Vacation rentals in Overland Park

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Top-rated vacation rentals in Overland Park

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

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Top guest favorite
A spacious sleeping area features a queen-size bed dressed in a turquoise coverlet, complemented by decorative pillows. Natural light floods through a nearby window covered with light curtains. A wooden dresser and bedside table add warmth to the room, while framed artwork enhances the decor.
Guesthouse in Westwood
4.99 out of 5 average rating, 671 reviews

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.

Top guest favorite
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
4.93 out of 5 average rating, 388 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 favorite
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.
Home in Overland Park
4.96 out of 5 average rating, 152 reviews

Luxury 4BR Oasis w/ Private Pool – Top Rated

World Cup–ready 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 early April–late Sept/early Oct, weather permitting.

Top guest favorite
A modern living room features a blue sofa and two wooden chairs arranged around a coffee table. A large wall-mounted TV is above a white fireplace. Natural light enters through sliding glass doors, revealing a private terrace beyond. Colorful wall art adds visual interest.
Townhouse in Lenexa
5 out of 5 average rating, 131 reviews

Art-filled Retreat w/ King Beds & Private Patio

Unwind at this art-filled, newly renovated townhouse minutes from restaurants, shopping and entertainment. Two king bedrooms with smart TVs make for a great getaway for two couples or a small family. Enjoy the fully-equipped kitchen or grill on the private patio. The basement serves as a lounge and office space and is equipped with a TV, sofa, desk, laundry room and full bath. Walk to the community pool or hit the courts for a game of basketball, tennis, or pickleball with provided equipment.

Guest favorite
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 Overland Park
4.94 out of 5 average rating, 539 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 favorite
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 Overland Park
4.97 out of 5 average rating, 212 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 favorite
A spacious living area features a large, light-colored sectional sofa positioned on a textured area rug. Exposed wooden beams and modern pendant lights highlight the ceiling. In the background, an open-concept kitchen is partially visible, showcasing a clean, renovated design.
Loft in Kansas City
4.96 out of 5 average rating, 250 reviews

Truman Loft

Truly one of a kind Historic property converted into a spacious, cozy loft in the heart of South KC. This 100-year-old space(5 min from HS Truman farm. He spoke on this stage on his first political campaign) has been completely rennovated with concrete countertops, beautifully vaulted ceilings, huge bathroom, built in workspace and even a fun kid's room. Let the natural light pour through the massive windows or close the curtains and dim the lights:) We hope you enjoy it as much as us!

Top guest favorite
The spacious basement living area features wood-paneled ceilings and soft carpeting. A round dining table with wooden chairs is positioned beside a cozy seating area that includes a couch and an armchair. A TV is mounted on the wall, offering entertainment options.
Home in Overland Park
4.95 out of 5 average rating, 444 reviews

Entire Private Basement with Walkout Entrance

Private basement with two queen beds, couch, memory foam cot or air mattress (upon request), full bathroom, washer/dryer, coffee maker, toaster, microwave, snacks, mini fridge (no freezer), table, WiFi, and a TV (Roku and antenna). 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 in the driveway. Walkway to gate located on east side of house. Walkway to backyard is well lit.

Top guest favorite
Home in Fairway
5 out of 5 average rating, 119 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 favorite
The exterior of a charming studio guesthouse is presented, featuring a white façade with decorative white trim. Two large windows and a door with a small wreath add to the inviting look. A black vehicle is parked in front, surrounded by greenery.
Guesthouse in Overland Park
4.99 out of 5 average rating, 210 reviews

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.

Top guest favorite
A small outdoor space features two black woven chairs facing a round black table, all set on green artificial grass. A door leads inside, while string lights create a soft glow along the wall. Decorative pillows add cozy touches to the seating.
Apartment in Lenexa
4.97 out of 5 average rating, 106 reviews

Home Away

Kick back and relax in this calm, stylish space containing all you need to make your stay home away. Located close to shopping malls, various food restaurants, fun interesting places to visit & adventure while accommodating both corporate business and leisure. Fast internet, fully stocked kitchen, bathroom and a dedicated work space. Access to a swimming pool, free gym, free parking, nature walk and a fenced dog park.

Superhost
A spacious living room is presented with a large smart TV mounted on a wooden entertainment unit. Comfortable leather seating surrounds a stylish coffee table. Sliding glass doors provide natural light and a view of the outdoor deck, enhancing the living area.
Townhouse in Overland Park
4.83 out of 5 average rating, 107 reviews

Comfortable Clean home*central location*

relaxing, clean and nicely decorated. It features 3 bedrooms 2 Full Bathroom with all new mattresses, freshly laundered linens, nicely stocked kitchen, everything you need for a great relaxing stay Conveniently location near highways for easy access to anywhere KC offers! .very close Oak Park Mall. 14min to downtown, P&L district best restaurants, coffee shops and grocery store near by

Popular amenities for Overland Park vacation rentals

When is the best time to visit Overland Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,275 GYDG$25,484 GYDG$27,155 GYDG$26,737 GYDG$28,826 GYDG$30,288 GYDG$29,244 GYDG$28,826 GYDG$28,199 GYDG$29,035 GYDG$31,332 GYDG$30,706 GYD
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Frequently Asked Questions

  • Where should I stay in Overland Park?

    Make yourself at home in Overland Park by choosing from our most frequently booked neighborhoods. We have over 2,090 vacation rentals in Shawnee Mission, over 180 vacation rentals in Nottingham Forest, and over 300 vacation rentals in Oak Park.

  • Are there pet-friendly vacation rentals in Overland Park?

    Four-legged friends are welcome in Overland Park. Choose from more than 300 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Overland Park?

    Yes! Work meets play with ease at over 470 vacation rentals in Overland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Overland Park vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Overland Park, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Overland Park?

    Overland Park has more than 540 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in hotel rentals in Overland Park?

    Experience the best of Overland Park with our hotel rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Overland Park have air conditioning?

    Absolutely! We offer over 80 apartment rentals with air conditioning in Overland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Overland Park have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Overland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Overland Park have a bbq area?

    Absolutely! We offer over 100 house rentals with a bbq area in Overland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Overland Park have a gym?

    Absolutely! We offer over 50 house rentals with a gym in Overland Park. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Overland Park

  • Total vacation rentals

    Explore 780 vacation rentals in Overland Park

  • Nightly prices starting at

    Overland Park vacation rentals start at G$4,178 GYD per night before taxes and fees

  • Verified guest reviews

    Over 47,940 verified reviews to help you choose

  • Family-friendly vacation rentals

    540 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 300 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wi-Fi availability

    770 of Overland Park vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Overland Park rentals

  • 4.8 Average rating

    Overland Park stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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