Vacation rentals in Overland Park

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Top-rated vacation rentals in Overland Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious sleeping area features a queen-size bed dressed in a turquoise coverlet, complemented by decorative pillows. Natural light floods through a nearby window covered with light curtains. A wooden dresser and bedside table add warmth to the room, while framed artwork enhances the decor.
Guesthouse in Westwood
4.99 out of 5 average rating, 677 reviews

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.

Top guest favorite
A welcoming living room features a high ceiling with a large clock above the white brick fireplace. A comfortable sofa and plaid armchair are complemented by wooden coffee and side tables. Soft lighting is provided by two lamps, creating a relaxed ambiance.
Townhouse in Overland Park
4.94 out of 5 average rating, 210 reviews

Bright and spacious townhouse close to everything

Welcome to Overland Park! This spacious townhouse is the perfect home for your family vacation/business trip: Locate in quiet and safe cal-de-sac, yet close to everything! Walking distance to park and Target store; 5 minutes drive to restaurants and shopping as well as grocery stores. Easy access to major freeways. This home is equipped with everything you need: washer/dryer; cooking ware; crib/pac n play available per request. Memory foam mattress. Beautiful private backyard and 2 car garage.

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 Overland Park
4.96 out of 5 average rating, 153 reviews

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.

Top guest favorite
A bright living room features a comfortable leather sectional couch and two circular coffee tables. Natural light floods in through large windows adorned with dark curtains. Exposed wooden beams add character to the ceiling, while a modern TV is mounted on the wall.
Home in Overland Park
4.94 out of 5 average rating, 162 reviews

Room to Spread Out • Central Overland Park

3 King Size Beds, 1 Bunk Bed (Full & Twin Size) 6 Smart TVs, Driveway Parking, Washer & Dryer, oversized backyard w/ patio, batting cage & swing set. *15 Minutes to Downtown KC, Country Club Plaza, Crown Center! *23 Min to Chiefs & Royals stadiums. *5 Minutes to Downtown Overland Park ft. restaurants, farmers market, bars & more! Main Level: + Open living room + Updated kitchen & dining + 3 bedrooms & full bath Lower Level: + Second living area + 1 bedroom & full bath + Wet bar + mini fridge

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 Prairie Village
4.88 out of 5 average rating, 210 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.

Top guest favorite
A cozy sleeping area features a spacious bed with striped bedding and layers of soft blankets. A dark upholstered bench with textured throws sits at the foot of the bed. A bedside lamp provides soft lighting, and a decorative cabinet stands nearby.
Guest suite in Olathe
4.98 out of 5 average rating, 500 reviews

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.

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 Overland Park
4.94 out of 5 average rating, 542 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 Overland Park
4.97 out of 5 average rating, 218 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
The spacious basement living area features wood-paneled ceilings and soft carpeting. A round dining table with wooden chairs is positioned beside a cozy seating area that includes a couch and an armchair. A TV is mounted on the wall, offering entertainment options.
Home in Overland Park
4.95 out of 5 average rating, 446 reviews

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.

Top guest favorite
Home in Fairway
5 out of 5 average rating, 120 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 Overland Park
4.99 out of 5 average rating, 214 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.

Top guest favorite
A bright dining area is showcased, featuring a wooden table surrounded by four chairs. Large windows allow natural light to fill the space, offering views of the surrounding landscape. Floral centerpieces enhance the inviting atmosphere, while cozy seating is visible along the window ledge.
Home in Kansas City
4.98 out of 5 average rating, 450 reviews

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.

Popular amenities for Overland Park vacation rentals

When is the best time to visit Overland Park?

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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 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!

Destinations to explore

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  3. Kansas
  4. Johnson County
  5. Overland Park