
Holiday houses in Westwood Hills
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Top-rated holiday rentals in Westwood Hills
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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.
4.99 out of 5 average rating, 725 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.
4.98 out of 5 average rating, 177 reviews
Charming home on a quiet street. Near Joe’s KC BBQ
Charming home in popular Westwood neighborhood. Nestled in a quiet, cul-de-sac street, yet steps from vibrant shopping and restaurants. Inviting living room that floods with natural light includes smart TV, connected to WiFi with access to your streaming channels. Kitchen boasts stainless steel appliances and all of the cookware, dishes, glassware, and utensils you need! Enjoy complimentary popcorn and coffee provided in the kitchen throughout your stay! Washer & dryer in home for guest use!
4.94 out of 5 average rating, 144 reviews
Freshly-remodeled, dog-friendly Westwood charmer!
Hosted by @bonadventuresllc and located 2 miles from KU Med, St. Luke's Hospital, and the Plaza, this conveniently-located, remodeled Westwood home is perfect for you and your family. Each of the 3 bedrooms has a big-screen TV, queen bed, and full-bath, plus a half-bath on the main floor. A nicely-equipped kitchen, washer and dryer, fenced-in backyard for dogs and privacy, designated work area, high-speed wifi, self check-in, and off-street parking in the driveway makes this a perfect choice!
4.92 out of 5 average rating, 98 reviews
Remodeled Home Close to KU Med w/ Off Strt Parking
Updated home situated in a great close-in neighborhood that's perfect for exploring KC. Enjoy this elegant home that has been recently remodeled & retrofitted with all of today's amenities. Walk to KU Med Hospital & all the restaurants, shops & bars on 39th Street. Westport & the country club plaza are one mile away. The Cross Roads District & Downtown KC (Sprint Center, Power & Light, The Midland Theater, etc) are all a quick 5 minute ride. Arrowhead & Kauffman Stadiums are 15 minutes away.
4.92 out of 5 average rating, 406 reviews
Cozy Charming Cottage 3b 2bath Fire Pit
Central, comfy, and convenient, Cozy Kansas City Cottage. 3 bedroom, 2 bath home, screened in porch, fenced in backyard, tree-lined street, full kitchen, safe neighborhood! Walking distance to famous Joe’s BBQ, Hi Hat & Front Range coffee shop’s, Rainy Day Books, grocery, parks, and restaurants. Centrally located so you can explore all KC activities, Chiefs, Royals, KC Current Soccer, Country Club Plaza, Westport, Union Station, TMobile, Crown Center, Power & Light, NASCAR, and museums!
4.96 out of 5 average rating, 171 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.
4.77 out of 5 average rating, 572 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.
4.9 out of 5 average rating, 457 reviews
Modern & Walkable-West Plaza/KU Med
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!
4.99 out of 5 average rating, 160 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!
4.98 out of 5 average rating, 141 reviews
Modern Urban Oasis with Fire Pit 3br Sleeps 7
Welcome to your modern urban retreat located in Kansas City's vibrant Rosedale neighborhood. This 2 bedroom plus loft (sleeps 7) and 2.5 bathroom home is designed to provide you with luxurious comfort and eco-friendly style, making your stay truly exceptional. Centrally located, close to the vibrant 39th street shops and restaurants, KU Medical Center, Downtown Kansas City, The Country Club Plaza, Westport and the KC Power & Light District. ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑
4.97 out of 5 average rating, 262 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.
4.93 out of 5 average rating, 368 reviewsPopular amenities for Westwood Hills holiday rentals
Other great holiday rentals in Westwood Hills

Charming 2-bedroom Apartment on 39th Street!
4.86 out of 5 average rating, 509 reviews
Backyard Artist Studio near Plaza
4.91 out of 5 average rating, 782 reviews
Rosedale Hills Stone Villa #1
4.96 out of 5 average rating, 344 reviews
The MidWestern · Mins to Plaza Shops · 2 King Beds
5.0 out of 5 average rating, 30 reviews
Charming Westwood Bungalow Getaway
4.93 out of 5 average rating, 83 reviews
The Bungalow Verdant of Westwood
5.0 out of 5 average rating, 13 reviews
Minutes from Westport and Plaza with XL patio
5.0 out of 5 average rating, 23 reviews
Cozy Spot in the Heart of Kansas City
4.88 out of 5 average rating, 8 reviewsDestinations to explore
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- GEHA Field at Arrowhead Stadium
- Kauffman Stadium
- Kansas City Zoo
- Legends Outlets Kansas City
- The Nelson-Atkins Museum of Art
- Oceans of Fun
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Kansas City Convention Center
- Union Station
- T-Mobile Center
- University of Kansas - Lawrence Campus
- Jacob L. Loose Park
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- Children's Mercy Park
- Overland Park Arboretum & Botanical Gardens
- Negro Leagues Baseball Museum
- Kansas Speedway
- Uptown Theater
- Hyde Park
- Kansas City Power & Light District
- Kauffman Center for the Performing Arts
- City Market
- Starlight Theatre
- Crown Center





