Holiday houses in Oakwood

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Top-rated holiday rentals in Oakwood

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Superhost
Home in Gladstone
4.79 out of 5 average rating, 106 reviews

4bed * Gladstone home * sleeps 10 * near KC

Welcome to our 4 bed 2 bath home in Gladstone (Kansas City North Area)- The perfect place for families, groups or business travelers looking for comfort, space, and a convenient location. You will be close to shopping, dining, entertainment and the best of Kansas City. Downtown Kansas City 14 minutes Worlds of fun 13 minutes KC Union Station 18 minutes Kansas City zoo & aquarium 24 minutes KC Cheifs and Royals statiums 22 minutes Walmart 5 minutes MCI international Airport 17 minutes

Top Guest favourite
Bungalow in Kansas City
4.96 out of 5 average rating, 423 reviews

Plunge Pool • Tiki Lounge • Sauna • Near Downtown

A 125-year-old bungalow packed with personality. Inside you’ll find curated worldly décor, many lounge spaces, and the house’s most famous feature: the Lucky Kitty Tiki Lounge, a hidden bar built inside the old garage. Outside, relax in the barrel sauna, cold plunge, and stock tank pool, gather around the fire pit, and unwind under the string lights after a night exploring Kansas City. It’s a one-of-a-kind stay just minutes from downtown, the stadiums, and some of the city’s best restaurants.

Guest favourite
A tree house constructed from natural materials is elevated among tall trees, offering a secluded view of the surrounding forest. Outdoor decking provides space for relaxation, while a staircase leads down to the ground, surrounded by lush greenery.
Treehouse in Excelsior Springs
4.96 out of 5 average rating, 350 reviews

Robber's Roost Tree House at Beautiful SundanceKC Lake Retreat

Magical tree house nestled among oaks on our beautiful 200-acre national park-esque ranch fringed in gorgeous limestone boulders surrounding a spring-fed 15-acre private lake with outdoor living area and sand beach. Great for swimming, kayaking, stand-up paddle boarding and excellent fishing. We are 5 minutes from downtown Excelsior Springs, Excelsior Springs Golf Course and 3EX municipal airport. We live on-site and will generally be available throughout your stay should you need or desire.

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.
Apartment in Kansas City
4.95 out of 5 average rating, 893 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.

Top Guest favourite
A living area features exposed brick walls complemented by wooden shelving. A dark leather sectional sofa is paired with a light-colored throw, while a contemporary coffee table occupies the center. Natural light filters in through large windows, illuminating potted plants.
Apartment in Westside North
4.97 out of 5 average rating, 259 reviews

Historic, Industrial Flat in KC

Live the true Kansas-Citian lifestyle in this sparkling clean, and completely renovated 120-year-old brick beauty! Gorgeous hardwood floors, exposed brick walls, 10' island in the gorgeous chef's kitchen featuring gas cooktop and built-in oven/microwave. Spa-like bathroom with heated floors and rain shower head in the frameless glass shower. Spacious master bedroom with desk. Private rear deck and shared backyard. Walk minutes to KC's highlights: Crossroads, Street Car & Ferris Wheel!

Superhost
Home in Gladstone
4.91 out of 5 average rating, 171 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.

Top Guest favourite
A two-story indoor playhouse is presented, designed with a charming facade featuring white wooden walls, a brown door, and decorative windows. Greenery adorns the entrance, enhancing the playful and welcoming environment for children.
Home in Kansas City
4.99 out of 5 average rating, 145 reviews

25% Off~2-Story Playhouse ~ Hot Tub~ 12 min to MCI

Welcome to our newly remodeled home in Kansas City, MO! You and your family will find this spacious house is centrally located near all the top attractions and the airport, making it the perfect base for your stay in the city. This unique home offers an indoor playhouse, hot tub, and countless amenities. You are invited to experience the best of Kansas City in style and comfort at our luxurious home. We can't wait to host you--you will not be disappointed! Ellie & Stephen

Top Guest favourite
A bright dining area is showcased, featuring a wooden table surrounded by four chairs. Large windows allow natural light to fill the space, offering views of the surrounding landscape. Floral centerpieces enhance the inviting atmosphere, while cozy seating is visible along the window ledge.
Home in Kansas City
4.98 out of 5 average rating, 457 reviews

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.

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, 239 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
4.93 out of 5 average rating, 102 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 bright living area features a modern couch adorned with colorful cushions. A small chair and table occupy one corner, and large windows provide natural light, offering views outside. A patterned area rug adds warmth to the space, enhancing the minimalist decor.
Home in Kansas City
4.95 out of 5 average rating, 1,016 reviews

Minimalist Modern Strawberry Hill Get-Away Home

Entire, separate entry, second floor studio. Minimalist modern decor, nice clean small space with everything you need. We aim to have your stay be an enjoyable experience, greeting you with a clean home, ensuring you have what you need during the stay, and being available as needed. Approximately 5-10 from downtown KCMO, Power and Light, City Market. Within walking distance of a few local family owned restaurants and bars.

Superhost
A modern living area features a blue sofa paired with a white armchair. A small coffee table sits on a patterned area rug, complemented by a green plant. Bright lights illuminate the space, which is adjacent to a glass door leading outdoors.
Apartment in Riverside
4.77 out of 5 average rating, 128 reviews

Quiet 2BR Near Downtown KC | Free Parking

Enjoy a convenient 2BR in Riverside, just minutes from Downtown Kansas City. In-unit washer/dryer and easy, stair-free access make this a great choice for families, longer stays, or guests with luggage. You’ll have free parking, fast WiFi, easy self check-in, and a fully equipped kitchen. Quick highway access makes getting around simple, while the quiet setting offers a comfortable place to relax after a long day..

Popular amenities for Oakwood holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Clay County
  5. Oakwood