Holiday rentals in Westwood Hills

4.99 out of 5 average rating, 133 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.

Guest house in Shawnee Mission

A charming guesthouse exterior is surrounded by lush greenery, featuring a bright blue door framed by white trim. Two windows with decorative shutters overlook a garden filled with vibrant flowers, and a cozy seating area is nestled beside a stone fire pit.

4.99 out of 5 average rating, 695 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.

Flat in Country Club Plaza

An open-plan living area features a comfortable sofa and a coffee table, complemented by a smart TV and a work desk. Large windows allow natural light to fill the space, enhancing the contemporary decor with soft tones and wooden flooring.

4.93 out of 5 average rating, 163 reviews

Centrally Located Gem | 1BR w/Stocked Kitchen

🌃⭐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!

The exterior of a historic bungalow features siding in a warm beige tone and a blue front door. A welcoming front porch is furnished with seating, surrounded by landscaped greenery. A private driveway runs alongside the house, leading to a nearby garage.

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 suite in Kansas City

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.

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.

Guest suite in Shawnee Mission

A charming two-story home is framed by lush green trees, with a well-maintained front yard featuring flower beds of vibrant colors. Brick steps lead up to a covered porch, inviting visitors with its welcoming entrance and landscaping elements.

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.

5 out of 5 average rating, 128 reviews

Home in Shawnee Mission

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!

Guest suite in Kansas City

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.

4.91 out of 5 average rating, 737 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.

A renovated bungalow with a mix of green and brown siding is framed by trees. The front porch features a wooden railing and a few steps leading up to the entrance. Welcoming landscaping, including grass and shrubs, borders the stone facade.

4.93 out of 5 average rating, 349 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.

4.88 out of 5 average rating, 596 reviews

Loft in Kansas City

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!

A modern two-story home is set on a green, spacious lawn, surrounded by trees. The entrance features a small porch with two chairs and flowers. A gravel path leads to the driveway, providing easy access to the property.

4.95 out of 5 average rating, 281 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.

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.