Pleasantville Holiday Rentals

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Holiday Rentals in Pleasantville

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is AU$306
includes taxes & fees
3 Mar - 4 Mar
Stamford Suites

Global Luxury Suites White Plains

3.5 star property
7.0 out of 10, Good, (28)
"I was very impressed with this "hotel". It is more of an AirBB as your unit is an apartment in an apartment building with permant residents. It comes nicely furnished, including basic kitchen essentials (like service for four, pots and pans, coffee maker, etc). All of the amenities are modern, and the in-unit washer dryer is a huge plus. I also really appreciated some of the welcome gifts, including some coffee/tea, laundry detergent, and your basic hygiene essentials. Property communicates...
Global Luxury Suites White Plains

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (13)
"Perfect location. Great service. Amenities pretty cool "
Luxury Apartments by Hyatus at The Asher

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (107)
"Spectacular view and very convenient to USMA. "
The price is AU$390
includes taxes & fees
18 Feb - 19 Feb
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions

9.6 out of 10, Exceptional, (49)
"We stayed here with our 3 dogs between Christmas and New Years. It is in a gorgeous neighborhood of sprawling estate homes. This property had tons of room to spread out. The yard is HIGE and completely fenced in. The rooms are decorated with the photography work of the owner and other interesting pieces. Plenty to do on site and not too far from the city. Lisa was great and even let our dogs out to potty so we could relax traveling into the city for a show and dinner. We would love to...
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions

Modern Private Bedroom Bus stop to NYC

3.0 star property
7.4 out of 10, Good, (6)
"Loved staying here "
Modern Private Bedroom Bus stop to NYC

Cozy and beautiful house

10.0 out of 10, Exceptional, (20)
"Property owner was great at communicating and the house was perfect!"
Cozy and beautiful house

Chic, Modern & Cozy~Close to NYC Free Parking!

9.6 out of 10, Exceptional, (4)
"The location was perfect for my trip to the area. Loved the easy access and parking."
Chic, Modern & Cozy~Close to NYC Free Parking!

Over Sized Colonial on Private Road.

9.6 out of 10, Exceptional, (38)
"We were a family of 4 adults and 2 toddlers staying over Thanksgiving. We really didn’t need all the space but we certainly enjoyed it. There’s a huge well stocked kitchen, kids’ play areas on both the main floor and basement, and the property is massive and gorgeous. Great stay!"
Over Sized Colonial on Private Road.

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
The price is AU$505
includes taxes & fees
9 Mar - 10 Mar
Guesthouse at Norwalk Inn

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

8.8 out of 10, Excellent, (25)
"Akuvi is an outstanding host. Prior to and during our stay he was immediately responsive to all of the messages/requests I sent him. The listing on VRBO is accurate and if you look at the description and pictures you'll get exactly what you're looking at"
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (93)
"Dierdre's home was a perfect spot for our family Thanksgiving. Well located, well stocked, and very well cared for!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at the Contemporary Cozy Cottage! Very modern amenities and appliances, and the kitchen had everything we needed!! Nadia always responded promptly, and answered all of my questions. The Cottage is located close to just about everything in the Peekskill, Cortlandt Manor, and Yorktown Heights area. And I would definitely recommend a short drive to the charming little town of Cold Spring which is not too far away. Thank you Nadia!"
The price is AU$591
includes taxes & fees
18 Feb - 19 Feb
Contemporary Cozy Cottage

Luxurious Riverside Ranch with Panoramic Views

Luxurious Riverside Ranch with Panoramic Views

New Modern Apartment

The price is AU$238
includes taxes & fees
24 Feb - 25 Feb
New Modern Apartment

Cozy private room

2.0 star property
7.2 out of 10, Good, (9)
"Property locked upon arrival. No communication of any kind re checking in, no email, no return of multiple phone calls at all. I needed to find another hotel and seek a full refund, which was given by Expedia. Terrible travel experience, beware."
Cozy private room

Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor

7.8 out of 10, Good, (7)
"Unit was exactly as listed, very cozy! 10/10 would recommend! Unit was lovely, and the host was amazing! Would definitely book again!"
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor

Quiet apartment with balcony parking walking distance to church and cross county

2.0 star property
10.0 out of 10, Exceptional, (1)
"Host is kind and welcoming. The place is in a very quiet neighborhood. Plenty of street parking. 25 min from nyc. Highly recommend "
Quiet apartment with balcony parking walking distance to church and cross county

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (56)
"Very comfortable stay with lots of room to spread out. Interesting older house with many unique features. We were happy to learn that they recently installed a new furnace and a dishwasher. Lots of cookware and dishes. We spread out over two dining rooms for mealtime which worked well for us. "
Waterfront Retreat Center for Health & Wellness

LUXE 3BD/2BA 29 min>NYC w/Parking & deck

10.0 out of 10, Exceptional, (13)
"The listing is accurate, perfect location to walk to train, restaurants and so much more! We were delighted to stay there and we look forward to staying in the future!! Thanks Dan"
LUXE 3BD/2BA 29 min>NYC w/Parking & deck
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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Other types of properties in Pleasantville you may be interested in

EVEN Hotel Norwalk by IHG

3.5 star property
8.2 out of 10, Very good, (1006)
"I enjoy the stay here because of the cost, the area, and for having a quiet atmosphere. This is one of my go to places to shut everybody out."
The price is AU$220
includes taxes & fees
27 Feb - 28 Feb
EVEN Hotel Norwalk by IHG

Hotel MOCA NYC

2.0 star property
6.0 out of 10, (608)
"Was nice and clam and relaxing "
The price is AU$184
includes taxes & fees
18 Feb - 19 Feb
Hotel MOCA NYC

Armoni Inn & Suites

3.5 star property
6.2 out of 10, (1851)
"Great time "
The price is AU$99
includes taxes & fees
3 Mar - 4 Mar
Armoni Inn & Suites
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.

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?

Waterfront Retreat Center for Health & Wellness: This holiday home rental outside of Pleasantville is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a terrace, a garden and a selection of games so that you can immerse yourself in your holiday.

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.