Holiday rentals in Oakwood

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Top-rated holiday rentals in Oakwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An inviting entrance features a dark door with a welcome sign above it. Two bistro chairs and a small table are placed on a concrete patio under string lights, enhancing the appeal of the space. Lush greenery and hanging plants add a natural touch.
Home in Kansas City
4.97 out of 5 average rating, 155 reviews

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.

Superhost
Home in Gladstone
4.77 out of 5 average rating, 109 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
The logo of the Speakeasy Suite is displayed prominently, featuring a gold color scheme on a dark background. The silhouette of a city skyline is integrated into the design, surrounded by elegant decorative elements that evoke a sense of charm and sophistication.
Guest suite in Downtown Kansas City
4.91 out of 5 average rating, 816 reviews

𒊹︎Private Speakeasy Suite featured on KC Today𒊹︎

Want to stay in a gorgeous 100+ year old speakeasy with endless charm and character? This one-of-kind stay gives you an incredible location steps away from downtown! We’ve been featured on best of KC and KC Today for the most unique stays on Airbnb. The building is old but been updated with every modern amenity. Fireplace, tufted sofa, and optional champagne service. The Speakeasy Suite gives you hotel amenities at an amazing value with prime location complete with a speakeasy entry!

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.
Flat in Kansas City
4.95 out of 5 average rating, 897 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.

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.

Guest favourite
Flat in Liberty
4.93 out of 5 average rating, 117 reviews

High-End Hobbit House

Experience a luxurious and cozy stay in our unique Hobbit House, a private studio basement apartment, part of an historic home built in 1890. Located just steps from the Historic Downtown Liberty Square, walkable to William Jewell College and a short 20-25 minute drive to downtown Kansas City. The property offers the perfect blend of historic charm and modern comfort. While more suited to guests under 6'1" this enchanting retreat provides a distinctive and memorable experience.

Guest favourite
A carpeted living area features a sectional reclining sofa adorned with decorative pillows. A small coffee table sits in front of the sofa, accompanied by a decorative piece on the wall. Soft lighting enhances the cozy ambiance of the space.
Home in Kansas City
4.9 out of 5 average rating, 147 reviews

HomeStay Inn at Line Creek Trail *Entire Basement*

Listing is for entire basement. Listing type states whole home but the listing is only the entire basement. Due to Airbnb listing description limitation I have selected the best option which describes the listing. Walk out basement with a spacious one-bedroom attached bath layout with kitchenette and living room. The place is single level with no steps inside. 11mins/8.6mi from the airport, 25mins/22mi to Arrowhead, 20mins/15.3mi to KC downtown, 27mins/21.5min to KCZoo

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, 242 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

Top guest favourite
The studio features exposed brick walls and wood-paneled ceilings, creating a warm ambiance. Two sleek seating chairs are positioned in front of large double doors that provide natural light. A dining table is visible in the background, accompanied by a minimalist pendant light.
Guest suite in Downtown Kansas City
4.96 out of 5 average rating, 1,114 reviews

WestSide Brick Barn Studio

The Brick Barn Studio is a sweet and peaceful private space on the first floor of a late 19th century Carriage House. Guests enjoy private entry to their accommodation, mini kitchen, shower/bathroom, and laundry, king mattress on a unique built-in bench platform, and a convertible sofa for another guest or two. There is a privacy curtain provided for guests who would like a little separation between the bed and sleeper sofa.

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, 1,019 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.

Top guest favourite
A well-appointed bedroom features a spacious bed with light-colored linens. Two windows allow natural light to brighten the space. A ceiling fan is overhead, and a small side table holds a decorative item. A plush chair adds to the comfort of the room.
Home in Gladstone
4.98 out of 5 average rating, 120 reviews

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!

Popular amenities for Oakwood holiday rentals

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