Holiday houses in Oakwood

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.

Family · Location · Kitchen

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. Self-service Mini Market with snacks & drinks available.

Family · Value · Air conditioning

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.

Value · Location · Outdoor spaces

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.

Value · Location · Bathroom

Two bedroom home with beautiful pond view.

This renovated 1960s suburban ranch has all the space you need to relax. Set in a quiet neighborhood on a large lot central to historic Downtown Liberty and the attractions of Kansas City, this home overlooks the beautiful Jones No. 97 distillery pond. Featuring wood floors with open living/dining space, everything needed is on a single level, although there are steps to access the house. Private basement may be accessed by owner via outside entrance for brief maintenance purposes.

Family · Value · Laundry

Tiki Lounge • Sauna • Pool • Near Downtown

A turn-of-the-century bungalow filled with historic charm. Inside you'll find curated worldly décor and multiple lounge spaces. Step into the backyard to enjoy the cedar barrel sauna, seasonal cold plunge and stock tank pool, fire pit, yard games, and the Lucky Kitty Tiki Lounge tucked away in the converted garage. Minutes from downtown, the stadiums, great restaurants, and vibrant nightlife. Primary guest must be 25+ unless they have prior positive reviews. Approved events only.

Family · Location · Backyard

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

Location · Family · Cleanliness

1BR Near Downtown KC | Free Parking, 2nd Floor

Enjoy a comfortable 1BR in Riverside, just minutes from Downtown Kansas City. This second-floor unit is ideal for solo travelers, couples, or work trips. You’ll have free parking, fast WiFi, easy self check-in, and a fully equipped kitchen for simple meals. Quick highway access makes getting around easy, and the quiet setting offers a relaxed place to unwind after a long day. A practical, well-located home base for short stays or longer visits.

Value · Location · Cleanliness

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!

Family · Location · Barbecue

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

Family · Value · Pets

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!

Family · Location · Bathroom

4867 /Easy Hwy Access/15 min Downtown &Airport

Discover convenience in this 2-bedroom apartment with easy highway access and proximity to shopping. And Relax in a spacious bedroom featuring a comfortable king-size bed with fresh linens and extra pillows for a restful stay. Features include king size bed, a dishwasher, in-unit laundry, and ample parking. Perfect for those seeking comfort and accessibility!

Location · Value · Hospitality