
Holiday houses in Oakwood
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Oakwood
Guests agree: these stays are highly rated for location, cleanliness and more.

Little White House at Liberty
Private Little White House Retreat! Standalone studio in Liberty’s quiet Historic District, 2 blocks to Downtown Liberty Square. 23–25 min to Kansas City. EV charging on-site. Enjoy a loaded coffee bar or visit our Coffee Shoppe across the street, then walk to boutiques, restaurants, historic sites. Relax in a peaceful space with a very comfortable queen bed, large TV w/ DIRECTV, full kitchen, walk-in shower, in-unit washer/dryer—perfect for couples, solo travelers, or restful overnight stays.

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.

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.

Beautiful Villa Leocadia+ Private Pool + Sleeps 8!
🏡 Villa Leocadia – Your private Kansas City oasis! 🛏 4 cozy bedrooms (1 King, 2 Queens, 1 with 2 Full beds) 🛁 2 full bathrooms with luxury Tommy Bahama products 🍳 Renovated kitchen + coffee bar (Keurig, French press, pour-over) 🛋️ 2 living areas with Smart TVs, board games, and books 🏊 In-ground pool, fire pit, and multiple outdoor seating areas 🌳 Quiet neighborhood near Englewood Park — perfect for relaxing & reconnecting 🚗 Parking allows a max of 3 vehicles

Cozy Country Retreat on 10 Acres in Kansas City
🌳 Private 10-acre property with open green space and mature trees 🏡 Cozy, family-friendly home with comfortable living areas 🌅 Peaceful sunroom overlooking the countryside 🐦 Two serene ponds and beautiful natural surroundings 🛏️ 3 bedrooms, 2 bathrooms — sleeps up to 8 guests 🍽️ Fully equipped kitchen for home-cooked meals 🌙 Quiet, relaxing setting perfect for unwinding and stargazing 🚗 Easy access to Kansas City & Parkville while feeling secluded

4861/Near Hwy 15 min From MCI airport &Downtown/KC
Stay in the heart of the Kansas City area with easy access to major highways, downtown attractions, shopping, dining, and entertainment. Just minutes from the airport, this cozy home is perfect for business travelers, families, and visitors. Located on a quiet cul-de-sac, it offers a peaceful retreat with a nearby park for children and scenic walking trails behind the property. Enjoy comfort, convenience, and a central location for exploring Kansas City.

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

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!

Minimalist Modern Strawberry Hill Get-Away Home
Entire, separate entry, second floor studio. Minimalist modern decor, nice clean small space with everything you need. We aim to have your stay be an enjoyable experience, greeting you with a clean home, ensuring you have what you need during the stay, and being available as needed. Approximately 5-10 from downtown KCMO, Power and Light, City Market. Within walking distance of a few local family owned restaurants and bars.

Peaceful 3BR Near the Lake, Fire Pit & Fenced Yard
Welcome to our quiet lake community vacation home in the heart of Kansas City! Conveniently located near dining, shopping, and popular attractions including the KC Chiefs, KC Royals, and Worlds of Fun. Airport is also just a short drive away. The home features 3 bedrooms with 3 queen beds and a large fenced backyard, with easy walking access to the lake. Perfect for everyone looking for a peaceful stay while visiting KC.

A home away from home - family friendly, central
Welcome to your relaxing retreat! Perfect for families and groups, this spacious home features 5 bedrooms, 7 beds, an air mattress, and Pack ’n Play. Enjoy a fully equipped kitchen, dedicated workspace, foosball, ping pong, and a backyard fire pit. Located in a quiet neighborhood just minutes from restaurants, shopping, and local attractions. The perfect mix of comfort, convenience, and fun for your stay.

Charming (1) king bed 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 holiday rentals
Other great holiday rentals in Oakwood

Retro Rambler

Relax in cozy style/Clean Spacious two King beds

Cozy-Relaxing-World cup-Hot Tub

Comfy and Colorful in KC

1200 ft no pet or cleaning fee fenced yard kitchen

The 420 House

Cozy KC Area Stay • Gladstone

Brand New Studio Apartment
Destinations to explore
- St. Louis Holiday rentals
- Kansas City Holiday rentals
- Branson Holiday rentals
- Tulsa Holiday rentals
- Omaha Holiday rentals
- Bentonville Holiday rentals
- Des Moines Holiday rentals
- Wichita Holiday rentals
- Springfield Holiday rentals
- Eureka Springs Holiday rentals
- Fayetteville Holiday rentals
- Lincoln Holiday rentals
- GEHA Field at Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Legends Outlets Kansas City
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Kansas City Convention Center
- Jacob L. Loose Park
- T-Mobile Center
- Union Station
- University of Kansas - Lawrence Campus
- Overland Park Convention Center
- Negro Leagues Baseball Museum
- Midland Theatre
- Children's Mercy Park
- Overland Park Arboretum & Botanical Gardens
- Kansas Speedway
- Hyde Park
- Uptown Theater
- Kauffman Center for the Performing Arts
- Kansas City Power & Light District
- National World War I Museum and Memorial





