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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Superhost
A cozy living area features a blue sectional sofa accented with yellow cushions. The light wooden coffee table sits centrally, while a large television mounted above a stylish console stands against a neutral wall. Geometric wall art adds a modern touch to the space.
Flat in Riverside
4.94 out of 5 average rating, 197 reviews

Serene Retreat in Kansas City!

This is the place to unwind in peaceful solitude NO PARTIES police will be called. 4 GUESTS MAX. (5.0 to Book) FIRM. No smoking Our meticulously remodeled Airbnb nested in the heart of nature, offering a peaceful retreat amidst a plethora of outdoor recreational facilities. This distinctive property is neighboring a park, basketball court, playground, walking trail and a picnic area, providing a harmonious blend of tranquility while 10 mins to the airport, downtown, neighboring both KCK & KCMO

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, 154 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.

Top guest favourite
Three horses graze on lush green grass under a glowing sunset. The sun casts a warm light across the landscape, creating a serene backdrop. A dog is visible nearby, adding a friendly element to the peaceful countryside scene.
Farm stay in Weston
4.93 out of 5 average rating, 373 reviews

Hippie Hills - Cozy Country Lodging and a Hot Tub

FIFA World Cup Visitors: We speak Dutch, German & Swiss German. Like a storybook, but with Wi-Fi, a hot tub, and a serious hospitality crew. Dogs Taco, Ally, and Bullet greet you at your car, frisbee in tow and zero chill. Donkeys Slim and Shady expect breakfast negotiations, while cats Potato and French Fry judge from afar. Horses Pieces and Jasper love head scratches. Historic Weston, is 5 minutes away with shops, wineries, and charm. After exploring, unwind in the hot tub under starry skies

Superhost
A two-story bungalow with a light green exterior is featured. The front porch is enclosed with a wooden railing, partially obscured by climbing plants. The entrance door and windows are framed with white trim, creating a welcoming appearance.
Home in Kansas City
4.91 out of 5 average rating, 865 reviews

Cottage West-EZ access to hwy-2bed 1ba

We have thought of every detail. You are HOME! Permit: NSD-STR-00261 Lounge in a gorgeous clawfoot bathtub! Bedroom 1- queen bed. Bedroom 2- full bed that guests have described as "the best night's sleep [they] have ever had." 2 Couches in living room Kid friendly Pet friendly 54" Roku TV w/Netflix, Hulu & more. A back porch for sipping coffee or practicing yoga and front porch for smokers. Fully stocked. From kitchen spices & pantry essentials, a coffee/tea station, even a washer & dryer.

Superhost
Home in Gladstone
4.8 out of 5 average rating, 105 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

Guest favourite
Home in Kansas City
4.89 out of 5 average rating, 130 reviews

Hilltop Home - Skyline Views - Walk to BBQ & Bars

Sweeping skyline views from this design-forward hilltop retreat - your basecamp atop the city for FIFA World Cup, museums, nightlife, kids' attractions and more. You're 5-15 minutes from most attractions in KC - or walk to Slap's BBQ & nearby bars in the neighborhood. Features soaring timber beams, craft coffee bar & a game room, plus great bedding, dedicated office & curated details across 2,000 sq. ft. of space to spread out in. Ideal for groups of 4-6 seeking the unique over the ordinary.

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, 891 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.

Guest favourite
A rooftop social lounge is depicted, featuring a fire pit surrounded by comfortable outdoor seating. Large, shaded areas offer relief from the sun, while the Kansas City skyline serves as a backdrop, showcasing a blend of modern buildings and urban scenery.
Flat in River Market
4.9 out of 5 average rating, 177 reviews

KC Apt River Market-403

Clean and convenient 1 bedroom apartment. 20 minutes from Airport & 8.7 miles to Stadium. Located in the vibrant, creative and diverse River Market community with access to many attractions and entertainment areas of Kansas City. Take the free streetcar to Union Station, Crossroads, Power & Light District/T-Mobile Center, Convention Center and more. Your stay includes pool and fitness center access, as well as a community rooftop courtyard with skyline views. Close the KC Current soccer.

Guest favourite
A light-filled living area features a pair of dark leather sofas adorned with orange accent pillows. A decorative rug with a neutral pattern lies beneath, while a floor lamp and a wall-mounted TV provide functional comfort. Natural light streams through large windows covered by sheer curtains.
Home in Kansas City
4.91 out of 5 average rating, 253 reviews

Close to Downtown & Stadium, Huge Yard, RV Parking

Great for families or anyone looking for a quiet, safe neighborhood. - Google Fiber - Fully fenced yard. - Off street parking - Close to the interstate - Only 15 minutes of downtown, Worlds of Fun, Oceans of Fun, & Kaufman & Arrowhead stadiums World Cup Addons Grocery stocking: $100 service fee + grocery cost Early check-in / late checkout (when available): $75 each Relax on the porch while watching your kids play in the fenced-in yard or play fetch with your dog. Non-smoking home.

Guest favourite
An open layout of the studio apartment showcases a fully equipped kitchen, featuring modern appliances and a breakfast bar with seating. A cozy living area is furnished with a comfortable couch and a soft blanket draped over the bed, while original stone walls add character.
Flat in Liberty
4.94 out of 5 average rating, 106 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
Home in Kansas City
4.95 out of 5 average rating, 216 reviews

Spacious Home with Bar Area and Pool Table

Modern home with all you'll need for a comfortable & relaxing stay. You will have an amazing experience both inside & outside of this house. Featuring a Pool Table, full bar, propane fire pit, gym equipment & smart TVs with fiber internet in every room. Enjoy playing a game of corn hole in the large fenced in backyard. Home is located within a short drive from all of KC's greatest attractions. The perfect home to make memories!

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, 116 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