Holiday rentals in Prairie Village

4.99 out of 5 average rating, 606 reviews

Guest house in Westwood

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, Kansas has recently been fully renovated and furnished. It has a completely equipped kitchenette, comfortable living area, along with a queen-size bed. The guesthouse also includes a washer/dryer off the kitchen. The guesthouse is a separate dwelling located on a half an acre property which includes the original farmhouse built in 1889 - the guesthouse added in 1920. Westwood, Kansas is 2 miles from the Country Club Plaza.

4.97 out of 5 average rating, 128 reviews

Flat in Kansas City

Where's Waldo? - Garage Loft

This tiny loft apartment is located in an old neighborhood with big trees, and just a short walk away from Waldo shops, restaurants and bars. Easy travel to Westport, Country Club Plaza, Crossroads, River Market, Power & Light, and many more super fun KC gems. The apartment is in the space that once was our old garage, so it's attached to our home. You have a separate and private entrance, full bath with an amazing shower, a small kitchen with appliances, and a loft bedroom with ladder access.

4.99 out of 5 average rating, 111 reviews

Modern 3bed/2 full bath home in Prairie Village KS

This modern home is open, spacious and comfortable. It is a ranch style home, offering everything that you need on one floor. Feel free to stay at home and cook in the well equipped kitchen or go out and enjoy the many options nearby. The Prairie Village shops are less than a mile away. The house is 10 minutes from the Plaza, 15 minutes from downtown and 25 minutes from Arrowhead. If you are visiting KC for vacation or business, this home has the location and amenities to fit your needs.

Superhost

4.87 out of 5 average rating, 174 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.

4.94 out of 5 average rating, 488 reviews

Convenient Overland Park cottage on quiet street

Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 800 sq foot single family home. Master has queen bed and it's own private bath. 2nd bedroom has a queen bed. A queen size aerobed mattress is provided for extra sleeping room. Has a 50" flat screen TV equipped with Netflix/DVD player. Kitchen has granite counters and is fully stocked to make any great meal. Dining table seats 4 and kitchen seats another 3. Backyard with fire-pit. Pets welcome. Yard is only partially fenced.

4.96 out of 5 average rating, 168 reviews

Glenwood Getaway - Great Location!

Experience the best of Overland Park from our charming, updated ranch. Nestled in a quiet neighborhood near downtown, this home allows you to experience the local lifestyle at its best. With two bedrooms, a modern bathroom and all the comforts of home, you will never want to leave! The interior blends cozy charm with contemporary amenities, while the secluded half-acre backyard is perfect for unwinding. Whether you’re here for a weekend escape or a longer stay, your perfect getaway awaits!

4.97 out of 5 average rating, 186 reviews

Loft in Kansas City

Truman Loft

Truly one of a kind Historic property converted into a spacious, cozy loft in the heart of South KC. This 100-year-old space(5 min from HS Truman farm. He spoke on this stage on his first political campaign) has been completely rennovated with concrete countertops, beautifully vaulted ceilings, huge bathroom, built in workspace and even a fun kid's room. Let the natural light pour through the massive windows or close the curtains and dim the lights:) We hope you enjoy it as much as us!

4.99 out of 5 average rating, 110 reviews

modern x charming 1930s farmhouse! 10 min plaza!

Step into our fully renovated 1930s farmhouse and be welcomed by natural light and an inviting open concept. The kitchen features beautiful marble countertops and all the essentials. Relax in the stunning black freestanding bathtub or dine al fresco on the spacious outdoor patio. With three cozy bedrooms, including two queen-size beds and one full-size bed, this home can accommodate up to six guests. Experience the perfect blend of old-world charm and modern convenience during your stay.

Serviced apartment in Overland Park

4.94 out of 5 average rating, 164 reviews

1-bedroom 2nd floor suite w/private entrance!

We feature a smoke- and vape-free home and property. We also have a 2-bedroom listing. Leafy, close-in KS suburb. Apartment on 2nd floor of our home + DECK. Off-street parking for 1 car. Well-lit PRIVATE entrance. Microwave, mini-fridge, coffeemaker, kettle, toaster oven. Coffee, tea; Self-check-in for late arrivals. Very walkable neighborhood just 15 min. from Downtown, KU Med Center, Plaza, galleries, T-Mobile Center. Nearby locally-owned restaurants, coffee shops, parks, IKEA.

4.91 out of 5 average rating, 114 reviews

Charming, Stylish 3-bdrm house - Central location

Feel at home in this charming house on a quiet street. Styled with all new modern furnishings! Beautiful bay window in living room looks out onto a mature tree lined street. Take a family walk with the kids to the park down the street or take the dogs on a stroll through the peaceful neighborhood. Drink coffee or wine by the electric fireplace that makes the living room extra cozy during these winter months. 55" LG Roku Smart TV - log in to your favorite streaming services.

Guest house in Prairie Village

4.85 out of 5 average rating, 167 reviews

Prairie Village Modern Farmhouse! Great Location!

Enjoy your home away from home with style! This separate guest house has 1 bedroom & 1 bathroom that gives you privacy while still being centrally located in Prairie Village of Kansas City. Floor to ceiling shiplap walls, wood floors, black metal railing, & stylish decor you will feel like you're in an episode of Chip and Joanna Gaines' Fixer Upper! The home has its own private entrance, Washer/Dryer in unit and a fully functioning kitchen. High speed GooglFiber internet.

Guest suite in Overland Park

4.99 out of 5 average rating, 188 reviews

Charming Basement Oasis

Pets- Dogs Only. Private basement suite with walk out entry, situated 1 mile from Historical Downtown Overland District. Within walking distance to South Lake Park. Basement suite is part of a single family home. The house is central air with thermostat located upstairs. Main level is occupied by residents & is separate from the basement suite. Suite includes full kitchen & laundry, full bathroom, walk in closet, one queen bed, & fold down sofa.

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Other great holiday rentals in Prairie Village

5 out of 5 average rating, 21 reviews

Prairie View - Comfy and Convenient | 2BR | 1.5 BA

KerrinRating, 5 stars3 weeks ago

My friend and I traveled to the area for work and loved this location. This rental was extremely well appointed with thoughtful touches throughout included snacks, quality linens, and clean comfortable furnishings. We loved having so much room to have our own privacy and enjoyed the quiet neighborhood. Would definitely recommend staying at this rental.

Superhost

Flat in Overland Park

4.86 out of 5 average rating, 98 reviews

Stylish 1 bedroom, 1 bath custom apartment home

RobertRating, 5 stars3 weeks ago

Great location in Overland Park! Private entrance and parking, easy check in and out. Perfect for a quick KC trip, you will need a car!

Superhost

5 out of 5 average rating, 4 reviews

*Luxury* 3 Bedroom Relaxing Ranch Home!

ConnorRating, 5 stars3 weeks ago

I couldn’t of asked for a better host. Whitney even with short notice on my move out due to my job was beyond understanding & helpful. Will really miss having her as my host. Highly recommend this home & any properties Whitney has!

4.89 out of 5 average rating, 44 reviews

Cozy Gem + fenced yard - near shops & fine dining

JonRating, 5 stars4 days ago

The house was decorated so cute and was comfortable with everything we needed. Comfortable beds were nice to have. There are no bathrooms or bedrooms on the main level as well as steps to get to the front door, which could be an issue for some. The location was great for all the things we wanted to do! Very nice neighborhood and felt safe. We would definitely stay here again!

5 out of 5 average rating, 95 reviews

Home in Fairway

Stunning Home W/Game Room + Mins to Plaza

MeaghanRating, 5 stars1 month ago

This is our second stay at Kristen's place, and it was just as good as the first. Kristen and her team are wonderful and generous communicators, and the house is lovely. The neighborhood is safe and generally quiet (the neighbors had a Memorial Day weekend get together in the backyard, but were finished early), and it's a quick ride to downtown Kansas City, MO. We will absolutely stay here again when we are in town.

4.95 out of 5 average rating, 74 reviews

Mid-Century Modern Living

KellyRating, 5 stars3 days ago

This is a wonderful house. Every amenity covered, so comfortable and impressive interior design details. Perfect location in the heart of Overland Park.