Pleasantville Holiday Rentals

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Check prices for these dates

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Holiday Rentals in Pleasantville

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

8.8 out of 10, Excellent, (6)
The price is HK$1,405
HK$2,621 total
includes taxes & fees
22 Jul - 23 Jul
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Terrace/patio

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

8.0 out of 10, Very good, (16)
"Great place great location"
The price is HK$742
HK$1,058 total
includes taxes & fees
22 Jul - 23 Jul
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
3BR Prime Luxury near NYC w Arcade Room
Terrace/patio

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is HK$4,701
HK$6,036 total
includes taxes & fees
22 Jul - 23 Jul
3BR Prime Luxury near NYC w Arcade Room
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Property grounds

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is HK$1,389
HK$2,782 total
includes taxes & fees
28 Jul - 29 Jul
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Exterior

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
The price is HK$2,794
HK$5,463 total
includes taxes & fees
30 Jul - 31 Jul
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Lovely 3BR Home with parking-Walk to WP Gate!
Interior

Lovely 3BR Home with parking-Walk to WP Gate!

10.0 out of 10, Exceptional, (4)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
The price is HK$1,524
HK$2,631 total
includes taxes & fees
5 Aug - 6 Aug
Lovely 3BR Home with parking-Walk to WP Gate!
4-bedroom vacation home just 20 mins to NYS times Square.
Fridge, microwave, oven, stovetop

4-bedroom vacation home just 20 mins to NYS times Square.

7.8 out of 10, Good, (12)
"Came in town to visit another relative and explore NJ and NYC together for a mini reunion. The house is very cute and was very clean! Everything ran smoothly as expected. We would definitely try to stay at this property again if we are visiting the area again. "
The price is HK$1,883
HK$2,813 total
includes taxes & fees
24 Jul - 25 Jul
4-bedroom vacation home just 20 mins to NYS times Square.
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
TV

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
The price is HK$1,805
HK$3,928 total
includes taxes & fees
22 Jul - 23 Jul
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Smart TV

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

The price is HK$1,334
HK$2,531 total
includes taxes & fees
27 Jul - 28 Jul
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Stylish Beach Home near Stamford Downtown/Beach
Marina

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (20)
"Everything was great"
The price is HK$2,362
HK$5,674 total
includes taxes & fees
23 Jul - 24 Jul
Stylish Beach Home near Stamford Downtown/Beach
NJ New Construction Luxury Home - Minutes to NYC - Vacation or Staycation
Exterior

NJ New Construction Luxury Home - Minutes to NYC - Vacation or Staycation

2.0 star property
7.6 out of 10, Good, (5)
"Clean, spacious 5 bedroom home. The home had plenty of room, numerous TVs, and a great location to Metlife Stadium. My family really enjoyed our stay."
The price is HK$11,771
HK$15,108 total
includes taxes & fees
22 Jul - 23 Jul
NJ New Construction Luxury Home - Minutes to NYC - Vacation or Staycation
Contemporary Cozy Cottage
Interior

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (24)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is HK$1,766
HK$3,294 total
includes taxes & fees
27 Jul - 28 Jul
Contemporary Cozy Cottage
3bedroom apartment in Teaneck with AC, WiFi, 12 miles from Times Square NYC.
Interior

3bedroom apartment in Teaneck with AC, WiFi, 12 miles from Times Square NYC.

The price is HK$1,570
HK$3,475 total
includes taxes & fees
10 Aug - 11 Aug
3bedroom apartment in Teaneck with AC, WiFi, 12 miles from Times Square NYC.
West Point Family Retreat, 5 min walk to Thayer!
Exterior

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"
The price is HK$3,531
HK$6,489 total
includes taxes & fees
22 Jul - 23 Jul
West Point Family Retreat, 5 min walk to Thayer!
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
TV

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

9.2 out of 10, Wonderful, (5)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
The price is HK$2,307
HK$4,568 total
includes taxes & fees
22 Jul - 23 Jul
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
The Luxury downtown. Pool Jim basketball
Iron/ironing board, WiFi, bed sheets

The Luxury downtown. Pool Jim basketball

The price is HK$1,570
HK$2,001 total
includes taxes & fees
1 Aug - 2 Aug
The Luxury downtown. Pool Jim basketball
Room for Everyone: Spacious 6BR West Point Retreat
Fridge, microwave, oven, stovetop

Room for Everyone: Spacious 6BR West Point Retreat

10.0 out of 10, Exceptional, (1)
"Great location for Westpoint visit. As described. Clean with new updates. "
The price is HK$5,391
HK$9,905 total
includes taxes & fees
14 Aug - 15 Aug
Room for Everyone: Spacious 6BR West Point Retreat
Modern Luxury Home w GameRoom & Parking
Living area

Modern Luxury Home w GameRoom & Parking

3.0 star property
7.0 out of 10, Good, (4)
"Put down a deposit with the understanding that the deposit would be back in my account within 24 hours. Messaged them several times and I have not gotten any response nor have I gotten my money back and it has been days now with no response. Apartment was filthy, beds were used and not cleaned, bunch of appliances didn’t work, found a towel with stains potentially from bodily fluids.DO NOT BOOK WITH THEM THEY ARE SCAMMERS. Charged a cleaning fee on top of this for an apartment that wasn’t even...
The price is HK$3,108
HK$4,254 total
includes taxes & fees
22 Jul - 23 Jul
Modern Luxury Home w GameRoom & Parking
Fabulous 3bdrm Home w/parking!
Fridge, microwave, oven, stovetop

Fabulous 3bdrm Home w/parking!

6.0 out of 10, (1)
"The proximity to Westpoint was great. Trashy neighborhood. Very loud construction early in the morning. The cooking supplies were limited and one of the handles on the pans fell off while we were there. It was okay, but probably wouldn't return."
The price is HK$1,533
HK$2,761 total
includes taxes & fees
20 Aug - 21 Aug
Fabulous 3bdrm Home w/parking!
Comfortable 1 family home in Tuckahoe that's near train
Property grounds

Comfortable 1 family home in Tuckahoe that's near train

The price is HK$3,061
HK$5,594 total
includes taxes & fees
22 Jul - 23 Jul
Comfortable 1 family home in Tuckahoe that's near train
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
"good quite hotel and good staff. "
ROHAN 1-night trip
Posted 15 hours ago
Royal Regency Hotel

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 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 Hardscrabble Wilderness Area.

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.