Vacation rentals in Roeland Park

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Top-rated vacation rentals in Roeland Park

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Guest favorite

Home in Kansas City

4.96 out of 5 average rating, 412 reviews

42 Terrace Guest House

This is our 100+ year old shotgun bungalow located in the historic and vibrant Volker neighborhood. We called this home for better than 10 years. During that time, we completely renovated it, while keeping the historic charm. Two kids later..... we're now offering it to you. You get the place all to yourself. No noise annoyances above, or below. Just a nice, quiet, and peaceful home to call your own. The home has one bedroom with a Queen size bed, as well as a sleeper couch in the front room/library. Ideal for 2. Happy to accept up to 4. The home has all the amenities of a fully functioning place. Including Wifi, Netflix, Amazon Prime, Pandora, (no cable). A full size washer and dryer. A library of books and movies. A bicycle, helmet, and lock. Even a sewing machine. There's no shortage of things to do nearby, many within walking distance. 39th street - boutique shops, excellent international restaurants, bars. www.39thstreetwestkc.com Westport - more eclectic shops, restaurants, and lots of nightlife, including live music. www.westportkcmo.com Plaza - 3 minute drive. Shopping, Restaurants, and great people watching. www.countryclubplaza.com Union Station/Crown Center - less than 10 minute drive - historic train station/shops/restaurants/activities. www.unionstation.org and www.crowncenter.com Power and Light District - 10 minute drive. Restaurants and nightlife. One of KC's newest hotspots. www.powerandlightdistrict.com .....and those are just some of the biggies. The list goes on. We just love the midtown energy. Hope you will too

Guest favorite

Guesthouse in Westwood

4.99 out of 5 average rating, 498 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 favorite

Home in Kansas City

4.96 out of 5 average rating, 167 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 favorite

Home in Prairie Village

4.97 out of 5 average rating, 159 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.

Guest favorite

Guesthouse in Kansas City

4.97 out of 5 average rating, 646 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."

Guest favorite

Home in Overland Park

4.94 out of 5 average rating, 395 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 favorite

Home in Overland Park

4.95 out of 5 average rating, 343 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 favorite

Guest suite in Kansas City

4.94 out of 5 average rating, 459 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.

Guest favorite

Guesthouse in Kansas City

5.0 out of 5 average rating, 126 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 favorite

Home in Kansas City

4.99 out of 5 average rating, 126 reviews

Chateau Waldo - Cuddle-up Charming Home

Come stay at our charming updated Waldo retreat located in the heart of Kansas City! As a young couple starting out, my wife and I renovated this sweet home and made it beautiful. Now that our family has outgrown the space, we would love for guests to enjoy the space we called home for so many years. This lovely two-bedroom house features a remodeled kitchen and bathroom, office space, and a custom built screened in outdoor back patio. KC License # NSD-STR-00929

Guest favorite

Apartment in Westwood

4.99 out of 5 average rating, 185 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 favorite

Home in Roeland Park

4.89 out of 5 average rating, 273 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