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!

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.

Visit Kansas City! Clean, comfortable get away!

Cozy 2-Queen Bedroom Unit in a Peaceful Neighborhood – Perfect for Your KC Getaway! Welcome to our charming, private top-unit townhouse, nestled in a friendly, well-established neighborhood. This 2-bedroom, 1-bathroom unit offers the ideal space for a relaxing stay, complete with two assigned parking spots for your convenience. Guests must be able to use stairs to access the unit.

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 Shops + 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.

4 bedroom home near Westport

This beautiful home is centrally located to all things Kansas City! A 2 minute drive to the original Joe's Kansas City BBQ, 5 minute drive to Westport and only 25 minutes from the Airport. This is the perfect stay for those who want to explore the city and come home to comfort and relaxation!

Downtown, Arrowhead, Legends, Hospital-Hill

Welcome to Prairie Village! This lovely house is located on a quiet street and is a perfect place for you or your family. Inside you will find two quaint bedrooms, one bathroom, a comfortable living room, full kitchen and modest backyard.