Vacation rentals in Oakwood

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Top-rated vacation rentals in Oakwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 679 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.

Guest favourite
A cozy living area features a blue sectional sofa accented with yellow cushions. The light wooden coffee table sits centrally, while a large television mounted above a stylish console stands against a neutral wall. Geometric wall art adds a modern touch to the space.
Apartment in Riverside
4.94 out of 5 average rating, 192 reviews

Serene Retreat in Kansas City!

This is the place to unwind in peaceful solitude NO PARTIES police will be called. 4 GUESTS MAX. (5.0 to Book) FIRM. No smoking Our meticulously remodeled Airbnb nested in the heart of nature, offering a peaceful retreat amidst a plethora of outdoor recreational facilities. This distinctive property is neighboring a park, basketball court, playground, walking trail and a picnic area, providing a harmonious blend of tranquility while 10 mins to the airport, downtown, neighboring both KCK & KCMO

Superhost
Home in Gladstone
4.8 out of 5 average rating, 103 reviews

4bed * Gladstone home * sleeps 10 * near KC

Welcome to our 4 bed 2 bath home in Gladstone (Kansas City North Area)- The perfect place for families, groups or business travelers looking for comfort, space, and a convenient location. You will be close to shopping, dining, entertainment and the best of Kansas City. Downtown Kansas City 14 minutes Worlds of fun 13 minutes KC Union Station 18 minutes Kansas City zoo & aquarium 24 minutes KC Cheifs and Royals statiums 22 minutes Walmart 5 minutes MCI international Airport 17 minutes

Superhost
The exterior of the modern home features a striking façade with a mix of white cladding and natural wood accents. Expansive glass windows allow natural light to flow inside. A small outdoor seating area with wooden chairs complements the inviting entrance, surrounded by greenery.
Home in Downtown Kansas City
4.89 out of 5 average rating, 122 reviews

Modern Madison - Near Downtown & Crossroads

Are you looking for a one-of-a-kind stay? Our property is like no other. Awarded by the prestigious American Institute of Architects and featured in various magazines, it's a modern, minimalistic and sustainable home. Everything is fully electric - powered by solar panels - reducing carbon footprint. It's located in the trendy Westside neighborhood, just steps away from Downtown & Crossroads. Make your stay a memorable one & enjoy the Modern Madison experience. Thank you for considering us!

Top guest favourite
The historic home features blue siding and white trim, framed by green trees. A welcoming front porch is adorned with hanging planters, and the fenced yard offers a touch of privacy. The entrance is marked by red doors, inviting guests to explore the interior.
Home in Liberty
4.96 out of 5 average rating, 473 reviews

Location! Upscale Historic home w/Chef’s Kitchen

Just steps off Downtown Historic Liberty Square, this updated 1890 home offers guests an upscale luxury experience. Be pampered in the comfortable master suite & enjoy a spa-like experience w/ large clawfoot tub, Carrera Marble shower. Chef’s kitchen includes many amenities. Enjoy meals at the large quartz island. Large private deck. Chaise couch in the living room. Home is divided into complete and private apartments. Each guest has their own entrance and no shared spaces. Wine included!

Guest favourite
An open bedroom area showcases a spacious bed adorned with neutral linens, flanked by two bedside lamps. Exposed brick walls create a rustic backdrop, while large windows with shades allow natural light to filter in. A patterned rug adds texture to the floor.
Loft in River Market
4.92 out of 5 average rating, 119 reviews

KC Grand Loft w/ King Bed

Welcome to KC Grand Loft, ideally situated for exploring what KC has to offer! Step outside & immerse yourself in the vibrant Historic River Market, where restaurants, coffee shops, boutiques & bars await. For those seeking a bit of fitness or creative inspiration, our loft features a workout room w/ light weights, kettlebells, bosu ball & resistance bands. Experience KC urban living & relaxation. Game room in the building! Plus under a 15 min walk to down town and the convention center!

Top guest favourite
The logo of the Speakeasy Suite is displayed prominently, featuring a gold color scheme on a dark background. The silhouette of a city skyline is integrated into the design, surrounded by elegant decorative elements that evoke a sense of charm and sophistication.
Guest suite in Columbus Park
4.91 out of 5 average rating, 790 reviews

𒊹︎Private Speakeasy Suite featured on KC Today𒊹︎

Want to stay in a gorgeous 100+ year old speakeasy with endless charm and character? This one-of-kind stay gives you an incredible location steps away from downtown! We’ve been featured on best of KC and KC Today for the most unique stays on Airbnb. The building is old but been updated with every modern amenity. Fireplace, tufted sofa, and optional champagne service. The Speakeasy Suite gives you hotel amenities at an amazing value with prime location complete with a speakeasy entry!

Top guest favourite
An inviting kitchen features wooden cabinetry and a spacious countertop. A compact table for two is positioned near a sliding glass door, leading to a view of the outdoors. Essential appliances are neatly arranged, contributing to a functional cooking space.
Apartment in Kansas City
4.95 out of 5 average rating, 884 reviews

Cozy in KC Freshly updated & Clean. Self-checkin

This Charming KC home is 20 mins from -Casinos, Power& Light, Westport, Chiefs/Royals Stadium. TO BOOK MUST HAVE 5.0 REVIEWS ONLY. 4 GUESTS MAX- outdoor cameras to monitor the usage. Just trying to respect the neighbors & keep the place nice/new. Near I-35, I-29, hw 70, 71, and 435. Safe location w/plenty of restaurants &shopping nearby. ZERO tolerance for PETS, SMOKING or PARTIES. (will be charged $100) 2 King beds Google Fiber WiFi Easy self check in w/combo messaged to you at 3pm.

Top guest favourite
A light-filled living area features a pair of dark leather sofas adorned with orange accent pillows. A decorative rug with a neutral pattern lies beneath, while a floor lamp and a wall-mounted TV provide functional comfort. Natural light streams through large windows covered by sheer curtains.
Home in Claycomo
4.92 out of 5 average rating, 250 reviews

Close to Downtown & Stadium, Huge Yard, RV Parking

Great for families or anyone looking for a quiet, safe neighborhood. - Google Fiber - Fully fenced yard. - Off street parking - Close to the interstate - Only 15 minutes of downtown, Worlds of Fun, Oceans of Fun, & Kaufman & Arrowhead stadiums World Cup Addons Grocery stocking: $100 service fee + grocery cost Early check-in / late checkout (when available): $75 each Relax on the porch while watching your kids play in the fenced-in yard or play fetch with your dog. Non-smoking home.

Superhost
The living area features a plush couch and a modern coffee table, with a cabinetry unit visible in the background. A ceiling fan provides airflow. The kitchen showcases a breakfast bar with seating, and large sliding doors lead to an outdoor space.
Home in Gladstone
4.91 out of 5 average rating, 167 reviews

Secluded Retreat in the City with 2 Bedroom

Welcome to this secluded retreat in the city. This home rests off the road with an enormous backyard, Featuring, large open yard, tree lined area with a small creek. Sit on the large deck or lounge in the hammock and watch for deer and other wildlife to visit. Corn hole and Mini golf games outside. Inside you will find the home neatly appointed, and designed with bright colors and happy vibes. 2 bedrooms with queen beds await. Relax during your stay with NO required cleaning tasks.

Guest favourite
The entrance of the Bohemian Lodge is illuminated at dusk, with a winding pathway leading to the front door. A cozy seating area is visible, framed by lush greenery and illuminated by soft garden lights along the path.
Guest suite in Buckner
4.94 out of 5 average rating, 163 reviews

MILO FARM-Sacred Kansas City Retreat

MILO FARM - SACRED LAND sits east of Kansas City & is a nature retreat w/ a cedar forest, a hardwood forest, 2 ponds, bohemian lodge, art studio, pool, barn, miles of trails & whimsical camping spots.  Pet and feed the farm animals while you are here! Guests have lower level of the lodge to themselves with 2 suites (with private baths), rec room, bar area, laundry, steam sauna & rock sauna, play room & patio.  Milo Farm is located just 30 minutes from KC. More info on MiloFarm.com

Top guest favourite
Home in Fairway
5 out of 5 average rating, 120 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!

Popular amenities for Oakwood vacation rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Clay County
  5. Oakwood