Holiday houses in Oakwood

2 Neighboring Homes | Sleeps 12 | Near Downtown KC

TWO houses in one booking! This listing combines both of our side-by-side homes into a single reservation: 3-bed, 1-bath house next door to, a 2-bed, 1-bath house W/pull-out sofa. Together they sleep up to 12 guests across 5 bedrooms and 2 full kitchens. ideal for big families, group trips, reunions, or two families traveling together who still want their own separate space at night. Just minutes from downtown Kansas City, Iron District, and major sports venues, with easy access to I-29 & I-35.

Location · Getting around · Quiet

Country Paradise •9 acres•Pool•Rec Center•5690sqft

Welcome to your very own private resort! As you approach the property, you'll be greeted by a beautiful farmhouse-style home that sits on 9 acres, with a 55ft wrap around deck offering sweeping views of the expansive grounds. Pool table, Ping Pong, Shuffleboard, Foosball, Air hockey, Nintendo & Switch. This property is a true gem for those seeking both space (5600 sq ft) & serenity. 17miles-airport, 20miles Downtown KC/ P&L District, 22miles-Chiefs /Royals Stadium, minutes to Smithville Lake.

Location · Family · Getting around

Peaceful KC Getaway • Cozy 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.

Value · Location · Amenities

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.

Location · Value · Sleep quality

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 · Amenities

Melrose Grove: Pool, Tiki Lounge, Barrel Sauna

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 21+. Visitors and gatherings require advance approval.

Value · Location · Getting around

4865 two bedrooms/15 min from MCI/downtown KC

Charming 2 Bedroom Close to Highways and Shopping. Enjoy a nearby park for children, scenic walking trails just behind the property, and easy access to Morton Amphitheater—just minutes away for concerts, festivals, and special events. Discover convenience in this 2-bedroom apartment with easy highway access and proximity to shopping. Features include a dishwasher, in-unit laundry, and ample parking. Perfect for those seeking comfort and accessibility!

Family · Location · Nearby

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!

Location · Family · Walkability

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

Value · Location · Pets

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

Location · Family · Quiet

A home away from home - family friendly, central

Welcome to your relaxing retreat! Perfect for families and groups, this spacious home features 5 bedrooms, 7 beds, an air mattress, and Pack ’n Play. Enjoy a fully equipped kitchen, dedicated workspace, foosball, ping pong, and a backyard fire pit. Located in a quiet neighborhood just minutes from restaurants, shopping, and local attractions. The perfect mix of comfort, convenience, and fun for your stay.

Value · Family · Nearby

Charming (3) bedroom 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!

Location · Value · Amenities