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Pleasant Hill Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Pleasant Hill vacation rentals

Exterior

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, (13 reviews)
"We really enjoyed our stay! The place was perfect! "
United States
Eric M.
$223 nightly
The price is $240
Sep 7 - Sep 8
Total with taxes and fees
Pilot's Pad Studio on 75 Acres + Fishing Pond
Fireplace, stereo

2. The Cabin at Big Creek

The Cabin at Big Creek
Big Creek Township
10.0 out of 10, Exceptional, (14 reviews)
"Amazing place! "
United States
Cody M.
$974 nightly
The price is $1,018
Sep 1 - Sep 2
Total with taxes and fees
The Cabin at Big Creek
Outdoor dining

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

Hangar 1 - Pleasant Hill Modern Barn on 75 Acres
Pleasant Hill
$486 nightly
The price is $525
Aug 31 - Sep 1
Total with taxes and fees
Hangar 1 - Pleasant Hill Modern Barn on 75 Acres
Smart TV

4. Hangar 2 - Pleasant Hill Retreat Near Fishing Pond

Hangar 2 - Pleasant Hill Retreat Near Fishing Pond
Pleasant Hill
$486 nightly
The price is $525
Aug 31 - Sep 1
Total with taxes and fees
Hangar 2 - Pleasant Hill Retreat Near Fishing Pond
Exterior

5. Blue Cedar Hangars Near Fishing Pond + Runway

Blue Cedar Hangars Near Fishing Pond + Runway
Pleasant Hill
10.0 out of 10, Exceptional, (1 review)
"What a beautiful and unique little home away from home!! The decor, the beds, the amenities, everything was perfect! All you need to bring is whatever clothes you want to wear and some food! You can even just bring one outfit because there’s a washer and dryer! Fishing in the pond was a treat and every time you put your hook in the water you are guaranteed a fish! Highly recommend and we will be back!"
United States
Ann M.
$786 nightly
The price is $848
Aug 31 - Sep 1
Total with taxes and fees
Blue Cedar Hangars Near Fishing Pond + Runway
Coffee/tea maker, fridge, microwave, oven

6. Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub

Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub
Greenwood
9.0 out of 10, Wonderful, (197 reviews)
"Wonderful stay"
United States
Sunflower T.
$365 nightly
The price is $391
Sep 8 - Sep 9
Total with taxes and fees
Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub
Outdoor dining

7. New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (58 reviews)
"Loved everything! Everyone was super nice, lots of privacy."
United States
Ann Marie Y.
$215 nightly
The price is $233
Sep 7 - Sep 8
Total with taxes and fees
New Conestoga 1843 Wagon
Exterior

8. 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
9.0 out of 10, Wonderful, (8 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.
$212 nightly
The price is $224
Aug 31 - Sep 1
Total with taxes and fees
Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
Exterior

9. New Cabin for an Adventure

New Cabin for an Adventure
Peculiar
9.6 out of 10, Exceptional, (20 reviews)
"This was a very clean and nice place to stay. The cabin was located about 30 minutes outside of KC so the travel wasnt bad for our weekend vacation. "
United States
Benjamin W.
$272 nightly
The price is $294
Sep 6 - Sep 7
Total with taxes and fees
New Cabin for an Adventure
Coffee/tea maker, fridge, microwave, oven

10. Family Fav_Sleeps 12_4BR+Games_Space for Everyone

Family Fav_Sleeps 12_4BR+Games_Space for Everyone
Lee's Summit
10.0 out of 10, Exceptional, (2 reviews)
"This was the coolest layout for a big family! We really enjoyed our 9 day stay! The host was very prompt with getting back to us for anything we asked. We will be back to visit!"
United States
Heather B.
$557 nightly
The price is $593
Aug 31 - Sep 1
Total with taxes and fees
Family Fav_Sleeps 12_4BR+Games_Space for Everyone
3 bedrooms, desk, iron/ironing board, WiFi (free)

11. HighlandHouse - Posh Downtown Escape

HighlandHouse - Posh Downtown Escape
Lee's Summit
9.6 out of 10, Exceptional, (7 reviews)
"It was the perfect spot for us because we could walk to our multi course dinner with cocktails just 2 blocks away. The host was easy to work with and the house was spotless."
United States
Shannon V.
$325 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
HighlandHouse - Posh Downtown Escape
Interior

12. LargeHome_6KingBeds_HotTub_Arcade|Near Shops

LargeHome_6KingBeds_HotTub_Arcade|Near Shops
Lee's Summit
10.0 out of 10, Exceptional, (6 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.
$622 nightly
The price is $658
Sep 8 - Sep 9
Total with taxes and fees
LargeHome_6KingBeds_HotTub_Arcade|Near Shops
Exterior

13. 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)
"Very nice place would definitely stay again! "
United States
Bryan C.
$519 nightly
The price is $547
Aug 31 - Sep 1
Total with taxes and fees
King Beds_Sleeps 8_Arcade_great location!
Smart TV

14. OneNinth-Luxury Downtown Retreat

OneNinth-Luxury Downtown Retreat
Lee's Summit
9.8 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay!"
United States
Kimberleigh H.
$383 nightly
The price is $411
Sep 1 - Sep 2
Total with taxes and fees
OneNinth-Luxury Downtown Retreat
Exterior

15. Great Stay_3BR Home_Walk to downtown Lee's Summit

Great Stay_3BR Home_Walk to downtown Lee's Summit
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.
$525 nightly
The price is $540
Aug 31 - Sep 1
Total with taxes and fees
Great Stay_3BR Home_Walk to downtown Lee's Summit
Living area

16. FirstMarket-Opulent Downtown Getaway

FirstMarket-Opulent Downtown Getaway
Lee's Summit
10.0 out of 10, Exceptional, (4 reviews)
"Property was great, location was perfect and hosts were very quick im communicating"
United Kingdom
mine o.
$381 nightly
The price is $409
Sep 7 - Sep 8
Total with taxes and fees
FirstMarket-Opulent Downtown Getaway
TV, fireplace

17. Cozy Guest Suite with Fireplace & Private Entrance

Cozy Guest Suite with Fireplace & Private Entrance
Grandview
9.4 out of 10, Exceptional, (60 reviews)
"Nice place to stay."
United States
Tim M.
$138 nightly
The price is $145
Sep 28 - Sep 29
Total with taxes and fees
Cozy Guest Suite with Fireplace & Private Entrance
Exterior

18. 10 Minutes to the Stadiums

10 Minutes to the Stadiums
South Kansas City
9.6 out of 10, Exceptional, (18 reviews)
$104 nightly
The price is $112
Aug 31 - Sep 1
Total with taxes and fees
10 Minutes to the Stadiums
Property grounds

19. Unplug and unwind in this charming loft cabin nestled on the water’s edge.

Unplug and unwind in this charming loft cabin nestled on the water’s edge.
Odessa
9.0 out of 10, Wonderful, (7 reviews)
"Had a great stay, love the outdoor porch and lighting!"
United States
Heather W.
$263 nightly
The price is $278
Sep 1 - Sep 2
Total with taxes and fees
Unplug and unwind in this charming loft cabin nestled on the water’s edge.
Coffee/tea maker, fridge, microwave, oven

20. Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.

Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.
Grandview
10.0 out of 10, Exceptional, (8 reviews)
"House was very clean. It was in a very quiet neighborhood. We had a great stay. Everything worked and was well maintained."
United States
Devon
Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.
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

Hampton Inn & Suites Overland Park South

Hampton Inn & Suites Overland Park South

10/10 Excellent
"Nice room and great value."
Mieko 1-night trip
Posted 2 hours ago
Hampton Inn & Suites Overland Park South

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Pleasant Hill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!: Visitors like this Pleasant Hill vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Pleasant Hill?

Expedia has 8 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 Powell Gardens. In the larger area, you’ll find Katy Trail State Park and Mullen Square Addition.

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.