Holiday houses in Westwood Hills

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Top-rated holiday rentals in Westwood Hills

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Top Guest favourite
A dining area is highlighted by a round wooden table surrounded by four gray chairs. Floating shelves are adorned with books and decorative items. A large potted plant adds a touch of greenery, while a decorative mirror reflects light and space.
Home in Kansas City
4.99 out of 5 average rating, 134 reviews

Coveted Museum District Stylish Eastlake Victorian

Step into this exquisitely renovated Eastlake Victorian on tranquil Oak St, in Kansas City’s vibrant Southmoreland, steps from Nelson-Atkins, KCAI, Plaza, and Westport. This 3-bed, 2-bath gem boasts soaring ceilings, floating cedar shelves, and a private backyard patio for serene retreats. Enjoy designated parking and a walkable Museum District, just 4 blocks from the Main Street. Blending historic elegance with modern flair, this chic haven promises an unforgettable stay in KC’s cultural heart.

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.
Guesthouse in Shawnee Mission
4.99 out of 5 average rating, 697 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
Apartment in Country Club Plaza
4.96 out of 5 average rating, 153 reviews

KC Cozy Cove 1BR Near Famous Plaza Area

🌃⭐Embrace comfort and convenience in our 1-bedroom Plaza oasis⭐🌃 Nestled in KC's premier shopping and dining district, this Airbnb offers comfort and style. Enjoy a short walk to the Plaza's renowned shops, restaurants🍝, and entertainment options👨‍🎤, or relax💤 in our inviting living area after a day of exploring. The fully equipped kitchen allows for easy meals at home, or savor local cuisine minutes away. Perfect for solo travelers or couples seeking a memorable stay in the heart of KC

Guest favourite
The living area is designed with a blue sofa and a wooden coffee table, complemented by a decorative area rug. A flat-screen TV is positioned on a modern media console, and natural light enters through a nearby window, illuminating the space.
Home in Kansas City
4.95 out of 5 average rating, 257 reviews

Charming West Plaza House 2 bed/2 bath

Welcome! This historic Bungalow in the West Plaza Antique District is newly updated inside and out. The home was originally built in 1901 and boasts authentic charm with modern day amenities. This 2 bed, 2 bath (2 master suites) home sits on a quaint street just west of the renowned Country Club Plaza. It can accommodate up to 5 guests in beds with an air mattress available for an additional 2. (additional fee). This house has a private driveway, front porch and fenced backyard with gas grill.

Guest favourite
Apartment in Kansas City
4.8 out of 5 average rating, 192 reviews

Plaza Heart: Luxe Suite with Reserved Parking

⚽️ KC CUP RENTALS X KINNER PROPERTIES. 🇺🇸 Presents hotel-style suite nestled in the vibrant heart of the Country Club Plaza. Relish in the cozy king-size bed with luxury linens, high-speed internet, a flat-screen TV, and a convenient kitchenette. Benefit from on-site gym, laundry facilities, and a dedicated parking spot. I am available 24/7 for any assistance you may need. For more accommodation options, search 'Kinner Properties'. Book now to secure a memorable Kansas City experience!

Guest favourite
The exterior of a two-story house features a covered front porch with a set of chairs and a welcoming entrance. Light-colored siding contrasts with dark window shutters, and the yard includes a variety of landscaping, with a carpet of fallen leaves covering the ground.
Guest suite in Kansas City
4.77 out of 5 average rating, 543 reviews

Two-Bed - Top Floor - Pet-friendly/Good Parking

Enjoy this bright, spacious, amenity-packed suite just minutes from The Plaza, Westport, Crossroads, and Downtown. This second floor suite has a parking area behind the house. It's best for cars and smaller SUVs, but most trucks and SUVs can get by also. This guest suite on the upper floor offers a king and twin bed, large bathroom, and sitting room with a breakfast nook. Guests are provided special amenities such as a bidet, toaster oven, mini fridge, electric kettle, and ice maker.

Top Guest favourite
Guest suite in Shawnee Mission
4.9 out of 5 average rating, 442 reviews

Westwood Park Off The Plaza Private Guest Suite

Lovely, cozy private suite with stone fireplace and fabulous old wood bar original to the house and now perfect for a coffee and breakfast bar. Pretty and serene setting in this fabulous west plaza neighborhood lined with old trees and very quiet. The best of all worlds - a quick walk to plaza restaurants, bars, movies, and shopping as well as strolling through Brush Creek Park and Westwood Park. Downtown and Westport minutes away. This location is as centrally located as you can get.

Top Guest favourite
A velvet forest green couch is complemented by bright orange pillows, creating a focal point in the stylish living room. A cozy armchair with a patterned throw sits nearby, while a modern coffee table rests on an area rug. Colorful wallpaper is visible in the dining area beyond.
Home in Kansas City
5 out of 5 average rating, 145 reviews

Modern&Walkable-West Plaza/KUMed-WC 2026 Friendly

Beautifully decorated w/ a mid-century modern vibe throughout. The house will make you smile from the very beginning. The fun, flair & funk is carried throughout this updated house. Sleep is very imprt which means you will find quality mattresses & bedding here! This house is blocks from KU Med, Westport, West Plaza & 5 mins drive to T-Mobile Center, Crossroads & many popular attractions. Traeger Grill & Solo Stove recently added! - Ranch layout-no stairs to bedrooms or bathrooms!

Superhost
Home in Kansas City
4.88 out of 5 average rating, 500 reviews

KC Nest - Walkable to Plaza + Parking + Streetcar

🪺 Charming KC bungalow perfectly located near Plaza, Westport & 39th Street 🪺 Sleeps 4 with 2 queen bedrooms with luxury linens 🪺 Updated bathroom w/ shower-tub combo & luxury Tommy Bahama bath products 🪺 Fully stocked kitchen + dining for 4 & full coffee bar with multiple brew options 🪺 Private workspace, high-speed WiFi & smart TVs for streaming 🪺 Front porch seating, backyard table, and private off-street parking included 🪺 Full-size washer and dryer for added convenience

Guest favourite
The cozy studio features a spacious bed framed by white walls and rustic wood beams. A small dining table sits nearby, while a vibrant rug adds warmth to the concrete floor. Natural light floods in through large windows, complemented by decorative plants and wall art.
Guest suite in Kansas City
4.91 out of 5 average rating, 742 reviews

Backyard Artist Studio near Plaza

Backyard Artists Studio! *Pet Friendly* Walking distance to shopping and nightlife districts The Plaza and Westport. 200 sqft tiny living in a quiet backyard at the heart of Kansas City. Located close to everything KC has to offer. We are experts in all things Kansas City. This woodworking shop was turned into a cozy tiny home for artists. It boasts rustic exposed wood ceilings, a vintage kitchenette, patio deck, and comfortable mattress. Same day check-in time is after 6pm.

Top Guest favourite
A light-filled living area features a brown leather sofa paired with a black armchair. A glass-top coffee table sits on a patterned area rug, and light curtains frame the windows. Decorative wall art and a ceiling fan add homey touches to the serene environment.
Home in Kansas City
4.93 out of 5 average rating, 350 reviews

Renovated West Plaza Bungalow, sparkling clean!

Welcome to West Plaza! Enjoy this sparkling clean, revamped Bungalow. Have a drink on the covered & comfortable back patio or enjoy the sunset from the front porch. The entire home is recently renovated. If you like a touch of old school while having all of the modern amenities in life, this is the place for you. Located in the heart of the city, a short drive or walk from the Plaza, Westwood Park & KU Med. Shops & restaurants galore! Washer/dryer just off the kitchen.

Top Guest favourite
A charming home is set within a lush lawn, framed by vibrant flowering plants and two decorative urns. The entryway features a large front door with a modern light fixture above. A cozy bench is positioned beside the door, inviting relaxation.
Home in Shawnee Mission
4.96 out of 5 average rating, 111 reviews

Charming Home in heart of KC

Enjoy midwest hospitality at this charming FAMILY-FRIENDLY home, conveniently located in a beautiful area of KC—3 mi to the Plaza, min away from Prairie Village shops & restaurants, & walking distance to the Fairway Creamery— where you can enjoy breakfast or a sweet treat. See the sites or relax at home with two 75" TVs in a quaint, peaceful neighborhood. NO PARTIES or EVENTS as per Airbnb rules. Walking distance to tennis courts, pool, and parks.

Popular amenities for Westwood Hills holiday rentals

  1. Airbnb
  2. United States
  3. Kansas
  4. Johnson County
  5. Westwood Hills