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
Home in Overland Park
4.98 out of 5 average rating, 124 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

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, 665 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, 384 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

Guest favorite
A cozy living room is showcased with two brown leather sofas, a coffee table, and lamps on either side. A television is mounted on the wall opposite the seating. Natural light enters through two windows, while decorative items and plants add a welcoming touch.
Home in Olathe
4.83 out of 5 average rating, 105 reviews

Newly renovated - all amenities

Come and stay in our spacious & beautiful 1k sq ft apartment in the private, lower level of our home (we live upstairs). This space has been recently remodeled and has many sunny windows and great amenities for you. Our home is nestled in a popular Olathe neighborhood on a culture de sac that's known for safety and home town feeling. Guest have entire lower level to themselves. Host highly focused on great customer service and will always respond in a timely fashion to comments and questions

Guest favorite
A cozy living area showcases a comfortable armchair and a stylish ottoman atop a patterned rug. A modern kitchen with gray cabinetry and marble accents is visible in the background, enhancing the open layout. Natural light brightens the space through adjacent windows.
Apartment in Overland Park
4.88 out of 5 average rating, 122 reviews

Stylish 1 bedroom, 1 bath custom apartment home

Completely remodeled, stylish apartment home in the heart of downtown Overland Park. Conveniently located 4 blocks from downtown Overland Park's entertainment district with many unique shops & restaurants. Walk across the street to Burg & Barrell for great food or a craft beer. Short walking distance to CVS Pharmacy, Hawaiian Bros, Dollar Tree, Metcalf Liquors & Price Chopper. Centrally located and only 15 minutes from The Country Club Plaza or Downtown Kansas City. *This is an upstairs unit.

Top guest favorite
A cozy sleeping area features a spacious bed with striped bedding and layers of soft blankets. A dark upholstered bench with textured throws sits at the foot of the bed. A bedside lamp provides soft lighting, and a decorative cabinet stands nearby.
Guest suite in Olathe
4.98 out of 5 average rating, 483 reviews

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress rollaway (plz req rollaway) Washer/Dryer for your use. Wi-Fi Fiber. Sep. fenced backyard area with Priv. entry into your basemnt area that is located around the back of our main house. Parking space on prop. Dog park, walking trails. Pet fee is charged. Close to highwy, & shopping. We also have Solar panels that provide some back up for the heat/air and refrig. Entire daylight basement is separate from us upstairs with locked door. Does have couple of steps.

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, 203 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!

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, 441 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
A living area features exposed brick walls complemented by wooden shelving. A dark leather sectional sofa is paired with a light-colored throw, while a contemporary coffee table occupies the center. Natural light filters in through large windows, illuminating potted plants.
Apartment in Westside North
4.98 out of 5 average rating, 228 reviews

Historic, Industrial Flat in KC

Live the true Kansas-Citian lifestyle in this sparkling clean, and completely renovated 120-year-old brick beauty! Gorgeous hardwood floors, exposed brick walls, 10' island in the gorgeous chef's kitchen featuring gas cooktop and built-in oven/microwave. Spa-like bathroom with heated floors and rain shower head in the frameless glass shower. Spacious master bedroom with desk. Private rear deck and shared backyard. Walk minutes to KC's highlights: Crossroads, Street Car & Ferris Wheel!

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, 200 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.

Guest favorite
A bright living area features a modern couch adorned with colorful cushions. A small chair and table occupy one corner, and large windows provide natural light, offering views outside. A patterned area rug adds warmth to the space, enhancing the minimalist decor.
Home in Kansas City
4.95 out of 5 average rating, 990 reviews

Minimalist Modern Strawberry Hill Get-Away Home

Entire, separate entry, second floor studio. Minimalist modern decor, nice clean small space with everything you need. We aim to have your stay be an enjoyable experience, greeting you with a clean home, ensuring you have what you need during the stay, and being available as needed. Approximately 5-10 from downtown KCMO, Power and Light, City Market. Within walking distance of a few local family owned restaurants and bars.

Popular amenities for Overland Park vacation rentals

When is the best time to visit Overland Park?

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Avg. priceﺩ.ﺇ444ﺩ.ﺇ448ﺩ.ﺇ477ﺩ.ﺇ470ﺩ.ﺇ507ﺩ.ﺇ533ﺩ.ﺇ514ﺩ.ﺇ507ﺩ.ﺇ496ﺩ.ﺇ510ﺩ.ﺇ551ﺩ.ﺇ540
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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 180 vacation rentals in Nottingham Forest, over 2,090 vacation rentals in Shawnee Mission, and over 300 vacation rentals in Oak Park.

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

    Yes! Work meets play with ease at over 420 vacation rentals in Overland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Four-legged friends are welcome in Overland Park. Choose from more than 270 vacation rentals for guests traveling with pets.

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

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Overland Park, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Overland Park have wifi?

    Absolutely! We offer over 10 condo 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 110 house rentals with a bbq area in Overland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Overland Park have a gym?

    Absolutely! We offer over 20 apartment rentals with a gym in Overland Park. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Overland Park with our townhouse rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Overland Park has more than 40 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do guesthouse rentals in Overland Park have air conditioning?

    Absolutely! We offer over 10 guesthouse rentals with air conditioning 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 ﺩ.ﺇ73 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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  3. Kansas
  4. Johnson County
  5. Overland Park