Westchester County vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Westchester County

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

Superhost

Guest suite in Piermont

4.85 out of 5 average rating, 377 reviews

Cozy private apartment with Hudson River views

This cozy apartment just one block from the Hudson River, is on the ground level of a house, with a separate entrance offering complete privacy. This modern space has a fully equipped kitchen, beautiful bathroom, comfy queen bed, reading chair, books galore, and a desk. Located in the adorable town of Piermont, it has the feel of a country retreat, a waterfront town, and it's an easy commute to Manhattan. As of Nov. 2022, the WIFI has been upgraded and it is now RELIABLE & HIGH-SPEED.

May 24 – 31

R2,022 ZAR per night
Superhost

Guest suite in Greenwich

4.91 out of 5 average rating, 423 reviews

Charming Greenwich studio, 0.2 miles from train

A charming and spacious "studio" with private entry/exit and very close proximity to Cos Cob train station in Greenwich. Opens to a private back yard. Small library, stone walls, small desk, private hall and bath, and room for 2 (or 3) make it ideal for a weekend getaway with easy access to NYC, Port Chester, Stamford, and New Haven. Five minute walk to Cos Cob village for bakeries, juice and coffee shops, and restaurants. Kid-friendly. Air mattress or crib available upon request.

May 9 – 16

R2,476 ZAR per night
Guest favorite

Bungalow in Hastings-on-Hudson

4.92 out of 5 average rating, 704 reviews

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

The most booked/popular Airbnb in the area! FREE private driveway. A few blocks to the Hudson River. Super charming, slightly quirky private Shangri-La w/free range chickens in the artistic & quaint Rivertowns, 35 min. from NYC. The Tiny House escape is reminiscent of sleep away camp, though tastefully curated w/eclectic art & furnishings. Sleeping loft nest w/8 step ladder or pull out sofa bed. E-fireplace inside. Firepit outside. Stars galore. 2 patios, yard, hammock, gardens.

Sep 14 – 21

R3,040 ZAR per night

Popular amenities for Westchester County vacation rentals

Other great vacation rentals in Westchester County

Guest favorite

Apartment in Yonkers

4.94 out of 5 average rating, 210 reviews

Large, relaxing private 1 bedroom apartment.

Jun 12 – 19

R2,439 ZAR per night
Guest favorite

Apartment in Dobbs Ferry

4.86 out of 5 average rating, 164 reviews

Private charming Studio efficiency

Aug 3 – 10

R1,966 ZAR per night
Guest favorite

Earthen home in Ossining

4.87 out of 5 average rating, 143 reviews

The Babbling Brook

Jul 5 – 12

R2,431 ZAR per night
Superhost

Apartment in Peekskill

4.84 out of 5 average rating, 114 reviews

Little haven by the woods

Jan 13 – 20

R2,433 ZAR per night
Guest favorite

Home in Stamford

4.98 out of 5 average rating, 130 reviews

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING

Apr 13 – 20

R1,862 ZAR per night
Guest favorite

Cottage in Cortlandt

4.99 out of 5 average rating, 158 reviews

The Little Cottage in the Woods

Aug 5 – 12

R2,556 ZAR per night
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

Nov 13 – 20

R2,526 ZAR per night
Guest favorite

Guest suite in Mount Vernon

4.82 out of 5 average rating, 243 reviews

Cozy Studio Getaway w/easy access to NYC/CT

Feb 23 – Mar 2

R1,798 ZAR per night
Superhost

Home in Mount Vernon

4.87 out of 5 average rating, 100 reviews

Cozy studio Mt Vernon/Bronx NYC kit, bthrm & prkin

Sep 3 – 10

R2,093 ZAR per night
Guest favorite

Guesthouse in Mamaroneck

4.94 out of 5 average rating, 124 reviews

Your Modern Guest Wing Near NYC

Aug 25 – Sep 1

R4,799 ZAR per night
Guest favorite

Home in Yonkers

4.96 out of 5 average rating, 227 reviews

Conefrey's.

Jul 25 – Aug 1

R2,181 ZAR per night
Guest favorite

Apartment in Mount Vernon

4.97 out of 5 average rating, 183 reviews

Modern & Quiet Serenity Getaway Enhanced Cleaning

Sep 5 – 12

R2,505 ZAR per night

Other great vacation rentals in Westchester County

Superhost

Apartment in Piermont

4.81 out of 5 average rating, 231 reviews

Piermont Cozy Haven

Sep 2 – 9

R2,179 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

Oct 13 – 20

R3,362 ZAR per night
Guest favorite

Cottage in Cortlandt

5.0 out of 5 average rating, 103 reviews

Cottage at Peekskill Hollow

Jul 7 – 14

R4,643 ZAR per night
Guest favorite

Home in Stamford

4.97 out of 5 average rating, 217 reviews

Midcentury Modern ZenHouse Sculptor Studio

May 11 – 18

R6,618 ZAR per night
Superhost

Apartment in Hastings-on-Hudson

4.82 out of 5 average rating, 118 reviews

Lovely Hastings home convenient to NYC.

Sep 11 – 18

R2,355 ZAR per night
Guest favorite

Apartment in Hastings-on-Hudson

4.99 out of 5 average rating, 86 reviews

30min>Manhattan/on Hudson River/Small town living!

Aug 13 – 20

R2,000 ZAR per night
Guest favorite

Home in White Plains

5.0 out of 5 average rating, 8 reviews

Charming Victorian Retreat for Two

Jan 5 – 12

R2,578 ZAR per night
Guest favorite

Apartment in White Plains

4.93 out of 5 average rating, 46 reviews

Clean, convenient, close to station & downtown WP

Jul 16 – 23

R2,879 ZAR per night
Guest favorite

Guesthouse in Yonkers

4.89 out of 5 average rating, 35 reviews

Guesthouse

Nov 14 – 21

R1,607 ZAR per night
Guest favorite

Apartment in Harrison

4.88 out of 5 average rating, 43 reviews

Quiet and Cozy

Aug 30 – Sep 6

R1,642 ZAR per night
Guest favorite

Home in Mohegan Lake

4.97 out of 5 average rating, 29 reviews

A nice place to getaway

Nov 21 – 28

R2,036 ZAR per night
Guest favorite

Guest suite in Haverstraw

5.0 out of 5 average rating, 21 reviews

Unique comfortable guest suite

Jun 25 – Jul 2

R1,713 ZAR per night

Destinations to explore