Pleasantville Vacation Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Pleasantville holiday rentals

Private kitchen
The Mansion Hotel-style

The Mansion Hotel-style

The Mansion Hotel-style
2.5 star property
West Norwalk
8.2 out of 10, Very good, (22)
"Great service and very clean 👌 "
United States
JEAN
The price is RM344
RM396 total
includes taxes & fees
3 Jan - 4 Jan 2026
The Mansion Hotel-style
Private kitchen
JayZero

JayZero

JayZero
2.0 star property
Bryn Mawr
The price is RM402
RM1,054 total
includes taxes & fees
25 Jan - 26 Jan 2026
JayZero
Private kitchen
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is RM806
RM1,303 total
includes taxes & fees
12 Jan - 13 Jan 2026
Spacious 3BR Luxe Escape near NYC
Private kitchen
Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is RM406
RM1,069 total
includes taxes & fees
26 Jan - 27 Jan 2026
Elegant Hideaway with Free Parking
Free WiFi
Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is RM806
RM1,525 total
includes taxes & fees
11 Jan - 12 Jan 2026
Luxury 3BR Home Game Room Free Parking
Living area
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is RM806
RM1,303 total
includes taxes & fees
12 Jan - 13 Jan 2026
Spacious 3BR Luxe Escape near NYC
Living area
Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
The price is RM446
RM1,102 total
includes taxes & fees
11 Jan - 12 Jan 2026
Luxe 1BR Oasis - Prime NY Stay
Free WiFi
Two Wash

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is RM806
RM1,505 total
includes taxes & fees
5 Jan - 6 Jan 2026
Two Wash
Living area
Single Family 3BR Home Game Room Parking

Single Family 3BR Home Game Room Parking

Single Family 3BR Home Game Room Parking
4.0 star property
Bryn Mawr
The price is RM806
RM1,505 total
includes taxes & fees
4 Jan - 5 Jan 2026
Single Family 3BR Home Game Room Parking
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

Hyatt Place Fort Lee / George Washington Bridge

Hyatt Place Fort Lee / George Washington Bridge

10/10 Excellent
"Everything about the hotel is good no bad experience. "
Jorge 6-night trip
Posted 2 days ago
Hyatt Place Fort Lee / George Washington Bridge

Find out more about Pleasantville

Search for holiday rentals in Pleasantville on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Pleasantville using one of the methods below:

  • View our selection of featured holiday rentals in Pleasantville
  • Use the map to find apartments and other holiday homes in the Pleasantville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pleasantville while they last

Look no further and take a look at our great range of rental properties in Pleasantville!

Frequently asked questions

Can I find a holiday rental 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. Pleasantville is known for its restaurants and sporting events.

What are some of the best holiday rentals that Pleasantville has to offer?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Pleasantville is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What’s there to see and do in Pleasantville?

Cultural attractions include Jacob Burns Film Center Theater, whereas Rockefeller State Park Preserve is a spot to enjoy nature. In the wider area, you’ll find Jacob Burns Film Center Media Arts Lab and New York Medical College.

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 like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.