Vacation 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.

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

By Famous Plaza+Near DT 1BR APT w/ KTCHN+WorkSpace

🌃⭐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!

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.

~Antioch Cozy Ranch~Pet Friendly~Central~Remodeled

🏠2 bedroom 2 bed 1 sectional 🛋 Maximum capacity 4 adults and 2 children 2 Smart TVs, Roku, Local Channels 1 bath Tub/Shower ✅ close to highways ✅ Ikea-2min, Plaza-15, Westport-10, airport-30.Restaurants/stores /places of entertainment ✅ Clean, suitable for families with children. We provide a high chair and a playpen ✅One level living, no stairs ✅ Garage for a medium/compact car, street parking available Parks, playgrounds, picnic shelters close ❌Pets must stay off furniture and beds

Modern Prairie Village Home

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.

Private Penthouse +Balcony Overlooking 39th Street

Located atop the Meshuggah Bagels along the iconic West 39th Street, this renovated 3rd level flat is truly an urban oasis. Guests are treated to comfortable accommodations with private access to your own balcony overlooking 39th Street! Get a glimpse of Kansas City through the eyes of a local! Be sure to check out the virtual guide book full of local restaurants, shops, and nightlife. There’s something for everyone. From global cuisine to barbecue, shopping and more!

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.

Cheerful 3 bedroom fully renovated cottage home

The Hadley cottage is a great place to bring the family for a fun get-a-way or perfect for your work needs. This chic & modern cottage is 3 minutes from I-35 and conveniently located to get you anywhere in the KC metro quickly. This is a quiet neighborhood with wide sidewalks within walking distance to restaurants or shopping. The cottage features a renovated interior in 2022, huge fenced backyard, and a long driveway for ample parking.

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.

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