Pleasantville Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Pleasantville holiday rentals

Cottage in Linton

Pleasant Grove Farm LLC
3.0 star property
9.4 out of 10, Exceptional, (101 reviews)
"This is our favorite place to stay every Labor Day weekend. It’s home away from home!"
United States
Craig
The price is NZ$254
includes taxes & fees
13 Jan - 14 Jan
Pleasant Grove Farm LLC
10.0 out of 10, Exceptional, (17 reviews)
"Cute place, exceptionally clean. Close to several restaurants. Rate is reasonable. Good for couple or close family stay."
United States
Lana D.
The price is NZ$361
includes taxes & fees
14 Jan - 15 Jan
Cozy cottage 4 minutes from Lake Sullivan!

Holiday Home in Linton

Cozy and relaxing
9.4 out of 10, Exceptional, (9 reviews)
"The property was very clean and as advertised. We had a wonderful stay!"
United States
Jason L.
The price is NZ$401
includes taxes & fees
13 Jan - 14 Jan
Cozy and relaxing
10.0 out of 10, Exceptional, (6 reviews)
"Super cute, great location, would definitely stay here again "
United States
Melinda S.
The price is NZ$403
includes taxes & fees
15 Jan - 16 Jan
LakeWay II- 4 min from US-41 and Lake Sullivan
10.0 out of 10, Exceptional, (2 reviews)
"This is the perfect place to stay! Communication was great and such an easy check-in/check-out. We will definitely stay here again!!! Thank you Lisa!"
United States
Jamie H.
The price is NZ$514
includes taxes & fees
13 Jan - 14 Jan
Large Private Studio attached Garage Washer Dryer AC WiFi Pet Friendly Sleeps 4
10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$356
includes taxes & fees
22 Jan - 23 Jan
Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pleasantville Hotel Reviews

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, 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 NZ$254 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, Shakamak State Park and Sullivan City Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Sullivan County Park and Elks Country Club.

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.