
Holiday rentals in Pleasant Hill
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Top-rated holiday rentals in Pleasant Hill
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Private, quiet. I-70 axcess. 23 minutes 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!

"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!

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!

Rebecca's Retreat Historic Downtown Pleasant Hill
Stay in private unit in Historic Downtown Pleasant Hill, MO!!! 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, bath and kitchenette. Watch a movie in the spacious living area or curl up with a book. In suite laundry provided for your convenience. Kitchenette provides fridge, microwave, coffee maker(and supplies), toaster, dishes and basic cooking utensils.

Studio Guest House
Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse has a full kitchen, TV, a new a/c/heater, and google fiber internet. In case you get lonely, we have 2 friendly dogs always looking for attention. We are about 45 minutes away from the Kansas City airport, Kauffman Stadium, Arrowhead Stadium, the KU main campus, and the Harry S Truman sports complex. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas barbecue and shopping.

Historic Downtown Liberty Home - B
Historic home, steps from downtown Liberty Square & just blocks from William Jewell College. Walk to fabulous shopping & great restaurants! Light, bright & spacious Living Room w/ sleeper couch & complete kitchenette, coffee/wine bar, spa-like bathroom w/ walk-in Carrara marble shower, large bedroom w/ vanity & California King comfy bed. Inviting front porch w/ swing. Tall windows, hardwoods. Private entrance. No shared spaces. Great Amenities!

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.

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.

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.

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.

Couples or Solo Travelers - Modern Guest Suite
Guests love the convenience and ease of this modern studio suite w/ separate entrance, privacy gate & parking! Has own heating unit & A/C so you can control the temperature to your liking. This walk-out suite is located on the corner of our house, there's a bedroom above it, so you may hear occasional footsteps, sound generally hasn’t been a problem for any guests that have stayed here.
Popular amenities for Pleasant Hill holiday rentals
Other great holiday rentals in Pleasant Hill

Peaceful hidden gem Deer Creek

Lakeview Hangout w/ Sunset Vibes

1 Bdrm Loft on the Historic Harrisonville Square

Golf View Lake View full Apartment

KCcabin • Modern Wooded Retreat w/ Hot Tub

Modern Ranch Retreat

Charming Missouri Home < 1 Mi to Katy Trail!

Two story tiny house bungalow!
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- Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- Nelson-Atkins Museum of Art
- LEGOLAND Discovery Center Kansas City
- Knob Noster State Park
- Jacob L. Loose Park
- St. Andrews Golf Club
- Mission Hills Country Club
- Shadow Glen Golf Club
- Hillcrest Golf Course
- Rowe Ridge Vineyard & Winery
- Negro Leagues Baseball Museum
- Wolf Creek Golf
- Indian Hills Country Club
- Swope Memorial Golf Course
- Bluejacket Crossing Vineyard & Winery
- Milburn Golf & Country Club
- PowerPlay Metro North Entertainment Center
- KC Wine Co
- White Tail Run Winery & Vineyard
- Holy Field Vineyard & Winery
- Ladoga Ridge Winery