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, 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

$81 per night

Guest favorite

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

$129 per night

Guest favorite

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

$106 per night

Guest favorite

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

$78 per night

Guest favorite

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

$143 per night

Guest favorite

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

$142 per night

Guest favorite

Guest suite in Kansas City

4.9 out of 5 average rating, 341 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.

Jun 12 – 19

$95 per night

Superhost

Home in Mission

4.9 out of 5 average rating, 434 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 11 – 18

$99 per night

Guest favorite

Guest suite in Kansas City

4.94 out of 5 average rating, 431 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.

Nov 21 – 28

$84 per night

Guest favorite

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

$87 per night

Guest favorite

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

$88 per night

Guest favorite

Apartment in Westwood

4.99 out of 5 average rating, 181 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 7 – 14

$79 per night