Pleasantville Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Pleasantville vacation rentals

Luxury House | Bathroom
Luxury NY Home with Free Parking

Vacation Home in White Plains

Luxury NY Home with Free Parking
4.0 star property
8.0 out of 10, Very Good, (1)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is NT$7,248
NT$11,417 total
includes taxes & fees
Jan 11 - Jan 12
Luxury NY Home with Free Parking
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is NT$11,304
NT$13,000 total
includes taxes & fees
Jan 11 - Jan 12
Guesthouse at Norwalk Inn
Luxury Villa, Garden View | Dining
Luxury NYC Home with Free Parking for 12

Villa in White Plains

Luxury NYC Home with Free Parking for 12
4.0 star property
The price is NT$14,170
NT$21,418 total
includes taxes & fees
Jan 17 - Jan 18
Luxury NYC Home with Free Parking for 12
Living area
Luxury 3 BR Near NYC with Easy Parking

Vacation Home in Bryn Mawr

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
The price is NT$12,665
NT$17,287 total
includes taxes & fees
Jan 22 - Jan 23
Luxury 3 BR Near NYC with Easy Parking
Luxury Villa, Patio | Living area
Luxury 5 BR Home Free Parking

Villa in Bryn Mawr

Luxury 5 BR Home Free Parking
2.0 star property
The price is NT$20,467
NT$27,589 total
includes taxes & fees
Jan 17 - Jan 18
Luxury 5 BR Home Free Parking
Apartment (1 Bedroom) | Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Apartment in Greenwich

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
The price is NT$4,944
NT$10,004 total
includes taxes & fees
Jan 17 - Jan 18
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Luxury House, Garden View | Dining
Modern Comfort in the Heart of NYC

Apartment in Southeast Yonkers

Modern Comfort in the Heart of NYC
4.0 star property
The price is NT$14,170
NT$18,970 total
includes taxes & fees
Jan 12 - Jan 13
Modern Comfort in the Heart of NYC
Living area
Luxury NYC Home Game Room Free Parking

Villa in White Plains

Luxury NYC Home Game Room Free Parking
4.0 star property
The price is NT$17,318
NT$24,500 total
includes taxes & fees
Jan 10 - Jan 11
Luxury NYC Home Game Room Free Parking
Private kitchen
3BR Prime Luxury near NYC w Arcade Room

Vacation Home in Southeast Yonkers

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
8.0 out of 10, Very Good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveler
The price is NT$7,841
NT$11,889 total
includes taxes & fees
Jan 12 - Jan 13
3BR Prime Luxury near NYC w Arcade Room
Luxury House | Living area
Spacious 3BR Luxe Escape near NYC

Apartment in Southeast Yonkers

Spacious 3BR Luxe Escape near NYC
2.0 star property
The price is NT$6,266
NT$10,128 total
includes taxes & fees
Jan 12 - Jan 13
Spacious 3BR Luxe Escape near NYC
Free WiFi
Two Wash

Apartment in Bryn Mawr

Two Wash
2.0 star property
The price is NT$6,266
NT$11,702 total
includes taxes & fees
Jan 11 - Jan 12
Two Wash
Private kitchen
Luxury 1BR located in Prime Yonkers Area

Apartment in Bryn Mawr

Luxury 1BR located in Prime Yonkers Area
2.0 star property
The price is NT$3,117
NT$8,179 total
includes taxes & fees
Jan 21 - Jan 22
Luxury 1BR located in Prime Yonkers Area
Living area
Luxury 3BR Home Game Room Free Parking

Apartment in White Plains

Luxury 3BR Home Game Room Free Parking
2.0 star property
The price is NT$6,266
NT$11,859 total
includes taxes & fees
Jan 20 - Jan 21
Luxury 3BR Home Game Room Free Parking
House | 5 bedrooms
NEW 45 Wolden Rd Ossining NY 10562

Vacation Home in Ossining

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
The price is NT$10,053
NT$26,817 total
includes taxes & fees
Jan 12 - Jan 13
NEW 45 Wolden Rd Ossining NY 10562
Dining
Prime Luxe 3-BR NYC - Free Parking

Apartment in White Plains

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
The price is NT$6,266
NT$11,671 total
includes taxes & fees
Jan 20 - Jan 21
Prime Luxe 3-BR NYC - Free Parking
Living area
Uscale 2BR Escape in the Heart of NYC

Apartment in Bryn Mawr

Uscale 2BR Escape in the Heart of NYC
2.0 star property
The price is NT$4,723
NT$10,291 total
includes taxes & fees
Jan 11 - Jan 12
Uscale 2BR Escape in the Heart of NYC
Living area
Luxe 1BR Oasis - Prime NY Stay

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
The price is NT$3,464
NT$8,567 total
includes taxes & fees
Jan 21 - Jan 22
Luxe 1BR Oasis - Prime NY Stay
Living area
Luxury 3BR Family Home Game Room Parking

Apartment in Bryn Mawr

Luxury 3BR Family Home Game Room Parking
2.0 star property
The price is NT$6,266
NT$11,702 total
includes taxes & fees
Jan 11 - Jan 12
Luxury 3BR Family Home Game Room Parking
Exterior
Stamford Suites

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (87)
"This hotel was not what I thought it would be.looks a bit run down. And breakfast was short. "
United States
Ankaua
The price is NT$4,106
NT$4,722 total
includes taxes & fees
Jan 11 - Jan 12
Stamford Suites
Private kitchen
Elegant Hideaway with Free Parking

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is NT$3,149
NT$8,293 total
includes taxes & fees
Jan 26 - Jan 27
Elegant Hideaway with Free 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

Executive Inn - Fort Lee

Executive Inn - Fort Lee

10/10 Excellent
"Our room was very cozy and quiet with a beautiful view, and the temperature was comfortable and easily adjustable. Check-in was smooth and the staff were courteous and efficient. We deeply appreciate the free and ample parking—that feature will definitely have us returning very soon. The only thing we found a bit off-putting was the poorly functioning elevator and inaccessible staircase, otherwise it was awesome. Thank you so much! "
Alexandra 1-night trip
Posted 3 days ago
Executive Inn - Fort Lee

Find out more about Pleasantville

Search for holiday rentals in Pleasantville on Expedia! 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
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Look no further and take a look at our great range of rental properties in Pleasantville!

Frequently asked questions

Can I find a vacation rental in Pleasantville?

Yes, we give you a choice of vacation rentals close to popular attractions in Pleasantville, or you can select a more secluded option if you'd like a relaxing place to stay. Pleasantville is known for its restaurants and sporting events.

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

3BR Prime Luxury near NYC w Arcade Room: This vacation home rental outside Pleasantville is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation 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 larger area, you’ll find Jacob Burns Film Center Media Arts Lab and Union Church of Pocantico Hills.

What’s a vacation rental in Pleasantville like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Pleasantville. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips.