Vacation rentals in Overland Park

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Top-rated vacation rentals in Overland Park

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Top guest favorite
Home in Shawnee Mission
4.98 out of 5 average rating, 133 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 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 Shawnee Mission
4.93 out of 5 average rating, 395 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

Top guest favorite
A modern living room features a blue sofa and two wooden chairs arranged around a coffee table. A large wall-mounted TV is above a white fireplace. Natural light enters through sliding glass doors, revealing a private terrace beyond. Colorful wall art adds visual interest.
Townhouse in Shawnee Mission
5 out of 5 average rating, 139 reviews

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.

Guest favorite
A spacious entertainment area is highlighted by a large projection screen showcasing vibrant content. Modern wall sconces provide soft illumination, while a sleek glass table complements the contemporary sectional seating arranged thoughtfully to encourage relaxation.
Home in Shawnee Mission
4.88 out of 5 average rating, 217 reviews

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.

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 Shawnee Mission
4.94 out of 5 average rating, 557 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 Shawnee Mission
4.97 out of 5 average rating, 231 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
A private pool surrounded by a diamond cut concrete patio is visible. Lounge chairs and an umbrella provide shaded seating. The backyard is enclosed by a privacy fence, with the house in the background featuring multiple windows and a deck access.
Home in Shawnee Mission
4.96 out of 5 average rating, 159 reviews

4BR Getaway w/ Pool Perfect for Families/Sleeps 10

World Cup oasis -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 April–late Sept/early Oct, weather permitting.

Top guest favorite
A cozy bedroom features a spacious bed adorned with a patterned quilt and decorative pillows. Bedside tables are positioned on either side, and natural light filters in through two windows, complemented by navy curtains. A plush rug adds comfort to the wooden floor.
Apartment in Shawnee Mission
4.99 out of 5 average rating, 100 reviews

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.

Guest favorite
A spacious living area features a large, light-colored sectional sofa positioned on a textured area rug. Exposed wooden beams and modern pendant lights highlight the ceiling. In the background, an open-concept kitchen is partially visible, showcasing a clean, renovated design.
Loft in Kansas City
4.96 out of 5 average rating, 263 reviews

Truman Loft

Truly one of a kind Historic property converted into a spacious, cozy loft in the heart of South KC. This 100-year-old space(5 min from HS Truman farm. He spoke on this stage on his first political campaign) has been completely rennovated with concrete countertops, beautifully vaulted ceilings, huge bathroom, built in workspace and even a fun kid's room. Let the natural light pour through the massive windows or close the curtains and dim the lights:) We hope you enjoy it as much as us!

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 Downtown Kansas City
4.97 out of 5 average rating, 263 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
Home in Shawnee Mission
5 out of 5 average rating, 127 reviews

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!

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 Shawnee Mission
4.99 out of 5 average rating, 234 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.

Popular amenities for Overland Park vacation rentals

When is the best time to visit Overland Park?

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Avg. priceﺩ.ﺇ477ﺩ.ﺇ488ﺩ.ﺇ540ﺩ.ﺇ470ﺩ.ﺇ507ﺩ.ﺇ533ﺩ.ﺇ514ﺩ.ﺇ507ﺩ.ﺇ496ﺩ.ﺇ510ﺩ.ﺇ551ﺩ.ﺇ540
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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 950 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 48,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    670 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 350 rentals that welcome pets

  • Vacation rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    580 properties have a dedicated workspace

  • Wi-Fi availability

    930 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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