Holiday Homes in Pleasantville

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Pleasantville holiday homes

Property grounds

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (36 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is €277
includes taxes & fees
11 Jun - 12 Jun
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is €339
includes taxes & fees
8 Jun - 9 Jun
House on the Babbling Brook- Quiet 2BR + King Bed!
Terrace/patio

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

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
7.8 out of 10, Good, (19 reviews)
"Great location"
United States
Jordan S.
The price is €120
includes taxes & fees
8 Jun - 9 Jun
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (34 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is €366
includes taxes & fees
7 Jun - 8 Jun
Contemporary Cozy Cottage
Property grounds

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.2 out of 10, Wonderful, (15 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is €332
includes taxes & fees
17 Jun - 18 Jun
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
TV, books, offices

Bright&Comfy 2bed/1ba in quiet White Plains duplex

Bright&Comfy 2bed/1ba in quiet White Plains duplex
White Plains
8.8 out of 10, Excellent, (6 reviews)
"Location was great! Clean house! Comfy beds! Great space! "
United States
Montana M.
The price is €363
includes taxes & fees
17 Jun - 18 Jun
Bright&Comfy 2bed/1ba in quiet White Plains duplex
3 bedrooms, desk, iron/ironing board, free WiFi

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 reviews)
"Great location and super host. "
United States
James U.
The price is €382
includes taxes & fees
9 Jun - 10 Jun
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Living area

Stamford Hideaway w/ Fire Pit

Stamford Hideaway w/ Fire Pit
Cove - East Side - Shippan
The price is €331
includes taxes & fees
29 Jun - 30 Jun
Stamford Hideaway w/ Fire Pit
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.6 out of 10, Exceptional, (7 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is €341
includes taxes & fees
7 Jun - 8 Jun
Fabulous 3bdrm Home w/parking!
Interior

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

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is €350
includes taxes & fees
7 Jun - 8 Jun
Lovely 3BR Home with parking-Walk to WP Gate!
Fridge, microwave, stovetop, dishwasher

NYC-Area Escape Near River, Trails & MTA!

NYC-Area Escape Near River, Trails & MTA!
Ossining
8.2 out of 10, Very good, (15 reviews)
"Host was very communicative. "
United States
Joe W.
NYC-Area Escape Near River, Trails & MTA!
Interior

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (25 reviews)
"House was amazing, with a wonderful view. Hosts were responsive and helpful. Will need to come back in summer!"
United States
Scott H.
The price is €908
includes taxes & fees
10 Jun - 11 Jun
Waterview House Walking Distance from Cove Beach
Interior

Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
Harriman Outdoor Center - Cranberry Cabin
Smart TV, fireplace, books, stereo

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (12 reviews)
"This house was so lovely, clean, cozy, and well-appointed - everything we could have asked for for a girls' weekend! And so close to the town of Westport with its excellent restaurants and shops. The best!"
United States
Rebecca H.
The price is €640
includes taxes & fees
8 Jun - 9 Jun
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Smart TV, fireplace, stereo, offices

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Cove - East Side - Shippan
9.0 out of 10, Wonderful, (10 reviews)
"Beautiful place, very clean. Great Host!"
United States
Alejandro A.
The price is €759
includes taxes & fees
8 Jun - 9 Jun
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Interior

6 BR, 4 BA Mansion Close to the City

6 BR, 4 BA Mansion Close to the City
Getty Square
8.0 out of 10, Very good, (3 reviews)
"Great location and house"
United States
Megan T.
The price is €747
includes taxes & fees
10 Jun - 11 Jun
6 BR, 4 BA Mansion Close to the City
Interior

Walkable Townhouse with Garage & Yard, 45 min to NYC!

Walkable Townhouse with Garage & Yard, 45 min to NYC!
West Side
9.4 out of 10, Exceptional, (6 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is €547
includes taxes & fees
5 Jun - 6 Jun
Walkable Townhouse with Garage & Yard, 45 min to NYC!
TV

Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking

Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking
Cove - East Side - Shippan
8.0 out of 10, Very good, (6 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is €489
includes taxes & fees
5 Jun - 6 Jun
Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking
Beach nearby, sun-loungers, beach towels

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Fun, Friends, and Family Lakefront Home w/Dock and Beach
Mahopac
10.0 out of 10, Exceptional, (16 reviews)
"Very clean and cozy home "
United States
Brian D.
The price is €750
includes taxes & fees
15 Jun - 16 Jun
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Fridge, microwave, stovetop, dishwasher

Home away from home

Home away from home
Dumont
9.0 out of 10, Wonderful, (7 reviews)
"Jennifer was great in making our stay seamless and as comfortable as possible"
United States
Rovell P.
Home away from home
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

La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

8/10 Good
"Very friendly staff. Nice stay, no complaints about the hotel. The only downside was a poor dog who barked all night long, it sounded very stressed out. That is in no way a reflection on the hotel. The two ladies at the front desk were so pleasant, friendly and helpful. I would definitely stay again"
Nichole 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Stamford / New York City

Find out more about Pleasantville

Pleasantville Holiday Homes information

Number of reviews
233
Accommodation
368 Holiday Homes
Lowest Price
€120
Highest Price
€908