Holiday houses in Oakwood

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. Quick highway and airport access. short drive to many popular recreational and city attractions! - Family and pet friendly (no pet fee!) - Accessible & spacious single-level home - Earthy, artsy and locally-inspired vibes - Many amenities offered to feel like home DOORS: FRONT 36''W with 4''ramp / BDS 29''W / BATHS 23''W 4-Car Driveway. Yard not fenced. ICE NOT WELCOME.

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.

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.

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

Modern home 4 Bedrooms and 4 Ensuite Bathrooms

The Hillside Hideaway: Luxury Retreat Near Downtown KC. A stylish retreat near Downtown KC. Two cots available for groups over 8. New: Mobile Sauna available as an add-on! Highlights: 4 bedrooms, each with a private full bath 2 fireplaces Fully equipped kitchen Spacious outdoor area 5 min from Morton Amphitheater 10 min to Downtown KC 20 min to MCI Airport Near River Market, Power & Light, Zona Rosa, and KC Current stadium Experience comfort. Discover KC.

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!

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. 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.

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!