Holiday rentals in Roeland Park

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, KS 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 kitchenette. 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.

Freshly-remodeled, dog-friendly Westwood charmer!

Hosted by @bonadventuresllc and located 2 miles from KU Med, St. Luke's Hospital, and the Plaza, this conveniently-located, remodeled Westwood home is perfect for you and your family. Each of the 3 bedrooms has a big-screen TV, queen bed, and full-bath, plus a half-bath on the main floor. A nicely-equipped kitchen, washer and dryer, fenced-in backyard for dogs and privacy, designated work area, high-speed wifi, self check-in, and off-street parking in the driveway makes this a perfect choice!

Cozy Charming Cottage 3b 2bath Fire Pit

Central, comfy, and convenient, Cozy Kansas City Cottage. 3 bedroom, 2 bath home, screened in porch, fenced in backyard, tree-lined street, full kitchen, safe neighborhood! Walking distance to famous Joe’s BBQ, Hi Hat & Front Range coffee shop’s, Rainy Day Books, grocery, parks, and restaurants. Centrally located so you can explore all KC activities, Chiefs, Royals, KC Current Soccer, Country Club Plaza, Westport, Union Station, TMobile, Crown Center, Power & Light, NASCAR, and museums!

Prairie Village Retreat | Fireplace! + Game Room!

Nestled in the heart of Prairie Village, this delightful home was recently remodeled and is equipped with everything you need for the perfect stay. Enjoy luxury mattresses in the two bedrooms which are both equipped with TVs. Cozy up next to the fireplace with your favorite book or watch a movie on the living room tv. Play a round of foosball or shuffle board with the game on while your favorite dish is smoking in the Traeger outside. Walk to the Shops of Prairie Village within minutes.

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.

Visit Kansas City! Clean, comfortable get away!

Cozy 1-Queen Bedroom Studio in a Peaceful Neighborhood – Perfect for Your KC Getaway! Escape to this charming, ground-floor studio located in a serene, well-established neighborhood—an ideal retreat for both business and leisure travelers. This cozy 1-bedroom, 1-bathroom unit is designed for comfort and convenience, featuring a washer and dryer and one assigned parking spot right at your doorstep. Our studio is pet-friendly, so you can bring your pet along to enjoy your stay in KC!

Cozy 3 Bedrooms 2 Bath House 4 Beds Sleeps 8

This charming 3-bedroom, 2-full bathroom house offers a perfect blend of comfort and convenience. Access to a one car garage. Bedroom 1: King bed Bedroom 2: Two Full beds Bedroom 3: Queen Bed Central location in Kansas City. Easy access to all main attractions Kansas City has to offer. No Pets *12 minutes: Downtown/Power & Light District. *10 minutes: Westport/Plaza. *15 minutes: Legends/Sporting KC. *20 minutes: Kauffman Stadium/Arrowhead. *15 minutes: KC Current Stadium.

Peaceful Retreat - 20 Minutes to Almost Anywhere!

Perfectly tucked-away home in a quiet suburban neighborhood—an ideal base for World Cup travelers who want quick access to matches, fan zones, and downtown Kansas City without the noise. Enjoy a peaceful stay with easy highway access. ★ 10 min > KU Medical Center ★ 6 min walk > New Park ★ 20 min walk or 3 min drive > Downtown KC ★ 10 min > Plaza & Westport ★ 3 min > Walmart & grocery store ★ Quick highway access to stadium routes ★ Separate basement unit — no shared spaces

Cozy home, great for families and friends

Great location, perfect for groups or families. Whether you are traveling for work or pleasure this house will fit your needs to stay with comfort!! 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

Charming Home in heart of KC

Enjoy midwest hospitality at this charming FAMILY-FRIENDLY home, conveniently located in a beautiful area of KC—3 mi to the Plaza, min away from Prairie Village shops & restaurants, & walking distance to the Fairway Creamery— where you can enjoy breakfast or a sweet treat. See the sites or relax at home with two 75" TVs in a quaint, peaceful neighborhood. NO PARTIES or EVENTS as per Airbnb rules. Walking distance to tennis courts, pool, and parks.

The Checkmate - Roeland Park Ranch + Pet Friendly!

🏡 Charming Roeland Park 2-bedroom ranch (1 King, 1 Queen + Queen daybed) 🛁 1 full bathroom with luxury Tommy Bahama products ☕ Fully equipped kitchen with upgraded coffee bar 🛋 Cozy living room with Smart TV + board games 📶 High-speed WiFi, USB charging stations 🌳 Private deck, pet-friendly, driveway parking 📍 Minutes from Country Club Plaza, Downtown KC, local shops & parks

The Sevilla · 10 Min to Plaza + Downtown KC

Stay at The Sevilla, a stylish 3-bedroom home in a quiet KC neighborhood. Start your morning slow with coffee on the patio or enjoy a lively evening in our game room. Minutes from Downtown, Country Club Plaza, and Arrowhead Stadium, you get all the comforts of home with the energy of KC close by.