Vacation rentals in Leawood

4.99 out of 5 average rating, 602 reviews

A bathroom counter displays a silver cup containing rolled toiletries alongside a clear bottle of hand soap with a pump. The soap features a lemon grass scent and is presented in a decorative bottle on a smooth marble surface.

Guesthouse in Westwood

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, Kansas 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 kitchen. 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.

Townhouse in Overland Park

A coffee maker is positioned on a textured countertop, beside three coffee pods. The sleek, black appliance features a modern design, suitable for single-serve brewing. Light is reflected off its surface, highlighting its polished finish.

4.94 out of 5 average rating, 175 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.

A living room is presented with a mix of contemporary and cozy design elements. A neutral color palette is complemented by a large television above a wooden mantle. Comfortable seating includes a leather sofa and armchairs, accompanied by decorative plants and a coffee table.

4.97 out of 5 average rating, 126 reviews

South OP, 4 Bedroom, Game Room, 85” TV

Welcome 2025! Weekend Getaway or Business Trip. Stay at our amazing 4 bedroom/3.5 bath home, fully furnished with a mid-century modern vibe. Enjoy the Lower Level featuring an 85" TV, a beautiful wood Stiga ping pong table, and a game table (we even provide poker chips). BBQ grill on the patio. Pets are welcome. Fenced back yard. Fully stocked kitchen. Many extras offered to anticipate a comfortable stay. If you forgot to pack it - we have it! Convenient HWY access. Let us host your next visit!

5 out of 5 average rating, 109 reviews

Two modern chairs with light brown leather seats are positioned facing each other, accompanied by a small, black side table. A TV mounted on the wall is visible in the background, along with a decorative plant on a shelf and a warm, inviting fireplace underneath.

Townhouse in Lenexa

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.

Superhost

A pool table is positioned in the foreground, with a sectional sofa and lighted wall accents creating a relaxed atmosphere. A doorway leads to a kitchen area visible in the background, characterized by bright lighting and modern cabinetry.

Home in Prairie Village

4.87 out of 5 average rating, 173 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.

A countertop coffee station is arranged on a textured tray. A mint-colored Keurig sits beside a decorative container filled with assorted coffee pods. A white bowl contains creamers and sugar packets, providing a convenient setup for guests.

4.96 out of 5 average rating, 164 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!

4.97 out of 5 average rating, 183 reviews

An open and airy kitchen space showcases vaulted ceilings with wooden beams. A central island with concrete countertops is accompanied by three high-backed stools. White cabinetry and a contrasting brick wall add a modern touch, while large windows allow natural light to fill the area.

Loft in Kansas City

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!

4.99 out of 5 average rating, 107 reviews

The exterior of a renovated farmhouse is depicted, featuring a dark wood facade and a pitched roof. White window shutters and flower boxes filled with purple flowers enhance the curb appeal. A welcoming front porch with a simple railing leads to the entrance door.

Home in Prairie Village

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.

Apartment in Overland Park

A narrow bathroom area is visible, showcasing a white vanity with a sink and mirror. A shower with a patterned curtain is situated alongside a bathtub. Dark towels hang on the wall, and a striped rug lies on the floor. Storage shelves are seen next to the bathtub.

4.94 out of 5 average rating, 163 reviews

1-bedroom 2nd floor suite w/private entrance!

We feature a smoke- and vape-free home and property. We also have a 2-bedroom listing. Leafy, close-in KS suburb. Apartment on 2nd floor of our home + DECK. Off-street parking for 1 car. Well-lit PRIVATE entrance. Microwave, mini-fridge, coffeemaker, kettle, toaster oven. Coffee, tea; Self-check-in for late arrivals. Very walkable neighborhood just 15 min. from Downtown, KU Med Center, Plaza, galleries, T-Mobile Center. Nearby locally-owned restaurants, coffee shops, parks, IKEA.

Guesthouse in Prairie Village

A bathroom with shiplap walls in a dark shade complements a round mirror with a copper frame. A light wooden vanity features two cabinets and a sink, while a potted plant adds a touch of greenery. Clean towels and toilet paper are neatly arranged, enhancing functionality.

4.85 out of 5 average rating, 166 reviews

Prairie Village Modern Farmhouse! Great Location!

Enjoy your home away from home with style! This separate guest house has 1 bedroom & 1 bathroom that gives you privacy while still being centrally located in Prairie Village of Kansas City. Floor to ceiling shiplap walls, wood floors, black metal railing, & stylish decor you will feel like you're in an episode of Chip and Joanna Gaines' Fixer Upper! The home has its own private entrance, Washer/Dryer in unit and a fully functioning kitchen. High speed GooglFiber internet.

Vacation home in South Lake

A white speaker is positioned centrally on a light shelf, flanked by two red decorative lion statues. The statues are intricately carved, showcasing detailed features and expressions, contributing a cultural accent to the modern decor.

4.93 out of 5 average rating, 138 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!

Guest suite in Overland Park

A small bridge crosses over a calm body of water, leading to a green park. Playground equipment and picnic areas are visible in the distance, surrounded by trees and open grassy spaces. The sky is clear with scattered clouds.

4.94 out of 5 average rating, 124 reviews

Private DayLight Basement, Own Entrance, 1800 s/f

Spacious & beautiful 1800 sq ft apartment, sanitized, private entrance w/smart lock, Lg open floor plan, furnished kitchen - appliances, dishes, cookware, own Laundry, bath rm w/2 sinks, 55" smart HDTV, 2 queen beds, one private bedroom, one open bedroom with curtain surround, private lower level of home, Many sunny windows, cul de sac, many restaurants & shops, 2 min to hwy 69, Driveway parking. Pets welcome, Pet rules are under Booking Settings, then House Rules.

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Popular amenities for Leawood vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Leawood

Apartment in Ward Parkway

The entrance features double glass doors framed by wooden paneling, providing an inviting access point. Two wooden chairs are positioned on the deck, alongside a potted plant. Lush greenery surrounds the doorway, enhancing the entrance's natural ambiance.

4.97 out of 5 average rating, 125 reviews

Where's Waldo? - Garage Loft

AndreaRating, 5 stars1 week ago

Lovely, clean, and well-stocked place to stay! It was so generous of our host to have a few cold drinks and snacks available, after a long travel day, it made it feel like home. Lots of top-notch little parks nearby to go for a stroll.

4.98 out of 5 average rating, 129 reviews

Home in Prairie Village

Cozy Retreat in heart of KC (Sleeps 8).

DebRating, 5 stars1 month ago

Laura’s place was very clean. Nicely updated. Met all our needs. kids love the Pac-Man.. plenty of beds and bedrooms wish we could’ve spent more time on the deck. Thinking about renting it for next year already

A well-organized kitchen area displays an array of glassware and mugs in a light-colored cabinet. A Keurig coffee maker is positioned on a dark granite countertop, with a carousel holding coffee pods nearby. Natural light filters through the window, enhancing the inviting space.

4.96 out of 5 average rating, 221 reviews

Cozy home-away-from-home. You won't want to leave!

AlliRating, 5 stars2 weeks ago

This was such a great experience from start to finish. The space was exactly as listed—clean, comfortable, and well-designed with all the little touches that make a stay feel special. The location worked perfectly for what we needed, and everything felt easy and convenient. Dalene was fantastic—responsive, kind, and clearly takes pride in creating a great guest experience. We felt truly welcomed and well taken care of throughout the stay. Thank you!

A woven basket is placed above a microwave, filled with various snacks. The basket features a red plaid lining and a handle on each side. Snack packages are visible, showcasing different flavors and types, creating an inviting display for guests.

4.95 out of 5 average rating, 396 reviews

Entire Private Basement with Walkout Entrance

KimRating, 5 stars2 weeks ago

If you need a place to stay in this area, this is your place!! I was impressed with how safe the neighborhood was and the amenities he provided were above and beyond anything I have ever experienced before- to include mouthwash, lotion, eye makeup remover, and cotton to help with the makeup removal. Laundry products with washer and dryer available in the unit- coffee pods and bottled water. Because we will be in KC again this fall, this will be the first place I look for to meet our home away from home needs.

Guest suite in Overland Park

A modern kitchen area is displayed, featuring dark blue cabinetry and light countertops. Essential appliances, including a refrigerator, oven, and sink, are present. A dining table with stools is positioned nearby, complemented by a cozy sleeping area in the background, creating a functional living space.

4.99 out of 5 average rating, 180 reviews

Charming Basement Oasis

ReneeRating, 5 stars1 week ago

Natalie and Beth were very responsive as hosts! They accommodated a late checkout last minute for us which was extremely generous of them. Very responsive hosts, would stay here again!

4.97 out of 5 average rating, 100 reviews

A shaded porch features wooden decking and a railing. Two chairs and a small table are placed on the porch, with hanging plants above. A large window allows natural light to enter the space, and the surrounding area includes glimpses of nearby structures.

Home in Kansas City

Cozy Cottage in Waldo

KevinRating, 5 stars2 weeks ago

We had a wonderful stay at the house. It is located in a great area close to lots of restaurants and easy drive to all KC has to offer. Douglas responded very quickly to all our questions and was very helpful. We will definitely try to stay there again when we visit KC!

4.93 out of 5 average rating, 127 reviews

An open living space features a cozy seating area with a sectional and accent chairs. A dining area and kitchen can be seen in the background. Natural light filters through the windows, illuminating light-colored walls and stylish decor.

Guest suite in Raytown

Adorable Studio in Kansas City area w/ fast wifi

MariyaRating, 5 stars1 month ago

This was a great place. Aaron was great and he was always so responsive and helpful. I would definitely recommend this place to any friend.