House holiday rentals in Overland Park

4.98 out of 5 average rating, 130 reviews

Luxury Retreat 1 block to downtown OP

Looking for better than average? Designed as a comfortable, relaxing, model smart home with the latest features. For the perfectionist that seeks a better stay for work, play or relaxing. Eating healthy? Masticating Juicer, & Ninja. Coffee? French Press, Coffee Grinder, Nespresso, & Keurig. Clean, comfortable, peaceful and one block to downtown Overland Park. Gel, memory foam mattress. Low profile shower w/ handheld. Grout free, clean, Onyx shower. HVAC has UV, Ozone & bio-scrubber. Outdoor pa

4.99 out of 5 average rating, 111 reviews

A dining area is highlighted by a round wooden table surrounded by four gray chairs. Floating shelves are adorned with books and decorative items. A large potted plant adds a touch of greenery, while a decorative mirror reflects light and space.

Home in Southmoreland

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.

4.93 out of 5 average rating, 393 reviews

A spacious sleeping area features a queen-size bed dressed in soft linens and a blue sofa, along with a coffee table. A smart TV is mounted on the wall, and a desk is positioned in the adjacent office area, illuminated by natural light from nearby windows.

Home in Mission

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

A bright living room features a comfortable leather sectional couch and two circular coffee tables. Natural light floods in through large windows adorned with dark curtains. Exposed wooden beams add character to the ceiling, while a modern TV is mounted on the wall.

4.95 out of 5 average rating, 164 reviews

Room to Spread Out • Central Overland Park

3 King Size Beds, 1 Bunk Bed (Full & Twin Size) 6 Smart TVs, Driveway Parking, Washer & Dryer, oversized backyard w/ patio, batting cage & swing set. *15 Minutes to Downtown KC, Country Club Plaza, Crown Center! *23 Min to Chiefs & Royals stadiums. *5 Minutes to Downtown Overland Park ft. restaurants, farmers market, bars & more! Main Level: + Open living room + Updated kitchen & dining + 3 bedrooms & full bath Lower Level: + Second living area + 1 bedroom & full bath + Wet bar + mini fridge

Superhost

A spacious entertainment area is highlighted by a large projection screen showcasing vibrant content. Modern wall sconces provide soft illumination, while a sleek glass table complements the contemporary sectional seating arranged thoughtfully to encourage relaxation.

Home in Prairie Village

4.87 out of 5 average rating, 212 reviews

Spacious Luxury Retreat w/ Hot Tub & Movie Theatre

Relax and take a break in this spacious family retreat! Check out the great outdoor space with 8-person hot tub, firepit and quite patio. Relax inside on the 12' sectional and watch your favorite movie on a 150" screen! Little kids will love swinging on the back yard playset, or climbing on the 25' pirate ship and two-story castle! Pool table in the game room is great for all ages! All bedrooms feature plush bedding and high quality mattresses and smart TVs. Full kitchen cutlery and utensils.

A cozy living area is highlighted by a large wall mural featuring trees and soft light. A sectional sofa and an armchair provide comfortable seating. A small coffee table sits on a patterned area rug, while a television and a work desk are positioned nearby.

4.94 out of 5 average rating, 547 reviews

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.

A dining area is featured with a wooden table surrounded by four chairs. A colorful piece of wall art adds interest to the room. Opposite, a wooden sideboard displays dinnerware, while an open doorway leads to a comfortable living area with a sofa.

4.97 out of 5 average rating, 223 reviews

Glenwood Getaway - Great Location!

Experience the best of Overland Park from our charming, updated ranch. Nestled in a quiet neighborhood near downtown, this home allows you to experience the local lifestyle at its best. With two bedrooms, a modern bathroom and all the comforts of home, you will never want to leave! The interior blends cozy charm with contemporary amenities, while the secluded half-acre backyard is perfect for unwinding. Whether you’re here for a weekend escape or a longer stay, your perfect getaway awaits!

A private pool surrounded by a diamond cut concrete patio is visible. Lounge chairs and an umbrella provide shaded seating. The backyard is enclosed by a privacy fence, with the house in the background featuring multiple windows and a deck access.

4.96 out of 5 average rating, 154 reviews

Top-Rated 4BR/Private Pool/Patio Perfect 4 Groups

World Cup oasis -4-bedroom home with heated private pool, ideal for families and professionals. Comfortably sleeps up to 10 guests and is a great home base for out-of-town visitors attending World Cup matches or watching the games during downtime. Located in a desirable neighborhood close to dining, shopping, and golf. Features 4 bedrooms (2 en suite), 3.5 baths, a fully equipped kitchen, large laundry room, and two living spaces. Pool open April–late Sept/early Oct, weather permitting.

5 out of 5 average rating, 123 reviews

Home in Fairway

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!

4.98 out of 5 average rating, 453 reviews

A bright dining area is showcased, featuring a wooden table surrounded by four chairs. Large windows allow natural light to fill the space, offering views of the surrounding landscape. Floral centerpieces enhance the inviting atmosphere, while cozy seating is visible along the window ledge.

Home in Kansas City

Enjoy Nature at Modern Farmhouse Close to City

The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.

A bright and inviting living area showcases a modern red sofa with decorative cushions. Colorful artwork adorns the walls, and a warm wooden floor adds character. Natural light filters in through large windows, enhancing the cozy atmosphere of the space.

4.92 out of 5 average rating, 332 reviews

Comfortable home~quiet neighborhood

Color and art create this comfortable space. Enjoy a nice walk around the neighborhood with easy access to Old Overland Park which is filled with quaint shops, restaurants, bakeries and an awesome farmer's market. Antioch Acres Park is just a few blocks away. Easy highway access to I35 and just 15 minutes from downtown Kansas City. Great for business professionals looking for a home away from home while traveling for work.

4.98 out of 5 average rating, 247 reviews

A modern living area features a stylish light-colored sofa and a green accent chair, arranged around a circular coffee table. Floor-to-ceiling windows provide ample natural light and views of the surrounding greenery. A wooden accent wall and sleek television add to the contemporary design.

Home in Rosedale

Luxury 2bd+Loft Sleep 7 <20 min from World Cup

Soccer Fans! Welcome to your modern urban retreat located in Kansas City's vibrant Rosedale neighborhood. This 2 bedroom plus loft (sleeps 7) and 2.5 bathroom home is designed to provide you with luxurious comfort and eco-friendly style, making your stay truly exceptional. ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑ ⚽️⚽️ WELCOME TO KANSAS CITY WORLD CUP 2026 TEAMS & TICKET HOLDERS ⚽️⚽️

Popular amenities for house rentals in Overland Park

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Downtown Kansas City

A serene outdoor space is showcased with a heated saltwater pool surrounded by smooth concrete and lush greenery. Two lounge chairs are positioned near the pool, while a cozy structure is visible in an adjacent area, offering a shaded retreat.

4.83 out of 5 average rating, 180 reviews

Amazing House with Heated Pool & Rooftop Hot Tub!

4.86 out of 5 average rating, 49 reviews

Cozy Townhome In Lenexa:Sleeps 5:Community Pool

4.93 out of 5 average rating, 196 reviews

A spacious living room features a gray-brick fireplace with an artistic representation of a tree above. Light gray walls complement the subtle decor, while plants and decorative items are arranged on white bookshelves. A brown couch with blue cushions faces a glass table, enhancing the inviting space.

Home in Shawnee

5 level home. Holiday Ready.

4.97 out of 5 average rating, 140 reviews

A single-story bungalow is surrounded by lush green grass and large shade trees. The light-colored exterior features a bold blue front door, and multiple windows showcase views of the well-maintained yard. A paved driveway leads to an adjoining garage.

Home in Lee's Summit

Cozy home, work/play, easy access to all things KC

A serene outdoor space features a heated pool surrounded by lush greenery. Comfortable lounge chairs are positioned under a shaded umbrella. The landscaped yard includes low shrubs and decorative stones, creating a relaxed atmosphere for leisure.

5 out of 5 average rating, 39 reviews

World Cup Luxury in Lenexa w/hot tub Sleeps 10

An in-ground swimming pool is surrounded by a spacious deck, featuring colorful inflatable floats. Adjacent to the pool, a wooden deck area provides additional outdoor space, and nearby trees offer natural shade. The setting captures a serene environment for relaxation.

4.86 out of 5 average rating, 79 reviews

Big Pool, Hot Tub & Gym at Spacious 5 Bedroom Home

4.95 out of 5 average rating, 138 reviews

The open living area features cozy furniture, including a sofa with a throw blanket and two blue chairs. A dining set is visible in the background. The game room showcases a pool table, while the outdoor area includes a Cowboy Pool and seating around a firepit.

Home in Kansas City

Ranch Getaway w/ Pool, Game room, Fire pit

5 out of 5 average rating, 18 reviews

Home in Lee's Summit

Stay at Whispering Pines

Weekly house rentals

A spacious living area features a large sectional sofa, complemented by a round coffee table. Natural light streams through multiple windows, enhancing the warm orange wall. A small desk is present, along with a decorative area rug that adds texture to the hardwood floor.

4.96 out of 5 average rating, 74 reviews

Beautiful guest house South Overland Park

5 out of 5 average rating, 31 reviews

Home in Shawnee

Modern Chic Loft | Shawnee KS

5 out of 5 average rating, 5 reviews

Modern Home in Overland Park KS | Parking | Wi-Fi

A solid acacia wood dining table is set for a meal, surrounded by several dark, modern chairs. Overhead, three pendant lights provide illumination. In the background, a spacious living area showcases a large couch, a television, and natural light from multiple windows.

4.87 out of 5 average rating, 85 reviews

The Station KC - Arcade Bungalow

A spacious living area features a comfortable gray sofa and two black armchairs. A wooden coffee table sits on a textured area rug, enhancing the inviting feel. Natural light enters through large windows, illuminating the fireplace and wall-mounted television.

4.98 out of 5 average rating, 83 reviews

Downtown 3BR Delight w/ Wi-Fi Match Soccer Access

4.98 out of 5 average rating, 98 reviews

A bright living room features dark hardwood floors and comfortable seating arrangements, including two deep gray sofas and a round coffee table. Natural light filters through the blinds of a large window, while decorative plants add a touch of greenery to the space.

Home in Merriam

Comfy Hideaway in Merriam

The modern kitchen features a spacious island with bar seating for four. Elegant cabinetry and GE appliances are complemented by open shelving, showcasing dishes and decor. Large windows provide abundant natural light, while a high chair is positioned nearby for convenience.

4.98 out of 5 average rating, 47 reviews

HotTub+Sauna, GameRm, Firepit in Spacious 5BR

5 out of 5 average rating, 22 reviews

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

Private house rentals

4.95 out of 5 average rating, 40 reviews

EasyBlooms Cottage | Cozy, Eco-Friendly Retreat

A living room features a light-colored couch facing two dark armchairs, arranged around a wooden coffee table. A colorful wall art piece and a floor lamp add warmth, while natural light enters through a window with sheer curtains.

5 out of 5 average rating, 43 reviews

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

A modern living area is presented with large windows allowing natural light to fill the space. A beige sofa is positioned centrally, accompanied by two accent chairs. A round coffee table sits on a striped rug, contributing to the inviting atmosphere.

4.95 out of 5 average rating, 40 reviews

Modern Luxe Ranch - Downtown OP

The living area is furnished with a brown leather sofa and four white accent chairs, creating an inviting space. A round wooden coffee table is centered on a textured rug. Natural light fills the room through two large windows, framed by white curtains.

4.97 out of 5 average rating, 33 reviews

The Evergreen Retreat

Home in Brookridge Estates

A cozy living room features a sectional sofa in neutral tones, paired with a light-colored coffee table. A patterned area rug covers the floor, while a brick fireplace is set against a wood-paneled wall. Windows allow soft natural light to fill the space.

4.94 out of 5 average rating, 89 reviews

Secluded Oasis within City-kid friendly 4BR Home

5 out of 5 average rating, 18 reviews

Family Retreat with Hot Tub & Fire Pit

4.95 out of 5 average rating, 57 reviews

A modern kitchen features white cabinetry and stainless steel appliances. An island with two gold bar stools invites gathering. Natural light enhances the open layout, connecting the culinary space to a cozy living area visible in the background.

Home in Cherokee Hills

FIFA World Cup Football house w/Games &Firepit