Vacation rentals in Overland Park

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.

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

16 Guests ~ Arcade ~ Hot Tub ~ Sauna ~ Fire Pit

Welcome to The Prairiehaven. Our one-of-a-kind home sleeps up to 16 guests and is packed full of fun resort style amenities for all ages to enjoy: 🕹️ Arcade 🍿 Movie Room 🍬 Snack Bar 🤳 Mural Selfie/Picture Wall 🎱 Billiards 🎲 Game Room 🏀 Basket Ball Goal ♨️ Hot Tub 🧖 Sauna 🔥 Fire Pit 📽️ Outdoor Movie Projector 🧒 Kids Playground 📚 Reading Nook 😊 Family Friendly (high chair, toys & games) 📍 Centrally Located (Airport, Sports, Dinning, Parks, Shopping)

Charming Overland Park Retreat Near KC Attractions

Enjoy stylish comfort in this updated 1 bed 1 bath condo with sleeper sofa located in a safe + quiet area with easy access to KC attractions, dining, coffee shops, and entertainment. Perfect for travelers, professionals + visitors looking for a clean, relaxing convenient stay. Just minutes from Downtown Overland Park + KC, Country Club Plaza, local restaurants, shopping + popular attractions. Sports fans appreciate convenient access to Stadiums. Filling Station Coffee right across the street!

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.

The Station KC - Arcade Bungalow

Welcome to our uniquely themed Airbnb, where nostalgia meets excitement! Step into a vibrant space inspired by the golden age of trains and the thrill of arcades. Enjoy the charm of vintage railway elements and an Industrial & Midcentury modern-inspired aesthetic. You’ll have access to an action-packed arcade lounge featuring two classic-style arcade machines loaded with free-to-play games and a full-size air hockey table. Perfect for families, friends, & couples looking for a fun escape.

Cozy Downtown Apartment

Be our guest and enjoy a pleasant and peaceful retreat in your private, tastefully decorated apartment attached to our home. The open design features a spacious living room, ROKU TV, a desk and full-scale kitchen. Drift off into a deep sleep in the separate bedroom in the luxurious and cozy queen size bed. The large, illuminated bathroom offers a tub with pulsating jets as well as a separate shower, floating vanity and laundry closet. Downtown shops and dining are just a short walk away.

Entire Private Basement with Walkout Entrance

Private basement with two queen beds, couch, memory foam cot (upon request), full bathroom, washer/dryer, coffee maker, toaster, microwave, snacks, mini fridge (no freezer), WiFi, and a TV. Bedrooms have curtains, not doors. One AC/heating unit for whole home. We will be upstairs during your stay. We are not loud but you will hear us walk around upstairs. There is a walkout door to backyard. You will be able to park on the east side of the driveway. Walkway to backyard is well lit.

Prestige-Stunning Home W/Game Room+ Mins to Plaza

⭐ Fully renovated 3BR home in Fairway, KS — minutes from KC attractions ⭐ Main-level primary suite with spa-style en-suite bath + clawfoot tub ⭐ Open-concept kitchen with quartz counters + full coffee bar ⭐ Cozy living room with gas fireplace + Smart TV ⭐ Upstairs game room with Xbox + lounge space ⭐ Private office, exercise area, and landscaped backyard ⭐Conveniently located less than 5 minutes from The Shops of Prairie Village and roughly 10 minutes from the Country Club Plaza!

Studio Guest House

Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse has a full kitchen, TV, a new a/c/heater, and google fiber internet. In case you get lonely, we have 2 friendly dogs always looking for attention. We are about 45 minutes away from the Kansas City airport, Kauffman Stadium, Arrowhead Stadium, the KU main campus, and the Harry S Truman sports complex. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas barbecue and shopping.

Contemporary Comfort/Fire Pit & Mini Golf

Enjoy a stylish, updated 3BR/2BA home in Overland Park—minutes to the Plaza, downtown KC, Topgolf, Andretti Indoor Karting, Tap In Golf, plus grocery stores, coffee shops, dining, and parks. Relax with plush beds, a fully stocked kitchen, 1Gb Wi‑Fi, and a dedicated workspace. Families love the Pack ’n Play, fenced yard, and game-filled basement with ping pong and putting green. Self check-in and simple house guidelines ensure a smooth, comfortable stay.

Prairie View - Comfy & Convenient | 2BR | 1.5 BA

Located in a quiet and peaceful neighborhood, close to shopping and restaurants. Great location to the Kansas City area, 5 minutes to Downtown Overland Park, 5 minutes to The Shops of Prairie Village, 20 minutes to the Country Club Plaza, 18 minutes to Crown Center, 30 minutes to the Power and Light District, 30 minutes to Chiefs Football Stadium/Royals Baseball Stadium and 30 minutes to Kansas City International airport (MCI).