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.

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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, 659 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 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, 151 reviews

Kid-Friendly 4 Bedroom Home w/ Heated Private Pool

This 4 bedroom house is furnished perfectly for families & professionals. Plus, cool off in the relaxing private pool in the hot summer months! Located in a great neighborhood, walking distance and/or short drive to dining, shopping, and golf courses. Home features 4 bedrooms (2 en suite), 3.5 baths, fully equipped kitchen & large laundry/mud room. Two living spaces & tons of room for indoor and outdoor entertainment. Pool opens early April, closes late Sept to early Oct, weather dependent.

Top guest favorite
A spacious sleeping area features a queen-size bed dressed in soft linens and a blue sofa, along with a coffee table. A smart TV is mounted on the wall, and a desk is positioned in the adjacent office area, illuminated by natural light from nearby windows.
Home in Mission
4.93 out of 5 average rating, 380 reviews

The Little House: Cozy Home in Overland Park

- Adorable house on large lot (not a guest house/cottage) - 110 ft Driveway - Sleeping quarters with queen size bed (comfy memory foam mattress) - Living room with 40" smart TV, sofa-sleeper and additional seating - Fully equipped kitchen w/ eating area - Full bathroom w/ clawfoot tub/shower - Sunroom w/ seating area and daybed - Washer/dryer - Office area w/ desk - Deck w/ outdoor seating and grill - 10 min from the Plaza, 15 min from Westport and Downtown, 25 min from the airport - $25 pet fee

Guest favorite
A cozy living room is showcased with two brown leather sofas, a coffee table, and lamps on either side. A television is mounted on the wall opposite the seating. Natural light enters through two windows, while decorative items and plants add a welcoming touch.
Home in Olathe
4.83 out of 5 average rating, 103 reviews

Newly renovated - all amenities

Come and stay in our spacious & beautiful 1k sq ft apartment in the private, lower level of our home (we live upstairs). This space has been recently remodeled and has many sunny windows and great amenities for you. Our home is nestled in a popular Olathe neighborhood on a culture de sac that's known for safety and home town feeling. Guest have entire lower level to themselves. Host highly focused on great customer service and will always respond in a timely fashion to comments and questions

Top guest favorite
A cozy living area features a brick fireplace flanked by two patterned armchairs and an ottoman. A comfortable sofa with throw pillows faces a television stand. Natural light enters through large windows adorned with light curtains, enhancing the inviting atmosphere of the space.
Home in Overland Park
4.94 out of 5 average rating, 142 reviews

Entire Home, Cozy Retreat Near Kansas City

Come enjoy comfort in a cozy suburban setting. Plenty of room to spread out in this spacious home! It includes 3 beds, 2 full baths, a fully equipped kitchen and formal and informal dining areas. The large living room and outside deck allow for plenty of space to unwind and relax. This home is close to major highways, local shopping areas, and only 20 minutes from downtown Kansas City and Country Club Plaza. It is also universally accessible with wheelchair ramp and an adapted master bathroom.

Guest favorite
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, 121 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 favorite
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 Kansas City
4.94 out of 5 average rating, 232 reviews

Cozy KC Carriage House

Unique former carriage house located in the Waldo neighborhood of Kansas City. Charming neighborhood with plenty of amenities and things to do. Great location a short drive to the Country Club Plaza, Arrowhead & Kaufman Stadiums, Power & Light, Crossroads and Downtown KC as well as Leawood, Prairie Village and Overland Park. 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.

Superhost
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, 198 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, 472 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.

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
4.96 out of 5 average rating, 199 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
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
4.97 out of 5 average rating, 241 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 favorite
A serene bedroom space is presented with soft, neutral tones. A spacious bed is dressed with white linens, accompanied by decorative pillows. Natural light filters through sheer curtains, with a floral pendant light hanging above. A cozy blanket is casually draped over the bed.
Home in Prairie Village
4.95 out of 5 average rating, 132 reviews

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.

Popular amenities for Leawood vacation rentals

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Frequently Asked Questions

  • 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.

  • 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.

  • Do house rentals in Leawood have wifi?

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

  • Do apartment rentals in Leawood have a kitchen?

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

  • How much does it cost to stay in apartment rentals in Leawood?

    Experience the best of Leawood with our apartment 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 apartment rentals with a dedicated workspace in Leawood?

    Yes! Work meets play with ease at over 10 apartment 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 10 house rentals with air conditioning in Leawood. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly apartment rentals in Leawood?

    Four-legged friends are welcome in Leawood. Choose from more than 10 apartment rentals for guests traveling with pets.

  • 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 air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Leawood

  • Total vacation rentals

    Explore 20 vacation rentals in Leawood

  • Nightly prices starting at

    Leawood vacation rentals start at € 43 per night before taxes and fees

  • Verified guest reviews

    Over 2,000 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 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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