House holiday rentals in Overland Park

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Top-rated house rentals in Overland Park

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

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Top guest favourite
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 Kansas City
4.99 out of 5 average rating, 133 reviews

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.

Top guest favourite
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 Shawnee Mission
4.93 out of 5 average rating, 395 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 favourite
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.
Home in Shawnee Mission
4.95 out of 5 average rating, 167 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

Guest favourite
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 Shawnee Mission
4.88 out of 5 average rating, 218 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.

Guest favourite
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.
Home in Shawnee Mission
4.94 out of 5 average rating, 559 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.

Top guest favourite
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.
Home in Shawnee Mission
4.97 out of 5 average rating, 233 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!

Guest favourite
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 Shawnee Mission
4.9 out of 5 average rating, 105 reviews

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.

Superhost
A cozy living area is highlighted by a large television mounted on the wall. A comfortable chair with a decorative cushion sits beside a small table, while a patterned area rug covers the wooden floor. Soft natural light filters through sheer curtains, creating a welcoming ambiance.
Home in Shawnee Mission
4.77 out of 5 average rating, 119 reviews

The Flamingo Cool Ranch House

Welcome to our tasteful cool ranch house, The Flamingo, offering a comfortable retreat. With three inviting bedrooms, a well-appointed bathroom, and a king-size bed, you'll have plenty of space. Enjoy the convenience of lots of parking and a garage to securely store your vehicles. Step outside onto the deck or gather around the fire pit for cozy evenings under the stars. The one-step entry makes accessibility a breeze. Come experience tranquility and comfort in our charming ranch house.

Top guest favourite
Home in Shawnee Mission
5 out of 5 average rating, 128 reviews

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!

Top guest favourite
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.
Home in Shawnee Mission
4.92 out of 5 average rating, 337 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.

Top guest favourite
The living room features a comfortable white sofa paired with two wooden chairs. A round coffee table is centered on a patterned rug. A wall-mounted TV sits opposite the seating area, and artwork adorns the walls, complemented by natural light from the windows.
Home in Shawnee Mission
4.91 out of 5 average rating, 101 reviews

*Walk to Downtown OP*/Pet Friendly

Two blocks to Downtown Overland Park. Take advantage of cute coffee shops, restaurants, breweries and boutique shopping within walking distance. Located in a quiet neighborhood with spacious fenced backyard, pets welcome and pet fee does apply. Enjoy all Kansas City has to offer, 10 mins to Brookside, 15 mins to The Plaza, Crowne Center, the Rail Car, Power & Light and 20 mins to Arrowhead Stadium.

Top guest favourite
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 Kansas City
4.98 out of 5 average rating, 251 reviews

Luxury 3 br Sleep 7 <20 min to Soccer Stadium

Soccer/Football 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

When is the best time to visit Overland Park?

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Avg. price$190 SGD$190 SGD$211 SGD$183 SGD$203 SGD$203 SGD$204 SGD$202 SGD$189 SGD$207 SGD$208 SGD$216 SGD
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Quick stats about house rentals in Overland Park

  • Total holiday rentals

    Explore 760 holiday rentals in Overland Park

  • Nightly prices starting at

    Overland Park holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 33,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    600 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 270 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    440 properties have a dedicated workspace

  • Wifi availability

    740 of Overland Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Overland Park rentals

  • 4.9 Average rating

    Overland Park stays are highly rated by guests – averaging 4.9 out of 5!

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