Holiday rentals in Oakwood

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Top-rated holiday rentals in Oakwood

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Guest favourite

Guest house in Kansas City

4.97 out of 5 average rating, 29 reviews

Carriage House w Steampunk twist

Looking for a truly unique and memorable travel experience in the City? You’ve found it! Privately tucked in the back garden of the popular Mansion in the Park B&B, this recent renovation is a piece of art. Here’s some details, but the pictures are must-see: - ground level bedroom & full bath - bedroom #1 king bed, #2 queen, #3 two doubles - two full bathrooms - apartment stylekitchen w dining - off-street parking - keypad access - seasonal: outdoor pool, campfire, balcony, porch, tandem bicycle

Top guest favourite

Home in Overland Park

4.97 out of 5 average rating, 119 reviews

South OP, 4 Bedroom, Game Room, 85” TV

Welcome 2025! Weekend Getaway or Business Trip. Stay at our amazing 4 bedroom/3.5 bath home, fully furnished with a mid-century modern vibe. Enjoy the Lower Level featuring an 85" TV, a beautiful wood Stiga ping pong table, and a game table (we even provide poker chips). BBQ grill on the patio. Pets are welcome. Fenced back yard. Fully stocked kitchen. Many extras offered to anticipate a comfortable stay. If you forgot to pack it - we have it! Convenient HWY access. Let us host your next visit!

Top guest favourite

Townhouse in Lenexa

5 out of 5 average rating, 103 reviews

Art-filled Retreat w/ King Beds & Private Patio

Unwind at this art-filled, newly renovated townhouse minutes from restaurants, shopping and entertainment. Two king bedrooms with smart TVs make for a great getaway for two couples or a small family. Enjoy the fully-equipped kitchen or grill on the private patio. The basement serves as a lounge and office space and is equipped with a TV, sofa, desk, laundry room and full bath. Walk to the community pool or hit the courts for a game of basketball, tennis, or pickleball with provided equipment.

Superhost

Home in Independence

4.82 out of 5 average rating, 50 reviews

Explore more, travel themed cute 2 bed home

This charming house has everything to make you feel right at home. Enjoy hardwood floors throughout the living areas and bedrooms, paired with plush carpets in the livingroom. Get cozy and whip up something delicious using all the appliances provided in the fully functional kitchen. Relax inside where you can watch your favorite show on cable or stream from all platforms. So come stay at this inviting and convenient house - your perfect getaway awaits. Everything you need for mid to long term.

Guest favourite

Home in Prairie Village

4.9 out of 5 average rating, 163 reviews

Spacious Luxury Retreat w/ Hot Tub & Movie Theatre

Relax and take a break in this spacious family retreat! Check out the great outdoor space with 8-person hot tub, firepit and quite patio. Relax inside on the 12' sectional and watch your favorite movie on a 150" screen! Little kids will love swinging on the back yard playset, or climbing on the 25' pirate ship and two-story castle! Pool table in the game room is great for all ages! All bedrooms feature plush bedding and high quality mattresses and smart TVs. Full kitchen cutlery and utensils.

Guest favourite

Home in Grandview

5 out of 5 average rating, 5 reviews

Contemporary Comfort - Lux 5 Bdrm (4King) Escape

Family Quick Getaway, Couples trip, long-term stay, or business trip - this HUGE newly renovated home with a backyard oasis, is just what you need. Our professionally decorated South Kansas City Home is a stone's throw south of KC city center. Located in a convenient, safe, quiet, neighborhood that is off the beaten path, but close to everything. A stay here is within 20 min of almost everything you’d want to see or do in KC. Note Backyard Private Suite also separate short term rental.

Guest favourite

Home in Kansas City

4.89 out of 5 average rating, 28 reviews

Remodeled in Midtown - Hot Tub by Plaza & Downtown

Stay in the center of it all! This beautifully remodeled 1910 home is a perfect blend of historic charm with modern amenities in the heart of Midtown! Relax in the large hot tub in the privately fenced backyard. Enjoy the spacious living room and dining area for gathering. Grab a cup of coffee from the coffee station. Step in the quiet office nook. The kitchen is fully stocked. Minutes away from Downtown, Westport, 39th Street, and the Plaza. Quick drive to the stadiums and the airport.

Guest favourite

Townhouse in Mission

4.89 out of 5 average rating, 101 reviews

*Luxury Beds* Full Kitchen* Deck+Grill*

• Townhome • Garage available upon request ($) • One King BeautyRest Black mattress in upstairs Primary bedroom & one DreamBed Lux Queen Mattress in Guest • Outdoor private patio with BBQ • Fully equipped kitchen w/Keurig • Gigabit Internet (blazing fast) • Keyless entry access • Roku Smart TVs in all bedrooms (cable tv and local channels not provided) • Onsite, secure parking for 2 vehicles • Onsite washer + dryer available upon request-complimentary • Extremely safe neighborhood

Superhost

Home in Downtown Kansas City

4.79 out of 5 average rating, 144 reviews

Amazing House with Heated Pool & Rooftop Hot Tub!!

Experience an exceptional stay at our Kansas City vacation rental. Whether it's the stunning views, the year-round heated saltwater pool and hot tub access, or the top-notch furnishings and bedding; We have everything to make your stay unforgettable. Our well-appointed furnishings, bedding, and mattresses ensure your comfort during your stay. Come and enjoy the best that Kansas City has to offer! **3-night minimum on weekends/ 2-night minimum on weekdays/strict no-party policy.**

Superhost

Home in Overland Park

4.75 out of 5 average rating, 16 reviews

4BD | Central Location | Backyard & Games

Welcome to our charming 4-bedroom retreat in Overland Park, perfect for up to 10 guests! Step inside and feel at home in our stylish mid-century modern space. Unwind in the game room with a convertible ping-pong and billiards table, or enjoy the backyard’s cozy lounge, al fresco dining, and fire pit area—ideal for bonding with loved ones. Centrally located, you'll find grocery stores, restaurants, and attractions just a stone's throw away.

Guest favourite

Farm stay in Excelsior Springs

4.92 out of 5 average rating, 165 reviews

Hole in the Wall Guest Suite at SundanceKC

Beautiful guest suite with all the modern amenities one could desire. The location cannot be beat as it sits atop a hill overlooking beautiful meadows and wooded areas and is within walking distance (+/-200 feet) of the 15-acre lake! Enjoy swimming, kayaking, stand-up paddle boarding and excellent fishing right out your door. We are 5 minutes from downtown Excelsior Springs, Excelsior Springs Golf Course and 3EX municipal airport.

Guest favourite

Guest house in Lone Jack

4.92 out of 5 average rating, 290 reviews

Adorable cottage on Beautiful property w/ hot tub

Take it easy at this unique and tranquil getaway. Enjoy your own private cottage with all your essentials; You also have access to the property's hot tub and 1 acre pond stocked with catfish, blue gill, and bass! The cottage has a 1 queen size bed and a mattress in the loft . Please note: we do live on this property and the cottage is next to our main house. We have friendly outdoor cats they do freely roam the property.