House holiday rentals in Overland Park

4.98 out of 5 average rating, 131 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, 119 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, 213 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.

4.89 out of 5 average rating, 130 reviews

Home in Kansas City

Hilltop Home - Skyline Views - Walk to BBQ & Bars

Sweeping skyline views from this design-forward hilltop retreat - your basecamp atop the city for FIFA World Cup, museums, nightlife, kids' attractions and more. You're 5-15 minutes from most attractions in KC - or walk to Slap's BBQ & nearby bars in the neighborhood. Features soaring timber beams, craft coffee bar & a game room, plus great bedding, dedicated office & curated details across 2,000 sq. ft. of space to spread out in. Ideal for groups of 4-6 seeking the unique over the ordinary.

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, 550 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.

4.96 out of 5 average rating, 228 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, 156 reviews

4BR Getaway w/ Pool Perfect for Families/Sleeps 10

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.

4.91 out of 5 average rating, 103 reviews

A cozy living area is highlighted by a modern sofa adorned with decorative pillows. A flat-screen television is mounted above a sleek fireplace, where flickering flames create a warm ambiance. Light filters through window treatments, enhancing the inviting atmosphere.

Home in Prairie Village

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.

4.98 out of 5 average rating, 248 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 to 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 ⚽️⚽️

Superhost

Home in Mission

4.84 out of 5 average rating, 113 reviews

Mission Outlook - Gorgeous Home + Pet Friendly

🏡 2 Bedrooms + Loft • 1 Bath • Sleeps 6 🏡 2 Queens + 1 Full bed in loft 🏡 Smart TVs in living room & bedrooms 🏡 Fully equipped kitchen + coffee bar 🏡 Dining table for 8 🏡 Sunroom w/ desk & seating 🏡 Fenced backyard – pet friendly 🏡 Private driveway + free street parking 🏡 High-speed Wi-Fi & board games 🏡 Cozy sectional & inviting decor throughout

Popular amenities for Overland Park house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.83 out of 5 average rating, 180 reviews

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.

Home in Westside North

Amazing House with Heated Pool & Rooftop Hot Tub!

4.86 out of 5 average rating, 49 reviews

Home in Lenexa

Cozy Townhome In Lenexa:Sleeps 5:Community Pool

5 out of 5 average rating, 56 reviews

The modern home features a striking exterior combining dark and light panels. The outdoor area includes a shimmering pool, lounge chairs, and a spacious screened-in lanai. Surrounded by greenery, the scene offers a comfortable space for relaxation and socializing in an inviting atmosphere.

Home in Bucyrus

Modern Home with shipping Container Pool

4.93 out of 5 average rating, 198 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, 141 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, World Cup- walk to FIFA Fan Shuttle

5 out of 5 average rating, 40 reviews

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.

Home in Lenexa

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, 80 reviews

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

4.95 out of 5 average rating, 140 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

Weekly house rentals

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, 43 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, 34 reviews

The Evergreen Retreat

4.86 out of 5 average rating, 86 reviews

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.

Home in Lenexa

The Station KC - Arcade Bungalow

The bungalow's exterior features a light-colored facade with teal shutters framing the windows. A small porch is accessible by stairs, and a single-car garage is attached to one side. The front yard is grassy, adorned with trees, while a concrete driveway leads to the garage.

4.89 out of 5 average rating, 47 reviews

Charming Bungalow with Spacious Yard

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, 85 reviews

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

A bright and inviting living area features a modern circular area rug and a mix of comfortable seating options. A sleek coffee table sits at the center, while natural light enters through large windows. Bright wall art adds a touch of color to the space.

4.94 out of 5 average rating, 35 reviews

Overland Park Retreat

The exterior of a midcentury home showcases a modern design with a carport accommodating two vehicles. Mature trees surround the property, providing shade to the landscaped yard. A spacious driveway leads to the entrance, which features a contemporary door and decorative plants.

4.94 out of 5 average rating, 90 reviews

Mid-Century Modern Living

4.98 out of 5 average rating, 99 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 Mission

Comfy Hideaway in Merriam

Private house rentals

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, 44 reviews

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

5 out of 5 average rating, 7 reviews

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

A welcoming open-plan living area features comfortable seating and a large wall-mounted television. A dining table and chairs are positioned nearby, while the kitchen area is visible in the background, showcasing modern appliances and counter space. Natural light fills the space, enhancing the cozy atmosphere.

4.95 out of 5 average rating, 77 reviews

Cozy Beverly Retreat

4.95 out of 5 average rating, 58 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

5 out of 5 average rating, 61 reviews

An aerial view of the backyard showcases a vibrant synthetic turf area with a colorful pickleball court and a kid's playground. A cozy seating area with outdoor furniture, including a picnic table, is visible, inviting relaxation and outdoor socializing.

Home in Shawnee

Pickleball • HotTub • Games • Theater • Golf+ More

4.93 out of 5 average rating, 41 reviews

Home in Prairie Village

Bright Cozy Prairie Village Home• Large Back Yard

5 out of 5 average rating, 9 reviews

4BR House w/ BBQ grill, Game room & 6 TVs!