Pleasant Hill Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Pleasant Hill vacation rentals

An outdoor seating area with red chairs and a fire pit.

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 CA $127
CA $408 total
includes taxes & fees
Nov 30 - Dec 1
Pilot's Pad Studio on 75 Acres + Fishing Pond
A modern building with a curved roof, a patio area with outdoor seating, and a greenhouse structure in the background.

2. Hangar 2 - Pleasant Hill Retreat Near Fishing Pond

Hangar 2 - Pleasant Hill Retreat Near Fishing Pond
Pleasant Hill
The price is CA $337
CA $805 total
includes taxes & fees
Nov 15 - Nov 16
Hangar 2 - Pleasant Hill Retreat Near 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 CA $634
CA $1,726 total
includes taxes & fees
Nov 16 - Nov 17
Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub
A modern building with a curved wooden facade, a door, and a patio area with outdoor seating.

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

Hangar 1 - Pleasant Hill Modern Barn on 75 Acres
Pleasant Hill
The price is CA $337
CA $781 total
includes taxes & fees
Nov 15 - Nov 16
Hangar 1 - Pleasant Hill Modern Barn on 75 Acres
A modern building with a curved roof, a patio area with outdoor seating, and a greenhouse structure in the background.

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 CA $507
CA $1,301 total
includes taxes & fees
Nov 15 - Nov 16
Blue Cedar Hangars Near Fishing Pond + Runway
A wooden deck with a barbecue area, outdoor seating, and planters with greenery.

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 CA $209
CA $314 total
includes taxes & fees
Nov 19 - Nov 20
New Conestoga 1843 Wagon
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a wooden table and bar stools.

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)
"GReat place to stay on our travels cross country….we would stay again"
United States
Julie L.
The price is CA $204
CA $312 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Hideaway in Rustic Container Home on Peaceful 10 Acres - Fire pit & Hot tub
Exterior

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 CA $280
CA $397 total
includes taxes & fees
Nov 19 - Nov 20
New Cabin for an Adventure
A wooden house with a deck, large windows, and a stone foundation near a body of water.

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 CA $192
CA $289 total
includes taxes & fees
Nov 16 - Nov 17
Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
A modern living room with a glass coffee table, beige sofas, teal cushions, and a view of the outdoors through large windows.

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 CA $258
CA $589 total
includes taxes & fees
Nov 19 - Nov 20
OneNinth-Luxury Downtown Retreat
A spacious living room with a gray sofa, a dining table with chairs, and a coffee table with a plant.

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 CA $262
CA $789 total
includes taxes & fees
Nov 12 - Nov 13
King Beds_Sleeps 8_Arcade_great location!
A modern building with a covered entrance and outdoor seating area.

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 CA $230
CA $605 total
includes taxes & fees
Nov 17 - Nov 18
Family Fave_Sleeps 8_Desired Location_Fenced Yard
A living room with a sofa, a coffee table, a TV, and a bookshelf.

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 CA $353
CA $711 total
includes taxes & fees
Nov 23 - Nov 24
Cozy Bungalow, Sleeps 10, Put-Put, Walkable Area
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.

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 CA $229
CA $704 total
includes taxes & fees
Nov 30 - Dec 1
Family Fave_Ideal Location, Walkable, and Sleeps 8
A dining area with a wooden table and chairs, a potted plant, and a neon sign on a green wall.

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 CA $262
CA $821 total
includes taxes & fees
Nov 12 - Nov 13
Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK
A residential property with a covered outdoor hot tub, a garage, and a house with a gabled roof.

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 CA $262
CA $835 total
includes taxes & fees
Nov 12 - Nov 13
3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|
A cozy living room with a fireplace, a sofa, two armchairs, and a coffee table.

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 CA $106
CA $190 total
includes taxes & fees
Dec 9 - Dec 10
Cozy Guest Suite with Fireplace & Private Entrance
A kitchen with dark cabinets, a window with a view of trees, a coffee maker, and a sink.

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 CA $298
CA $916 total
includes taxes & fees
Nov 16 - Nov 17
LargeHome_6KingBeds_HotTub_Arcade|Near Shops
A kitchen with a dining table and chairs, a ceiling fan, and a view of the backyard.

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.
Near Stadiums_4KingBeds_Fenced yard_Dogs OK
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.
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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Find vacation rentals that suit your style

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Top Pleasant Hill Hotel Reviews

A modern lobby with a sofa, two armchairs, a small table, and a reception desk.
Holiday Inn Express & Suites Kansas City - Lee's Summit by IHG

Holiday Inn Express & Suites Kansas City - Lee's Summit by IHG

Holiday Inn Express & Suites Kansas City - Lee's Summit by IHG
Lee's Summit

10/10 Excellent

Good
Canada
Abdul
Reviewed September 7, 2022
Holiday Inn Express & Suites Kansas City - Lee's Summit by IHG

Find out more about Pleasant Hill

Everything you need to know about Pleasant Hill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Hill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Hill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasant Hill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Hill. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasant Hill vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Hill vacation rentals we have selected for you start as low as CA $95 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasant Hill rentals

At Expedia, we put the best Pleasant Hill vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pleasant Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Hill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.