Holiday rentals 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 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.
Guest house in Westwood
4.99 out of 5 average rating, 666 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 favourite
A compact kitchen area features dark cabinets and open shelving displaying glassware and appliances. A small dining space is set up with two wooden tables. A ladder leads to the loft bedroom, while a cozy seating area with a neutral sofa is visible in the foreground.
Flat in Ward Parkway
4.97 out of 5 average rating, 154 reviews

Where's Waldo? - Garage Loft

This tiny loft apartment is located in an old neighborhood with big trees, and just a short walk away from Waldo shops, restaurants and bars. Easy travel to Westport, Country Club Plaza, Crossroads, River Market, Power & Light, and many more super fun KC gems. The apartment is in the space that once was our old garage, so it's attached to our home. You have a separate and private entrance, full bath with an amazing shower, a small kitchen with appliances, and a loft bedroom with ladder access.

Superhost
A spacious living area is defined by dark walls and hardwood flooring. A large white sectional sofa and a sleek coffee table are positioned in front of a white stone fireplace. Natural light floods the room through large windows, enhancing the inviting ambiance.
Home in Mission
4.91 out of 5 average rating, 134 reviews

Comfy, quiet & private 2BR home.

Discover comfort and convenience at our charming home in the heart of Kansas City. This two-bedroom, one-bathroom home boasts a fully equipped kitchen and stylish furnishings. Centrally located, it offers easy access to the Kansas City Metro area. Nestled on a quiet and peaceful cul-de-sac, you'll enjoy tranquility and relaxation after exploring the city. During warmer months, unwind in the well-manicured lawn. Make your stay memorable in this centrally situated haven with the comforts of home.

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.
Flat in Overland Park
4.88 out of 5 average rating, 122 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.

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, 204 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 favourite
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, 483 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 favourite
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
4.97 out of 5 average rating, 203 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!

Guest favourite
A cozy corner showcases a wooden bench adorned with decorative cushions, a potted plant, and a console table. A vibrant area rug lies beneath, while framed artwork adds color to the wall. A mirror reflects the warm tones of the space.
Flat in Union Hill
4.95 out of 5 average rating, 333 reviews

Midtown Retreat #1: A Hovel of One’s Own

Quiet, private space in the middle of Kansas City. 5 minutes to the WWI Museum, Crossroads arts district, Power&Light restaurant and bar district. 10 minutes to Westport, the Plaza, Nelson Atkins Museum, Union Station and the River Market. 15 minutes to all the metro hospitals. Walk to bars, grills, local coffee and vegan food. Unplug in the gentle quiet of this beautiful space. Play a game. Read a book. Talk to someone you love. If you need a screen to unwind make sure to bring one.

Guest favourite
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
4.96 out of 5 average rating, 134 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.

Top guest favourite
A living area features exposed brick walls complemented by wooden shelving. A dark leather sectional sofa is paired with a light-colored throw, while a contemporary coffee table occupies the center. Natural light filters in through large windows, illuminating potted plants.
Flat in Westside North
4.98 out of 5 average rating, 228 reviews

Historic, Industrial Flat in KC

Live the true Kansas-Citian lifestyle in this sparkling clean, and completely renovated 120-year-old brick beauty! Gorgeous hardwood floors, exposed brick walls, 10' island in the gorgeous chef's kitchen featuring gas cooktop and built-in oven/microwave. Spa-like bathroom with heated floors and rain shower head in the frameless glass shower. Spacious master bedroom with desk. Private rear deck and shared backyard. Walk minutes to KC's highlights: Crossroads, Street Car & Ferris Wheel!

Top guest favourite
Home in Fairway
5 out of 5 average rating, 116 reviews

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!

Top guest favourite
The exterior of a charming studio guesthouse is presented, featuring a white façade with decorative white trim. Two large windows and a door with a small wreath add to the inviting look. A black vehicle is parked in front, surrounded by greenery.
Guest house in Overland Park
4.99 out of 5 average rating, 200 reviews

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.

Popular amenities for Leawood holiday rentals

When is the best time to visit Leawood?

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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 holiday rentals in Leawood

  • Total holiday rentals

    Explore 30 holiday rentals in Leawood

  • Nightly prices starting at

    Leawood holiday rentals start at £37 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 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!

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