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Compare 294 Vacation Homes in Pleasantville with updated reviews, rates, and availability.

Dining
@iHeartNYState 4BR. Hot Tub Jacuzzi Fireplace
7.0 out of 10, Good, (4)
"Oven and stove top very dirty , SPA pool water not clean,no washer and dryer"
The price is $399
$593 total
includes taxes & fees
May 27 - May 28
@iHeartNYState 4BR. Hot Tub Jacuzzi Fireplace
Exterior
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Fridge, microwave, stovetop, dishwasher
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (21)
"This is an attractive, well-laid out house with an extremely accommodating owner. The home is pretty small—great for two or three with very little play area inside for kids—but there are several great outside areas on the deck, around the pool and stream. In terms of accessibility, three steps up to the doorway, a step down to the master bedroom and a step up to the ensuite master bath."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
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Fridge, microwave, oven, stovetop
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
10.0 out of 10, Exceptional, (4)
"We all slept well but beds do make lots of noise moving around on them. Bathrooms are clean and very nice."
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Smart TV, computer monitors, printers
Luxury 3Bed Private Apartment Near Manhattan
10.0 out of 10, Exceptional, (3)
"My family and I enjoyed our stay. Well located with grocery store and shops nearby. The host was very attentive. Hopefully will stay there again. Comfy for our large group."
The price is $295
$488 total
includes taxes & fees
Jun 16 - Jun 17
Luxury 3Bed Private Apartment Near Manhattan
Interior
2 mini-bedrooms apartment with antique bathtub.
10.0 out of 10, Exceptional, (16)
"Olga’s place has been amazing! She is a wonderful host and worked with us to be flexible all the questions we had before arrival & with our crazier schedule. The space is very functional with two beds, a kitchen, and a laundry machine as well which is very helpful for a longer stay! It was also extremely clean & very conveniently located to both Greenwich and Stamford. Thank you Olga for such a wonderful stay!"
2 mini-bedrooms apartment with antique bathtub.
Fridge, microwave, stovetop, dishwasher
Lovely Home Near FDU & Holy Name Hospital!
10.0 out of 10, Exceptional, (1)
"Our stay was awesome this unit offered everything we needed"
Lovely Home Near FDU & Holy Name Hospital!
Interior
Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sleeps 7, Strong WIFI
9.8 out of 10, Exceptional, (32)
"We loved the house, the location was perfect. Walking distance to grocery store, cvs and a great pizza place. It was 3 miles from the hospital. House was clean, it had everything we needed. If we ever have to go back, that would be where we stay. Host was amazing and super accommodating"
Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sleeps 7, Strong WIFI
Property grounds
Beautiful downstairs apartment. Walk to town, train, & beach ferry!
9.8 out of 10, Exceptional, (8)
"The location was great and thre property was almost perfect for our needs. The only negative issue was ants. When we got up the first morning of our stay the counter was teeming with ants. There were several ant traps on the counters but they were pretty ineffective Otherwise, the house was great."
Beautiful downstairs apartment. Walk to town, train, & beach ferry!
Property grounds
FULLY EQUIPPED HOUSE W/3 BEDROOMS
The price is $225
$433 total
includes taxes & fees
May 27 - May 28
FULLY EQUIPPED HOUSE W/3 BEDROOMS
Fridge, microwave, stovetop, dishwasher
Ossining Vacation Rental Near River, Trails & MTA!
Ossining Vacation Rental Near River, Trails & MTA!
Fridge, microwave, coffee/tea maker, electric kettle
Close to a train, White Plains to NYC.
10.0 out of 10, Exceptional, (2)
"The residence was very nice and looked exactly like the photos. Would recommend to others who are looking for a get away. Thanks again for allowing me to book your location"
Close to a train, White Plains to NYC.
Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (49)
"Beautiful location and old, well-maintained house. Really perfect for our family group of 17"
Waterfront Retreat Center for Health & Wellness
Beach
Spacious 3BR Private Home * Direct Water View
10.0 out of 10, Exceptional, (12)
"This is a very nice accommodation. Situated by the beautiful park and water. You can find shopping facilities within walking distance. The landlord was very reliable in making sure that our stay was very nice."
Spacious 3BR Private Home * Direct Water View
Interior
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, (3)
"7 bedrooms, most with water views, were perfect for my siblings and me, our spouses and children, and our mother to spend a glorious weekend together! We hosted an unforgettable 80th bday party for our Mom with all our extended family and friends. Wow! The house is gorgeous! It is perfect for a event. The grand hall, the ability to open up the rooms to the backyard, and the VIEW, truly set the stage for a beautiful evening. The home is truly remarkable! My mom was overwhelmed and so thankful...
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Interior
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (103)
"Pleasant stay"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Outdoor dining
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions
9.6 out of 10, Exceptional, (44)
"We had a great time celebrating Thanksgiving with our adult children in the Carriage house. The location was great - beautiful neighborhood in small town with easy access to all the things we did in NYC. Lisa helped us when we didn’t have all the right kitchen tools for our meal and worked with us on our schedule for her dog business. It was a real pleasure spending our special family time in this home - comfortable and so many things to do (we played ping pong and pool). Thank you Lisa for a...
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions
Beach nearby, sun loungers, beach towels
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
10.0 out of 10, Exceptional, (11)
"Enjoyed the house and the location! Would stay again!"
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
Fridge, microwave, stovetop, coffee/tea maker
Modern And Quiet Getaway
9.6 out of 10, Exceptional, (20)
"We could not have been more pleased with our stay! The location was quiet and beautiful! Close enough to the City for sightseeing but far enough away to be quiet and relaxing. Our host was so easy to work with and was wonderful about responding to anything we needed."
Modern And Quiet Getaway
Don't see what you're looking for?
See all available properties in Pleasantville
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.

Other property types in Pleasantville

Exterior
Stamford Suites
2.5 star property
7.0 out of 10, Good, (710)
"Not a bad stay overall. Nice location opposite the police headquarters and courthouse. Friendly staff. Brianna the hostess was very nice. The suite was very large. The only thing is that the carpet needs changing. The continental breakfast wasn't appetizing but there's food all around the area. But all in all it was an enjoyable stay."
The price is $152
$175 total
includes taxes & fees
May 31 - Jun 1
Stamford Suites
Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (49)
"Beautiful location and old, well-maintained house. Really perfect for our family group of 17"
Waterfront Retreat Center for Health & Wellness
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is $184
$264 total
includes taxes & fees
May 27 - May 28
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.

Pleasantville Vacation Homes information

Number of reviews
323
Accommodation
294 Vacation Homes
Lowest Price
$225
Highest Price
$399

Recent reviews of Pleasantville hotels
Expedia verified reviews

Radio Hotel

Radio Hotel

5/5 Excellent
"Good "
A verified traveler from St thomas stayed at Radio Hotel
Posted 1 day ago
Radio Hotel