 4 Miles - Union Station - 4.6 Miles - Downtown - 5.1 Miles - Chiefs & Royals Stadiums - 5.6 Miles

Guest favourite

Guest suite in Olathe

5 out of 5 average rating, 309 reviews

Secret Garden’s Short Stay

1 King Bed. 1 Twin roll away (plz req rollaway) Washer/Dryer for your personal use. Fast Wi-Fi Fiber. Separate fenced off backyard area with Private entrance into your Basement area that is located around the back of the main house. Parking space on property. Dog park, walking trails. Restaurants close by. Close to highwy, gas stations and shopping. We also have Solar panels that provide some back up for the heat/air and refrigerator if electricity goes out!!!

Guest favourite

Rental unit in Westwood

4.98 out of 5 average rating, 192 reviews

Perfectly Located Carriage House Apartment

1 BR loft apartment in centrally located Westwood. Walk to restaurants, groceries, and shops, including Joe's KC BBQ and LuLu's. Close to Plaza, Westport, and downtown/crossroads. Pets ONLY considered for week long stays and longer. As always, the apartment will be spotlessly clean using disinfectant and bleach-based cleaners. We will block 24 hours between stays to ensure the apartment has fully circulated. Virus-grade HVAC filters have also been installed.

Guest favourite

Home in Shawnee

4.9 out of 5 average rating, 101 reviews

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.