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Vacation rentals in Roeland Park

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Roeland Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Country Club Plaza
4.96 out of 5 average rating, 131 reviews

KC Cozy Cove 1BR Near Famous Plaza Area

🌃⭐Embrace comfort and convenience in our 1-bedroom Plaza oasis⭐🌃 Nestled in KC's premier shopping and dining district, this Airbnb offers comfort and style. Enjoy a short walk to the Plaza's renowned shops, restaurants🍝, and entertainment options👨‍🎤, or relax💤 in our inviting living area after a day of exploring. The fully equipped kitchen allows for easy meals at home, or savor local cuisine minutes away. Perfect for solo travelers or couples seeking a memorable stay in the heart of KC!

Top guest favorite
A charming guesthouse exterior is surrounded by lush greenery, featuring a bright blue door framed by white trim. Two windows with decorative shutters overlook a garden filled with vibrant flowers, and a cozy seating area is nestled beside a stone fire pit.
Guesthouse in Westwood
4.99 out of 5 average rating, 669 reviews

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.

Top guest favorite
A charming house is set on a spacious lot, surrounded by lush green trees. A long driveway leads to the entrance, providing ample parking space. The exterior features a welcoming porch and is bordered by a well-maintained yard.
Home in Mission
4.93 out of 5 average rating, 387 reviews

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

Top guest favorite
A spacious living area features exposed brick walls and wooden ceilings, enhancing the home's character. A comfortable gray sectional sofa is positioned across from a media console, with a stylish green chair nearby. Bright natural light fills the room through large windows framed with plants.
Condo in Westside North
4.97 out of 5 average rating, 639 reviews

Historic, Industrial Flat in the Heart of KC

Live the true Kansas-Citian lifestyle during your stay at this sparkling clean, private, and completely renovated 120-year-old brick beauty! Gorgeous hardwood floors, exposed brick walls, 11' exposed wood ceilings, 2 private decks, large gourmet kitchen, luxurious full bathroom, spacious master bedroom, and cozy 2nd bedroom. Located in the historic Westside of Kansas City; Walk seconds to neighborhood hot spots & minutes to KC's highlights: Crossroads, Street Car, Downtown & Convention Center.

Superhost
A spacious living area showcases a light-colored sofa facing a decorative white fireplace. A dining set is visible in the background, with wood flooring enhancing the open layout. Natural light filters through large windows, and a bookshelf adds a touch of character to the space.
Home in Mission
4.91 out of 5 average rating, 135 reviews

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.

Superhost
The exterior of a two-story house features a covered front porch with a set of chairs and a welcoming entrance. Light-colored siding contrasts with dark window shutters, and the yard includes a variety of landscaping, with a carpet of fallen leaves covering the ground.
Guest suite in Rosedale
4.76 out of 5 average rating, 518 reviews

Two-Bed - Top Floor - Pet-friendly/Good Parking

Enjoy this bright, spacious, amenity-packed suite just minutes from The Plaza, Westport, Crossroads, and Downtown. This second floor suite has a parking area behind the house. It's best for cars and smaller SUVs, but most trucks and SUVs can get by also. This guest suite on the upper floor offers a king and twin bed, large bathroom, and sitting room with a breakfast nook. Guests are provided special amenities such as a bidet, toaster oven, mini fridge, electric kettle, and ice maker.

Guest favorite
The cozy studio features a spacious bed framed by white walls and rustic wood beams. A small dining table sits nearby, while a vibrant rug adds warmth to the concrete floor. Natural light floods in through large windows, complemented by decorative plants and wall art.
Guest suite in West Plaza
4.91 out of 5 average rating, 708 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, patio deck, and comfortable mattress. Same day check-in time is after 6pm.

Top guest favorite
Home in Kansas City
4.96 out of 5 average rating, 139 reviews

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.

Top guest favorite
A modern kitchen features wooden cabinetry and a dark countertop. Stainless steel appliances include a refrigerator and a stove. Open shelving displays dishes and containers, while a sink is positioned beneath a window. Seating includes red bar stools and a dining table nearby.
Home in Roeland Park
4.89 out of 5 average rating, 341 reviews

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

Guest favorite
Home in Kansas City
4.95 out of 5 average rating, 995 reviews

Minimalist Modern Strawberry Hill Get-Away Home

Entire, separate entry, second floor studio. Minimalist modern decor, nice clean small space with everything you need. We aim to have your stay be an enjoyable experience, greeting you with a clean home, ensuring you have what you need during the stay, and being available as needed. Approximately 5-10 from downtown KCMO, Power and Light, City Market. Within walking distance of a few local family owned restaurants and bars.

Top guest favorite
A spacious living area features a comfortable gray sofa placed on a soft area rug. Natural light fills the space, accentuating wood beams and a lofted area with a bed. A wooden coffee table and dining set complete the cozy atmosphere.
Home in Kansas City
4.97 out of 5 average rating, 268 reviews

Charming Waldo Reader's Retreat

Sweet little bungalow in the heart of Waldo. Sits at the back of the property, so there is no fenced in yard. We had a new driveway poured in 2025, you’re welcome to use that or park on the street. Main bedroom is on the ground floor with an additional bed upstairs (the stairs are ladder-like, so not suitable for everyone!). We love this little house so much and think you will too.

Guest favorite
Townhouse in Roeland Park
4.95 out of 5 average rating, 104 reviews

Mins to downtown! Perfect Kansas City 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 vacation rentals

  1. Airbnb
  2. United States
  3. Kansas
  4. Johnson County
  5. Roeland Park