Holiday Rentals in Pleasantville

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Check prices for these dates

Tonight
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Pleasantville

Exterior
Lake View Cabin
Lake View Cabin
9.8 out of 10, Exceptional, (81)
"we enjoyed our stay, the cabin is well appointed and comfortable."
United States
Dave S.
Lake View Cabin
Smart TV, fireplace, DVD player, video library
Private, cozy cabin on 13 acres with two ponds
Private, cozy cabin on 13 acres with two ponds
10.0 out of 10, Exceptional, (50)
"Aleta and the cabin were very helpful and clean. This was a great spot for a weekend get away."
United States
Charles
Private, cozy cabin on 13 acres with two ponds
Cottage, Ensuite (Quail Run Cottage) | Exterior
Pleasant Grove Farm LLC
Pleasant Grove Farm LLC
3.0 star property
9.4 out of 10, Exceptional, (101)
"This is our favorite place to stay every Labor Day weekend. It’s home away from home!"
United States
Craig
The price is €125
includes taxes & fees
29 Oct - 30 Oct
Pleasant Grove Farm LLC
Microwave, oven, stovetop, dishwasher
3-bedroom house in adorable Odon with WiFi and AC
3-bedroom house in adorable Odon with WiFi and AC
10.0 out of 10, Exceptional, (12)
"Very clean"
United States
Angie W.
3-bedroom house in adorable Odon with WiFi and AC
Terrace/patio
Quiet Country Cabin • Near Trails & State Parks
Quiet Country Cabin • Near Trails & State Parks
Quiet Country Cabin • Near Trails & State Parks
Outdoor dining
Eagles Nest Camping Bee Hunter Cabin
Eagles Nest Camping Bee Hunter Cabin
9.8 out of 10, Exceptional, (38)
"This is the second time that we’ve stayed here. Both times we’ve really enjoyed it and had a nice peaceful stay."
United States
Shad S.
Eagles Nest Camping Bee Hunter Cabin
Interior
No Wake Zone
No Wake Zone
10.0 out of 10, Exceptional, (56)
"This is our 3rd time staying here and we love it! The vibes are immaculate, property is impeccable, and the host are great people. "
United States
Courtney G.
No Wake Zone
Fridge, microwave, oven, stovetop
Cozy and relaxing
Cozy and relaxing
9.4 out of 10, Exceptional, (8)
"The property was very clean and as advertised. We had a wonderful stay!"
United States
Jason L.
The price is €220
includes taxes & fees
25 Nov - 26 Nov
Cozy and relaxing
Fridge, microwave, oven, stovetop
Eagles Nest Camping Black Creek Cabin
Eagles Nest Camping Black Creek Cabin
9.8 out of 10, Exceptional, (20)
"Lovely cabin ,nice setting ,easy parking ,great hosts !😀"
United States
Kathleen
Eagles Nest Camping Black Creek Cabin
Fridge, microwave, oven, stovetop
LakeWay II- 4 min from US-41 and Lake Sullivan
LakeWay II- 4 min from US-41 and Lake Sullivan
10.0 out of 10, Exceptional, (5)
"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!"
United States
Georgia W.
The price is €204
includes taxes & fees
29 Oct - 30 Oct
LakeWay II- 4 min from US-41 and Lake Sullivan
Property grounds
Eagles Nest Camping Brewer Cabin
Eagles Nest Camping Brewer Cabin
10.0 out of 10, Exceptional, (17)
"Peaceful and relaxing"
United States
Shelly H.
Eagles Nest Camping Brewer Cabin
Exterior
Castaway lake side canvas cottage scene
Castaway lake side canvas cottage scene
10.0 out of 10, Exceptional, (57)
"My friend and I stayed here for 2 nights and we had a great time. The cabins are clean and provide basic necessities. The best part is being right on the water! We spent the whole time out fishing and kayaking. The owners were very friendly, helpful and responsive. We will definitely be coming back to stay again!"
United States
Emerson G.
Castaway lake side canvas cottage scene
Exterior
Beach Comber Lake Side canvas Cottage Tent
Beach Comber Lake Side canvas Cottage Tent
10.0 out of 10, Exceptional, (56)
"This was our second time staying here. It was even better than the last time. Fishing, swimming, kayaking, and then relaxing in the ac so we can do it all again. We will be back again"
United States
Shane M.
Beach Comber Lake Side canvas Cottage Tent
Interior
BEACH STYLE LAKESIDE MINI COTTAGE
BEACH STYLE LAKESIDE MINI COTTAGE
10.0 out of 10, Exceptional, (86)
"This was our third time back and we enjoyed every moment. We loved seeing how much the area has expanded yet still maintains such peace and privacy from other sites. Beautifully maintained and such gracious, helpful hosts!"
United States
Kari D.
BEACH STYLE LAKESIDE MINI COTTAGE
Terrace/patio
Hillenbrand Hideaway
Hillenbrand Hideaway
9.0 out of 10, Wonderful, (8)
"Loved this!! It was super cute and cozy!! "
United States
Breanna
Hillenbrand Hideaway
Dining
Cozy cottage 4 minutes from Lake Sullivan!
Cozy cottage 4 minutes from Lake Sullivan!
10.0 out of 10, Exceptional, (16)
"Great place to stay, clean and comfortable "
United States
Ann G.
The price is €182
includes taxes & fees
11 Nov - 12 Nov
Cozy cottage 4 minutes from Lake Sullivan!
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Peaceful Cabin By The Lake
Peaceful Cabin By The Lake
8.8 out of 10, Excellent, (19)
"The beds were very comfortable. Loved roasting marshmallows over an open fire. Having a grill was great. I highly recommend this cabin."
United States
Barbara S.
Peaceful Cabin By The Lake
House (3 Bedrooms) | Interior
Jasonville Cabin - Walk to Shakamak State Park!
Jasonville Cabin - Walk to Shakamak State Park!
2.0 star property
Jasonville Cabin - Walk to Shakamak State Park!
Smart TV, DVD player
Couples' Hideaway - Relaxing barndominium with hammock, firepit, & covered patio
Couples' Hideaway - Relaxing barndominium with hammock, firepit, & covered patio
10.0 out of 10, Exceptional, (11)
"Very clean, easy directions and communication. Enjoyed our time here. The well stocked kitchen was awesome "
United States
gAil h.
Couples' Hideaway - Relaxing barndominium with hammock, firepit, & covered patio
Terrace/patio
Three Lakeside Canvas Cottages group campsite at Parakeet Cove
Three Lakeside Canvas Cottages group campsite at Parakeet Cove
10.0 out of 10, Exceptional, (13)
"The property was entertaining, clean, unique and private, the owner puts a lot of thought into making sure everything is kept up and worry free. We are so thankful that they shares this little piece of paradise for our families to make memories that will last a life time. The kids spent hours upon hours in the water, they could explore and we felt completely safe. We saw fish, salamanders and lizards. Relaxed on the porches and slept peacefully in the cooled bungalow tents"
United States
Yvonna M.
Three Lakeside Canvas Cottages group campsite at Parakeet Cove
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

3-bedroom house in adorable Odon with WiFi and AC

3-bedroom house in adorable Odon with WiFi and AC

10/10 Excellent
"This is a very nice spacious place. The pool looks great however we were there in late Oct so didn’t get to use it! It was a nice relaxing place to stay!!"
Nancy L. 3-night trip
Posted 2 days ago
3-bedroom house in adorable Odon with WiFi and AC

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 €125 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?

3-bedroom house in adorable Odon with WiFi and AC: This holiday home rental outside of Pleasantville offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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.