Vacation rentals in Oakwood

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Top-rated vacation rentals in Oakwood

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

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Guest favorite
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.

Guest favorite
Bungalow in Kansas City
4.96 out of 5 average rating, 435 reviews

Tiki Lounge | Sauna | Cold Plunge | Pool

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.

Top guest favorite
A sliding glass door offers access to a wooden deck, surrounded by lush greenery. Vertical blinds provide privacy while allowing natural light to filter in. Rain droplets are visible on the door, creating a serene atmosphere.
Apartment in Kansas City
4.95 out of 5 average rating, 899 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 favorite
Home in Kansas City
4.91 out of 5 average rating, 259 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.

Superhost
Home in Gladstone
4.91 out of 5 average rating, 172 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 favorite
Home in Kansas City
4.91 out of 5 average rating, 148 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
A spacious wooden deck extends into a lush green backyard, featuring a large dining table with multiple chairs and planters. A barbecue grill is positioned nearby, and trees provide natural shade, contributing to the tranquil outdoor setting.
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 favorite
An outdoor seating area is arranged around a central fire pit, featuring a dark wicker sectional sofa and several cushioned ottomans. A wooden deck provides a warm, inviting space for gatherings, while the surrounding trees and wooden fencing enhance the natural atmosphere.
Home in Kansas City
4.93 out of 5 average rating, 104 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 favorite
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..

Top guest favorite
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!

Guest favorite
Home in Kansas City
4.95 out of 5 average rating, 144 reviews

Sleeps 8_Near Arrowhead_4BR_Pets Ok_FIFA 26

Just 12 miles from Arrowhead Stadium, perfect for FIFA World Cup 2026! This recently constructed house is furnished with brand new items and situated in close proximity to several of Kansas City's renowned attractions. If you plan to visit Worlds/Oceans of Fun, this property is the ideal location. It is a suitable option for family holidays, corporate accommodations, or a romantic escape.

Top guest favorite
Home in Kansas City
4.98 out of 5 average rating, 205 reviews

Updated home, FIFA World Cup, Worlds of Fun, Ford

Updated, clean and comfortably furnished 4 bedroom home with fast WiFi, TV, and off street parking. FIFA World Cup Kansas City - Arrowhead Stadium: 13 miles ConnectKC26 Transportation: 1.7 miles FIFA Fan Festival : 9 miles Minutes from Worlds/Oceans of Fun and Ford Kansas City Assembly Plant. 13 miles from Arrowhead/Kauffman Stadium.

Popular amenities for Oakwood vacation rentals

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