Holiday rentals 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, 153 reviews

Cozy home, World Cup- walk to FIFA Fan Shuttle

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
Home in Lee's Summit
4.88 out of 5 average rating, 8 reviews

6BR Group Getaway | Sleeps 16 Near KC+Lee's Summit

Welcome to Fountain City Retreat — a spacious 6-bedroom group getaway designed for families, friends, and memorable Kansas City stays. Whether you're visiting for sporting events, family gatherings, concerts, tournaments, graduations, weddings, or simply exploring everything Kansas City has to offer, this thoughtfully designed home gives your group room to spread out, relax, and reconnect. Enjoy multiple gathering spaces and easy access to Lee’s Summit and Kansas City attractions. Big enough

Top guest favourite
A cozy living area features a brown leather couch paired with a stylish side table and an eclectic floor lamp. A compact dining table with metal chairs is positioned near a large mirror, while natural light filters through the windows, enhancing the inviting space.
Home in Lee's Summit
4.92 out of 5 average rating, 170 reviews

Charming Mid-century Home DTLS - FIFA World Cup

In downtown Lees Summit, our 2-bed, 1-bath Airbnb blends modern design with historic charm. Luxurious king-size bed in the master, a twin trundle bed in the guest room with dedicated workspace. Stylish bathroom with modern fixtures. Perfectly located for dining, shopping, and entertainment. Cozy living space, well-equipped kitchen. Fast WiFi. Your ideal home away from home in vibrant downtown. Just a short drive to Arrowhead / GEHA Field! Book now for an unforgettable Lee’s Summit adventure!

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, 758 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. Must have your own cable to plug in.

Top guest favourite
Barn in Greenwood
4.92 out of 5 average rating, 264 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*

Top guest favourite
Guest house in Lee's Summit
5.0 out of 5 average rating, 23 reviews

Guest House #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

Superhost
Flat in Lee's Summit
4.97 out of 5 average rating, 30 reviews

Nostalgic and charming condo with rooftop patio

Our condo is located in the heart of beautiful and award winning downtown Main Street in Lee’s Summit, MO. Walk to local shops and restaurants. It’s on the 2nd floor of an historic site with the most amazing rooftop patio and the best views of downtown Lee’s Summit. Three large bedrooms and 2 full bathrooms. Large, well equipped kitchen and large living room with work station. Relax in comfort and sophisticated style. Only 15 miles to stadiums and 20 miles to downtown KC.

Top guest favourite
A spacious residence is set against a clear blue sky, showcasing a well-maintained lawn. Mature trees provide shade around the home, which features a mix of brick and siding. The property highlights inviting outdoor spaces and a tranquil ambiance.
Home in Lake Lotawana
5.0 out of 5 average rating, 16 reviews

Exquisite Family Haven On 11 Acres

Set in a serene and picturesque location, this exquisite home offers the perfect balance of luxury and comfort with a country feel. With space for up to 11 guests, this home is an ideal retreat for families and small goups. The gourmet kitchen is fully equipped for any culinary endeavor, with a huge island for family gatherings. The outdoors is where this property truly shines. This finely manicured 11 acres provides walking trails, 3 patios and privacy for a peaceful retreat.

Guest favourite
Home in Lee's Summit
4.88 out of 5 average rating, 8 reviews

Downtown Lee's Summit | Mini Golf & Arcade

✨ Brand-new from the studs out — a fully rehabbed home with all-new furnishings throughout. 🏌️ Backyard putting green, a fire pit ringed by Adirondack chairs, and arcade-stocked game rooms — twenty minutes from Arrowhead and just blocks from historic Downtown Lee's Summit. Sleeps 12 across four king-sized suites plus a living-room air mattress, with foosball, an arcade cabinet, a converted garage game space, swings for the kids, and a wide deck made for slow Saturdays.

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, 144 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
Home in Lee's Summit
5.0 out of 5 average rating, 27 reviews

Lee’s Summit Luxury: 4 King Beds, Pool, Hot Tub

Inside, you’ll find upscale finishes, a beautiful kitchen for cooking and gathering, and eight smart TVs for easy downtime. Outside, enjoy a screened-in porch, and a private pool + hot tub setup that makes this home feel like a personal resort. Sleeping for up to 10: four bedrooms feature King beds, plus an elevated Queen air mattress that’s best set up in the downstairs living room (open-area sleeping). The bedrooms have ceiling fans and walk-in closets.

Superhost
Home in Lee's Summit
4.97 out of 5 average rating, 33 reviews

Stay at Whispering Pines

Whispering Pines in Lee's Summit Missouri offers a nature-framed retreat with city convenience. Wake to quiet trees, unwind in stylish, comfortable spaces, and get everything you need for work and rest—strong Wi-Fi, full kitchen, laundry, and seamless self-check-in. Great for couples, families, and business travelers. Central to local parks, lakes, employers, and dining. Clean, dependable, and thoughtfully hosted for a stress-free stay.

Popular amenities for Prairie holiday rentals