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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Superhost
A cozy living area features a dark sofa and two plaid armchairs arranged around a wooden coffee table. A light-colored lamp and a decorative basket add to the ambiance. Walls are adorned with framed pictures, and natural light filters through the windows.
Flat in Kansas City
4.77 out of 5 average rating, 31 reviews

Spacious 1-Bedroom Apartment with Washer and Dryer

You will be able to enjoy easy access to everything from this centrally located apartment. Kansas City is a thriving city with a multitude of events, attractions, and factories. This apartment is perfectly placed in the middle of it all. The Ford Kansas City Assembly Plant (4 min/1.3 mi), Worlds of Fun/Oceans of Fun (8 min/4 mi), Power & Light District (14 min/9.7 mi), and the Arrowhead/Kauffman Stadium (15 min/12.5 mi) are all within the area. Location is everything, and this apartment has it.

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, 918 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
Home in Gladstone
4.91 out of 5 average rating, 177 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
Home in Houston Lake
4.94 out of 5 average rating, 16 reviews

Cozy-Relaxing-World cup-Hot Tub

The perfect getaway for anyone looking to relax and explore Kansas City. Offers an atmosphere where mornings begin with coffee on the stone patio and evenings relaxing in the hot tub with beautiful sunsets and serene surroundings. Warm and inviting space designed for comfort and simplicity. The cottage features a comfortable bedroom, Pull out couch, full bath, games, and everything you need for a relaxing stay. Easy Highway access. Short drive from shopping, dining, and attractions.

Superhost
Home in Kansas City
4.78 out of 5 average rating, 23 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

Guest favourite
Home in Kansas City
5 out of 5 average rating, 15 reviews

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

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, 319 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
Home in Houston Lake
4.92 out of 5 average rating, 51 reviews

Cozy KC Getaway | 3BR Near the 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. The airport is also just a short drive away. The home features 3 bedrooms with 3 queen beds and a large fenced backyard. Located in a beautiful lake community, it’s perfect for everyone looking for a peaceful stay while visiting KC.

Superhost
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
4.88 out of 5 average rating, 252 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, 113 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

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, 125 reviews

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!

Guest favourite
Home in Gladstone
4.9 out of 5 average rating, 21 reviews

Cul-de-sac Coolness

Relax with the whole family at this peaceful place to stay. Spacious primary with ensuite with heated floors. Full guest bath . Large living space with TV in Primary and Living room. Located at the end of a quiet cul-de-sac and within 25 minutes everything KC has to offer including the outdoor shopping center of Zona Rosa within a few minutes.

Popular amenities for Oakwood holiday rentals