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Pleasant Hill Holiday Rentals

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Our top choices for Pleasant Hill holiday rentals

1. 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 HK$706
HK$2,192 total
includes taxes & fees
7 Dec - 8 Dec
Pilot's Pad Studio on 75 Acres + Fishing Pond

2. Hangar 2 - Pleasant Hill Retreat Near Fishing Pond

Hangar 2 - Pleasant Hill Retreat Near Fishing Pond
Pleasant Hill
The price is HK$1,874
HK$4,319 total
includes taxes & fees
11 Nov - 12 Nov
Hangar 2 - Pleasant Hill Retreat Near Fishing Pond

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 HK$3,254
HK$9,671 total
includes taxes & fees
11 Nov - 12 Nov
Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub

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

Hangar 1 - Pleasant Hill Modern Barn on 75 Acres
Pleasant Hill
The price is HK$1,874
HK$4,202 total
includes taxes & fees
15 Nov - 16 Nov
Hangar 1 - Pleasant Hill Modern Barn on 75 Acres

5. 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 HK$2,814
HK$6,988 total
includes taxes & fees
15 Nov - 16 Nov
Blue Cedar Hangars Near Fishing Pond + Runway

6. 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 HK$1,160
HK$1,737 total
includes taxes & fees
19 Nov - 20 Nov
New Conestoga 1843 Wagon

7. 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 HK$1,129
HK$1,733 total
includes taxes & fees
15 Nov - 16 Nov
Cozy Hideaway in Rustic Container Home on Peaceful 10 Acres - Fire pit & Hot tub

8. 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 HK$1,552
HK$2,111 total
includes taxes & fees
16 Nov - 17 Nov
New Cabin for an Adventure

9. Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven

Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
Grain Valley
9.6 out of 10, Exceptional, (15 reviews)
"We had a nice, relaxing time at this tree house. Everything was clean and looked like the pictures on the listing. We would definitely return for another peaceful getaway."
United States
Kyle H.
The price is HK$1,059
HK$1,596 total
includes taxes & fees
16 Nov - 17 Nov
Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven

10. 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 HK$1,435
HK$3,265 total
includes taxes & fees
17 Nov - 18 Nov
OneNinth-Luxury Downtown Retreat

11. 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 HK$1,446
HK$4,353 total
includes taxes & fees
11 Nov - 12 Nov
King Beds_Sleeps 8_Arcade_great location!

12. 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 HK$1,285
HK$3,352 total
includes taxes & fees
17 Nov - 18 Nov
Family Fave_Sleeps 8_Desired Location_Fenced Yard

13. 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 HK$2,011
HK$3,995 total
includes taxes & fees
23 Nov - 24 Nov
Cozy Bungalow, Sleeps 10, Put-Put, Walkable Area

14. 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 HK$1,270
HK$4,061 total
includes taxes & fees
11 Nov - 12 Nov
Family Fave_Ideal Location, Walkable, and Sleeps 8

15. 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)
"Property conveniently located. Super clean and spacious. Home away from home."
United States
Andrea S.
The price is HK$1,446
HK$4,537 total
includes taxes & fees
11 Nov - 12 Nov
Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK

16. 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.
The price is HK$1,446
HK$4,613 total
includes taxes & fees
11 Nov - 12 Nov
3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|

17. Cozy Guest Suite with Fireplace & Private Entrance

Cozy Guest Suite with Fireplace & Private Entrance
Grandview
9.4 out of 10, Exceptional, (62 reviews)
"Nice place to stay."
United States
Tim M.
The price is HK$588
HK$1,048 total
includes taxes & fees
9 Dec - 10 Dec
Cozy Guest Suite with Fireplace & Private Entrance

18. 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 HK$1,645
HK$5,298 total
includes taxes & fees
17 Nov - 18 Nov
LargeHome_6KingBeds_HotTub_Arcade|Near Shops

19. Near Stadiums_4KingBeds_Fenced yard_Dogs OK

Near Stadiums_4KingBeds_Fenced yard_Dogs OK
Lee's Summit
10.0 out of 10, Exceptional, (6 reviews)
"Very clean and comfortable stay in a quiet neighborhood. We would rent this spot again anytime. "
United States
Shane A.
The price is HK$1,263
HK$4,162 total
includes taxes & fees
11 Nov - 12 Nov
Near Stadiums_4KingBeds_Fenced yard_Dogs OK

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.
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

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:

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Frequently asked questions

Can I find a holiday rental in Pleasant Hill?

Yes, there are holiday rentals close to the most popular sights in Pleasant Hill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pleasant Hill has to offer?

2Bed/1Bath ~ First Floor House, 7 min. Downtown : This holiday home rental outside of Pleasant Hill offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Pleasant Hill?

Expedia has 11 holiday 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 wider area, you’ll find Katy Trail State Park and Missouri Town 1855.

What’s a holiday rental in Pleasant Hill like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasant Hill. Holiday rentals feature amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for families.