Family-friendly holiday rentals in Lee&#x27;s Summit

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.

4.97 out of 5 average rating, 150 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!

FamilyKitchenLong stay

Guesthouse in Lee's Summit

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.

4.91 out of 5 average rating, 654 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!

FamilyKitchenParks

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.

4.92 out of 5 average rating, 168 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!

Indoor spacesFamilyHeating

4.92 out of 5 average rating, 256 reviews

Barn in Greenwood

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*

Indoor spacesFamilyNearby

4.95 out of 5 average rating, 287 reviews

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

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!

FamilyIndoor spacesBathroom

4.94 out of 5 average rating, 171 reviews

The entrance of the Bohemian Lodge is illuminated at dusk, with a winding pathway leading to the front door. A cozy seating area is visible, framed by lush greenery and illuminated by soft garden lights along the path.

Guest suite in Buckner

MILO FARM-Sacred Kansas City Retreat

MILO FARM - SACRED LAND sits east of Kansas City & is a nature retreat w/ a cedar forest, a hardwood forest, 2 ponds, bohemian lodge, art studio, pool, barn, miles of trails & whimsical camping spots. Pet and feed the farm animals while you are here! Guests have lower level of the lodge to themselves with 2 suites (with private baths), rec room, bar area, laundry, steam sauna & rock sauna, play room & patio. Milo Farm is located just 30 minutes from KC. More info on MiloFarm.com

KitchenIndoor spacesSleep quality

Townhouse in Lee's Summit

4.82 out of 5 average rating, 137 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.

Indoor spacesKitchenCondition

Guest suite in Lee's Summit

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.

4.98 out of 5 average rating, 128 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).

FamilyKitchenQuiet

Apartment in Lee's Summit

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.

4.97 out of 5 average rating, 231 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.

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 124 reviews

Bungalow Style Home_PutPut_Sleeps 10_Fun& Walkable

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.

KitchenIndoor spacesAccess

A charming cottage exterior features a green facade with white trim and a bright yellow front door. A welcoming porch is adorned with black chairs and decorative cushions, while potted plants are positioned along the walkway. Mature trees provide shade and enhance the home’s street appeal.

4.96 out of 5 average rating, 212 reviews

Cozy downtown cottage

This cute cottage is in the heart of historic downtown Lee's Summit, a short walk from great restaurants, coffee shops, bars, and entertainment. It has a fully functional kitchen, and living room, mature trees, 10-foot ceilings, and a relaxing vibe. You’ll love the neighborhood, the great kitchen, and the coziness, all while being situated within easy highway access to Kansas City.

Indoor spacesKitchenCleanliness

A spacious kitchen features white cabinetry and granite countertops, complemented by stainless steel appliances. Natural light floods in through multiple windows, illuminating the wood-style flooring. An open layout connects the kitchen to a living area, enhancing the overall inviting atmosphere.

4.99 out of 5 average rating, 240 reviews

Cedar Hollow Bungalow, Lee’s Summit MO

This beautiful cottage-style bungalow has two bedrooms with queen size beds and one bath. This home has been completely renovated and is located on its own 1 acre plot with private parking and is part of a larger 20 acre farm. Enjoy waking up to the sounds of the birds, seeing other wildlife and a wooded walking trail beside a rocky stream in your own private get-a-way.

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Popular amenities for Lee's Summit family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 191 reviews

Hidden Speakeasy | Hot Tub Near Westport!

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Home in Downtown Kansas City

A serene outdoor space is showcased with a heated saltwater pool surrounded by smooth concrete and lush greenery. Two lounge chairs are positioned near the pool, while a cozy structure is visible in an adjacent area, offering a shaded retreat.

4.84 out of 5 average rating, 197 reviews

Amazing House with Heated Pool & Rooftop Hot Tub!

KitchenFamilyTV

A private pool area is presented, featuring two separate swimming sections surrounded by a concrete deck. Sun loungers are placed around the pool, while a netting system is visible across the water. Lush greenery and a wooden fence provide a natural backdrop.

4.93 out of 5 average rating, 206 reviews

5 level home. Vacation Spot. Pool, Sauna, Hot Tub

KitchenFamilyView

A two-story indoor playhouse is presented, designed with a charming facade featuring white wooden walls, a brown door, and decorative windows. Greenery adorns the entrance, enhancing the playful and welcoming environment for children.

4.99 out of 5 average rating, 156 reviews

25% Off~2-Story Playhouse ~ Hot Tub~ 12 min to MCI

FamilyKitchenOutdoor spaces

A cozy living area includes a sectional sofa and accent chairs arranged around a circular coffee table. Natural light filters through sheer curtains, and a mirror reflects the relaxed setting. Beamed ceilings add a touch of character to the modern decor.

4.94 out of 5 average rating, 186 reviews

NEW! Updated *|* Stylish *|* OP getaway w/ Hot Tub

KitchenIndoor spacesBreakfast

4.97 out of 5 average rating, 206 reviews

A clear blue saltwater pool is surrounded by a spacious patio featuring multiple outdoor seating areas. The guest house and additional structures can be seen in the background, with lounge chairs and tables providing a comfortable space for relaxation.

Guesthouse in Oak Grove

Viv's place

KitchenIndoor spacesComfort

4.91 out of 5 average rating, 112 reviews

Modern Retreat. Hot Tub 15 mins to downtown

Indoor spacesKitchenGetting around

A spacious entertainment area is highlighted by a large projection screen showcasing vibrant content. Modern wall sconces provide soft illumination, while a sleek glass table complements the contemporary sectional seating arranged thoughtfully to encourage relaxation.

4.88 out of 5 average rating, 232 reviews

Spacious Luxury Retreat w/ Hot Tub & Movie Theatre

Indoor spacesFamilyNearby

Family- and pet-friendly home rentals

A charming blue house is framed by lush green grass and garden beds. A small wooden deck is visible at the entrance, complemented by an orange front door. A single-car garage is located to the right, with trees gently swaying in the background.

4.95 out of 5 average rating, 442 reviews

Perfect 2 Bedroom in Perfect Village

KitchenFamilyParking

4.97 out of 5 average rating, 100 reviews

The charming exterior of the standalone studio features a covered porch with seating options, surrounded by greenery. The front yard is well-maintained with a grassy area and planters. Large, open windows enhance natural light, creating a welcoming atmosphere.

Home in Liberty

Little White House at Liberty

KitchenIndoor spacesGetting around

A modern living area features a stylish light-colored sofa and a green accent chair, arranged around a circular coffee table. Floor-to-ceiling windows provide ample natural light and views of the surrounding greenery. A wooden accent wall and sleek television add to the contemporary design.

4.98 out of 5 average rating, 258 reviews

Modern Urban Oasis with Fire Pit 3br Sleeps 7

KitchenFamilyQuiet

4.78 out of 5 average rating, 151 reviews

Sleeps 8_3BR_KingBeds_Walkable Area

KitchenIndoor spacesAccess

4.85 out of 5 average rating, 127 reviews

A well-lit living room features a comfortable sofa adorned with decorative pillows. A round coffee table sits on a textured rug, while a ceiling fan provides airflow. The room showcases art decorations, shelves, and a clock, with an entrance door leading to the outdoor area.

Home in Grandview

Cozy Home: Close to Everything! Pet Friendly!

KitchenIndoor spacesHospitality

4.98 out of 5 average rating, 748 reviews

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

Cheerful 2-bedroom cottage

Indoor spacesKitchenComfort

4.97 out of 5 average rating, 129 reviews

A bright living room features dark hardwood floors and comfortable seating arrangements, including two deep gray sofas and a round coffee table. Natural light filters through the blinds of a large window, while decorative plants add a touch of greenery to the space.

Home in Merriam

Comfy 3-Bedroom House in Merriam

FamilyIndoor spacesValue

4.97 out of 5 average rating, 132 reviews

A welcoming two-story home is surrounded by a manicured lawn, featuring vibrant flower beds. Rocking chairs are positioned on a large front porch with hanging planters. The sun casts gentle shadows across the neatly trimmed grass, enhancing the peaceful outdoor setting.

Home in Cleveland

Meadow Brooke Lane

FamilyIndoor spacesHospitality

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 469 reviews

Bungalow in Kansas City

Tiki Lounge • Sauna • Pool • Near Downtown

Indoor spacesFamilyBackyard

4.91 out of 5 average rating, 134 reviews

An indoor heated pool shaped like a guitar is illuminated with soft lighting. The area features lounge chairs and palm plants surrounding the pool, with dining and lounge spaces visible in the background. Large windows offer natural light, creating an inviting atmosphere.

Home in Independence

8 Mins to Arrowhead! Elvis Retreat w/ Heated Pool

Indoor spacesKitchenNearby

4.87 out of 5 average rating, 229 reviews

An inviting swimming pool glistens under clear skies, surrounded by lush greenery and blooming foliage. Guests enjoy themselves in the water, while others relax on the poolside. A gazebo is visible in the background, adding to the serene outdoor ambiance.

Home in Linwood

Country House Retreat btw KU & KC

Indoor spacesFamilyCleanliness

A private pool surrounded by a diamond cut concrete patio is visible. Lounge chairs and an umbrella provide shaded seating. The backyard is enclosed by a privacy fence, with the house in the background featuring multiple windows and a deck access.

4.96 out of 5 average rating, 169 reviews

Private Pool Oasis | Family Escape • 4BR Sleeps 10

FamilyIndoor spacesLaundry

5 out of 5 average rating, 257 reviews

An aerial view reveals a shared outdoor pool surrounded by a concrete patio, adorned with lounge chairs and shaded areas. A charming guesthouse is visible nearby, complemented by a flagpole featuring an American flag, all set within a spacious green landscape.

Guesthouse in Shawnee

1 of a Kind Guesthouse on 4 Acres. Dogs allowed

FamilyKitchenParks

Townhouse in Shawnee Mission

A modern living room features a blue sofa and two wooden chairs arranged around a coffee table. A large wall-mounted TV is above a white fireplace. Natural light enters through sliding glass doors, revealing a private terrace beyond. Colorful wall art adds visual interest.

5 out of 5 average rating, 148 reviews

Art-filled Retreat w/ King Beds & Private Patio

FamilyIndoor spacesParks

The open living area features cozy furniture, including a sofa with a throw blanket and two blue chairs. A dining set is visible in the background. The game room showcases a pool table, while the outdoor area includes a Cowboy Pool and seating around a firepit.

4.95 out of 5 average rating, 152 reviews

Ranch Getaway w/ Pool, Game room, Fire pit

FamilyIndoor spacesView

A serene outdoor space features a clear swimming pool surrounded by trees and a wooden fence. Sun loungers are positioned along the poolside, offering a relaxing spot. A large windowed area of the home overlooks the pool, providing a blend of indoor and outdoor living.