Holiday rentals in Lee's Summit

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Top-rated holiday rentals in Lee's Summit

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

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Top guest favourite
A dining area is highlighted by a round wooden table surrounded by four gray chairs. Floating shelves are adorned with books and decorative items. A large potted plant adds a touch of greenery, while a decorative mirror reflects light and space.
Home in Southmoreland
4.99 out of 5 average rating, 123 reviews

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.

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, 142 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
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.
Guest house in Lee's Summit
4.91 out of 5 average rating, 644 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!

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, 153 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
Barn in Greenwood
4.92 out of 5 average rating, 228 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*

Guest favourite
A spacious living area features a large, light-colored sectional sofa positioned on a textured area rug. Exposed wooden beams and modern pendant lights highlight the ceiling. In the background, an open-concept kitchen is partially visible, showcasing a clean, renovated design.
Loft in Kansas City
4.96 out of 5 average rating, 262 reviews

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!

Top guest favourite
The living area is detailed with a sectional sofa and a black coffee table. A ceiling fan enhances air circulation. A flat-screen television is mounted above a brick fireplace. Natural light filters through the door, leading to an outdoor space, while a dining area is visible in the background.
Home in Blue Springs
4.96 out of 5 average rating, 196 reviews

Cozy 2 Bedroom Townhouse

Newly remodeled in March of 2023. Two bedroom townhouse each with a queen bed with a half bath downstairs and full bathroom upstairs. 2-3 minutes from I-70, Walmart, Home Depot, Texas Roadhouse and many other restaurants, fast food, and shopping. Kauffman & Arrowhead Stadiums (13 miles 15 minutes) Cable Dahmer Arena (6 miles 10 minutes) T-Mobile Arena (20 miles 20 minutes) KC Zoo & Starlight Theatre (20 miles 23 minutes) Worlds of Fun (23 miles 25 minutes) NO PETS ALLOWED

Superhost
A log cabin exterior is framed by lush greenery and a clear blue sky. The structure features a stone chimney and a green metal roof, complemented by a wooden deck with railing. A winding brick pathway leads to the entrance, enhancing the natural surroundings.
Townhouse in Lee's Summit
4.82 out of 5 average rating, 134 reviews

Lone Jack Cabin - Studio Suite

Beautiful private log cabin suite, conveniently located just east of the Kansas City Metro with great highway access. Close to wedding venues: Lone Summit Ranch, Powell Gardens and Stonehaus Winery. All the comforts of home! The suite features a king bed, sitting area with gas fireplace, private bath with shower, whirlpool jetted tub and kitchenette. The kitchenette includes a full-size refrigerator, small stove/oven, microwave and sink. Electric grill on private deck.

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, 116 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
The living room features a warm, inviting color scheme with a seating arrangement that includes a spacious brown sofa, an armchair, and an ottoman. A television is mounted above a modern gas fireplace, complementing the cozy ambiance. Natural light filters in from a nearby window.
Flat in Lee's Summit
4.97 out of 5 average rating, 222 reviews

Cozy apartment, private entrance, gas fireplace

Walkout basement apartment with private outside entrance, private queen bedroom, full kitchen, living room with gas fireplace, separate office room (single bed is in the office) , lots of comfortable seating and full private bath. Plenty of natural daylight with full size windows and glass door in the apartment. Please be sure to review our house rules. There are not many, but they are important to adhere to.

Top guest favourite
The open kitchen features dark cabinetry, modern stainless steel appliances, and a tile backsplash. A large window allows natural light to illuminate the space, while a circular dining table is visible in the foreground, offering a cozy spot for meals.
Cottage in Pleasant Hill
4.95 out of 5 average rating, 127 reviews

Cozy cottage, perfect for traveling families.

There is a cozy gas fireplace that always sets the right mood. The open kitchen is fully equipped for cooking & baking. The back yard is fenced-in, perfect for kids & pets. There is a pond and lovely nature trail just outside the back gate and a children's park across the street in the front of the house. Walkable to nearby grocery, wine/spirits, gym, & restaurants. Available for 27 day rentals or more.

Top guest favourite
Home in Lee's Summit
4.98 out of 5 average rating, 116 reviews

Cozy 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.

Popular amenities for Lee's Summit holiday rentals

When is the best time to visit Lee's Summit?

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Frequently Asked Questions

  • What are the best places to stay in Lee's Summit?

    Lee's Summit has a range of stays, from homes in peaceful neighborhoods to apartments near downtown. Staying around historic Downtown Lee's Summit gives easy access to shops, dining, and events.

  • What are the best things to do in Lee's Summit with kids?

    Visit Paradise Park with its interactive exhibits, spend time at Summit Waves water park, or explore playgrounds and open spaces at local city parks. Downtown Lee's Summit also has seasonal family events and activities.

  • What are some of the best things to do in Lee's Summit?

    Unwind in lakeside parks like Longview Lake Park, browse art and specialty shops downtown, and enjoy local coffee spots. Popular activities include community festivals and playing at family entertainment centers.

  • How is the weather in Lee's Summit?

    Lee's Summit experiences cold winters around 20–38°F (-7–4°C), and summers that are warm and humid near 68–88°F (20–31°C). Spring and fall bring mild temperatures along with variable rainfall, so packing layers is usually recommended.

  • When is the best time to visit Lee's Summit?

    Late spring through early fall is often recommended for warmer temperatures, festivals, and outdoor activities. Cooler months are quieter, with festive local events adding seasonal charm.

  • What are the best places to visit in Lee's Summit?

    Historic Downtown Lee's Summit is known for unique shops and restaurants, while Longview Lake Park and Legacy Park are often recommended for outdoor experiences. Paradise Park and Summit Waves provide options for family fun.

  • What are some hiking trails in Lee's Summit?

    Wander the scenic trails at Longview Lake Park, stroll through the natural areas at James A. Reed Memorial Wildlife Area, or explore wooded paths at Legacy Park. These spots are frequently suggested for outdoor walks and birdwatching.

  • What are some of the best day trip ideas from Lee's Summit?

    Explore attractions and museums in the greater Kansas City area, or visit nature reserves and state parks nearby. Many visitors enjoy historic sites, local vineyards, and performing arts venues around the region.

  • Are there any pet friendly accommodations available in Lee's Summit?

    Lee's Summit has pet friendly rentals, with some homes welcoming pets. Parks like Legacy Park and James A. Reed Memorial Wildlife Area are popular for walks and outdoor time with dogs.

  • What are some local tips for visiting Lee's Summit?

    Explore the farmers market for local goods, check out community events hosted downtown, and bring comfortable shoes for walking trails or shops. Locals often suggest visiting smaller restaurants for regional flavors.

  • What is Lee's Summit known for?

    Lee's Summit is known for its vibrant downtown, numerous parks, and community-oriented atmosphere. The area has a blend of outdoor recreation, locally rooted businesses, and family friendly venues.

  • What are the best hidden gems to explore in Lee's Summit?

    Explore boutique shops in historic Downtown Lee's Summit, or relax in lakeside parks and trails that feel tucked away. Local coffee houses and art galleries around the city add character to your visit.

  • What are the best foods to try in Lee's Summit?

    Sample barbecue and smoked meats, which reflect regional culinary traditions, and enjoy Midwestern comfort dishes at independent restaurants. Local bakeries often feature pies and pastries that are popular with residents.

  • What should I bring for a trip to Lee's Summit?

    Pack layers to adjust for temperature changes throughout the year, as weather can shift from cool to warm. Comfortable shoes are helpful for exploring parks, trails, and downtown shops.

  • What is the nightlife in Lee's Summit like?

    Lee's Summit has relaxed nightlife with local breweries, pubs, and casual music venues, especially around downtown. Expect a laid-back evening scene featuring live performances and small gatherings.

  • What are the most popular events or festivals in Lee's Summit?

    Many visitors explore Downtown Days, a summer street festival downtown, and holiday parades that draw local crowds. Seasonal markets and music festivals are also frequently suggested in Lee's Summit.

  • Are there family friendly vacation rentals in Lee's Summit?

    Lee's Summit has a variety of family friendly rentals, including spacious homes and apartments in quiet neighborhoods. Many options are close to parks and recreation spaces where children can play.

  • How much does it cost to stay in house rentals in Lee''s Summit?

    Experience the best of Lee''s Summit with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Lee's Summit

  • Total holiday rentals

    Explore 260 holiday rentals in Lee's Summit

  • Nightly prices starting at

    Lee's Summit holiday rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 9,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    250 of Lee's Summit holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Lee's Summit rentals

  • 4.8 Average rating

    Lee's Summit stays are highly rated by guests – averaging 4.8 out of 5!

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