Westchester County Vacation Rentals

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Top cities in Westchester County

A classical fountain with columns, surrounded by a pool with a unique pattern, and cherry blossom trees in the background.
Vacation Rentals

Yonkers

Yonkers

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Westchester County vacation rentals

A stone staircase leading to a house with a stone wall and a metal gate.

1. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (28 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is CA $349
CA $564 total
includes taxes & fees
Nov 11 - Nov 12
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

2. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"Beds were adequate, nothing special but perfectly fine for a short overnight stay."
United States
Anonymous traveller
The price is CA $170
CA $194 total
includes taxes & fees
Nov 11 - Nov 12
1 Queen Bed | Smoking
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

3. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (9 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is CA $349
CA $610 total
includes taxes & fees
Nov 30 - Dec 1
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A nighttime view of a residential street with houses, trees, and parked cars.

4. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (95 reviews)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
The price is CA $277
CA $494 total
includes taxes & fees
Nov 12 - Nov 13
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

5. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is CA $685
CA $1,426 total
includes taxes & fees
Nov 9 - Nov 10
Summer Pool Oasis Custom Bar Arcade Pool Table
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

6. 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
8.0 out of 10, Very good, (20 reviews)
"Great location"
United States
Jordan S.
The price is CA $132
CA $175 total
includes taxes & fees
Nov 16 - Nov 17
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

7. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (34 reviews)
"Exactly as described, comfy and close to the Capital and restaurants. We would definitely stay here again.Directions and parking instructions were very clear and helpful."
United States
Sarah W.
The price is CA $307
CA $531 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A wooden deck with a white table and chairs, a glass door, and a view of green trees.

8. Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC

Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC
White Plains
The price is CA $256
CA $454 total
includes taxes & fees
Nov 11 - Nov 12
Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

9. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (42 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
United States
Heather M.
The price is CA $314
CA $559 total
includes taxes & fees
Nov 8 - Nov 9
Contemporary Cozy Cottage
A two-story house with a large front porch, a garage, and a well-maintained lawn.

10. The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
9.8 out of 10, Exceptional, (9 reviews)
"Nice place very spacious and easy access to property. Clean and efficient"
United States
Sarah D.
The price is CA $1,301
CA $2,034 total
includes taxes & fees
Nov 7 - Nov 8
The Victorian Blue 25min to NYC
An outdoor patio with a fire pit, green chairs, and a table.

11. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
10.0 out of 10, Exceptional, (13 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is CA $179
CA $439 total
includes taxes & fees
Nov 16 - Nov 17
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A living room with a fireplace, a sofa, a dining table, and a ceiling fan.

12. Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.

Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.
Getty Square
9.8 out of 10, Exceptional, (16 reviews)
"Very clean and spacious apartment, close to the city and to great restaurants in Yonkers. Our host was responsive and accommodating. I would recommend renting this place."
United States
Andras M.
The price is CA $378
CA $933 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.
A modern living room with a large window, a sofa with patterned cushions, a wooden coffee table, and a painting on the wall.

13. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (10 reviews)
"It's an elegant older house with lots of room for company. Family friendly. The pool was great. My family enjoyed it."
United States
Karen O.
The price is CA $496
CA $1,095 total
includes taxes & fees
Nov 9 - Nov 10
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
A modern living room with a flat-screen TV mounted on a geometric-patterned wall, a glass coffee table, a small side table with a lamp, and a wooden floor.

14. Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC

Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
Dunwoodie
The price is CA $142
CA $236 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

15. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is CA $354
CA $413 total
includes taxes & fees
Nov 22 - Nov 23
1BR Queen near NYC | Trails, Biking & Sauna Bliss
A breakfast buffet with pastries, fruits, and a coffee station.

16. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is CA $1,258
CA $1,609 total
includes taxes & fees
Nov 11 - Nov 12
3BR Prime Luxury NY - Free Parking
A compact kitchen with a refrigerator, a coffee maker, a sink, and a microwave.

17. The Subterranean Haven

The Subterranean Haven
North Side
8.8 out of 10, Excellent, (10 reviews)
"Great space but anlittle amall, the floor dips a few spots and the space is pretty tight, but perfect for a short term stay!"
United States
Hannah R.
The price is CA $252
CA $386 total
includes taxes & fees
Nov 28 - Nov 29
The Subterranean Haven
A wooden staircase with a chandelier, leading to an upper floor. A stone wall and a flower arrangement are visible on the left.

18. 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, (7 reviews)
"So much space to hang out with our friends!"
United States
Tamara H.
The price is CA $559
CA $1,107 total
includes taxes & fees
Nov 11 - Nov 12
6 BR, 4 BA Mansion Close to the City
A room with a door, a lamp, a framed picture on the wall, and a small round table with items on it.

19. What's headline

What's headline
South Side
The price is CA $231
CA $794 total
includes taxes & fees
Nov 9 - Nov 10
What's headline
A two-story house with a white picket fence, a fire hydrant, and a well-maintained lawn.

20. Guest Suite - 21 mins to New York City

Guest Suite - 21 mins to New York City
Park Hill
10.0 out of 10, Exceptional, (1 review)
"The space worked well for our short stay in the area visiting my son at UMSV for family weekend. It was clean, easily accessible and quiet."
United States
Rachelle P.
The price is CA $418
CA $880 total
includes taxes & fees
Dec 1 - Dec 2
Guest Suite - 21 mins to New York City
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 Westchester County Hotel Reviews

A modern restaurant with a bar area, multiple seating options including tables and booths, and a view of greenery outside.
SpringHill Suites by Marriott Tuckahoe Westchester County

SpringHill Suites by Marriott Tuckahoe Westchester County

SpringHill Suites by Marriott Tuckahoe Westchester County
Tuckahoe

10/10 Excellent

"We had a great stay at SpringHill Suites Tuckahoe! The room was clean, quiet, and comfortable. They offer a great free breakfast and convenient free parking on-site. The free shuttle to the train station (or an easy 15-minute walk) made getting into the city hassle-free. Highly recommend!"
Canada
Baskim
Reviewed October 8, 2026
SpringHill Suites by Marriott Tuckahoe Westchester County

Find out more about Westchester County

Everything you need to know about Westchester County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westchester County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westchester County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westchester County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westchester County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westchester County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westchester County vacation rentals we have selected for you start as low as CA $132 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westchester County rentals

At Expedia, we put the best Westchester County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Westchester County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westchester County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westchester County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.