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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Pleasantville holiday rentals

Living area

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
The price is 9.094.242 ₫
14.056.825 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Luxe 1BR Oasis - Prime NY Stay
Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is 14.331.900 ₫
20.274.754 ₫ total
includes taxes & fees
3 Mar - 4 Mar
Luxury NYC Home Game Room Free Parking
Living area

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is 10.481.309 ₫
15.087.446 ₫ total
includes taxes & fees
3 Mar - 4 Mar
Luxury 3 BR Near NYC with Easy Parking
Living area

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
10.0 out of 10, Exceptional, (1 review)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is 9.094.242 ₫
14.056.825 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Luxury 3BR Family Home Game Room Parking
Apartment (1 Bedroom) | Interior

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is 3.830.526 ₫
9.812.140 ₫ total
includes taxes & fees
2 Mar - 3 Mar
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Private kitchen

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
10.0 out of 10, Exceptional, (2 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is 9.354.822 ₫
14.348.350 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Luxury 1BR located in Prime Yonkers Area
Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is 3.100.902 ₫
7.429.298 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Luxury 3BR Home Game Room Free Parking
Outdoor dining

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
The price is 26.058.000 ₫
32.904.739 ₫ total
includes taxes & fees
1 Mar - 2 Mar
3BR Prime Luxury NY - Free Parking
Free WiFi

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is 24.755.100 ₫
31.577.411 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Two Wash
Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is 9.354.822 ₫
10.758.045 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Guesthouse at Norwalk Inn
Private kitchen

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is 5.185.542 ₫
9.813.606 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Elegant Hideaway with Free Parking
Villa | 5 bedrooms

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is 13.666.441 ₫
28.428.781 ₫ total
includes taxes & fees
15 Mar - 16 Mar
NEW 45 Wolden Rd Ossining NY 10562
Private kitchen

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1 review)
"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 traveller
The price is 15.608.742 ₫
20.823.763 ₫ total
includes taxes & fees
1 Mar - 2 Mar
3BR Prime Luxury near NYC w Arcade Room
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is 5.185.542 ₫
9.658.040 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Prime Luxe 3-BR NYC - Free Parking
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (100 reviews)
"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."
United States
Fatima
The price is 3.627.274 ₫
4.171.365 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Stamford Suites
Luxury House | Living area

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (2 reviews)
"Room was cold. No parking lot for vehicle. Only off-street parking was available "
United States
david
The price is 11.726.100 ₫
15.698.316 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Spacious 3BR Luxe Escape near NYC
Living area

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
8.0 out of 10, Very good, (1 review)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is 9.094.242 ₫
14.317.406 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Uscale 2BR Escape in the Heart of NYC
Luxury Apartment | Living area

NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
5.0 out of 10, (4 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is 2.837.716 ₫
5.754.438 ₫ total
includes taxes & fees
1 Mar - 2 Mar
NY Luxury Apt Free Parking in PRIME Area
Luxury Villa, Patio | Living area

Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking
2.0 star property
Bryn Mawr
2.0 out of 10, (1 review)
The price is 16.937.700 ₫
22.831.694 ₫ total
includes taxes & fees
3 Mar - 4 Mar
Luxury 5 BR Home Free Parking
Luxury House, Garden View | Dining

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
2.0 out of 10, (1 review)
The price is 11.726.100 ₫
16.480.057 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Modern Comfort in the Heart of NYC
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

Sonesta White Plains Downtown

Sonesta White Plains Downtown

10/10 Excellent
"Great place"
Johnathan 2-night trip
Posted 1 day ago
Sonesta White Plains Downtown

Frequently asked questions

Can I find a holiday rental in Pleasantville?

Yes, there are holiday rentals in Pleasantville close to Jacob Burns Film Center Media Arts Lab, 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’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 Union Church of Pocantico Hills.

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.