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
Guest house in Westwood
4.99 out of 5 average rating, 683 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 welcoming living room features a high ceiling with a large clock above the white brick fireplace. A comfortable sofa and plaid armchair are complemented by wooden coffee and side tables. Soft lighting is provided by two lamps, creating a relaxed ambiance.
Townhouse in Overland Park
4.94 out of 5 average rating, 213 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.

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
4.87 out of 5 average rating, 213 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, 515 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.

Guest favourite
Cottage in Kansas City
4.95 out of 5 average rating, 243 reviews

Private Retreat in Walkable Waldo Neighborhood

✔ Private detached home ✔ Free Parking ✔ Laundry Included ✔ 10–15 min to Plaza / Downtown ✔ Fast WiFi ✔ Quiet neighborhood Unique Carriage House in the Waldo neighborhood of KC a short drive to the streetcar, Plaza, Stadiums, Power & Light, Crossroads and Downtown as well as Leawood, Prairie Village and Overland Park. Highly rated, highly trusted local host. Always ask for the short term rental registration number so your stay isn't cut short with a compliance eviction by city enforcement.

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, 550 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 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, 258 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
A cozy living area is highlighted by a modern sofa adorned with decorative pillows. A flat-screen television is mounted above a sleek fireplace, where flickering flames create a warm ambiance. Light filters through window treatments, enhancing the inviting atmosphere.
Home in Prairie Village
4.91 out of 5 average rating, 103 reviews

Modern Prairie Village Home

Nestled in the heart of Prairie Village, this delightful home was recently remodeled and is equipped with everything you need for the perfect stay. Enjoy luxury mattresses in the two bedrooms which are both equipped with TVs. Cozy up next to the fireplace with your favorite book or watch a movie on the living room tv. Play a round of foosball or shuffle board with the game on while your favorite dish is smoking in the Traeger outside. Walk to the Shops of Prairie Village within minutes.

Top guest favourite
Home in Fairway
5 out of 5 average rating, 125 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, 220 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.

Top guest favourite
An expansive living area is arranged for comfort, featuring two wingback chairs and a large dining table. A neutral color palette complements the warm wood accents. A kitchen bar with stools is visible in the background, along with shelves filled with books, creating a cozy setting.
Guest suite in Kansas City
4.98 out of 5 average rating, 122 reviews

Spacious wooded retreat in South Kansas City

Enjoy the feel of living in the country while still being part of the city in a beautiful, secluded, COVID-free environment! Take in the scenic view of the woods and wildlife outside every window, and benefit from being close to all the amenities of city life. It is perfect for families in town for sports tournaments, relatives visiting local family members, or vacationers passing through on I-435 who want a roomy space to stay while taking in the city.

Top guest favourite
A modern studio space features a spacious queen bed with a patterned blanket and decorative throw. A compact kitchen area is visible with blue cabinetry. A small dining table with stools is present, along with a large area rug adding texture to the room.
Guest suite in Overland Park
4.98 out of 5 average rating, 255 reviews

Charming Basement Oasis

Pets- Dogs Only. Private basement suite with walk out entry, situated 1 mile from Historical Downtown Overland District. Within walking distance to South Lake Park. Basement suite is part of a single family home. The house is central air with thermostat located upstairs. Main level is occupied by residents & is separate from the basement suite. Suite includes full kitchen & laundry, full bathroom, walk in closet, one queen bed, & fold down sofa.

Popular amenities for Leawood holiday rentals

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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.

  • Where should I stay in Leawood?

    Make yourself at home in Leawood by choosing from our most frequently booked neighborhoods. We have over 360 vacation rentals in Hawthorne, over 1,840 vacation rentals in Corinth Hills, and over 130 vacation rentals in Empire Estates.

  • 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 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 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.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with a kitchen, over 30 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 £44 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!

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