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Pleasantville Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Pleasantville vacation rentals

Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (130 reviews)
"Great location, friendly and helpful staff. Good value for money."
United States
ian
The price is P8,753
P10,066 total
includes taxes & fees
Jul 9 - Jul 10
Stamford Suites
Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is P21,822
P25,095 total
includes taxes & fees
Jul 5 - Jul 6
Guesthouse at Norwalk Inn
Living area

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is P115,492
P138,263 total
includes taxes & fees
Jun 23 - Jun 24
Two Wash
Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is P115,492
P141,150 total
includes taxes & fees
Jun 23 - Jun 24
Luxury NYC Home Game Room Free Parking
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 P13,981
P28,691 total
includes taxes & fees
Jun 23 - Jun 24
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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 P103,232
P124,548 total
includes taxes & fees
Jun 23 - Jun 24
Luxury 3 BR Near NYC with Easy Parking
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, (3 reviews)
"We never got to stay because THERE WAS ANOTHER FAMILY THERE. THAT WOMEN SAID SHE WAS RENTING THE HOUSE FOR ANOTHER MONTH. "
United States
Angel
The price is P24,618
P36,598 total
includes taxes & fees
Jun 23 - Jun 24
Modern Comfort in the Heart of NYC
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 P133,727
P158,664 total
includes taxes & fees
Jun 23 - Jun 24
Luxury 5 BR Home Free Parking
Living area

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
6.8 out of 10, (3 reviews)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is P115,492
P138,263 total
includes taxes & fees
Jun 23 - Jun 24
Luxury 3BR Family Home Game Room Parking
Living area

NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
5.4 out of 10, (6 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is P27,353
P39,658 total
includes taxes & fees
Jun 23 - Jun 24
NY Luxury Apt Free Parking in PRIME Area
Living area

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
4.8 out of 10, (6 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is P21,275
P32,858 total
includes taxes & fees
Jun 23 - Jun 24
Luxury 1BR located in Prime Yonkers Area
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is P57,746
P73,371 total
includes taxes & fees
Jun 23 - Jun 24
Prime Luxe 3-BR NYC - Free Parking
Living area

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
5.6 out of 10, (8 reviews)
"Property bedding was dirty, carpet dirty, sofas were dirty. Not was listed in the pictures. Asked me for $900 deposit through Zelle. No respond. Expedia needs to investigate this company for false advertising. "
United States
Liliana
The price is P74,097
P91,953 total
includes taxes & fees
Jul 14 - Jul 15
Modern Luxury Home w GameRoom & Parking
Living area

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
2.0 out of 10, (1 review)
"Very inaccurate listing upon arriving host called me stating I could not stay at property due to issues on their end instead of offering a refund I was sent to a different property that was a 1 bedroom with 1 bed that was clearly not cleaned instead of the 3 bedroom 5 bed luxury house I initially booked I explained this would not work for me and my 4 other guests and got told there was no other choice and hung up on, me and my guests had no option beside to go back home very bad experience DO...
United States
Gerald
The price is P115,492
P138,263 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 3BR Luxe Escape near NYC
Dining

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (1 review)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is P27,353
P41,345 total
includes taxes & fees
Jun 23 - Jun 24
Luxury NYC Home with Free Parking for 12
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 P60,785
P77,668 total
includes taxes & fees
Jun 23 - Jun 24
Uscale 2BR Escape in the Heart of NYC
5 bedrooms

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is P61,233
P97,782 total
includes taxes & fees
Jun 23 - Jun 24
Summer Pool Oasis Custom Bar Arcade Pool Table
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 P27,353
P39,658 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 3BR Luxe Escape near NYC
In-room dining

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is P60,785
P76,756 total
includes taxes & fees
Jun 23 - Jun 24
3BR Prime Luxury NY - Free Parking
Hypo-allergenic bedding, desk, laptop workspace, iron/ironing board

Global Luxury Suites White Plains

Global Luxury Suites White Plains
3.5 star property
White Plains
6.6 out of 10, (45 reviews)
"The room was so clean and the view was amazing! Check in was also super easy."
United States
Alexis
The price is P17,233
P26,662 total
includes taxes & fees
Jun 23 - Jun 24
Global Luxury Suites White Plains
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

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"👍"
Anthony 1-night trip
Posted less than an hour ago
Royal Regency Hotel

Find out more about Pleasantville

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Frequently asked questions

Can I find a vacation rental in Pleasantville?

Yes, we give you a choice of vacation rentals in Pleasantville close to Jacob Burns Film Center Theater, 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’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 Hardscrabble Wilderness Area.

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.