Vacation rentals in Leawood

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Top-rated vacation rentals in Leawood

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Guest favourite

Home in Kansas City

4.97 out of 5 average rating, 158 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.

Aug. 22 – 29

$194 CAD per night

Guest favourite

Home in Prairie Village

4.98 out of 5 average rating, 152 reviews

Prairie Village - 3 bed 2 bath - Dogs Welcome

Enjoy the clean, cozy, cute, and quaint style of this three bedroom two bath home just minutes from the best of Kansas City. The home is fully outfitted and ready for your stay. A few courtesies you may appreciate are 1 gig fiber internet, 42” TV, kitchen utensils, pots, pans, other kitchen supplies, coffee, ironing board, iron, basic over the counter meds, basic toiletries, bottles of water, first aid kit, phone chargers, a few snacks, and even a small sample of libations made in Kansas City.

Aug. 27 – Sep. 3

$248 CAD per night

Guest favourite

Guesthouse in Westwood

4.99 out of 5 average rating, 483 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.

Feb. 2 – 9

$139 CAD per night

Guest favourite

Guesthouse in Kansas City

4.97 out of 5 average rating, 629 reviews

Elegant Romantic Carriage House - pets welcome!

Our 1908 fully renovated carriage house is located in historic Hyde Park, Kansas City's first suburb! Your space is detached from the main house - complete privacy, and a beautiful view of Harrison Park. We are a registered, fully licensed LLC (LC001603250) short term rental property with the state of Missouri and city of Kansas City. Our cleaning fee is considerably lower than most Airbnb properties. To see an aerial drone video of the property, go to YouTube>"Hyde Park Carriage House."

Sep. 15 – 22

$144 CAD per night

Guest favourite

Home in Overland Park

4.94 out of 5 average rating, 383 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.

Mar. 20 – 27

$275 CAD per night

Guest favourite

Home in Mission

4.92 out of 5 average rating, 299 reviews

The Little House: Cozy Home in Overland Park

- Adorable house on large lot (not a guest house or cottage) - 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

May 15 – 22

$255 CAD per night

Guest favourite

Home in Overland Park

4.95 out of 5 average rating, 340 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.

Oct. 1 – 8

$127 CAD per night

Guest favourite

Home in Kansas City

4.91 out of 5 average rating, 140 reviews

Cute Waldo Craftsman - Walkable & Mins from Plaza!

The Waldo Craftsman has everything you need to make your stay comfortable! This space offers a full size kitchen with brand new stainless steel appliances, living room with plenty of seating to sprawl out, outdoor space with seating, first floor laundry, private parking for 3 vehicles and a fenced in backyard for your pets. It's perfectly located in the heart of Waldo within walking distance to restaurants, bars and the famous Trolley Trail which you can walk/bike all the way to the Plaza.

Oct. 31 – Nov. 7

$249 CAD per night

Guest favourite

Bungalow in Kansas City

4.91 out of 5 average rating, 160 reviews

Wonderful Waldo Bungalow

Darling bungalow recently remodeled/updated. Very quiet street 3 blocks off Wornall Rd. 1 mi. from Ward Pkwy Center - shops/restaurants/theater. 3 mi. to Brookside, 5 mi. to Plaza. Lg fenced backyard. Carport. Coffee, toiletries, new sheets and towels for your enjoyment. We love this home and believe you will find your stay enjoyable. Home was built in the 50's and has all the charm you would expect! If traveling with pets, the must be pre-approved and pet cleaning fee agreed upon.

Sep. 24 – Oct. 1

$197 CAD per night

Guest favourite

Guesthouse in Prairie Village

4.86 out of 5 average rating, 120 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.

Aug. 9 – 16

$155 CAD per night

Guest favourite

Guesthouse in Kansas City

5.0 out of 5 average rating, 116 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

Jul. 9 – 16

$159 CAD per night

Guest favourite

Guest suite in Olathe

5.0 out of 5 average rating, 272 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!!!

Aug. 24 – 31

$159 CAD per night