Holiday houses 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
The living area features two comfortable sofas, a vibrant wall mural, and a decorative display of woven baskets. A warm rug covers the dark hardwood floor, creating a cozy gathering space. Natural light enters through the windows, enhancing the welcoming ambiance.
Home in Lee's Summit
4.99 out of 5 average rating, 103 reviews

KingBeds|PuttPuttGolf|Walking distance to DT

Just steps from Historic Downtown Lee’s Summit, the Bayles Bungalow is a fun and relaxing getaway, perfect for families and groups. Within a very short walk, you’ll find an array of shops, local restaurants, and lively nightlife.We offer tons of options for entertainment and relaxation between outings too. Whether you enjoy playing putt-putt golf on the backyard putting green, lounging on the sofas and watching movies, or gathering around the table for board games,there’s something for everyone!

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, 131 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!

Superhost
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
4.9 out of 5 average rating, 620 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
The historic home features blue siding and white trim, framed by green trees. A welcoming front porch is adorned with hanging planters, and the fenced yard offers a touch of privacy. The entrance is marked by red doors, inviting guests to explore the interior.
Home in Liberty
4.95 out of 5 average rating, 443 reviews

Location! Upscale Historic home w/Chef’s Kitchen

Just steps off Downtown Historic Liberty Square, this updated 1890 home offers guests an upscale luxury experience. Be pampered in the comfortable master suite & enjoy a spa-like experience w/ large clawfoot tub, Carrera Marble shower. Chef’s kitchen includes many amenities. Enjoy meals at the large quartz island. Large private deck. Chaise couch in the living room. Home is divided into complete and private apartments. Each guest has their own entrance and no shared spaces. Wine included!

Superhost
An aerial view captures the spacious countryside property, featuring rolling green fields, a long gravel driveway leading to the home, and surrounding wooded areas. The peaceful landscape reflects the serene atmosphere of the family farm, inviting guests to explore the natural surroundings.
Farm stay in Oak Grove
4.85 out of 5 average rating, 127 reviews

"GardenView" Guest Quarters-Hidden Acres

Located safely just outside the city, in the peaceful serenity of the beautiful countryside. Come stay with us, on the family farm where you will find acres of natural pasture where goats graze and chickens roost in the farmyard. Tucked away and surrounded by many privacy trees the property is breathtaking, relaxing, a place of safety, yet not too far away from town and popular destinations. **5 yrs of professional administrative B&B hosting/hospitality experience. Family Friendly!

Top 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
4.97 out of 5 average rating, 235 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!

Superhost
A spacious balcony is visible, featuring a small table and chairs, ideal for enjoying outdoor meals. The railing provides a clear view of the tree-lined street below, showcasing autumn foliage in vibrant hues, while the skyline can be seen in the distance.
Loft in Volker
4.89 out of 5 average rating, 535 reviews

Private Penthouse +Balcony Overlooking 39th Street

Located atop the Meshuggah Bagels along the iconic West 39th Street, this renovated 3rd level flat is truly an urban oasis. Guests are treated to comfortable accommodations with private access to your own balcony overlooking 39th Street! Get a glimpse of Kansas City through the eyes of a local! Be sure to check out the virtual guide book full of local restaurants, shops, and nightlife. There’s something for everyone. From global cuisine to barbecue, shopping and more!

Top Guest favourite
A cozy sleeping area features a spacious bed with striped bedding and layers of soft blankets. A dark upholstered bench with textured throws sits at the foot of the bed. A bedside lamp provides soft lighting, and a decorative cabinet stands nearby.
Guest suite in Olathe
4.99 out of 5 average rating, 456 reviews

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress roll away (plz req rollaway) Washer/Dryer for your personal use. Fast Wi-Fi Fiber. Sep. fenced off backyard area with Private entry into your basement area that is located around the back of the main house. Parking space on property. Dog park, walking trails. Restaurants close by. Close to highwy, gas stations and shopping. We also have Solar panels that provide some back up for the heat/air and refrig if electricity goes out!!!

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, 108 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).

Guest favourite
A bright living area features a modern couch adorned with colorful cushions. A small chair and table occupy one corner, and large windows provide natural light, offering views outside. A patterned area rug adds warmth to the space, enhancing the minimalist decor.
Home in Kansas City
4.95 out of 5 average rating, 979 reviews

Minimalist Modern Strawberry Hill Get-Away Home

Entire, separate entry, second floor studio. Minimalist modern decor, nice clean small space with everything you need. We aim to have your stay be an enjoyable experience, greeting you with a clean home, ensuring you have what you need during the stay, and being available as needed. Approximately 5-10 from downtown KCMO, Power and Light, City Market. Within walking distance of a few local family owned restaurants and bars.

Guest favourite
A charming cottage features a distinctive tower and is painted in light blue with dark blue trim. The entrance, adorned with a seasonal wreath, is flanked by a small seating area. A stone pathway leads to the steps, providing access to the welcoming porch.
Guesthouse in Lone Jack
4.92 out of 5 average rating, 325 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.

Guest favourite
The charming cottage features a welcoming front porch with decorative railings and a vibrant red gable accent. Lush green grass surrounds the pathway leading to the entrance, which is adorned with an elegant door and large windows covered with lace curtains.
Home in Harrisonville
4.92 out of 5 average rating, 158 reviews

Emmons House, 1 min walk to Square, pet-friendly

This writer's retreat cottage is close to everything. It's a one- minute walk to historic Harrisonville Square where you find Brickhouse coffee, 1886 wine & food, Headquarters wine bar, District bar & food, Birdy's fun finds & clothing, Artisan's crafts & treats, chiropractors and medspa. Beck Event Space is just across the road. Within the house, unique treasures from around the world. Gorgeous deck space for relaxing.

Popular amenities for Lee's Summit holiday rentals

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

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Avg. price$191 AUD$174 AUD$186 AUD$197 AUD$191 AUD$204 AUD$210 AUD$207 AUD$216 AUD$174 AUD$192 AUD$189 AUD
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Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Lee''s Summit?

    Yes! Work meets play with ease at over 60 house rentals in Lee''s Summit featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Lee''s Summit with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Where should I stay in Lee''s Summit?

    Make yourself at home in Lee''s Summit by choosing from our most frequently booked neighborhoods. We have over 100 vacation rentals in Fairway Hills, over 60 vacation rentals in Morningside Acres, and over 100 vacation rentals in Lake Tapawingo.

  • Are there Lee''s Summit house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Lee''s Summit, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Lee''s Summit have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Lee''s Summit. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Lee''s Summit have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Lee''s Summit. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Lee''s Summit have wifi?

    Absolutely! We offer over 120 house rentals with wifi in Lee''s Summit. Enjoy a tailored experience with all the comforts you desire.

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

    Lee''s Summit has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Lee''s Summit?

    Four-legged friends are welcome in Lee''s Summit. Choose from more than 50 house rentals for guests traveling with pets.

  • Do apartment rentals in Lee''s Summit have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Lee''s Summit. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Lee's Summit

  • Total holiday rentals

    Explore 170 holiday rentals in Lee's Summit

  • Nightly prices starting at

    Lee's Summit holiday rentals start at $30 AUD per night before taxes and fees

  • Verified guest reviews

    Over 9,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Lee's Summit holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Lee's Summit stays are highly rated by guests—averaging 4.9 out of 5!

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