
Vacation rentals in Overland Park
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Top-rated vacation rentals in Overland Park
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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

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.

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.

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.

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!

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.

Charming Basement Oasis
Pets- Dogs Only. Private basement suite with walk out entry, situated 1 mile from Historical Downtown Overland District. Within walking distance to South Lake Park. Basement suite is part of a single family home. The house is central air with thermostat located upstairs. Main level is occupied by residents & is separate from the basement suite. Suite includes full kitchen & laundry, full bathroom, walk in closet, one queen bed, & fold down sofa.

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.

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
Stay near Overland Park's top sights
Other great vacation rentals in Overland Park

Spacious Home With 2LivingSpaces|Fenced Yard+Pets

Stylish 2 Bedroom, 2 Bath Custom Apartment Home

Cozy Downtown Apartment

The Cabin

modern x charming 1930s farmhouse! 10 min plaza!

Santoclere - designer home at Corporate Woods

Room to Spread Out • Central Overland Park

20 mins to Chiefs & Sporting KC -Cozy 3BR~2BA
When is the best time to visit Overland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ444 | ﺩ.ﺇ448 | ﺩ.ﺇ477 | ﺩ.ﺇ470 | ﺩ.ﺇ507 | ﺩ.ﺇ533 | ﺩ.ﺇ514 | ﺩ.ﺇ507 | ﺩ.ﺇ496 | ﺩ.ﺇ510 | ﺩ.ﺇ551 | ﺩ.ﺇ540 |
| 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 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!
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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
- Kansas City Convention Center
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- Legends Outlets Kansas City
- T-Mobile Center
- Union Station
- University of Kansas - Lawrence Campus
- Uptown Theater
- Science City at Union Station
- Hyde Park
- Overland Park Arboretum & Botanical Gardens
- Bartle Hall
- Kauffman Center for the Performing Arts
- National World War I Museum and Memorial
- Crown Center
- Kansas City Power & Light District
- Midland Theatre




