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
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, 92 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, 113 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

Guest favourite
Guest suite in Kansas City
4.87 out of 5 average rating, 390 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
Home in Houston Lake
4.9 out of 5 average rating, 41 reviews

Spacious 3BR• Lake Access • Fire Pit • WorldCup KC

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.
Flat in Kansas City
4.95 out of 5 average rating, 912 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, 176 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
Tiny home in Smithville
4.89 out of 5 average rating, 72 reviews

Secluded Silo

Peaceful unique place in the valley where a rooster crow is all you will hear in the morning. Drink coffee on a private deck that overlooks the koi pond with a peaceful fountain. Short drive to I-435 and I-35. About half hour drive to Royals and Chiefs stadiums, downtown KC and Kansas speedway! Minutes from the bike and walking trails that circle Smithville Lake! Caution- steep narrow stairs inside. Please use the outside stairs to carry luggage inside to the bedroom quarters.

Guest favourite
Home in Gladstone
5 out of 5 average rating, 5 reviews

KC Home Base (World Cup Season) + Pet Friendly

Welcome to a homey, comfortable, and spotless place to land in the Kansas City Northland. Your pup will love the fully fenced yard—easy for quick potty breaks and letting your pup stretch out after a day of travel. This home is designed to be simple, practical, clean, and well-kept, with easy highway access for getting around Kansas City. Another big convenience: all three bedrooms and both bathrooms are on the ground floor, so you’re not hauling luggage up/down stairs.

Top guest favourite
Home in Kansas City
5 out of 5 average rating, 17 reviews

Comfy and Colorful in KC

Just 15 minutes from downtown and 20 minutes from the airport, this comfy retreat is the perfect launchpad for your Kansas City adventure. With a king bed in one room and two XL twin beds is the second, this spot is ideal for families, friends, or colleagues. Whether you're here for a weekend or a longer stay, you'll feel right at home. Your friendly hosts are just a message away—happy to offer local tips and insider favorites to help you experience the real KC.

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, 315 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
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
4.89 out of 5 average rating, 248 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 favourite
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
4.94 out of 5 average rating, 109 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

Popular amenities for Oakwood holiday rentals

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