Holiday rentals 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.
Flat in Liberty
4.98 out of 5 average rating, 941 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! :)

Top guest favourite
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, 150 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 areas. Quick highway and airport access, and a short drive to many popular recreational and city attractions! - Family and pet friendly (no pet fee!) - Spacious & accessible single-level home - Earthy, artsy and locally-inspired vibes - Additional amenities offered Door Width's: 36'' Front w/ 4'' H Ramp - 29'' W BD - 23'' W Bath *Gardens, Solar Panels & MORE COMING SOON!

Top 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, 322 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.

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, 749 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.
Flat in Kansas City
4.94 out of 5 average rating, 855 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.

Guest favourite
The spacious master suite features a large bed with patterned cushions, complemented by soft lighting from two bedside lamps. A stylish armchair is positioned nearby, and decorative elements, including a patterned area rug, enhance the room's inviting design.
Flat in Liberty
4.86 out of 5 average rating, 240 reviews

Historic Downtown Liberty 2bed/2ba Apt

Beautiful Basement Apartment centrally located just off the downtown Liberty Square, walkable to restaurants & shopping. This historic building was the first apartment in Liberty, circa 1905. Two bedrooms, 2 full bath. Amazing showers, spacious rooms, washer/dryer. Full kitchen stocked with amenities. Coffee bar. Spacious master suite with a king-sized comfortable bed, small second bedroom with comfortable daybed, a daybed trundle couch and a comfortable queen sized sleeper bean bag bed.

Top guest favourite
A renovated suburban ranch features a classic brick facade with a large front yard, bordered by grass and flower beds. A paved walkway leads to the entrance, adorned with landscaping that includes trees and flowering plants, enhancing the home's curb appeal.
Home in Liberty
4.98 out of 5 average rating, 335 reviews

Two bedroom home with beautiful pond view.

This renovated 1960s suburban ranch has all the space you need to relax. Set in a quiet neighborhood on a large lot central to historic Downtown Liberty and the attractions of Kansas City, this home overlooks the beautiful Jones No. 97 distillery pond. Featuring wood floors with open living/dining space, everything needed is on a single level, although there are steps to access the house. Private basement may be accessed by owner via outside entrance for brief maintenance purposes.

Superhost
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.
Flat 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.

Guest favourite
Bungalow in Kansas City
4.96 out of 5 average rating, 370 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 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.
Flat 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, 297 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.*

Popular amenities for Oakwood holiday rentals

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