
Holiday rentals in Pleasant Hill
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Top-rated holiday rentals in Pleasant Hill
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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.

3BR/1BA Ranch Home | 45 min to KC | World Cup
Just 40 minutes south of Kansas City in Harrisonville, MO! Come enjoy an updated three bedroom home with a fully stocked kitchen, two queen bedrooms and two twin bunks. There is one bathroom with tub and shower. During the fall and winter months, cozy up in the warm living room with a gas fireplace and a good book. An inviting back yard is perfect for grilling out, playing games and enjoying the quietude of a peaceful mid-century neighborhood. Full size washer/dryer use in unfinished basement.

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!

Private, quiet, safe. I-70 access. Close to KC.
Sleep peacefully in this 600 square foot fully furnished guest apartment located off I-70 frontage in Oak Grove on 18 acres with 2 ponds and rolling pasture. A gravel drive leads to the property where you'll have a concrete parking place and a step-free, pavestone walkway to the front door of the apartment. Rest soundly on a queen size Tuft n Needle mattress in a bedroom with room darkening shades and various pillows to satisfy your comfort. Fully equipped kitchen, laundry room, 2 smart TVs.

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!

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*

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

Covered Wagon1 @IsinglassEstate
Isinglass Estate is anything but ordinary. Our reproduction Conestoga Wagons have it all- with heat, A/C, a full bathroom, your own private outdoor kitchen and firepit, and five star details to complement the 100acre views of the polo field and vineyards! Wagon guests enjoy access to our 600 acre estate with fishing, hiking, vineyards, blackberries, a petting zoo, horseback rides, horse-drawn carriage rides, plus a restaurant and winery tasting room all on-site.

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.

Honey Creek Hideaway at Back Country Camp
Escape to this quiet, seemingly remote country getaway nestled down a peaceful, tree-canopied lane. Relax and unwind amid big woods, creeks, woodland trails, complete with a very large strip pit lake, and smaller lake just mere feet from your private cabin. Use our large covered dock, kayaks, paddle boat, canoe and explore all this huge waterscape and land have to offer. All manner of Missouri wildlife reside here.

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.

Adorable cottage on Beautiful property w/ hot tub
Take it easy at this unique and tranquil getaway. Enjoy your own private cottage with all the essentials for a comfortable stay. The cozy space is just under 200 sq ft and features a queen-size bed plus a loft mattress. Guests may enjoy exclusive access to the hot tub (lower level of main house) and a 1-acre pond stocked with catfish, and bluegill.
Popular amenities for Pleasant Hill holiday rentals
Other great holiday rentals in Pleasant Hill

Nostalgic and charming condo with rooftop patio

Cottage on the Farm!

Lux tiny off-grid cabin getaway

GuestHouse #2 hideaway downtown Lees Summit

Historic Downtown Retreat

Modern Ranch Retreat

Charming Missouri Home < 1 Mi to Katy Trail!

The Jefferson Loft
Destinations to explore
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- Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Kansas City Convention Center
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- Legends Outlets Kansas City
- T-Mobile Center
- Union Station
- Uptown Theater
- Science City at Union Station
- Hyde Park
- Overland Park Arboretum & Botanical Gardens
- Bartle Hall
- Kauffman Center for the Performing Arts
- National World War I Museum and Memorial
- Crown Center
- Kansas City Power & Light District
- Midland Theatre
- The Truman
- The Ewing And Muriel Kauffman Memorial Garden




