Holiday rentals in Overland Park
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Top-rated holiday rentals in Overland Park
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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.
Duplex•Slps9•Playroom:20mi to Arrowhead FIFA 2026
Our property is conveniently located approximately 20 miles (25-minute drive) from Arrowhead Stadium, for the 2026 FIFA World Cup. Our comfortable 2-story duplex is an ideal haven for groups of any size visiting Overland Park. Boasting 3 bedrooms, 2.5 bathrooms, and a fenced backyard, we ensure a hassle-free stay. Conveniently located near major highways (69, I-435, I-35) you'll have easy access to local sports complexes, KC downtown, Plaza, Power & Light district are just a short drive away!
Stylish 2 Bedroom, 2 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 shops & restaurants. Walk across the street to Burg & Barrell for great food or a craft beer. Short walking distance to CVS Pharmacy, Dollar Tree, Metcalf Liquors, China Town & Price Chopper. Centrally located and only 15 minutes from either The Country Club Plaza or Downtown Kansas City. *Apartment is an upstairs unit.
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!
Cozy Downtown Apartment
Be our guest and enjoy a pleasant and peaceful retreat in your private, tastefully decorated apartment attached to our home. The open design features a spacious living room, ROKU TV, a desk and full-scale kitchen. Drift off into a deep sleep in the separate bedroom in the luxurious and cozy queen size bed. The large, illuminated bathroom offers a tub with pulsating jets as well as a separate shower, floating vanity and laundry closet. Downtown shops and dining are just a short walk away.
Comfy Hideaway in Merriam
This beautiful home is located in a quiet and peaceful neighborhood in Merriam, KS, yet only minutes away from downtown KC and the Country Club Plaza. Conveniently situated near parks, shopping, and dining, this place is your perfect base to explore the vibrant Kansas City area. Ideal for families, friends, or solo travelers seeking a relaxing place to stay. The home features modern amenities, cozy furnishings, and a fully equipped kitchen. We warmly welcome people of all backgrounds.
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!
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.
Chic Modern Home in Downtown Overland Park
Chic modern stay in the heart of Downtown Overland Park! Relax with a plush king and queen bed, 1Gbps fast Wi-Fi, & washer/dryer. Walk to cafes, bars, shops, & the farmer’s market. Just 15 min to Plaza/downtown KC, 25 min to Arrowhead/MCI airport. Fully equipped kitchen & parking included. Perfect for couples or small groups (sleeps 4 w/ a queen air mattress available upon request). Book now for a comfy, convenient getaway that blends style & location—your ideal home base!
Enjoy Nature at Modern Farmhouse Close to City
The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.
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.
Popular amenities for Overland Park holiday rentals
Stay near Overland Park's top sights
Other great holiday rentals in Overland Park
Modern Mission Home w/ Yard + Great Location
Modern 3 Bedroom Home, Sleeps 7, F WiFi + Parking
Stylish Retreat Minutes to Everything KC
Zen House 1 Bed|1Bath Free Wi-Fi Free Parking Spot
The Farley House
The Cozy Nest- Central Overland Park, Near Highway
Room for Everyone | Sleeps 10 | Bunks+Bonus Space!
Nall Hills Gem! Great location & new interior!
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $165 SGD | $169 SGD | $187 SGD | $163 SGD | $176 SGD | $184 SGD | $178 SGD | $176 SGD | $172 SGD | $177 SGD | $191 SGD | $187 SGD |
| 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
What are the best places to stay in Overland Park?
Stays in central Overland Park, near green spaces or shopping areas, are often recommended for visitors. Suburban neighborhoods feature spacious accommodations for families and groups, with easy access to parks and local dining.
What are the best things to do in Overland Park with kids?
Kids enjoy exploring the Overland Park Arboretum and Botanical Gardens, interactive museums, and hands-on science centers. Playgrounds, splash parks, and seasonal events around neighborhoods provide family-friendly fun.
What are some of the best things to do in Overland Park?
Stroll gardens at the Overland Park Arboretum and Botanical Gardens, browse local art galleries, and visit suburban parks for outdoor recreation. Historic markets and seasonal festivals add to the city’s cultural scene.
How is the weather in Overland Park?
Overland Park sees cold winters around 20–38°F (-7–4°C) and warm summers near 88°F (31°C), with rainfall peaking in spring and early summer. Layered clothing and rain gear are useful, especially from March to June.
When is the best time to visit Overland Park?
Late spring and early autumn have milder temperatures, blooming gardens, and frequent community events. Summer is often popular for outdoor activities, though afternoons can be warm and humid.
What are the best places to visit in Overland Park?
Explore the Overland Park Arboretum and Botanical Gardens, stroll through downtown galleries, or relax at neighborhood parks. Locally-run restaurants and community markets round out popular spots.
What are some hiking trails in Overland Park?
Wander pathways in the Overland Park Arboretum and Botanical Gardens, stroll through local parks, or follow nature trails along wooded creeks. These spaces have loops and easy walking routes accessible for many visitors.
What are some family activities we can do in Overland Park?
Families frequently explore the Overland Park Arboretum and Botanical Gardens, visit interactive science centers, or enjoy playgrounds in local parks. Seasonal festivals and farmers markets add variety to family outings.
What are some of the best day trip ideas from Overland Park?
Day trips often include exploring Kansas City’s museums or public markets, venturing to state parks for hiking, and visiting nearby historic towns for local shopping and arts. Seasonal outdoor recreation can be found around lakes and trails.
Are there any pet friendly accommodations available in Overland Park?
Many stays near Overland Park's parks and residential neighborhoods welcome pets. The city has dog-friendly outdoor spaces, making it easy to explore with your companion.
What are some local tips for visiting Overland Park?
Locals often suggest visiting parks during weekdays for quieter walks, bringing water on hot summer days, and reserving spots early for busy restaurants. Farmers markets and outdoor events draw crowds, so arrive early to enjoy them.
What is Overland Park known for?
Overland Park is known for its botanical gardens, vibrant arts scene, and family-friendly attractions. The city has extensive green spaces and is recognized for community festivals and local dining.
What are the best hidden gems to explore in Overland Park?
Explore neighborhood art galleries, small coffee shops, and local parks that are tucked away from busy areas. Family-owned restaurants and gardens around suburban sections often surprise visitors with unique experiences.
What are the best foods to try in Overland Park?
Overland Park has a mix of classic barbecue, Kansas City-style steaks, and locally inspired comfort food. International cuisines, fresh baked goods, and seasonal produce are frequently suggested by locals.
What should I bring for a trip to Overland Park?
Pack layers to adapt to variable weather, as temperatures range from 20°F (-7°C) in winter to 88°F (31°C) in summer. Bring comfortable shoes for parks and attractions, plus an umbrella for spring and early summer rain.
What is the nightlife in Overland Park like?
Nightlife in Overland Park blends laid-back lounges, craft breweries, and late-night restaurants, mostly centered around the downtown area. Live music and casual venues are often recommended for an evening out.
What are the most popular events or festivals in Overland Park?
Overland Park frequently hosts art fairs, seasonal farmers markets, and community festivals, particularly in late spring and early autumn. The area is also known for music and food events around downtown and local parks.
Are there family friendly vacation rentals in Overland Park?
Overland Park has many vacation rentals in welcoming neighborhoods, often featuring amenities like multiple bedrooms, kitchens, and outdoor spaces. Areas around parks and near major attractions make it easy to enjoy family activities.
Quick stats about holiday rentals in Overland Park
Total holiday rentals
Explore 950 holiday rentals in Overland Park
Nightly prices starting at
Overland Park holiday rentals start at $25 SGD per night before taxes and fees
Verified guest reviews
Over 48,100 verified reviews to help you choose
Family-friendly holiday rentals
670 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 350 rentals that welcome pets
Holiday rentals with a pool
90 properties feature pools
Rentals with dedicated workspaces
580 properties have a dedicated workspace
Wifi availability
930 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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- GEHA Field at 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
- Kansas City Convention Center
- Jacob L. Loose Park
- Union Station
- Negro Leagues Baseball Museum
- Legends Outlets Kansas City
- T-Mobile Center
- Midland Theatre
- University of Kansas - Lawrence Campus
- Overland Park Arboretum & Botanical Gardens
- Uptown Theater
- Overland Park Convention Center
- Children's Mercy Park
- Kansas City Power & Light District
- Kauffman Center for the Performing Arts
- National World War I Museum and Memorial
- Science City at Union Station
- Kansas Speedway