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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Guest favourite
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, 209 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 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, 213 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 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, 100 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
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.
Guesthouse in Overland Park
4.99 out of 5 average rating, 211 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.

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

Guest favourite
The living area features a vaulted ceiling with natural light streaming through large windows. A cozy sofa sits over a colorful rug, with a modern armchair nearby. A wall-mounted TV is positioned above a stylish fireplace, complemented by dining and seating areas in the background.
Home in Lenexa
4.87 out of 5 average rating, 195 reviews

Vibrant remodeled 3 bedroom townhome

Newly remodeled vibrant and stylish townhome. Featuring 3 bedrooms and 1 bathroom. Fully equipped kitchen, onsite washer/dryer, smart TVs, high speed WiFi with streaming abilities, coffee bar, grill, outdoor patio with seating, and access to 4 neighborhood outdoor pools(seasonal - typically Memorial Day thru Labor Day), tennis courts, and other amenities. Located in a safe and quiet neighborhood in Lenexa with easy access to both interstate I35 and I435.

Guest favourite
Home in Overland Park
4.95 out of 5 average rating, 107 reviews

Travel-Ready Home | Safe Area, Easy Stadium Drive

Coming to cheer at the FIFA World Cup 2026? Make this comfortable 3-bedroom Overland Park retreat your home base—close enough for match days, peaceful for downtime. -65” Smart TV w/streaming services + local channels -High Speed Wifi -6 min drive to downtown Overland Park -6 min drive to the Shops of Prairie Village -17 min drive to downtown Kansas City -22 min drive to GEHA Arrowhead Stadium -30 min drive to the airport rate (MCI)

Guest favourite
Home in Overland Park
4.79 out of 5 average rating, 103 reviews

Spacious Home With 2LivingSpaces|Fenced Yard+Pets

The best of what KC has to offer-in a newly renovated home located in one of the most coveted residential neighborhood. Just a few walks away to best restaurants, coffee shops and grocery store and a few miles from the interstate and downtown, yet situated in a quiet, spacious, and safe alcove. All newly remodeled with stainless steel appliances, granite countertop and finished with quality furnishings.

Top Guest favourite
The main living space displays an open-concept layout with a modern farmhouse style. A cozy seating area features a rich brown sofa, while a dining table made of natural materials is surrounded by six chairs. The kitchen area is equipped with dark cabinetry and stainless-steel appliances.
Guesthouse in Shawnee
4.99 out of 5 average rating, 179 reviews

Vine & Petal - A Cottage Retreat

IG Handle: @vine_and_petal Ready to escape the hustle and bustle of the city without compromising on amenities? Join us at the Vine & Petal cottage retreat where we invite you to relax and unwind. We are conveniently located 3 minutes from I-435, 8 minutes from I-70, and 10 minutes from Legends Shopping Center including the Kansas Speedway and Sporting KC. Photographers send inquiries only.

Guest favourite
Home in Overland Park
4.88 out of 5 average rating, 431 reviews

Marty's Retreat 1 block to downtown Overland Park

Another Quality Home Spot Retreat! Completely updated ranch home in an established tree-lined neighborhood. Short walk to the local Farmers Market, restaurants, sports bars, bakeries, coffee shop, liquor store & more. Many delivery choices. Just park at the front door and walk inside. NOTE Washing machine just broke. We are working on getting a repair guy to fix it.

Top Guest favourite
A modern living area features a stylish light-colored sofa and a green accent chair, arranged around a circular coffee table. Floor-to-ceiling windows provide ample natural light and views of the surrounding greenery. A wooden accent wall and sleek television add to the contemporary design.
Home in Rosedale
4.98 out of 5 average rating, 242 reviews

Luxury 2bd+Loft Sleep 7 <20 min from World Cup

Soccer Fans! Welcome to your modern urban retreat located in Kansas City's vibrant Rosedale neighborhood. This 3-bedroom, 2-bathroom home is designed to provide you with luxurious comfort and eco-friendly style, making your stay truly exceptional. ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑ ⚽️⚽️ WELCOME TO KANSAS CITY WORLD CUP 2026 TEAMS & TICKET HOLDERS ⚽️⚽️

Guest favourite
A cozy living area features a large sectional sofa with various cushions and a soft ottoman. A stone fireplace serves as a focal point beneath a mounted flat-screen TV. Natural light enters through dual sliding doors, illuminating the neutral color palette and patterned area rug.
Home in Overland Park
4.94 out of 5 average rating, 175 reviews

~Spacious Home in Family Friendly Neighborhood~

Enjoy this beautifully updated Home Away From Home centrally located to everything Kansas City has to offer with quick and easy self Check-in. Located just 5 minutes between downtown Overland Park and Prairie Village Shoppes, you will be close to everything while also being nestled into a very quaint and peaceful neighborhood. The best of both worlds!

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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