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 Southmoreland
4.99 out of 5 average rating, 107 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 Westwood
4.99 out of 5 average rating, 680 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 modern living area features a comfortable brown leather sofa, a stylish coffee table, and a large TV. Barstools are positioned by the kitchen island, while a small workspace with a desk and mirror is visible in the background, illuminated by natural light.
Apartment in Country Club Plaza
4.98 out of 5 average rating, 173 reviews

By Famous Plaza+Near DT 1BR APT w/ KTCHN+WorkSpace

🌃⭐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!

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 Westwood
4.96 out of 5 average rating, 145 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
A spacious living area features a dark sectional sofa adorned with matching decorative pillows. A glass coffee table sits on a patterned area rug, complemented by two large windows with chevron-patterned curtains. A dining area with a wooden table and chairs is visible in the background.
Home in Rosedale
4.94 out of 5 average rating, 370 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.

Superhost
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 Rosedale
4.77 out of 5 average rating, 527 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 Rosedale
5 out of 5 average rating, 136 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!

Top Guest favourite
Home in Fairway
5 out of 5 average rating, 122 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!

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 West Plaza
4.91 out of 5 average rating, 722 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 bright living area features large windows that provide views of greenery and the outdoors. A cozy sofa is positioned across from a small table, with a light-furniture accent chair nearby. Soft lighting enhances the space, creating a relaxed atmosphere.
Guest suite in Downtown Kansas City
4.97 out of 5 average rating, 193 reviews

Warm & Curated Retreat, New Build Carriage House

🪴🛌 Your space: the coizest apartment, thoughtfully designed to be where you want to rest and recharge. 🚶🏡 The neighborhood: Martini Corner is a block away w great food, including new Noka, Japanese farm-to-table spot. Local roasting coffee shops Filling Station & Billies Groceries are short walks. 🚙 🚗 Central location: CROWN CENTER - 3 min drive POWER & LIGHT DISTRICT - 5 min PLAZA - 8 min ARROWHEAD & KAUFFMAN STADIUM - 12 min

Top Guest favourite
The studio features exposed brick walls and wood-paneled ceilings, creating a warm ambiance. Two sleek seating chairs are positioned in front of large double doors that provide natural light. A dining table is visible in the background, accompanied by a minimalist pendant light.
Guest suite in Downtown Kansas City
4.96 out of 5 average rating, 1,092 reviews

WestSide Brick Barn Studio

The Brick Barn Studio is a sweet and peaceful private space on the first floor of a late 19th century Carriage House. Guests enjoy private entry to their accommodation, mini kitchen, shower/bathroom, and laundry, king mattress on a unique built-in bench platform, and a convertible sofa for another guest or two. There is a privacy curtain provided for guests who would like a little separation between the bed and sleeper sofa.

Guest favourite
A modern kitchen is highlighted by exposed brick walls and wooden beams overhead. An island with seating for four is central to the design, complemented by sleek cabinetry and stainless steel appliances. A dining area featuring a large table and upholstered chairs can be seen in the background.
Loft in Crossroads
4.96 out of 5 average rating, 194 reviews

Crossroads DayBNB - A Luxury Loft

Located in the heart of the Crossroads Arts District, this spacious flat offers modern luxury in one of Kansas City’s most vibrant neighborhoods. Guests are treated to comfortable and well-appointed accommodations within walking distance to excellent entertainment destinations. The DayBNB has been designed to represent the lightness of daytime with light finishes throughout the space.

Popular amenities for Westwood holiday rentals

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