Title: Pleasantville Vacation Home Rentals from CA $188: Search Top Private Vacation Homes for Rent | Expedia.ca

 

[Pleasantville Travel Guide](https://expedia.ca/Pleasantville.dx9121)[Hotels in Pleasantville](https://expedia.ca/Pleasantville-Hotels.d9121.Travel-Guide-Hotels)[Vacation Rentals in Pleasantville](https://expedia.ca/Pleasantville-Vacation-Rentals.d9121.Travel-Guide-VacationRentals)[Pleasantville Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasantville.d9121.Car-Rental-Guide)[Pleasantville Vacation Packages](https://expedia.ca/Pleasantville.d9121.Destination-Travel-Guides)

![East coast autumn orange yellow red fall leaves lake reflections](https://images.trvl-media.com/place/9121/26cce5d1-ffdd-4ebc-9808-e49a83d15294.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Pleasantville Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9121&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=9121&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=9121&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=9121&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Pleasantville Vacation Homes

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/ee686000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/424d87c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Highland Falls

10/10

Exceptional

(5)

CA $140

CA $476 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6b825ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/8fad8a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/26c9de37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/a9738f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls

9.0/10

Wonderful

(4)

"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Penny D.

CA $154

CA $607 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/70b02142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/32fb7c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Greenwich

9.6/10

Exceptional

(21)

"Perfect place to rest. Excellent service! "

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Lucymar

CA $157

CA $349 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/f2e7ce71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/66144591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casino](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/6073858e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/bb6ea792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Southeast Yonkers

8.2/10

Very good

(18)

"Great place great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daquan H.

CA $132

CA $188 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Yonkers-Hotels-Nice-Cozy-Room-By-Empire-City-Casino-And-Cross-County-Shopping-Center.h57343699.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/cf889632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/2bdd6486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/04bc58ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/03441cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Highland Falls

10/10

Exceptional

(2)

"Looked like this property was recently renovated. Very clean and nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ellie M.

CA $155

CA $586 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/3138ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/bdaff4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/2730f6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Waterside

10/10

Exceptional

(8)

"Lovely little home in Stamford."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pat A.

CA $220

CA $466 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/65239b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/ec77d4b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/w2048h1363x0y0-71f86970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/690553a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Norwalk

10/10

Exceptional

(8)

"We were so pleased with the accommodations. The location is so quiet in a charming neighborhood. The home is well equipped with kitchen supplied and entertainment options. We were delighted to be able to barbecue. Claudia is very responsive and helpful."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

nawab k.

CA $295

CA $725 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/1ffbe7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/be15b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/116022ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/8cbcd139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fabulous 3bdrm Home w/parking!

Highland Falls

9.0/10

Wonderful

(4)

"Clean home, conveniently located to West Point. Very comfortable beds. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle B.

CA $289

CA $522 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/a15ca564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/56111af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/cc196904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/f9b4e67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Cove - East Side - Shippan

9.4/10

Exceptional

(3)

"We chose to stay here for a family event nearby. We found the property very clean and comfortable throughout our stay and would not hesitate to book it again. Although this trip wasn’t about adventuring elsewhere, we know it is convenient to many great places in Fairfield County, Connecticut, as well as New York."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ellen L.

CA $270

CA $629 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Stamford-Hotels-Spacious-3-Bd-Home-Pet-Friendly.h91998590.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/d7ec344a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/b51bb581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/f114158e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/009311c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Mahopac

10/10

Exceptional

(12)

"Super convenient location :)"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sean M.

CA $472

CA $1,017 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Mahopac-Hotels-Fun.h83925171.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/d9fd7f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/3745699f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/eed0e9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/c7d67b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary Cozy Cottage

Lake Peekskill

10/10

Exceptional

(30)

"Very clean comfortable quiet place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mauro C.

CA $314

CA $587 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/41ac102f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/220d7b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/7c5d6df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/2a3d63c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 45 Minutes from NYC, Entire House near Stamford Downtown,

Downtown Stamford

10/10

Exceptional

(19)

"Our hosts were very attentive and responsive with communications. The house is lovely, clean, well stocked and in a great location. We thoroughly enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Megan P.

CA $264

CA $570 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Stamford-Hotels-45-Minutes-From-NYC.h95621659.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/w1202h832x0y0-db000905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/9f3375a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/f53f774c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/w1222h835x4y0-3b2d6e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful Home in Yonkers NY

Lincoln Park

7.6/10

Good

(4)

"Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tanya J.

CA $349

CA $806 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Yonkers-Hotels-Cheerful-Home-In-Yonkers-NY.h83719534.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/b41c748f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/a65c4dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/dfbd7e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/185a287e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

West Side

9.4/10

Exceptional

(6)

"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dave J.

CA $268

CA $627 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/575b2a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/5526777a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/d8954b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/838b94fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable 1 family home in Tuckahoe that's near train

Tuckahoe

CA $545

CA $996 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Tuckahoe-Hotels-Comfortable-1-Family-Home-In-Tuckahoe-Thats-Near-Train.h95764526.Hotel-Information)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/7b65d74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/a39c5068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | In-room dining](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/b1b24573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Bathroom](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/cd3a4fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury NY Home with Free Parking

White Plains

8.0/10

Very good

(1)

"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Safiya

CA $423

CA $622 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.Hotel-Information)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/ae91b214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/05844142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6b001cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/005990bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Foliage at Westchester Manor - Near Sleepy Hollow

Ossining

CA $594

CA $1,321 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/62b642d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/92f79611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/2af87762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, free WiFi](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/8a87cb23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Prime Luxury near NYC w Arcade Room

Southeast Yonkers

8.0/10

Very good

(1)

"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $837

CA $1,075 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Yonkers-Hotels-3BR-Prime-Luxury-Near-NYC-W-Arcade-Room.h114637256.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/73215319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/ad7bdde0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video-game console, books, offices](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/d5a3b5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/6fd6f16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Beach Home near Stamford Downtown/Beach

Cove - East Side - Shippan

10/10

Exceptional

(23)

"A very nice house, with excellent service and an unbeatable location. We had a great time."

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Armando V.

CA $418

CA $1,029 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Stamford-Hotels-Stylish-Beach-Home-Near-Stamford-DowntownBeach.h70580407.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/2590fd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/01af0402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/95d804e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/ac07eaa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Beach Home near Stamford Downtown/Shippan

Cove - East Side - Shippan

10/10

Exceptional

(22)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyra S.

CA $465

CA $1,182 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Stamford-Hotels-New-Beach-Home-Near-Stamford-DowntownShippan.h83979908.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&regionId=9121&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPleasantville-Private-Vacation-Homes.d9121-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPleasantville-Private-Vacation-Homes.d9121-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Pleasantville Hotel Reviews

![Hampton Inn & Suites Teaneck Glenpointe](https://images.trvl-media.com/lodging/23000000/22650000/22649900/22649850/w3840h2557x0y3-50dd87fa_y.jpg)

### Hampton Inn & Suites Teaneck Glenpointe

10/10 Excellent

"Yes love it plan on coming back in late December for new Year's "

[](https://expedia.ca/Teaneck-Hotels-Hampton-Inn-Suites-Teaneck-Glenpointe.h22649850.Hotel-Information)

![DoubleTree by Hilton Fort Lee - George Washington Bridge](https://images.trvl-media.com/lodging/1000000/50000/40900/40817/a0f7ad83_y.jpg)

### DoubleTree by Hilton Fort Lee - George Washington Bridge

10/10 Excellent

"check in was flawless and efficient!"

[](https://expedia.ca/Fort-Lee-Hotels-DoubleTree-By-Hilton-Fort-Lee-George-Washington-Bridge.h40817.Hotel-Information)

![Hyatt Place Fort Lee / George Washington Bridge](https://images.trvl-media.com/lodging/47000000/46150000/46147000/46146924/b7fa89f1_y.jpg)

### Hyatt Place Fort Lee / George Washington Bridge

10/10 Excellent

"Our room 612 was spotless, and the staff was very kind. We were so glad we went back this year. Thank you. "

[](https://expedia.ca/Fort-Lee-Paramus-Hotels-Hyatt-Place-Fort-Lee-George-Washington-Bridge.h46146924.Hotel-Information)

![EVEN Hotel Norwalk by IHG](https://images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg)

### EVEN Hotel Norwalk by IHG

10/10 Excellent

"EVEN HOTEL NORWALK absolutely great! Spacious rooms, gracious staff, great parking, delicious breakfasts, cleanliness of rooms and public spaces, very comfortable and convenient for variety of CT attractions, restaurants, etc. "

[](https://expedia.ca/Stamford-Hotels-EVEN-Hotel-Norwalk.h2584.Hotel-Information)

![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg)

### Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"Place very clean"

[](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information)

![Ramada by Wyndham Rochelle Park Near Paramus](https://images.trvl-media.com/lodging/1000000/10000/1100/1087/60f9e65b_y.jpg)

### Ramada by Wyndham Rochelle Park Near Paramus

10/10 Excellent

"Awesome "

[](https://expedia.ca/Rochelle-Park-Hotels-Ramada-By-Wyndham-Rochelle-Park-Near-Paramus.h1087.Hotel-Information)

![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg)

### Hampton Inn White Plains/Tarrytown

10/10 Excellent

"Clean room, quiet, fit the bill"

[](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information)

![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg)

### Royal Regency Hotel

10/10 Excellent

"it was great"

[](https://expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information)

![Ramada by Wyndham Bronx](https://images.trvl-media.com/lodging/1000000/470000/462500/462463/c9951f9d_y.jpg)

### Ramada by Wyndham Bronx

10/10 Excellent

"It was very clean excellent customer service"

[](https://expedia.ca/New-York-Hotels-Ramada-By-Wyndham-Bronx.h462463.Hotel-Information)

## Find out more about Pleasantville

## Pleasantville Vacation Homes information

| Number of reviews | 170 |
| --- | --- |
| Accommodation | 342 Vacation Homes |
| Lowest Price | CA $188 |
| Highest Price | CA $1,321 |

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-   [Resorts in Westchester County](https://www.expedia.ca/Westchester-County-Resort-Hotels.d553248628619664994-aaResortHotels.Travel-Guide-Accommodation)
-   [Hotels near Westchester Medical Center](https://www.expedia.ca/Westchester-Medical-Center-Hotels.0-l553248635997986516-0.Travel-Guide-Filter-Hotels)

-   [Flights to Millwood](https://www.expedia.ca/Cheap-Flights-To-Millwood.d3000449093.Travel-Guide-Flights)
-   [Flights to New York](https://www.expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights)
-   [Flights from Thornwood](https://www.expedia.ca/lp/flights/55998/flights-from-thornwood)
-   [Flights from Briarcliff Manor](https://www.expedia.ca/lp/flights/7040/flights-from-briarcliff-manor)
-   [Flights from Hawthorne](https://www.expedia.ca/lp/flights/8310/flights-from-hawthorne)
-   [Flights from Chappaqua](https://www.expedia.ca/lp/flights/88470/flights-from-chappaqua)
-   [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

-   [Visit Maryknoll](https://www.expedia.ca/Maryknoll.dx3000449058)
-   [Millwood Vacations](https://www.expedia.ca/Millwood.d3000449093.Destination-Travel-Guides)

-   [Car rental Briarcliff Manor](https://www.expedia.ca/Car-Rentals-In-Briarcliff-Manor.d7040.Car-Rental-Guide)
-   [Car rental Chappaqua](https://www.expedia.ca/Car-Rentals-In-Chappaqua.d88470.Car-Rental-Guide)
-   [Car rentals in Europcar Ludwig-Zeller-Strasse 1](https://www.expedia.ca/Europcar-at-Ludwig-Zeller-Strasse-1-Freilassing-DEU.v88470.Car-Rental-Guide-Location)

-   [Briarcliff Manor Vacation Rentals](https://www.expedia.ca/Briarcliff-Manor-Vacation-Rentals.d7040.Travel-Guide-VacationRentals)

-   [Things to do in Briarcliff Manor](https://www.expedia.ca/Things-To-Do-In-Briarcliff-Manor.d7040.Travel-Guide-Activities)
-   [Things to do in Thornwood](https://www.expedia.ca/Things-To-Do-In-Thornwood.d55998.Travel-Guide-Activities)

-   [Book Vacation Homes in Pleasantville on Expedia.com](https://www.expedia.com/Pleasantville-Private-Vacation-Homes.d9121-aaPrivateVacationHomes.Travel-Guide-Accommodation)