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Pleasant Hill Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Pleasant Hill vacation rentals

An outdoor seating area with red chairs and a fire pit, surrounded by a wooden fence and a view of a field and trees.

1. The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond

The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + 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.
$212 nightly
The price is $229
Aug 23 - Aug 24
Total with taxes and fees
The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond
A spacious living area with a high ceiling, wooden beams, a staircase, and a Christmas tree.

2. The Landing(43MO) - Luxurious Lodge Sleeps 20 + Airway Strip + Hot Tub

The Landing(43MO) - Luxurious Lodge 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.
$1,132 nightly
The price is $1,222
Aug 24 - Aug 25
Total with taxes and fees
The Landing(43MO) - Luxurious Lodge Sleeps 20 + Airway Strip + Hot Tub

3. 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.
$1,100 nightly
The price is $1,154
Sep 1 - Sep 2
Total with taxes and fees
The Cabin at Big Creek

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

Hangar 1 - Pleasant Hill Modern Barn on 75 Acres
Pleasant Hill
$463 nightly
The price is $500
Aug 24 - Aug 25
Total with taxes and fees
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, (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.
$741 nightly
The price is $801
Aug 27 - Aug 28
Total with taxes and fees
Blue Cedar Hangars Near Fishing Pond + Runway

6. Hangar 2 - Pleasant Hill Retreat Near Fishing Pond

Hangar 2 - Pleasant Hill Retreat Near Fishing Pond
Pleasant Hill
$460 nightly
The price is $497
Aug 27 - Aug 28
Total with taxes and fees
Hangar 2 - Pleasant Hill Retreat Near Fishing Pond

7. The Grand Estate-Pool • 2.5Baths • Sleeps 10

The Grand Estate-Pool • 2.5Baths • Sleeps 10
Grandview
$552 nightly
The price is $552
Sep 16 - Sep 17
Total with taxes and fees
The Grand Estate-Pool • 2.5Baths • Sleeps 10
A kitchen with wooden cabinets, a granite countertop, and a built-in dishwasher.

8. 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)
"great place to stay. Communication was helpful and easy with the property manager.We would all stay there again."
United States
Julie V.
$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
A wooden deck with a barbecue area, outdoor seating, and planters with greenery.

9. New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (56 reviews)
"Loved everything! Everyone was super nice, lots of privacy."
United States
Ann Marie Y.
$211 nightly
The price is $229
Aug 26 - Aug 27
Total with taxes and fees
New Conestoga 1843 Wagon
A cozy living room with a fireplace, a sofa, two armchairs, and a coffee table.

10. 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.
$139 nightly
The price is $146
Sep 14 - Sep 15
Total with taxes and fees
Cozy Guest Suite with Fireplace & Private Entrance

11. 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
Aug 26 - Aug 27
Total with taxes and fees
New Cabin for an Adventure
A bedroom with a large bed, a ceiling fan, and two windows with curtains.

12. 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.
$320 nightly
The price is $343
Aug 20 - Aug 21
Total with taxes and fees
HighlandHouse - Posh Downtown Escape
A wooden house with a deck, large windows, and a stone foundation near a body of water.

13. 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, (7 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.
$228 nightly
The price is $241
Aug 23 - Aug 24
Total with taxes and fees
Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
A swimming pool with a water slide, lounge chairs, and a large blue water tower.

14. The Orchard Nook: Dog-Friendly 3BR w/ Ping Pong, Huge Yard & Near KC World Cup!

The Orchard Nook: Dog-Friendly 3BR w/ Ping Pong, Huge Yard & Near KC World Cup!
Lee's Summit
10.0 out of 10, Exceptional, (8 reviews)
"Great location, clean, and comfortable "
United States
Joel S.
$319 nightly
The price is $357
Aug 23 - Aug 24
Total with taxes and fees
The Orchard Nook: Dog-Friendly 3BR w/ Ping Pong, Huge Yard & Near KC World Cup!
A large, historic building with arched windows and a central fountain, surrounded by a well-lit plaza and modern buildings in the background.

15. King Beds_Sleeps8_Arcade_great location!

King Beds_Sleeps8_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.
King Beds_Sleeps8_Arcade_great location!
A large, historic building with a central courtyard and a fountain, surrounded by modern cityscape and illuminated buildings.

16. Great Stay_3BR Home_Walkable

Great Stay_3BR Home_Walkable
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 20 - Aug 21
Total with taxes and fees
Great Stay_3BR Home_Walkable
A kitchen with a dining table and chairs, a ceiling fan, and a view of the backyard.

17. 4 KING beds, Sleeps 8_Fenced_Dogs OK

4 KING beds, Sleeps 8_Fenced_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.
$525 nightly
The price is $553
Aug 20 - Aug 21
Total with taxes and fees
4 KING beds, Sleeps 8_Fenced_Dogs OK
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

18. Blue House - Cozy 3 Bedroom, King Bed, Rotary Park

Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
Blue Springs
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful property with everything we needed!"
United States
Dawn B.
$253 nightly
The price is $272
Aug 31 - Sep 1
Total with taxes and fees
Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

19. 12m to Belton<br>Outdoor dining<br>Long Stays welcome<br>Huge fully stocked kitchen<br>Master Suite<br>On-site laundry<br>Utilities included<br>Fuller furnished<br>Natural light<br>Block out shades

12m to Belton<br>Outdoor dining<br>Long Stays welcome<br>Huge fully stocked kitchen<br>Master Suite<br>On-site laundry<br>Utilities included<br>Fuller furnished<br>Natural light<br>Block out shades
Grandview
9.8 out of 10, Exceptional, (21 reviews)
"Great stay! Clean, comfortable and accomodating! Plan to stay again!"
United States
Ezra C.
12m to Belton<br>Outdoor dining<br>Long Stays welcome<br>Huge fully stocked kitchen<br>Master Suite<br>On-site laundry<br>Utilities included<br>Fuller furnished<br>Natural light<br>Block out shades
A modern living room with a glass coffee table, beige sofas, teal cushions, and a view of the outdoors through large windows.

20. 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.
$372 nightly
The price is $400
Aug 25 - Aug 26
Total with taxes and fees
OneNinth-Luxury Downtown Retreat
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

Sonesta Essential Hotels Overland Park

Sonesta Essential Hotels Overland Park

10/10 Excellent
"Excellent stay. Room was clean, quiet and comfortable. Hotel was easy to find and get to. The breakfast was fantastic! So many options. My husband is diabetic so I’m always scouring hotel reviews to figure out if the breakfast will be good for us. This continental breakfast has a big variety, from yogurt with various toppings, to fruit, sausage and eggs, muffins, bagels etc. They also have a coffee machine that makes several different drinks, including iced coffee and hot chocolate. We will definitely stay here again when we are in the area."
Amber 1-night trip
Posted 6 hours ago
Sonesta Essential Hotels Overland Park

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.