
Holiday rentals in Overland Park
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Top-rated holiday rentals in Overland Park
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~Comfort~Space~Location~PetFriendly~Patio~Grill~
🏡 3 bedroom 3 🛌 1 sectional 🛋 2 bath 🛁 3 📺Roku, Local Channels ✅highways, Ikea, Plaza-15 min, Westport10, airport30. Restaurants, stores and places of entertainment ✅Suitable for families with children. We provide a high chair and a playpen. ✅Both bathrooms are on the main floor ✅No stairs (Laundry in the basement) ✅Two car garage, parking on the driveway and street parking ✅ Fenced Backyard ✅Park, playground, picnic shelter within walking distance ❌Pets must stay off furniture and beds

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.

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!

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.

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.

Jefferson St. Cottage - Large Home w/ Fenced Yard
🏡 3 Bedrooms • 2 Baths • Sleeps 6 🏡 Spacious home with dedicated office + high-speed Wi-Fi 🏡 King primary suite + 2 Queen bedrooms 🏡 Fully updated kitchen + full coffee bar 🏡 Cozy living room with Smart TV & board games 🏡 Dining table for 6 & in-home washer/dryer 🏡 Private driveway + small garage for compact car 🏡 Fenced backyard & great Waldo location near Brookside, UMKC & The Plaza

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

4 bedroom Private home

Family-Friendly FiFA Base Camp w/Game Room&Firepit

*Walk to Downtown OP*/Pet Friendly

The Cabin

World Cup Luxury in Lenexa w/hot tub Sleeps 10

Modern Family Duplex Gateway by YDSH GuestMind

Comfy Hideaway in Merriam

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 | £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
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 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
- 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




