Holiday houses in Oakwood

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Top-rated holiday rentals in Oakwood

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

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Top Guest favourite
A well-lit suite features a cozy sitting area with a comfortable sofa and a coffee table. A spacious bed with decorative pillows is positioned against a wooden accent wall. Natural light streams through the large windows, enhancing the airy ambiance of the room.
Apartment in Liberty
4.98 out of 5 average rating, 939 reviews

Apartment in Liberty / 6 paces to the front door.

Welcome to my comfortable 25x12 Airbnb suite in a nice, safe neighborhood 2 minutes from the highway & 20 minutes from the airport or downtown Kansas City. Your private space & bath are just inside the front door & you are literally 6 level steps from your car. The space includes a kitchen, sitting area & bedroom area with plenty of natural light. My shady front yard has a bench & swing & there is a beautiful park at the end of the street. Plenty of shopping & restaurants within a 3 mile radius.

Top Guest favourite
A well-appointed bedroom features a spacious bed with light-colored linens. Two windows allow natural light to brighten the space. A ceiling fan is overhead, and a small side table holds a decorative item. A plush chair adds to the comfort of the room.
Home in Gladstone
4.98 out of 5 average rating, 111 reviews

Charming (1) king bed home w/ walkable restaurants

IMPORTANT (please read): We (hosts), recently relocated back to KC. While our new home is built, we have temporarily converted the walk out basement here into a living space for our family. It is locked off from upstairs & has it's own entrance. So 2 seperate units, 2 seperate entrances, but all under 1 roof. We will use the left side of the drive (2 cars) & enter via garage. Guests will use the right side of the drive (2 cars) & enter via front door. If suitable for you, we welcome you! :)

Guest favourite
An open living area is highlighted by warm yellow walls and wooden flooring. A leather sofa faces a wall-mounted television. A foosball table occupies the center of the space. A treadmill sits in the background, alongside a door leading to another room.
Guest suite in Kansas City
4.87 out of 5 average rating, 318 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 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
4.95 out of 5 average rating, 443 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!

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
4.94 out of 5 average rating, 852 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
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
4.92 out of 5 average rating, 159 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
A rooftop social lounge is highlighted, featuring a stone fire pit surrounded by comfortable seating. The space is adorned with large, light-colored couches and patterned cushions. An expansive view of the city skyline is visible in the background, complemented by a sun shade overhead.
Apartment in River Market
4.87 out of 5 average rating, 127 reviews

KC Apt River Market - 104

Clean and convenient 1 bedroom apartment. 20 minutes Airport & 8.7 miles to Stadium. Located in the vibrant, creative and diverse River Market community with access to many attractions and entertainment areas of Kansas City. Take the free streetcar to Union Station, Crossroads, Power & Light District/T-Mobile Center, Convention Center and more. Your stay includes pool and fitness center access, as well as a community rooftop courtyard with skyline views. Close the KC Current soccer.

Top Guest favourite
Bungalow in Kansas City
4.96 out of 5 average rating, 369 reviews

World Cup 2026 Host • Sauna • Firepit • Tiki Bar

Experience the best of Kansas City in this vibrant artist’s bungalow in a culturally diverse historic neighborhood. Central location and minutes from Downtown, Crossroads Art District, River Market, Power & Light, North KC, West Bottoms, and Arrowhead Stadium. Filled with vintage charm, colorful textiles, and global décor. Enjoy the lush backyard with barrel sauna, seasonal stock tank pool, cold plunge, and firepit. End the night with cocktails in the Lucky Kitty Tiki Lounge.

Top Guest favourite
A carpeted living area features a sectional reclining sofa adorned with decorative pillows. A small coffee table sits in front of the sofa, accompanied by a decorative piece on the wall. Soft lighting enhances the cozy ambiance of the space.
Home in Kansas City
4.9 out of 5 average rating, 135 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

Top Guest favourite
A cozy living area features a large sectional sofa, a wooden coffee table, and a light-toned TV stand. A wall-mounted TV is positioned centrally. Nearby, a floor lamp provides soft lighting, complemented by decorative wall art and greenery.
Apartment in Riverside
4.94 out of 5 average rating, 158 reviews

Unwind and Relax in KC!

Kick back and relax in this calm, stylish space. 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 No Pets. Newly remodeled. Icy cold AC and always extremely clean! 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

Guest favourite
A spacious lower-level area features a queen-sized bed with a patterned blanket and a dining table set for four. A television is visible next to a comfortable seating area with a couch. Light-colored walls enhance the bright, airy ambiance.
Home in Kansas City
4.92 out of 5 average rating, 295 reviews

Private Guest Suite Hexagon Room

We offer an entire private lower level with one queen size bed and the OPTION to add a connected private room with a queen bed. A personal driveway with parking, that leads you right to our entry door. Dog Friendly. If you'd like to request the attached additional room, please select "3 or more guests" upon booking. *No cats please, allergic to cats.* *Pets, Emotional Support Animals, and Service Animals must be in the care of an adult at all times.*

Top Guest favourite
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
4.91 out of 5 average rating, 222 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!

Popular amenities for Oakwood holiday rentals

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