Holiday 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.

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.

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.

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.

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.

Skyline | Hot tub | Rooftop Patio | Amazing Views

Hot tub, fire pit, rooftop patio and amazing views of the KC Skyline! Brand new home, with comfortable king size beds, 3 tv's and modern decor. Outdoor grill, picnic table, wood fire pit and rooftop gas fire pit. Hammocks, corn hole and board games. After booking, guests are required to complete a renter’s agreement and provide a valid government-issued photo ID prior to check-in. This is required for all guests without exception.

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!

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!

Moody Loft Rooftop&Gym Rivermarket/DT

Enjoy a stylish experience with a moody vibe at this centrally-located loft. Walkable to restaurants, ice cream, coffee shops and more. Check out the rooftop for Missouri River and Downtown skyline views. This place can't be beat! PLUS you can walk to the KC street car! Just 10 mins from Arrowhead & Kauffman Stadiums and under a 15 min walk to down town and the convention center!

Sunset House-Near Worlds Of Fun and downtown

Beautiful country home that's in a small quite town, that's next to the big city. Featuring 2 bedrooms and 1 full bathrooms. House sleeps 4 people comfortably. Dogs are allowed but limited to 2 dogs per stay. There is a fenced in back yard for dogs to roam around and play. The house is perfect for a family friendly stay. No one under 25 year of age can book with us

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.