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Vacation rentals in Oakwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oakwood

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

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Guest favorite
An inviting entrance features a dark door with a welcome sign above it. Two bistro chairs and a small table are placed on a concrete patio under string lights, enhancing the appeal of the space. Lush greenery and hanging plants add a natural touch.
Home in Kansas City
4.97 out of 5 average rating, 154 reviews

The Kelsey House - Modern, Family-Friendly Space

Bring the whole family to this great place with lots of room for fun! Minutes from the lively river market and downtown. Quick highway and airport access. short drive to many popular recreational and city attractions! - Family and pet friendly (no pet fee!) - Accessible & spacious single-level home - Earthy, artsy and locally-inspired vibes - Many amenities offered to feel like home DOORS: FRONT 36''W with 4''ramp / BDS 29''W / BATHS 23''W 4-Car Driveway. Yard not fenced. ICE NOT WELCOME.

Superhost
Home in Gladstone
4.8 out of 5 average rating, 101 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
Home in Kansas City
4.89 out of 5 average rating, 123 reviews

Hilltop Log Cabin w/Skyline Views, Fireplace

Take in sweeping skyline views from this hilltop cabin retreat - your design-forward basecamp atop the city. Soaring timber beams, stone hearth, craft coffee bar & game room create a truly special place that feels secluded while being at the center of everything. Walk to Slap's BBQ & nearby bars. You’re 5-15 min to stadiums, Crossroads & Union Station. Great bedding, dedicated office & curated details across the 2,000 sq. ft. space. Ideal for groups of 4-6 seeking the unique over the ordinary.

Guest favorite
A gravel drive winds through green grass and trees, leading to the guest apartment and other structures on the 18-acre property. Bright sunlight illuminates the scene, highlighting the natural surroundings and the peaceful setting.
Apartment in Oak Grove
4.9 out of 5 average rating, 150 reviews

Private, quiet, safe. I-70 access. Close to KC.

Sleep peacefully in this 600 square foot fully furnished guest apartment located off I-70 frontage in Oak Grove on 18 acres with 2 ponds and rolling pasture. A gravel drive leads to the property where you'll have a concrete parking place and a step-free, pavestone walkway to the front door of the apartment. Rest soundly on a queen size Tuft n Needle mattress in a bedroom with room darkening shades and various pillows to satisfy your comfort. Fully equipped kitchen, laundry room, 2 smart TVs.

Top guest favorite
Guest suite in Kansas City
4.88 out of 5 average rating, 348 reviews

1200 ft no pet or cleaning fee fenced yard kitchen

1200 sq ft space pet friendly no cleaning or pet fee. Extra kitchen area recently added. Own entrance with patio. All pets are welcomed. Big fenced yard with a forest We have 3 dogs so we understand if we hear your dog bark as well as you might hear ours, We never complain This is a safe space for anxious dogs can bark and we understand. Enjoy a game, concert while your pet is safe. You know your pet or use our large crate. Safe Middle class home close to DT stadium highways and airport.

Top guest favorite
A rustic cabin with a wooden exterior is surrounded by lush greenery. Large windows allow natural light to brighten the interior. A spacious deck is visible in front, with outdoor seating and a grill, offering a welcoming space for relaxation near the lake.
Farm stay in Excelsior Springs
4.96 out of 5 average rating, 315 reviews

San Vincente Lake Cabin and SundanceKC

Our beautiful light filled cabin with wood-burning fireplace is perched above our spring-fed 15 acre private lake next to the common outdoor lounge area and sand beach. We have 200 acres of gorgeous property with limestone boulders and hiking trails throughout. The lake is great for swimming, kayaking, stand-up paddle boarding and offers excellent fishing. We are five minutes from downtown Excelsior Springs, Excelsior Springs golf course and 3EX municipal airport. Relax, rejuvenate and play.

Guest favorite
Loft in River Market
4.81 out of 5 average rating, 196 reviews

Retro Loft Street Car Access RiverMarket

Hop in your time machine... retro vibes are calling your name! Designed with the traveler in mind, the space is stocked with amenities you want. WFH Desk space, fully stocked kitchen, bluetooth speaker, gym, game room, coffee bar, tons of seating & more! Located in the River Market. Walk to shops, restaurants, coffee, bars, plant shops, farmers market & more. Street car access to take you to the T-Mobile Center, Union Station and more. Highway access close by. Game room in the building!

Top guest favorite
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, 468 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 favorite
The English Cotswold-style home features a distinctive exterior with a textured cream facade, red accents, and multiple gabled roofs. Large windows provide natural light, and the inviting front porch is furnished with chairs, surrounded by a lush green landscape.
Home in Unity Village
4.95 out of 5 average rating, 140 reviews

Hummingbird Vista

Hummingbird Vista is located in tranquil Unity Village, just minutes from Kansas City and Lee’s Summit (and 20 minutes from the Truman Sports Complex). The 3-story, English Cotswold-style home on the 2nd hole of the Unity Village golf course has 4 bedrooms, 2 baths, and can comfortably sleep 12 people. It features a wet bar and fireplace with remote control. Perfect for large families, reunions, retreats, etc. Includes access to a state-of-the-art fitness center.

Superhost
The split-level home features a modern exterior with a combination of wood accents and a light blue facade. A paved driveway leads to the front entrance, framed by well-maintained green grass and landscaping. Large windows and a welcoming front door create an inviting appearance.
Home in Gladstone
4.88 out of 5 average rating, 234 reviews

Latitude 39 ~ Sleep 14

This five-bedroom three-bathroom split-level home away from home offers a comfortable haven to relax for groups of friends or large families! The open floor plan between the living room, dining room, and kitchen allows you to spend quality time together. In the living room you’ll find a tv with a YouTube TV subscription, and if you want to spend time outdoors, you'll love the relaxing deck and yard where you can unwind and relax!

Top guest favorite
Guest suite in Kansas City
4.97 out of 5 average rating, 174 reviews

Delightful Patio Retreat w/Pool Table in South KC

Come and enjoy this delightful, newly remodeled space with brand new bathroom. Apartment is the lower level, with It's own private entrance, queen bedroom, full bath w/walk-in shower, full size pool table and 42" TVs in living room & bedroom. The woods border the back yard for extra privacy. A creek, arbor, gazebo & statue. Conveniently located at 435 & Holmes Rd, where you can quickly get anywhere you need to go in the city.

Top guest favorite
A well-lit bedroom features a spacious bed dressed in a bold patterned duvet, complemented by decorative pillows. Natural light filters through sheer curtains on two windows, while a bedside table and indoor plant enhance the inviting atmosphere.
Home in Gladstone
4.93 out of 5 average rating, 137 reviews

Charming (3) bedroom home w/ walkable restaurants

Spacious, bright home for up to 6 guests with self-check-in, fully equipped kitchen, backyard patio, and free parking. Relax with complimentary coffee, Roku streaming, great Wi-Fi, and easy access to walkable restaurants and shops. Perfect for families, business travelers, or weekend getaways. Just 12-15 minutes from Downtown Kansas City in the neighboring suburb of Gladstone! Book your stay!

Popular amenities for Oakwood vacation rentals

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