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Pleasant Hill Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Pleasant Hill vacation rentals

Outdoor dining

1. Hangar 1 - Pleasant Hill Modern Barn on 75 Acres

Hangar 1 - Pleasant Hill Modern Barn on 75 Acres
Pleasant Hill
The price is ￥37,657
￥87,125 total
includes taxes & fees
Nov 3 - Nov 4
Hangar 1 - Pleasant Hill Modern Barn on 75 Acres
An outdoor seating area with red chairs and a fire pit.

2. Pilot's Pad Studio on 75 Acres + Fishing Pond

Pilot's Pad Studio on 75 Acres + Fishing Pond
Pleasant Hill
9.6 out of 10, Exceptional, (15 reviews)
"I really like this place. Wish I had a plane I could bring into there, maybe one day, ha!"
United States
Chad S.
The price is ￥14,180
￥44,217 total
includes taxes & fees
Nov 3 - Nov 4
Pilot's Pad Studio on 75 Acres + Fishing Pond
A spacious living area with a high ceiling, wooden beams, a staircase, and a Christmas tree.

3. Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub

Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub
Pleasant Hill
9.6 out of 10, Exceptional, (13 reviews)
"We loved the room we had to spread out in the house and the openness of the property. It was a peaceful and fun environment to have work meetings as well as enjoy downtime with the hot tub and entertainment rooms. "
United States
Pete Y.
The price is ￥70,272
￥195,438 total
includes taxes & fees
Nov 3 - Nov 4
Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub
9 D1 A8838

4. The Cabin at Big Creek

The Cabin at Big Creek
Big Creek Township
10.0 out of 10, Exceptional, (14 reviews)
"We loved our stay. Very beautiful home!"
United States
Shelley L.
The price is ￥82,877
￥155,035 total
includes taxes & fees
Dec 1 - Dec 2
The Cabin at Big Creek
A modern building with a curved roof, a patio area with outdoor seating, and a greenhouse structure in the background.

5. Hangar 2 - Pleasant Hill Retreat Near Fishing Pond

Hangar 2 - Pleasant Hill Retreat Near Fishing Pond
Pleasant Hill
The price is ￥37,657
￥89,803 total
includes taxes & fees
Nov 3 - Nov 4
Hangar 2 - Pleasant Hill Retreat Near Fishing Pond
A modern building with a curved roof, a patio area with outdoor seating, and a greenhouse structure in the background.

6. Blue Cedar Hangars Near Fishing Pond + Runway

Blue Cedar Hangars Near Fishing Pond + Runway
Pleasant Hill
10.0 out of 10, Exceptional, (4 reviews)
"What a unique but great place to stay for the weekend. Kristen was easy to contact and prompt to respond. Well-appointed accommodations, and fun fishing / boating on the pond. Wish we had another night there to enjoy the firepit. We would definitely stay there if in the area again."
United States
Charlie M.
The price is ￥56,564
￥145,174 total
includes taxes & fees
Nov 3 - Nov 4
Blue Cedar Hangars Near Fishing Pond + Runway
Exterior

7. New Cabin for an Adventure

New Cabin for an Adventure
Peculiar
9.6 out of 10, Exceptional, (25 reviews)
"The cabin was so cute & clean! We loved it. I would definitely stay there again."
United States
Melissa V.
The price is ￥31,197
￥44,315 total
includes taxes & fees
Nov 8 - Nov 9
New Cabin for an Adventure
A wooden deck with a barbecue area, outdoor seating, and planters with greenery.

8. New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (63 reviews)
"Super clean, easy check in. They met us and took us directly to the wagon and showed us all the amenities. The A/C was phenomenal, bed was very comfy, lather bathroom than expected and the outside sitting space was serene!"
United States
Jeffrey G.
The price is ￥23,319
￥35,070 total
includes taxes & fees
Nov 8 - Nov 9
New Conestoga 1843 Wagon
A modern living room with a glass coffee table, beige sofas, teal cushions, and a view of the outdoors through large windows.

9. OneNinth-Luxury Downtown Retreat

OneNinth-Luxury Downtown Retreat
Lee's Summit
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay!"
United States
Kimberleigh H.
The price is ￥27,181
￥63,648 total
includes taxes & fees
Nov 3 - Nov 4
OneNinth-Luxury Downtown Retreat
A spacious living room with a gray sofa, a dining table with chairs, and a coffee table with a plant.

10. King Beds_Sleeps 8_Arcade_great location!

King Beds_Sleeps 8_Arcade_great location!
Lee's Summit
9.8 out of 10, Exceptional, (19 reviews)
"We stayed here after we sold our home and had a few days before we closed on our new home. Tyler was super easy to work with, we had to extend our stay a couple of times due to the closing getting pushed back. The house was as advertised nice large rooms and super comfy and clean, quiet neighborhood. Check in and check out process was easy, would recommend the property to anyone staying in the area."
United States
Cristy T.
The price is ￥29,070
￥87,490 total
includes taxes & fees
Nov 3 - Nov 4
King Beds_Sleeps 8_Arcade_great location!
A residential property with a covered outdoor hot tub, a garage, and a house with a gabled roof.

11. 3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|

3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|
Lee's Summit
9.6 out of 10, Exceptional, (14 reviews)
"Great place and great location. Very clean and the host was easy to communicate with. "
United States
Jarrod C.
3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|
A bedroom with a bed, a ceiling fan, a bedside table with a lamp, a potted plant, and a window with curtains.

12. Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK

Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK
Lee's Summit
9.6 out of 10, Exceptional, (16 reviews)
"The house is in a perfect location, lots of restaurants near by and close to downtown. The house was a wonderful set it and was perfect for our group. "
United States
Megan S.
The price is ￥29,070
￥91,174 total
includes taxes & fees
Nov 3 - Nov 4
Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK
A modern kitchen with dark wood cabinets, stainless steel appliances, and a granite countertop.

13. Guest Fave_Sleeps 12_Games_Spacious_FirePit

Guest Fave_Sleeps 12_Games_Spacious_FirePit
Lee's Summit
10.0 out of 10, Exceptional, (3 reviews)
"Definitely a great place didn’t get to stay in there much since our team was busy with a softball tournament for the weekend but it definitely accommodated us very well for the few hours we were there and it was very clean and also had great communication"
United States
Polk W.
The price is ￥31,566
￥91,385 total
includes taxes & fees
Nov 3 - Nov 4
Guest Fave_Sleeps 12_Games_Spacious_FirePit
A living room with a sofa, a coffee table, a TV, and a bookshelf.

14. Cozy Bungalow, Sleeps 10, Put-Put, Walkable Area

Cozy Bungalow, Sleeps 10, Put-Put, Walkable Area
Lee's Summit
10.0 out of 10, Exceptional, (31 reviews)
"Perfect location to walk to the downtown area. Nice home with a great backyard!"
United States
Duane H.
The price is ￥29,070
￥67,359 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Bungalow, Sleeps 10, Put-Put, Walkable Area
A kitchen with dark cabinets, a window with a view of trees, a coffee maker, and a sink.

15. LargeHome_6KingBeds_HotTub_Arcade|Near Shops

LargeHome_6KingBeds_HotTub_Arcade|Near Shops
Lee's Summit
9.8 out of 10, Exceptional, (8 reviews)
"Our stay here was great! The host was very quick to respond to any questions I had and the house was very clean and accommodating for our group. It’s super close to downtown lees summit and we loved that it had a hot tub! Would definitely stay again!"
United States
Jessica G.
The price is ￥29,070
￥104,770 total
includes taxes & fees
Nov 3 - Nov 4
LargeHome_6KingBeds_HotTub_Arcade|Near Shops
A compact kitchen with white cabinets, a black refrigerator, a dining table with chairs, and a black stove.

16. Charming 4 bedroom home near entertainment hub

Charming 4 bedroom home near entertainment hub
Lee's Summit
The price is ￥44,413
￥73,877 total
includes taxes & fees
Nov 6 - Nov 7
Charming 4 bedroom home near entertainment hub
A living room with two sofas, a coffee table, and a ceiling fan. There are framed pictures on the wall and a door leading to another room.

17. Family Fave_Ideal Location, Walkable, and Sleeps 8

Family Fave_Ideal Location, Walkable, and Sleeps 8
Lee's Summit
9.8 out of 10, Exceptional, (20 reviews)
"Comfortable home with great kitchen. Easy walk to downtown Lee’s Summit. "
United States
Lisa P.
The price is ￥25,525
￥81,608 total
includes taxes & fees
Nov 30 - Dec 1
Family Fave_Ideal Location, Walkable, and Sleeps 8
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a wooden table and bar stools.

18. Cozy Hideaway in Rustic Container Home on Peaceful 10 Acres - Fire pit & Hot tub

Cozy Hideaway in Rustic Container Home on Peaceful 10 Acres - Fire pit & Hot tub
Grain Valley
9.6 out of 10, Exceptional, (48 reviews)
"It was the perfect place for a weekend away."
United States
Kelley B.
The price is ￥22,689
￥35,149 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Hideaway in Rustic Container Home on Peaceful 10 Acres - Fire pit & Hot tub
A modern building with a covered entrance and outdoor seating area.

19. Family Fave_Sleeps 8_Desired Location_Fenced Yard

Family Fave_Sleeps 8_Desired Location_Fenced Yard
Lee's Summit
10.0 out of 10, Exceptional, (2 reviews)
"Amazing location, close to downtown. Very comfortable and the hosts were great. We will definitely stay here again. "
United States
Braden W.
The price is ￥24,958
￥68,036 total
includes taxes & fees
Nov 3 - Nov 4
Family Fave_Sleeps 8_Desired Location_Fenced Yard
A modern kitchen with dark cabinets, a dining area with wooden chairs, and a view through a glass door to the outdoors.

20. Home Sweet Home_Sleeps 7_Fenced Yard_KingBeds

Home Sweet Home_Sleeps 7_Fenced Yard_KingBeds
Lee's Summit
9.6 out of 10, Exceptional, (9 reviews)
"Plenty of space and very great host! Good communication "
United States
Jillian H.
The price is ￥25,950
￥79,739 total
includes taxes & fees
Nov 3 - Nov 4
Home Sweet Home_Sleeps 7_Fenced Yard_KingBeds
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pleasant Hill Hotel Reviews

Drury Inn & Suites Kansas City Independence

Drury Inn & Suites Kansas City Independence

10/10 Excellent
"Check in was quick and easy. The cocktails and snacks in the evening were very nice."
Cynthia 1-night trip
Posted less than an hour ago
Drury Inn & Suites Kansas City Independence

Find out more about Pleasant Hill

Search for holiday rentals in Pleasant Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Pleasant Hill using one of the methods below:

  • View our selection of featured holiday rentals in Pleasant Hill
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Look no further and take a look at our great range of rental properties in Pleasant Hill!

Frequently asked questions

Can I find a vacation rental in Pleasant Hill?

Yes, you can find vacation rentals close to top points of interest in Pleasant Hill, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Pleasant Hill?

2Bed/1Bath ~ First Floor House, 7 min. Downtown : You might want to consider this vacation rental near Pleasant Hill, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Pleasant Hill?

Expedia has 11 vacation rentals for your stay in Pleasant Hill.

What’s there to see and do in Pleasant Hill?

While exploring the area, visit family-friendly sights like Belton Grandview and Kansas City Railroad and Museum, or get outside and enjoy nature at Harrisonville City Park. In the larger area, you’ll find Katy Trail State Park and Missouri Town 1855.

What’s a vacation rental in Pleasant Hill like?

Vacation rentals are private accommodations you can reserve for several days or longer in Pleasant Hill. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.