Holiday Rentals in Pleasantville

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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec
In four months
2 Jan - 4 Jan

Holiday Rentals in Pleasantville

Peaceful Cabin By The Lake
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Peaceful Cabin By The Lake

9.0 out of 10, Wonderful, (14)
"Quiet area and nice spot for campfire and BBQ"
Peaceful Cabin By The Lake
Lake View Cabin
Exterior

Lake View Cabin

9.8 out of 10, Exceptional, (79)
"we enjoyed our stay, the cabin is well appointed and comfortable."
Lake View Cabin
Unique cozy 14x40 Cabin with a nice deck by the water .
Interior

Unique cozy 14x40 Cabin with a nice deck by the water .

9.8 out of 10, Exceptional, (16)
"Wonderful weekend, beautiful lake. Loved our stay!"
The price is €171
includes taxes & fees
12 Sept - 13 Sept
Unique cozy 14x40 Cabin with a nice deck by the water .
Cozy cottage 4 minutes from Lake Sullivan!
Dining

Cozy cottage 4 minutes from Lake Sullivan!

10.0 out of 10, Exceptional, (15)
"Great place to stay, clean and comfortable "
Cozy cottage 4 minutes from Lake Sullivan!
Pleasant Grove Farm LLC
Cottage, Ensuite (Quail Run Cottage) | Exterior

Pleasant Grove Farm LLC

3.0 star property
9.4 out of 10, Exceptional, (99)
"This is our favorite place to stay every Labor Day weekend. It’s home away from home!"
The price is €124
includes taxes & fees
14 Sept - 15 Sept
Pleasant Grove Farm LLC
Hillenbrand Hideaway
Terrace/patio

Hillenbrand Hideaway

8.0 out of 10, Very good, (3)
"Loved this!! It was super cute and cozy!! "
Hillenbrand Hideaway
Private, cozy cabin on 13 acres with two ponds
Smart TV, fireplace, DVD player, video library

Private, cozy cabin on 13 acres with two ponds

10.0 out of 10, Exceptional, (43)
"Spacious clean cabin with every amenity a family would need. We enjoyed our stay."
Private, cozy cabin on 13 acres with two ponds
Beach Comber Lake Side canvas Cottage Tent
Exterior

Beach Comber Lake Side canvas Cottage Tent

10.0 out of 10, Exceptional, (56)
"I absolutely love this property! The hosts Richard and Sherry are so kind and make sure you have everything you need! Highly recommend! "
Beach Comber Lake Side canvas Cottage Tent
LakeWay II- 4 min from US-41 and Lake Sullivan
Fridge, microwave, oven, stovetop

LakeWay II- 4 min from US-41 and Lake Sullivan

10.0 out of 10, Exceptional, (4)
"I was traveling in the area to visit family and needed someplace for two nights. The location was perfect. This property combines an interesting historical past (general store built in 1840) and an efficient, comfortable, well thought out home away from home. I recommend it without hesitation!"
LakeWay II- 4 min from US-41 and Lake Sullivan
Castaway lake side canvas cottage scene
Exterior

Castaway lake side canvas cottage scene

10.0 out of 10, Exceptional, (57)
"We had a nice relaxing girls weekend. This is the 2nd time we've stayed there and it has been great both times!"
Castaway lake side canvas cottage scene
Quiet Country Cabin • Near Trails & State Parks
Dining

Quiet Country Cabin • Near Trails & State Parks

Quiet Country Cabin • Near Trails & State Parks
Three Lakeside Canvas Cottages group campsite at Parakeet Cove
Terrace/patio

Three Lakeside Canvas Cottages group campsite at Parakeet Cove

10.0 out of 10, Exceptional, (13)
"My family enjoyed our stay, we went fishing, kayaking, swimming. Wonderful, peaceful environment! Definitely would stay again."
Three Lakeside Canvas Cottages group campsite at Parakeet Cove
BEACH STYLE LAKESIDE MINI COTTAGE
Interior

BEACH STYLE LAKESIDE MINI COTTAGE

10.0 out of 10, Exceptional, (84)
"Everything you need for a quiet, relaxing getaway."
BEACH STYLE LAKESIDE MINI COTTAGE
3-bedroom house in adorable Odon with WiFi and AC
Microwave, oven, stovetop, dishwasher

3-bedroom house in adorable Odon with WiFi and AC

10.0 out of 10, Exceptional, (8)
"Nice place, very accommodating, owners were super nice, very clean, highly recommended!"
3-bedroom house in adorable Odon with WiFi and AC
No Wake Zone
Interior

No Wake Zone

10.0 out of 10, Exceptional, (54)
"The property was very clean and the hosts were amazing!"
No Wake Zone
Cozy and relaxing
Fridge, microwave, oven, stovetop

Cozy and relaxing

9.6 out of 10, Exceptional, (7)
"The property was very clean and as advertised. We had a wonderful stay!"
Cozy and relaxing
Eagles Nest Camping Black Creek Cabin
Fridge, microwave, oven, stovetop

Eagles Nest Camping Black Creek Cabin

9.8 out of 10, Exceptional, (18)
"Lovely cabin ,nice setting ,easy parking ,great hosts !😀"
Eagles Nest Camping Black Creek Cabin
Eagles Nest Camping Bee Hunter Cabin
Outdoor dining

Eagles Nest Camping Bee Hunter Cabin

9.8 out of 10, Exceptional, (37)
"Came for the fishing in the area. This was a great place to stay."
Eagles Nest Camping Bee Hunter Cabin
Couples' Hideaway - Relaxing barndominium with hammock, firepit, & covered patio
Smart TV, DVD player

Couples' Hideaway - Relaxing barndominium with hammock, firepit, & covered patio

9.8 out of 10, Exceptional, (10)
"Our overall stay was very nice, property was very clean, decorated nicely, well stocked, and everwhere we needed to go was an easy drive. "
Couples' Hideaway - Relaxing barndominium with hammock, firepit, & covered patio
Jasonville Cabin - Walk to Shakamak State Park!
House (3 Bedrooms) | Interior

Jasonville Cabin - Walk to Shakamak State Park!

2.0 star property
Jasonville Cabin - Walk to Shakamak State Park!
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 Pleasantville Hotel Reviews

Sleep Inn Newberry - Crane

Sleep Inn Newberry - Crane

10/10 Excellent
"This was the cleanest hotel I have been in. Everything in the room was very clean. The staff were friendly, and very helpful. We definitely plan to stay there again. We asked for handicapped room, and the shower was very safe which meant a lot to my husband and me."
Nancy 1-night trip
Posted 5 days ago
Sleep Inn Newberry - Crane

Find out more about Pleasantville

Find out more about Pleasantville

Everything you need to know about Pleasantville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasantville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Pleasantville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasantville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasantville. 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 Pleasantville holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasantville holiday rentals we have selected for you start as low as €124 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasantville rentals

At Expedia, we put the best Pleasantville holiday 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 Pleasantville 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 Pleasantville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasantville. 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 holiday rentals in Pleasantville?

Yes, there are holiday rentals close to the most popular sights in Pleasantville, 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 Pleasantville has to offer?

Hillenbrand Hideaway: This holiday home rental outside of Pleasantville offers a patio, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

What’s there to see and do in Pleasantville?

While you're exploring the area, Sullivan County Park and Shakamak State Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Elks Country Club and Sullivan City Park.

What’s a holiday rental in Pleasantville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pleasantville. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.