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
The charming exterior of the standalone studio features a covered porch with seating options, surrounded by greenery. The front yard is well-maintained with a grassy area and planters. Large, open windows enhance natural light, creating a welcoming atmosphere.
Home in Liberty
4.97 out of 5 average rating, 89 reviews

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.

Superhost
Home in Gladstone
4.77 out of 5 average rating, 112 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

Top Guest favourite
A cozy living area features a brown sectional sofa adorned with decorative pillows. A rustic coffee table sits in front of the sofa, and colorful artwork is displayed on the walls. Natural light floods in through the glass doors leading to the outdoor space.
Farm stay in Kansas City
4.97 out of 5 average rating, 67 reviews

Private guest house on 100 acre farm

Relax, visit the animals, hike, explore or venture out at this unique and tranquil getaway. Enjoy sporting events, night life, concerts, plays, ballets, the symphony, family fun parks, nature and unique, small towns and wineries. Minutes from beautiful nostalgic Parkville, which originated as a river port. The arrival of the train ensured the town's survival after the Civil War. Enjoy museums, Union Station, or learn about the history of Kansas City. The “Shanty” is private but so convenient.

Top Guest favourite
Guest suite in Kansas City
4.88 out of 5 average rating, 386 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
Home in Houston Lake
4.95 out of 5 average rating, 37 reviews

World Cup Kansas City | Cozy Home Near Lake

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. Guests can fish at the lake, but a Missouri fishing license is required. Perfect for everyone looking for a peaceful stay while visiting KC.

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
4.95 out of 5 average rating, 911 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, 174 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 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
4.91 out of 5 average rating, 153 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
Home in Kansas City
4.9 out of 5 average rating, 20 reviews

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

Top 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
4.93 out of 5 average rating, 314 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.*

Guest favourite
A bright living area features a modern couch adorned with colorful cushions. A small chair and table occupy one corner, and large windows provide natural light, offering views outside. A patterned area rug adds warmth to the space, enhancing the minimalist decor.
Home in Kansas City
4.95 out of 5 average rating, 1,030 reviews

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.

Top Guest favourite
A charming 1930's home is surrounded by vibrant fall foliage, with a stone and wood exterior. The front yard is blanketed with colorful fallen leaves, and a mailbox stands at the end of a paved driveway leading to the garage.
Home in Parkville
4.95 out of 5 average rating, 65 reviews

Cozy Bluegrass Cottage

Come and relax at this peaceful place to stay. Central location- 15 minute drive to MCI Airport, or Downtown KC. Enjoy the Locals- Old town Parkville offers shopping, coffee shops, dining French, Irish, and Italian. If you prefer to BBQ at home, pick up farm fresh meat at the KC Cattle Company. Several walking trails, children parks, and dog parks. Take the bikes for a ride along the river to enjoy the best sunsets!

Popular amenities for Oakwood holiday rentals

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