Vacation rentals in Oakwood

Coveted Museum District Stylish Eastlake Victorian

Step into this exquisitely renovated Eastlake Victorian on tranquil Oak St, in Kansas City’s vibrant Southmoreland, steps from Nelson-Atkins, KCAI, Plaza, and Westport. This 3-bed, 2-bath gem boasts soaring ceilings, floating cedar shelves, and a private backyard patio for serene retreats. Enjoy designated parking and a walkable Museum District, just 4 blocks from the Main Street. Blending historic elegance with modern flair, this chic haven promises an unforgettable stay in KC’s cultural heart.

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.

Cottage West-2bedroom-EZ access to hwy

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.

World Cup 2026 | Sauna | Plunge Pool | Tiki Lounge

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.

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.

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.

Hip Downtown Loft Walk to River Market and DT

Live Like a Local in the Heart of KC! 1 bedroom loft, perfectly located in River Market within walking distance of top restaurants, bars, coffee shops, unique boutiques, and the farmers market. Whether you're here for work or play, this space offers the ideal blend of comfort and convenience. Under a 15 min drive to Arrowhead Stadium. ✔ Fully stocked kitchen ✔ Smart TV & free Wi-Fi ✔ Rooftop deck & fitness center ✔ Walkable (Downtown and Convention Center are a 15 min walk or less)

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.

Country Paradise •9 acres•Pool•Rec Center

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 & serenity. 17miles-airport, 20miles Downtown KC/ P&L District, 22miles-Chiefs /Royals Stadium, minutes to Smithville Lake.

Historic Downtown Liberty Home - B

Historic home, steps from downtown Liberty Square & just blocks from William Jewell College. Walk to fabulous shopping & great restaurants! Light, bright & spacious Living Room w/ sleeper couch & complete kitchenette, coffee bar, spa-like bathroom w/ walk-in Carrara marble shower, large bedroom w/ vanity & California King comfy bed. Inviting front porch w/ swing. Tall windows, hardwoods. Private entrance. No shared spaces. Great Amenities!

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.

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!