
Holiday rentals in Leawood
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Quick stats about holiday rentals in Leawood

Total holiday rentals
Explore 40 holiday rentals in Leawood

Nightly prices starting at
Leawood holiday rentals start at £45 per night before taxes and fees

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

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Leawood holiday rentals include wifi 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!
Top-rated holiday rentals in Leawood
Guests agree: these stays are highly rated for location, cleanliness and more.

Modern Retreat Home, Movie Theatre, 3 Bed 2 Bath
A fun modern retreat to feel at home and relax. With 3 comfortable bedrooms you can easily sleep 8 and even kick back and enjoy movies or games on the large theater screen. Close to Top Golf, restaurants, and minutes from the Overland Park Convention Center, our house has easy highway access. Enjoy nearby golf courses or local attractions. Modern stylish furnishings fill the home including, plush beds, luxurious linens, equipped kitchen, a full laundry room, and 1Gb WiFi for work or streaming.

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!

modern x charming 1930s farmhouse! 10 min plaza!
Step into our fully renovated 1930s farmhouse and be welcomed by natural light and an inviting open concept. The kitchen features beautiful marble countertops and all the essentials. Relax in the stunning black freestanding bathtub or dine al fresco on the spacious outdoor patio. With three cozy bedrooms, including two queen-size beds and one full-size bed, this home can accommodate up to six guests. Experience the perfect blend of old-world charm and modern convenience during your stay.

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, completely separated from the main house, 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. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas bbq and shopping.

Forest Retreat in the City!
Welcome to your wonderful getaway on a forested property in South Kansas City. Whether you have come to Kansas City to cheer for your favorite sports team or are here to see family or on a business trip, our space has everything you need. The stylish apartment is conveniently located off I-435 and central to all of the shopping and entertainment our beautiful city has to offer. Come and enjoy this private and stunning space all to yourself on our quiet property.

Look Here Fly w Me! 1K/ 3Q+F~ReclinerConv Ctr
6 min to Overland Park Convention Center, just mins to I-435. Enjoy this location central to everything KC! Comfy Beds, 1 King, 3 Queens, 1 Full. Newly remodeled, Kitchen is set up for your cooking needs, Coffee Bar, Keurig or traditional coffee. Have some fun w the Foosball table or BBQ on the Patio/Deck. 2 Full Bathrooms, Shower or tub, both with new vanities and tiling, comfort height toilets, plenty of room to spread out, 5 Smart TVs, fast internet.

Luxury 3 br Sleep 7 <20 min to Soccer Stadium
Soccer/Football Fans! Welcome to your modern urban retreat located in Kansas City's vibrant Rosedale neighborhood. This 2 bedroom plus loft (sleeps 7) and 2.5 bathroom home is designed to provide you with luxurious comfort and eco-friendly style, making your stay truly exceptional. ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑ ⚽️⚽️ WELCOME TO KANSAS CITY WORLD CUP 2026 TEAMS & TICKET HOLDERS ⚽️⚽️

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!

Cozy home-away-from-home. You won't want to leave!
Peaceful Red Door Inn--plenty of room to stay a few days. You have the whole house! Visit the wonderful Kansas City area, or stay home with the screened-in porch & quiet backyard for a restful getaway or retreat. Dozens of restaurants minutes away or fully equipped kitchen for your use with grocery stores only blocks down the street. WiFi & cable with Showtime included.
Popular amenities for Leawood holiday rentals
Other great holiday rentals in Leawood

Stunning Overland Park Home | 38

Bruno's Landing | a home away from home

Modern 3 Bedroom Home, Sleeps 7, F WiFi + Parking

3 BR, 2 Garage, Fenced Yard, Pet Friendly Private

Stylish retreat, minutes from everything in KC

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

Sinatra Escape King Bed WiFi & Global Match Energy

FIFA World Cup Host Home -20 min Arrowhead Stadium
When is the best time to visit Leawood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £55 | £52 | £60 | £52 | £59 | £55 | £54 | £58 | £55 | £58 | £55 | £55 |
| 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 house rentals in Leawood?
Experience the best of Leawood with our house rentals, starting at about $60 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.
Do house rentals in Leawood have air conditioning?
Absolutely! We offer over 30 house 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.
Destinations to explore
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- Family-friendly rentals Leawood
- Rentals with a firepit Leawood
- Rentals with a fireplace Leawood
- Rentals with outdoor seating Leawood
- Rentals with a washing machine and dryer Leawood
- Flat 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
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Legends Outlets Kansas City
- T-Mobile Center
- Jacob L. Loose Park
- University of Kansas - Lawrence Campus
- Negro Leagues Baseball Museum
- Overland Park Convention Center
- Union Station
- Midland Theatre
- 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





