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Holiday houses in Prairie

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Top-rated holiday rentals in Prairie

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

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Top Guest favourite
A single-story bungalow is surrounded by lush green grass and large shade trees. The light-colored exterior features a bold blue front door, and multiple windows showcase views of the well-maintained yard. A paved driveway leads to an adjoining garage.
Home in Lee's Summit
4.97 out of 5 average rating, 136 reviews

Cozy home, work/play, easy access to all things KC

The Harris House is a real gem nestled in the heart of Historic DT Lee’s Summit! Just steps away, enjoy shopping, restaurants/bars, coffee shops, Farmer’s Market, & much more! Across the street is Harris Park & Summit Waves water park! Catch a train ride on the Amtrak, or just enjoy the nostalgic sound of the trains as they travel thru this quaint little town! Perfect space for out of town work! Easy hi-way access to Chiefs & Royals stadiums, DT KC, The Plaza, about 20 min from everything KC!

Guest favourite
A bright living area features a dark sofa paired with a mid-century modern coffee table. Shelves are filled with decor and plants, while a plant stands nearby. Natural light enters through two windows with white blinds, illuminating the hardwood floor.
Guesthouse in Lee's Summit
4.91 out of 5 average rating, 632 reviews

The Cottage

The Cottage, with a studio style layout, is a bright and clean space just one mile from historic downtown lees summit with local shops, bars and restaurants. The cottage is ~20 min from downtown Kansas City and 15 min from Kaufman and Arrowhead Stadium. This newly renovated 1900s milk barn is unique and special with a lot of charm, with a few of the modern conveniences. Guests are welcome to take advantage of the two acre landscaped yard and enjoy a delicious s’more at the outdoor fire pit!

Top Guest favourite
Barn in Greenwood
4.91 out of 5 average rating, 211 reviews

Cozy Private Barndominium/studio

Private studio on the second level of our detached garage behind our main house. Located in a resort-like property. Quiet and safe neighborhood. Minutes from downtown Lee's Summit. Coffee shop/bakery within walking distance. Several restaurants close by, 1 mile to iconic antique malls. Perfect place for traveling professionals. Close to Hwy 291. We use the garage for storage and to work on our vehicles occasionally, you might hear us working. *There is no smoking/vaping in the apartment*

Superhost
Guesthouse in Lee's Summit
5 out of 5 average rating, 3 reviews

GuestHouse #2 hideaway downtown Lees Summit

Unique Luxurious Loft. Loft Bedrm w/ a main floor cozy hip second bdrm converted garage. Easy Access to the BIG SOCCER GAMES. 5 minute walk to transportation. Full bath in upstairs Loft. 1/2 Bath on main floor, Shower in Loft space. Great for couples, business, vacation, family events. Private, VIP entrance, exclusive. Just steps from nationally ranked Downtown Lee's Summits restaurants, shops, bars, entertainment. 20 min from Kansas City & 15 min from Royals & Arrowhead Stadium

Top Guest favourite
A spacious living area is furnished with a large, brown sectional sofa positioned around a trio of circular wooden coffee tables. A dark green accent wall adds depth, while large windows provide ample natural light. A ceiling fan is visible above, enhancing comfort.
Home in Blue Springs
4.98 out of 5 average rating, 176 reviews

Pet Friendly Bungalow near Lake!

This adorable bungalow has everything you need for your next trip to the Kansas City area! We are pet friendly, so feel welcomed to bring along your four legged family members, we have a fully fenced in back yard. Just 5 minutes from blue springs lake, less than 15 minutes from Kauffman and Arrowhead stadiums, and 20 minutes to downtown. We know you’ll feel right at home here, and have every amenity you need, and more. We even have a coffee nook, for our tea and coffee lovers.

Guest favourite
The English Cotswold-style home features a distinctive exterior with a textured cream facade, red accents, and multiple gabled roofs. Large windows provide natural light, and the inviting front porch is furnished with chairs, surrounded by a lush green landscape.
Home in Unity Village
4.95 out of 5 average rating, 140 reviews

Hummingbird Vista

Hummingbird Vista is located in tranquil Unity Village, just minutes from Kansas City and Lee’s Summit (and 20 minutes from the Truman Sports Complex). The 3-story, English Cotswold-style home on the 2nd hole of the Unity Village golf course has 4 bedrooms, 2 baths, and can comfortably sleep 12 people. It features a wet bar and fireplace with remote control. Perfect for large families, reunions, retreats, etc. Includes access to a state-of-the-art fitness center.

Top Guest favourite
A charming cottage features a welcoming front porch adorned with seasonal decorations. The exterior, painted in dark tones, is complemented by white pillars and large windows. Vibrant fall leaves blanket the yard, enhancing the natural setting. A gentle sun filters through the trees, creating a warm ambiance.
Cottage in Kansas City
4.98 out of 5 average rating, 673 reviews

Cheerful 2-bedroom cottage

Cheerful 2-bedroom cottage four miles from stadiums with free parking on premises. Family friendly with country feeling close to the city. Bathroom has a walk in shower. Large fully stocked kitchen with separate dinning area. Refrigerator with ice and water through the door. The kitchen has a dishwasher and a washer and dryer laundry area. Plus an added bonus a fully stocked coffee bar. Also added is a EV 240 volt receptacle for charging EV over night.

Top Guest favourite
Cottage in Raytown
4.93 out of 5 average rating, 460 reviews

Cottage KC - 7 min to Kauffman/Arrowhead Stadium!

Welcome to Cottage KC — a private, peaceful retreat just minutes from GEHA Field at Arrowhead Stadium and Kauffman Stadium. Perfect for the 2026 FIFA World Cup, Chiefs & Royals games, concerts, business travel, or weekend getaways. Located on a quiet half-acre behind the owners’ home, this detached cottage offers comfort, privacy, high-speed Wi-Fi, and easy access to downtown Kansas City, BBQ, and top attractions. City convenience. Quiet retreat.

Top Guest favourite
A cozy living area features a patterned couch alongside a light wood coffee table. Two lamps provide soft lighting, illuminating the hardwood floors. A chair and a folding chair offer additional seating, while wall art adds color and interest. Windows allow natural light to fill the space.
Guest suite in Lee's Summit
4.97 out of 5 average rating, 114 reviews

Vintage Space! Downtown Lee’s Summit

Super retro style upstairs apartment! This is the top story apartment of a home built in 1898. It is just a 5 minute walk to downtown Lee's Summit! It is close to restaurants, coffee shops, family-friendly activities, shopping, bars and a whole slew of entertainment. You’ll love the space because of the location, the ambiance, and the people. It is good for couples, solo adventurers, business travelers, and families (with kids).

Top Guest favourite
Home in Lee's Summit
4.98 out of 5 average rating, 112 reviews

World Cup Hub: Walk to FIFA Fan Fest Shuttle!

Just steps from Historic Downtown Lee’s Summit, Bayles Bungalow is a relaxing getaway for families and groups. Walk a few blocks to shops, local restaurants, and nightlife, or stay in and enjoy the backyard putting green, horseshoes, and board games around the table. There’s something for everyone. Experience Kansas City hospitality in a safe, inclusive home that welcomes guests from all backgrounds.

Top Guest favourite
The front exterior of a charming two-story house is featured, showcasing a red front door framed by flower planters. A brick walkway leads to the entrance, with surrounding landscaping that includes colorful flowers and pumpkins. A porch with seating is visible, welcoming guests.
Home in Blue Springs
4.85 out of 5 average rating, 115 reviews

Two story tiny house bungalow!

Take it easy at this unique little getaway! Top level offers a cozy bedroom with sitting area, bathroom, and laundry. Open main level has kitchen and living area plus 1/2 bath! Relaxing outside area with table and grill! Only one block from downtown Blue Springs where you have Scout Coffee, Brewers Sports Bar, Pizza Shoppe, Bean Counter Cafe and much more!

Top Guest favourite
The cottage exterior is shown, featuring a green façade with white trim. A welcoming porch extends from the front, adorned with a wooden pergola. A grassy area surrounds the home, with trees lining the background, creating a serene atmosphere.
Home in Lone Jack
4.99 out of 5 average rating, 234 reviews

Rock Valley Ranch Cottage on 15 acres, sleeps 4

Enjoy a peaceful stay at our newly remodeled cottage near Lone Jack. A beautiful property on 15 acres, overlooking a pond, roaming horses and an array of wildlife. Located just 15 minutes east of Lee's Summit and 35 minutes from the Plaza. Join us for a weekend away or stay all week with friends and family at Rock Valley Ranch!

Popular amenities for Prairie holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Jackson County
  5. Prairie