
Holiday houses in Roeland Park
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Roeland Park
Guests agree: these stays are highly rated for location, cleanliness and more.

Coveted Museum District Stylish Eastlake Victorian
Step into this exquisitely renovated Eastlake Victorian on tranquil Oak St, in Kansas City’s vibrant Southmoreland, steps from Nelson-Atkins, KCAI, Plaza, and Westport. This 3-bed, 2-bath gem boasts soaring ceilings, floating cedar shelves, and a private backyard patio for serene retreats. Enjoy designated parking and a walkable Museum District, just 4 blocks from the Main Street. Blending historic elegance with modern flair, this chic haven promises an unforgettable stay in KC’s cultural heart.

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.

The Little House: Cozy Home in Overland Park
- Adorable house on large lot (not a guest house/cottage) - 110 ft Driveway - 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

Comfy, quiet & private 2BR home.
Discover comfort and convenience at our charming home in the heart of Kansas City. This two-bedroom, one-bathroom home boasts a fully equipped kitchen and stylish furnishings. Centrally located, it offers easy access to the Kansas City Metro area. Nestled on a quiet and peaceful cul-de-sac, you'll enjoy tranquility and relaxation after exploring the city. During warmer months, unwind in the well-manicured lawn. Make your stay memorable in this centrally situated haven with the comforts of home.

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.

Comfy Hideaway in Merriam
This beautiful home is located in a quiet and peaceful neighborhood in Merriam, KS, yet only minutes away from downtown KC and the Country Club Plaza. Conveniently situated near parks, shopping, and dining, this place is your perfect base to explore the vibrant Kansas City area. Ideal for families, friends, or solo travelers seeking a relaxing place to stay. The home features modern amenities, cozy furnishings, and a fully equipped kitchen. We warmly welcome people of all backgrounds.

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.

Mission Getaway,King Bed, Game Room
20 minutes from Arrowhead Stadium – a perfect stay for FIFA World Cup Kansas City 2026. This cozy, newly renovated 4-bedroom home sleeps up to 8 with 1 King, 2 Full, and 2 Twin beds. Enjoy two living spaces, a pool table and foosball, full kitchen with new appliances, and free parking. Walk to great Kansas City restaurants or relax at home with family and friends. Ideal for World Cup visitors, business travelers, couples, and small groups exploring KC.

Beautiful and Spacious 1908 Modern Farmhouse
Just 17 miles from Arrowhead stadium, this charming modern farmhouse offers over 1,800 sq. ft. of space with the entire home to yourself. Enjoy a private driveway with ample parking, a spacious family room with a 75-inch TV, and an open kitchen and dining area perfect for gathering. Relax with morning coffee on the front porch or back patio, and unwind knowing every bedroom has a smart TV, plus a work desk and queen sleeper sofa on the main level.

Mins to downtown- 2 beds/1 bth- your KC getaway!
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.
Popular amenities for Roeland Park holiday rentals
Other great holiday rentals in Roeland Park

Monthly Stay Near Plaza | KU Med & St. Luke’s

Cozy Private House- World Cup Retreat + Parking

3BR Overland Park Home with Peloton & Fenced Patio

Palm Terrace on the Plaza

The Fairway Cottage

Modern Mission Escape Home

Hilltop Modern in West Plaza - Hot Tub & Rooftops

Home in Fairway near The Plaza
Destinations to explore
- Kansas City Holiday rentals
- St. Louis Holiday rentals
- Branson Holiday rentals
- Oklahoma City Holiday rentals
- Lake of the Ozarks Holiday rentals
- Omaha Holiday rentals
- Tulsa Holiday rentals
- Central Illinois Holiday rentals
- Bentonville Holiday rentals
- Wichita Holiday rentals
- Platte River Holiday rentals
- Des Moines Holiday rentals
- GEHA Field at Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Kansas City Convention Center
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- Union Station
- T-Mobile Center
- Legends Outlets Kansas City
- University of Kansas - Lawrence Campus
- Uptown Theater
- Midland Theatre
- Overland Park Arboretum & Botanical Gardens
- Kauffman Center for the Performing Arts
- National World War I Museum and Memorial
- Science City at Union Station
- Hyde Park
- Children's Mercy Park
- Crown Center
- Bartle Hall




