
Vacation rentals in Leawood
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Top-rated vacation rentals in Leawood
Guests agree: these stays are highly rated for location, cleanliness, and more.

Coveted Museum District Stylish Eastlake Victorian
Step into this exquisitely renovated Eastlake Victorian on tranquil Oak St, in Kansas City’s vibrant Southmoreland, steps from Nelson-Atkins, KCAI, Plaza, and Westport. This 3-bed, 2-bath gem boasts soaring ceilings, floating cedar shelves, and a private backyard patio for serene retreats. Enjoy designated parking and a walkable Museum District, just 4 blocks from the Main Street. Blending historic elegance with modern flair, this chic haven promises an unforgettable stay in KC’s cultural heart.

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.

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.

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.

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!

Prairie Village Retreat | Fireplace + Game Room
Nestled in the heart of Prairie Village, this delightful home was recently remodeled and is equipped with everything you need for the perfect stay. Enjoy luxury mattresses in the two bedrooms which are both equipped with TVs. Cozy up next to the fireplace with your favorite book or watch a movie on the living room tv. Play a round of foosball or shuffle board with the game on while your favorite dish is smoking in the Traeger outside. Walk to the Shops of Prairie Village within minutes.

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.

Modern Ranch with King Bd, Fire Pit, and Mini Golf
Enjoy a stylish, updated 3BR/2BA home in Overland Park—minutes to the Plaza, downtown KC, Topgolf, Andretti Indoor Karting, Tap In Golf, plus grocery stores, coffee shops, dining, and parks. Relax with plush beds, a fully stocked kitchen, 1Gb Wi‑Fi, and a dedicated workspace. Families love the Pack ’n Play, fenced yard, and game-filled basement with ping pong and putting green. Self check-in and simple house guidelines ensure a smooth, comfortable stay.

Charming Waldo Reader's Retreat
Sweet little bungalow in the heart of Waldo. Sits at the back of the property, so there is no fenced in yard. We had a new driveway poured in 2025, you’re welcome to use that or park on the street. Main bedroom is on the ground floor with an additional bed upstairs (the stairs are ladder-like, so not suitable for everyone!). We love this little house so much and think you will too.

Stylish Nall Hills Home | New Interior | 20 Min to
Welcome to your Nall Hills retreat! This entire house has been renovated with modern, sleek finishes. Enjoy a bright, and family-friendly layout in a quiet, beautiful neighborhood. Unbeatable location, minutes from Top Golf and the area's best dining and shopping. Fast Wi-Fi, easy parking, and everything you need for a comfortable, 5-star stay. Book your unforgettable getaway now!

Modern Luxury Oasis - Private Hot Tub, Sauna & Gym
Relax in style at our modern-meets-vintage home! Unwind in the 8-person hot tub, detox in the sauna, or energize in the gym. Our chic décor adds a retro touch. Each bedroom boasts cozy bedding, top-notch mattresses, smart TVs, and plenty of closet space. Fully equipped kitchen plus outdoor grill for culinary adventures. Nestled in tranquil Prairie Village, just 6 mins from I-35.
Popular amenities for Leawood vacation rentals
Other great vacation rentals in Leawood

The Evergreen Retreat

The Travel Ranch Overland Park 3 Bed 2 Bath

5BR Home for FIFA Fans|Hot Tub| Soccer net+firepit

Stunning w/King Beds, Hot Tub, Sauna, By PV Shops

Sinatra Escape King Bed WiFi & Global Match Energy

20 mins to Chiefs & Sporting KC -Cozy 3BR~2BA

Look Here Fly w Me! 1K/ 3Q+F~ReclinerConv Ctr

Luxurious & Spacious Ranch 5BR with 2 King Beds
When is the best time to visit Leawood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 272 | ﺩ.ﺇ 257 | ﺩ.ﺇ 294 | ﺩ.ﺇ 257 | ﺩ.ﺇ 290 | ﺩ.ﺇ 268 | ﺩ.ﺇ 264 | ﺩ.ﺇ 286 | ﺩ.ﺇ 268 | ﺩ.ﺇ 283 | ﺩ.ﺇ 268 | ﺩ.ﺇ 272 |
| 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
Are there family-friendly vacation rentals in Leawood?
Leawood has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Leawood?
Experience the best of Leawood with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Leawood?
Four-legged friends are welcome in Leawood. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Leawood?
Yes! Work meets play with ease at over 30 vacation rentals in Leawood featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Leawood?
Make yourself at home in Leawood by choosing from our most frequently booked neighborhoods. We have over 360 vacation rentals in Hawthorne, over 1,840 vacation rentals in Corinth Hills, and over 130 vacation rentals in Empire Estates.
Do apartment rentals in Leawood have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Leawood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leawood have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Leawood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leawood have wifi?
Absolutely! We offer over 30 house rentals with wifi in Leawood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leawood have free parking?
Absolutely! We offer over 30 house rentals with free parking in Leawood. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Leawood?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Leawood

Total vacation rentals
Explore 40 vacation rentals in Leawood

Nightly prices starting at
Leawood vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 1,920 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Leawood vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Leawood rentals

4.8 Average rating
Leawood stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Leawood
- Rentals with a fire pit Leawood
- Rentals with a fireplace Leawood
- Rentals with outdoor seating Leawood
- Rentals with a washer and dryer Leawood
- Apartment rentals Leawood
- Pet-friendly rentals Leawood
- Rentals with a patio Leawood
- Fitness-friendly rentals Leawood
- House rentals Leawood
- GEHA Field at Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- Kansas City Convention Center
- The Nelson-Atkins Museum of Art
- Legends Outlets Kansas City
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- T-Mobile Center
- Jacob L. Loose Park
- University of Kansas - Lawrence Campus
- Negro Leagues Baseball Museum
- Overland Park Convention Center
- Midland Theatre
- Union Station
- Children's Mercy Park
- Overland Park Arboretum & Botanical Gardens
- Kansas Speedway
- Hyde Park
- Uptown Theater
- Kauffman Center for the Performing Arts
- Kansas City Power & Light District
- Crown Center





