Vacation rentals in Pleasantville

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Top-rated vacation rentals in Pleasantville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Mount Kisco

4.93 out of 5 average rating, 147 reviews

Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train

This cozy apartment is on the lower level of a house, just a 5 minute walk to town and the Harlem Line, Metro North Train stop. A separate entrance to the apt offers complete privacy. This gorgeous space has a fully equipped kitchen, bathroom, comfy twin beds . Located in the adorable town of Mount Kisco, allowing you to take strolls to access restaurants, boutique shops, library, park and bars. It has the feel of a country retreat, a quaint town, and it's an easy commute to White Plains or NYC.

Nov 13 – 20

R2,529 ZAR per night
Guest favorite

Home in White Plains

4.86 out of 5 average rating, 143 reviews

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

Bright, comfortable & quiet! Just outside downtown White Plains, this home has a relaxing living space with thoughtful touches. It offers easy accessibility to New York City (35 min Via Metro North) and Westchester (via highways and local buses). The house is set up for WFH, with great wifi via Verizon. It's an easy jump off spot for a fun weekend in Westchester. It comes with a dedicated parking spot, never worry about your vehicle! Bars, restaurants, shopping, groceries are all minutes away!

Oct 13 – 20

R3,367 ZAR per night
Superhost

Apartment in Peekskill

4.84 out of 5 average rating, 114 reviews

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Jan 13 – 20

R2,436 ZAR per night

Popular amenities for Pleasantville vacation rentals

Stay near Pleasantville's top sights

Wood & Fire7 locals recommend
Southern Table kitchen & Bar7 locals recommend
The Pleasantville Diner4 locals recommend
Jean-Jacques' Culinary Creations10 locals recommend
Jacob Burns Film Center33 locals recommend
Pub Street NY6 locals recommend

Other great vacation rentals in Pleasantville

Guest favorite

Home in Stamford

4.98 out of 5 average rating, 130 reviews

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING

Apr 13 – 20

R1,864 ZAR per night
Guest favorite

Home in Dobbs Ferry

4.92 out of 5 average rating, 302 reviews

Small cozy room in historic 1828 Dobbs Ferry home.

Dec 3 – 10

R1,149 ZAR per night
Guest favorite

Bungalow in Hastings-on-Hudson

4.92 out of 5 average rating, 705 reviews

★Tiny House Cottage 35 min to NYC on Hudson River★

Sep 14 – 21

R3,044 ZAR per night
Superhost

Home in Ossining

4.84 out of 5 average rating, 124 reviews

Lower Hudson Valley Idyllic Retreat

Jan 7 – 14

R7,818 ZAR per night
Superhost

Apartment in Piermont

4.81 out of 5 average rating, 231 reviews

Piermont Cozy Haven

Jul 15 – 22

R2,275 ZAR per night
Guest favorite

Guest suite in Tarrytown

4.94 out of 5 average rating, 208 reviews

Brand new private Studio in the heart of Tarrytown

Jun 14 – 21

R6,090 ZAR per night
Guest favorite

Guesthouse in Suffern

4.91 out of 5 average rating, 110 reviews

Private Studio w/Full Kitchen & Bath

Apr 6 – 13

R1,680 ZAR per night
Guest favorite

Apartment in Pleasantville

4.79 out of 5 average rating, 48 reviews

Beautiful Studio Apartment in Perfect Location

Feb 16 – 23

R1,891 ZAR per night
Guest favorite

Home in Chappaqua

4.87 out of 5 average rating, 71 reviews

Chic and Cozy 2BD 1920's Cottage

Jun 21 – 28

R4,964 ZAR per night
Guest favorite

Guesthouse in Katonah

4.94 out of 5 average rating, 79 reviews

Adorable one bedroom guesthouse

Jan 25 – Feb 1

R2,962 ZAR per night
Guest favorite

Home in White Plains

4.98 out of 5 average rating, 40 reviews

Cozy renovated 3bed White Plains Home

Aug 5 – 12

R6,810 ZAR per night
Guest favorite

Guest suite in Croton-on-Hudson

4.99 out of 5 average rating, 90 reviews

Enchanting Farmhouse Suite w/ pool and sauna

Jan 2 – 9

R4,184 ZAR per night

Quick stats about vacation rentals in Pleasantville

Total rentals

10 properties

Local attractions

Wood & Fire, Southern Table kitchen & Bar, and The Pleasantville Diner

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

10 properties include access to wifi

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

660 reviews

Destinations to explore