Vacation rentals in Roeland Park

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Top-rated vacation rentals in Roeland Park

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

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Guest favorite

Guesthouse in Westwood

4.99 out of 5 average rating, 484 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 9 – 16

G$19,733 GYD per night

Guest favorite

Home in Prairie Village

4.98 out of 5 average rating, 153 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 30 – Sep 6

G$31,126 GYD per night

Guest favorite

Home in Kansas City

4.97 out of 5 average rating, 159 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.

Sep 28 – Oct 5

G$25,385 GYD per night

Guest favorite

Guesthouse in Kansas City

4.97 out of 5 average rating, 631 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."

Dec 17 – 24

G$18,772 GYD per night

Guest favorite

Home in Overland Park

4.95 out of 5 average rating, 342 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 12 – 19

G$17,803 GYD per night

Guest favorite

Guest suite in Kansas City

4.9 out of 5 average rating, 342 reviews

Westwood Park Off The Plaza Private Guest Suite

Lovely, cozy private suite with stone fireplace and fabulous old wood bar original to the house and now perfect for a coffee and breakfast bar. Pretty and serene setting in this fabulous west plaza neighborhood lined with old trees and very quiet. The best of all worlds - a quick walk to plaza restaurants, bars, movies, and shopping as well as strolling through Brush Creek Park and Westwood Park. Downtown and Westport minutes away. This location is as centrally located as you can get.

Jul 2 – 9

G$21,885 GYD per night

Superhost

Home in Mission

4.9 out of 5 average rating, 435 reviews

Charming Vintage Bungalow. Business Ready!

You will feel right at home in this cozy bungalow. This is a 2 Bedroom, 1 Bath with fully equipped kitchen, dining and living area, mudroom with coffee station and laundry area. 1 Bedroom located upstairs. Centrally Located convenient to the Plaza/Midtown area, Power and Light District or enjoy the Quaint downtown Overland Park area. Ikea is only a short 5 min drive, we are close to everything! Nice, Safe Neighborhood. Park like setting backyard with walking trail next to house.

Jul 18 – 25

G$23,704 GYD per night

Guest favorite

Guest suite in Kansas City

4.94 out of 5 average rating, 435 reviews

Backyard Artist Studio near Plaza

Backyard Artists Studio! *Pet Friendly* Walking distance to shopping and nightlife districts The Plaza and Westport. 200 sqft tiny living in a quiet backyard at the heart of Kansas City. Located close to everything KC has to offer. We are experts in all things Kansas City. This woodworking shop was turned into a cozy tiny home for artists. It boasts rustic exposed wood ceilings, a vintage kitchenette, brand new patio deck, and a new mattress. Same day check-in time is after 6pm.

Sep 11 – 18

G$20,145 GYD per night

Guest favorite

Guesthouse in Kansas City

5.0 out of 5 average rating, 118 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

Jun 12 – 19

G$22,391 GYD per night

Guest favorite

Apartment in Westwood

4.99 out of 5 average rating, 183 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.

Sep 23 – 30

G$18,474 GYD per night

Guest favorite

Apartment in Roeland Park

4.87 out of 5 average rating, 112 reviews

Spacious & Centrally Located Basement Studio

Welcome to our large, cozy and private basement studio Airbnb in the heart of Kansas City! Walking distance to Starbucks, Einstein Bagel and more! Our 1 bed/1 bath studio is the perfect retreat for those looking for a comfortable and convenient stay. We look forward to welcoming you to our cozy basement studio and ensuring that your stay in Kansas City is a comfortable and memorable one. Book now and experience the convenience and comfort of our Airbnb!

Feb 25 – Mar 4

G$18,574 GYD per night

Guest favorite

Home in Roeland Park

4.89 out of 5 average rating, 267 reviews

Cozy home, great for families and friends

Great location, great for groups or families. Whether you are traveling for work or pleasure this house will be great for you! Easy access to I35, minutes from the Plaza, Westport or downtown KC. Enjoy this quiet street with lots of birds and and a beautiful old oak tree. Driveway accommodates four vehicles and there is also street parking. Possible to live on one level with a single step to enter the house. License Number RL18-000148

Mar 26 – Apr 2

G$33,465 GYD per night