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Holiday houses in Leawood

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Top-rated holiday rentals in Leawood

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

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Top Guest favourite
A dining area is highlighted by a round wooden table surrounded by four gray chairs. Floating shelves are adorned with books and decorative items. A large potted plant adds a touch of greenery, while a decorative mirror reflects light and space.
Home in Southmoreland
5 out of 5 average rating, 98 reviews

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.

Guest favourite
A cozy living area is presented, featuring a sectional sofa in a deep blue shade and large windows that allow natural light. The fireplace, with a modern design, serves as a focal point, while tasteful shelves display decorative items. A ceiling fan circulates air, ensuring comfort.
Home in Olathe
4.91 out of 5 average rating, 163 reviews

Ranch Home: Movie Room, Putting Green & Ping Pong

Newly renovated 4 bed 3 bath ranch home. 3 beds and 2 baths on the main level. Sitting room with office space off entry. Theater room & play area on lower level with dry bar and mini fridge. Remote fireplace. 8-person dining table. Large private fenced yard with tree coverage and wrap-around deck with 6-person dining table. Solar lights provide a relaxing evening ambiance. 2 car garage plus additional off-street parking. Easy access to groceries, parks, coffee & restaurants. Backs up to 151st.

Guest favourite
A cozy living area showcases a comfortable armchair and a stylish ottoman atop a patterned rug. A modern kitchen with gray cabinetry and marble accents is visible in the background, enhancing the open layout. Natural light brightens the space through adjacent windows.
Apartment in Overland Park
4.88 out of 5 average rating, 124 reviews

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.

Guest favourite
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, 539 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.

Guest favourite
A spacious bed is paired with two bedside tables, each featuring a lamp on either side. Soft light from the lamps complements the cool green walls, while a decorative pillow adds an inviting touch. Natural light enters through a small window with closed blinds.
Cottage in Waldo
4.94 out of 5 average rating, 236 reviews

Cozy KC Carriage House

Unique former carriage house located in the charming Waldo neighborhood of Kansas City. Great location a short drive to the streetcar, Country Club Plaza, Arrowhead & Kaufman Stadiums, Power & Light, Crossroads and Downtown KC as well as Leawood, Prairie Village and Overland Park. Local, responsive and knowledgeable host. Kansas City Registration No. NSD-STR-01359. Always ask for the short term rental registration so your stay isn't cut short with a compliance eviction by city enforcement.

Guest favourite
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, 251 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 favourite
Townhouse in Lenexa
4.91 out of 5 average rating, 421 reviews

Amenity Rich~3 Bdrm 2.5 Bath 2 K 1 Q FIFA Friendly

2 NEW King Beds, 1 Queen, LazyBoy, TV in every Bedroom. 3 More Bedrooms available next door!! Perfect for Wedding Guests or large groups wanting to stay near ea other. Located very near everything! Won’t disappoint! Home all-to-yourself. Home backs up to a beautiful tree line/50+acre Park w walking trails NEW 15 million $ Aquatic Center, during season, fee charged swim. Frisbee Golf during Summer months. Quiet neighborhood! Kitchen has all of the basics, BABY ITEMS AVAILABLE

Guest favourite
A living area features a plush blue couch adorned with decorative pillows, complemented by a clear glass coffee table. A cozy chair with a light throw blanket sits nearby. Bright natural light filters through sheer curtains, enhancing the room's inviting ambiance.
Holiday home in South Lake
4.91 out of 5 average rating, 156 reviews

Chic Modern Home in Downtown Overland Park

Chic modern stay in the heart of Downtown Overland Park! Relax with a plush king and queen bed, 1Gbps fast Wi-Fi, & washer/dryer. Walk to cafes, bars, shops, & the farmer’s market. Just 15 min to Plaza/downtown KC, 25 min to Arrowhead/MCI airport. Fully equipped kitchen & parking included. Perfect for couples or small groups (sleeps 4 w/ a queen air mattress available upon request). Book now for a comfy, convenient getaway that blends style & location—your ideal home base!

Superhost
Home in Waldo
4.81 out of 5 average rating, 113 reviews

The Sunnyside- Waldo Ranch + Fenced Yard + Parking

🌞 Prime location across from Sunnyside Park in historic Waldo 🌞 Stylish 2-bedroom home with Queen beds 🌞 1 full bathroom with luxury Tommy Bahama bath products 🌞 Fully equipped kitchen w/ oversized granite island & coffee bar 🌞 Open living & dining area with Smart TV + board games 🌞 Private backyard + fenced dog-friendly space 🌞 Washer/dryer in basement 🌞 Driveway parking + high-speed WiFi 🌞 Steps from local shops, cafes, restaurants & Trolley Trail

Top Guest favourite
A charming one-story house features a light blue exterior with a welcoming covered entryway. Lush greenery, including shrubs and flowerbeds, frames the pathway leading to the front door, while a manicured lawn adds to the inviting atmosphere.
Home in Waldo
4.98 out of 5 average rating, 227 reviews

Chateau Waldo - Cuddle-up Charming Home

Now booking for the World Cup! Our home is just 15 minutes from the soccer stadium!! Come stay at our charming updated Waldo retreat located in the heart of Kansas City! As a young couple starting out, my wife and I renovated this sweet home and made it beautiful. This lovely two-bedroom house features a remodeled kitchen and bathroom, office space, and a custom built screened in outdoor back patio. KC License # NSD-STR-00929

Guest favourite
A bright and inviting living area showcases a modern red sofa with decorative cushions. Colorful artwork adorns the walls, and a warm wooden floor adds character. Natural light filters in through large windows, enhancing the cozy atmosphere of the space.
Home in Overland Park
4.92 out of 5 average rating, 326 reviews

Comfortable home~quiet neighborhood

Color and art create this comfortable space. Enjoy a nice walk around the neighborhood with easy access to Old Overland Park which is filled with quaint shops, restaurants, bakeries and an awesome farmer's market. Antioch Acres Park is just a few blocks away. Easy highway access to I35 and just 15 minutes from downtown Kansas City. Great for business professionals looking for a home away from home while traveling for work.

Superhost
A spacious living room is presented with a large smart TV mounted on a wooden entertainment unit. Comfortable leather seating surrounds a stylish coffee table. Sliding glass doors provide natural light and a view of the outdoor deck, enhancing the living area.
Townhouse in Overland Park
4.83 out of 5 average rating, 107 reviews

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 Leawood holiday rentals

When is the best time to visit Leawood?

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Avg. price$88 AUD$91 AUD$94 AUD$98 AUD$111 AUD$102 AUD$101 AUD$109 AUD$102 AUD$108 AUD$102 AUD$104 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Leawood?

    Leawood has more than 10 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 $50 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 10 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 290 vacation rentals in Hawthorne, over 1,590 vacation rentals in Corinth Hills, and over 110 vacation rentals in Empire Estates.

  • Do house rentals in Leawood have air conditioning?

    Absolutely! We offer over 10 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 10 house rentals with a kitchen in Leawood. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Leawood have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Leawood. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Leawood have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Leawood. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Leawood?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Leawood

  • Total holiday rentals

    Explore 30 holiday rentals in Leawood

  • Nightly prices starting at

    Leawood holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Leawood holiday 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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