
Holiday rentals in Overland Park
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Top-rated holiday rentals in Overland Park
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

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

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

Where's Waldo? - Garage Loft
This tiny loft apartment is located in an old neighborhood with big trees, and just a short walk away from Waldo shops, restaurants and bars. Easy travel to Westport, Country Club Plaza, Crossroads, River Market, Power & Light, and many more super fun KC gems. The apartment is in the space that once was our old garage, so it's attached to our home. You have a separate and private entrance, full bath with an amazing shower, a small kitchen with appliances, and a loft bedroom with ladder access.

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.

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.

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.

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.

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!

modern x charming 1930s farmhouse! 10 min plaza!
Step into our fully renovated 1930s farmhouse and be welcomed by natural light and an inviting open concept. The kitchen features beautiful marble countertops and all the essentials. Relax in the stunning black freestanding bathtub or dine al fresco on the spacious outdoor patio. With three cozy bedrooms, including two queen-size beds and one full-size bed, this home can accommodate up to six guests. Experience the perfect blend of old-world charm and modern convenience during your stay.

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.
Popular amenities for Overland Park holiday rentals
Stay near Overland Park's top sights
Other great holiday rentals in Overland Park

Cozy Downtown Apartment

Minimalist Modern Strawberry Hill Get-Away Home

Private DayLight Basement, Own Entrance, 1800 s/f

Prestige-Stunning Home W/Game Room+ Mins to Plaza

Charming Bungalow with Spacious Yard

Cheerful 3 bedroom home in quiet safe neighborhood

Comfy Hideaway in Merriam

Grace House, quiet, it has heating, hot water
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £90 | £91 | £97 | £95 | £103 | £108 | £104 | £103 | £101 | £104 | £112 | £110 |
| Avg. temp | -2°C | 1°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 20°C | 14°C | 6°C | 1°C |
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 holiday rentals in Overland Park

Total holiday rentals
Explore 780 holiday rentals in Overland Park

Nightly prices starting at
Overland Park holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 47,940 verified reviews to help you choose

Family-friendly holiday rentals
540 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 300 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wifi availability
770 of Overland Park holiday rentals include wifi 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!
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- Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- T-Mobile Center
- Kansas City Convention Center
- Legends Outlets Kansas City
- Uptown Theater
- University of Kansas - Lawrence Campus
- Hyde Park
- Overland Park Arboretum & Botanical Gardens
- Science City at Union Station
- National World War I Museum and Memorial
- Crown Center
- Bartle Hall
- Kauffman Center for the Performing Arts
- Midland Theatre
- Union Station
- The Ewing And Muriel Kauffman Memorial Garden




