Holiday rentals in Pleasant Hill

Lauren's Loft in Historic Downtown Pleasant Hill

Stay in private unit in Historic Downtown Pleasant Hill! Suite is located right on the Rock Island/Katy Trail! Beautiful 1920's home renovated into 3 private suites. This suite features a private bedroom with king memory foam bed, a loft with 2 twin beds, bath and kitchenette. Relax in the comfy living room watching TV or reading. In suite laundry provided for your convenience. Kitchenette provides fridge, microwave, coffee maker(and supplies), toaster, dishes and basic cooking utensils.

Spacious Country Apartment with Modern Amenities

Welcome to Louisburg! Spacious, private entry, 1000 sq. ft. apartment above detached garage within minutes of wineries, antiques & Cider Mill. Set on 15 acres, and 2 miles down a gravel road, you are out of the city and seeing stars, with an amazing 2nd story view. Sleeps up to 6 with separate bedroom with queen bed and low ceiling (62” great for kids!) loft with 2 twins & a double. All wrapped in unique finishes including an amazing shower! Located only 45 minutes from downtown Kansas City!

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!

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!

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*

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!

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

A little touch of home.

Our cozy townhome is 2 bedroom 2.5 bathroom with about 1200 square feet. We replaced the sofa sleeper 12/6/2025 for the comfort of your extra guest. We are located a few blocks off I-70 and can be at most area attractions, shopping and dining in less than 30 minutes. Kauffman & Arrowhead Stadiums (16 miles 18 minutes) Cable Dahmer Arena (9.6 miles 14 minutes) Sprint Center (23 miles 23 minutes) KC Zoo & Starlight Theatre (24 miles 27 minutes) Worlds of Fun (26 miles 28 minutes)

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

Rock Valley Ranch Farmhouse, 15 acres, sleeps 14

Enjoy a peaceful stay at our newly remodeled farm house in Lone Jack. A beautiful ranch set on 15 acres overlooking a pond and fenced roaming horses. Spend a weekend away to gather with friends and family, host a small group event, or business meeting! The home has five bedrooms, three full bathrooms. and an open kitchen designed for entertaining. For outdoor festivities, there are two large porches and a separate pavilion! Located 15 minutes east of Lee's Summit.

Enjoy Nature at Modern Farmhouse Close to City

The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.

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.