Holiday houses in Westwood

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Top-rated holiday rentals in Westwood

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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, 145 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, 702 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 charming two-story Cape Cod-style cottage is framed by vibrant flowering trees and lush green landscaping. A stone pathway leads to the front entrance, which is accentuated by blue shutters on white siding, providing a welcoming appearance.
Home in Shawnee Mission
4.96 out of 5 average rating, 160 reviews

Cozy Charming Cottage 3b 2bath Fire Pit

Ideal World Cup Stay! 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 the famous Joe’s BBQ, local coffee shops Hi Hat & Front Range, Rainy Day Books, grocery, parks, and restaurants. Centrally located so you can explore all KC World Cup activities, Royals, Country Club Plaza, Westport, Union Station, TMobile, Crown Center, Power & Light, and museums!

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, 260 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
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, 552 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
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
4.99 out of 5 average rating, 149 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!

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, 748 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.

Guest favourite
A spacious balcony is visible, featuring a small table and chairs, ideal for enjoying outdoor meals. The railing provides a clear view of the tree-lined street below, showcasing autumn foliage in vibrant hues, while the skyline can be seen in the distance.
Loft in Kansas City
4.88 out of 5 average rating, 605 reviews

Private Penthouse +Balcony Overlooking 39th Street

Located atop the Meshuggah Bagels along the iconic West 39th Street, this renovated 3rd level flat is truly an urban oasis. Guests are treated to comfortable accommodations with private access to your own balcony overlooking 39th Street! Get a glimpse of Kansas City through the eyes of a local! Be sure to check out the virtual guide book full of local restaurants, shops, and nightlife. There’s something for everyone. From global cuisine to barbecue, shopping and more!

Top Guest favourite
A bright and airy living space features a white sectional sofa and a sleek coffee table. A television is mounted on a wooden shelf, which displays decorative items and books. Light floods in through two windows, highlighting the warm tones of the wooden floor.
Guesthouse in Kansas City
4.98 out of 5 average rating, 283 reviews

Coho (Cozy Boho) Carriage House, Near Plaza

Come experience this century old, newly renovated carriage house right in the heart of Kansas City! With extremely close proximity to the city’s favorite destinations, this historic abode will help make your stay convenient and cozy. Locations and their distances from where you'll be: - The Nelson-Atkins Museum - 1.6 Miles - The Plaza - 1.7 Miles - Kansas City Zoo - 4 Miles - Union Station - 4.6 Miles - Downtown - 5.1 Miles - Chiefs & Royals Stadiums - 5.6 Miles

Guest favourite
Home in Kansas City
4.94 out of 5 average rating, 297 reviews

Skyline | Hot tub | Rooftop Patio | Amazing Views

Hot tub, fire pit, rooftop patio and amazing views of the KC Skyline! Brand new home, with comfortable king size beds, 3 tv's and modern decor. Outdoor grill, picnic table, wood fire pit and rooftop gas fire pit. Hammocks, corn hole and board games. After booking, guests are required to complete a renter’s agreement and provide a valid government-issued photo ID prior to check-in. This is required for all guests without exception.

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 Kansas City
4.98 out of 5 average rating, 254 reviews

Luxury 3 br Sleep 7 <20 min to Soccer Stadium

Soccer/Football Fans! 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. ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑ ⚽️⚽️ WELCOME TO KANSAS CITY WORLD CUP 2026 TEAMS & TICKET HOLDERS ⚽️⚽️

Superhost
Home in Shawnee Mission
4.87 out of 5 average rating, 128 reviews

The Checkmate - Roeland Park Ranch + Pet Friendly!

🏡 Charming Roeland Park 2-bedroom ranch (1 King, 1 Queen + Queen daybed) 🛁 1 full bathroom with luxury Tommy Bahama products ☕ Fully equipped kitchen with upgraded coffee bar 🛋 Cozy living room with Smart TV + board games 📶 High-speed WiFi, USB charging stations 🌳 Private deck, pet-friendly, driveway parking 📍 Minutes from Country Club Plaza, Downtown KC, local shops & parks

Popular amenities for Westwood holiday rentals

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