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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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, 155 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.

Top guest favorite
Bungalow in Kansas City
4.96 out of 5 average rating, 436 reviews

World Cup 2026 | Sauna | Plunge Pool | Tiki Lounge

A 125-year-old bungalow packed with personality. Inside you’ll find curated worldly décor, many lounge spaces, and the house’s most famous feature: the Lucky Kitty Tiki Lounge, a hidden bar built inside the old garage. Outside, relax in the barrel sauna, cold plunge, and stock tank pool, gather around the fire pit, and unwind under the string lights after a night exploring Kansas City. It’s a one-of-a-kind stay just minutes from downtown, the stadiums, and some of the city’s best restaurants.

Top guest favorite
A sliding glass door offers access to a wooden deck, surrounded by lush greenery. Vertical blinds provide privacy while allowing natural light to filter in. Rain droplets are visible on the door, creating a serene atmosphere.
Apartment in Kansas City
4.95 out of 5 average rating, 904 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.

Superhost
Home in Gladstone
4.91 out of 5 average rating, 173 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.

Top guest favorite
Home in Kansas City
4.91 out of 5 average rating, 148 reviews

HomeStay Inn at Line Creek Trail *Entire Basement*

Listing is for entire basement. Listing type states whole home but the listing is only the entire basement. Due to Airbnb listing description limitation I have selected the best option which describes the listing. Walk out basement with a spacious one-bedroom attached bath layout with kitchenette and living room. The place is single level with no steps inside. 11mins/8.6mi from the airport, 25mins/22mi to Arrowhead, 20mins/15.3mi to KC downtown, 27mins/21.5min to KCZoo

Superhost
A split-level home exterior is presented, featuring a combination of blue siding and natural wood accents. The front porch is accessible, with a small set of steps leading to the entrance. Lush green grass surrounds the house, enhancing the inviting look.
Home in Gladstone
4.88 out of 5 average rating, 242 reviews

Latitude 39

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!

Guest favorite
A spacious bedroom features a large bed dressed in white linens, complemented by decorative pillows. Two framed prints adorn the walls, and a wooden dresser sits adjacent, providing storage. A stylish bench rests at the foot of the bed, with soft lighting from bedside lamps.
Home in Kansas City
4.93 out of 5 average rating, 104 reviews

Fire Pit + Backyard Family Friendly

Enjoy S'mores by the fire pit in this newly renovated home. If you are in town for a special event or relocating to Kansas, no hotel will be able to meet your needs like this home. We welcome pets and have plenty of room for large families. We are located in North Kansas City, 10 minutes from Downtown and 15 minutes from the KC Airport. ♥Hi-Speed 1G Internet & Work Space ♥Immaculately Clean - Guaranteed! ♥Fire Pit w/ Backyard

Top guest favorite
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, 1,119 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.

Top guest favorite
Home in Kansas City
4.98 out of 5 average rating, 205 reviews

Updated home, FIFA World Cup, Worlds of Fun, Ford

Updated, clean and comfortably furnished 4 bedroom home with fast WiFi, TV, and off street parking. FIFA World Cup Kansas City - Arrowhead Stadium: 13 miles ConnectKC26 Transportation: 1.7 miles FIFA Fan Festival : 9 miles Minutes from Worlds/Oceans of Fun and Ford Kansas City Assembly Plant. 13 miles from Arrowhead/Kauffman Stadium.

Top guest favorite
Home in Kansas City
4.95 out of 5 average rating, 221 reviews

The Residence on White | Kansas City|Close to WOF

A modern 4BR, 3BA home with 7 beds, perfectly suited for larger groups. Located in a quiet cul-de-sac, it features a game room with pool table & bar, a spacious fenced backyard with fire table and grill, and fast fiber internet throughout—all just minutes from dining, shopping, and local attractions.

Superhost
Home in Kansas City
4.86 out of 5 average rating, 443 reviews

Urban Chic-Moving Trucks/Trailers /Boats friendly

Welcome to Urbanchic, your urban oasis in North Kansas City. Our stylish space offers quick highway access, a large backyard with a huge gate for U-Hauls and trailers, and chic vibes. Whether you’re exploring the city or relaxing in our backyard, Urbanchic awaits your stay!

Top guest favorite
Place to stay in Kansas City
4.97 out of 5 average rating, 309 reviews

Rosedale Hills Stone Villa #1

Take it easy at this unique and tranquil getaway. Our famous Rosedale Hills Stone Villa has over 100 years of history. Come and stay with modern amenities inside an old stone exterior from many years gone by to relax and enjoy your stay in Kansas City.

Popular amenities for Oakwood vacation rentals

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