Holiday houses in Oakwood

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 · Location · Sleep quality

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.

Family · Location · Access

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.

Family · Value · 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

Family · Location · Parks

Enjoy Nature at Modern Farmhouse Close to City

The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.

Location · Value · Solo travel

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.*

Value · Family · Accuracy

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 · Amenities

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 · Parking

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

Location · Family · Indoor spaces

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!

Value · Family · Walkability

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

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.

Location · Family · Hospitality