A lighthouse, a metal bridge, and calm water at sunset.

Vacation Rentals in Westchester County

Where to?

Dates

November 2026

December 2026

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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Westchester County vacation rentals

A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

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

Southeast Yonkers

Jordan S.

$107 nightly

Nov 15 - Nov 16

Total with taxes and fees

A kitchenette with a water dispenser, microwave, coffee machine, and snack vending machine.

2. 1 Queen Bed | Smoking

Elmsford

Anonymous traveler

$116 nightly

Nov 12 - Nov 13

Total with taxes and fees

An outdoor patio with a fire pit, green chairs, and a table.

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

New Rochelle

Drew C.

$253 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

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

Croton-on-Hudson

Eva C.

$353 nightly

Nov 12 - Nov 13

Total with taxes and fees

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.

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

Dunwoodie

$173 nightly

Nov 15 - Nov 16

Total with taxes and fees

A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

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

Port Chester

Sarah W.

$345 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden deck with a white table and chairs, a glass door, and a view of green trees.

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

White Plains

A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

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

Croton-on-Hudson

Mateo A.

$355 nightly

Nov 19 - Nov 20

Total with taxes and fees

A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

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

CROTON HDSN

Margaret S.

$298 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

10. Contemporary Cozy Cottage

Lake Peekskill

Heather M.

$338 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern living room with a grey sectional sofa, a round wooden coffee table, a hanging woven light fixture, and a green plant wall.

11. "Apt C " - Next to Hiking Trail - Second Floor

Northwest Yonkers

Sandra A.

$228 nightly

Nov 14 - Nov 15

Total with taxes and fees

A covered area with exercise equipment, chairs, and a view through large windows.

12. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

Ossining

$273 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

13. Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

$947 nightly

Nov 16 - Nov 17

Total with taxes and fees

A compact kitchen with a refrigerator, a coffee maker, a sink, and a microwave.

14. The Subterranean Haven

North Side

Hannah R.

$239 nightly

Nov 28 - Nov 29

Total with taxes and fees

A stone staircase leading to a viewpoint overlooking a lake, surrounded by dense greenery and trees.

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

Getty Square

Andras M.

$560 nightly

Nov 15 - Nov 16

Total with taxes and fees

A room with a door, a lamp, a framed picture on the wall, and a small round table with items on it.

16. What's headline

South Side

$507 nightly

Dec 7 - Dec 8

Total with taxes and fees

An outdoor dining area with tables set for a formal event, featuring candles, glassware, and floral centerpieces.

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

Ossining

Karen O.

$746 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Getty Square

Tamara H.

$700 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious living area with a black leather sofa, a coffee table, a ceiling fan, and a blue cabinet.

19. Spacious 4-bedroom house in northern Westchester with sweeping views

Montrose

$538 nightly

Nov 13 - Nov 14

Total with taxes and fees

A room with a large bed, a sofa, and a patterned rug. There is a door leading to another room.

20. Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations

South Side

"It’s looked very nice definitely good for parties and events however the area is a bit dangerous so staying outside can be tricky. Would open the door to people sitting and smoking at the front door as well. I enjoyed the space I was just cautious after getting a call from the host saying there was a camera still on the living area that was not made aware to me till a good 2 hours after check in. Floors could have used a nice cleanup and the furniture could be replaced from the burn marks and...

Ethan P.

$323 nightly

Nov 12 - Nov 13

Total with taxes and fees

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Find vacation rentals that suit your style

Top Westchester County Hotel Reviews

A stone building with a tower, surrounded by a garden with large rocks and various plants.

The Abbey Inn & Spa

Peekskill

10/10 Excellent

Ralph

A buffet with various food items, including omelets and baked goods, served in metal containers.

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Peekskill

10/10 Excellent

David Allen

A hotel room with a large bed, a desk, a chair, a desk lamp, a mirror, and a window with curtains.

NobleDEN Hotel

Manhattan

10/10 Excellent

The staff is super friendly and accommodating. The hotel is located right in front of the famous L’industrie Pizza and down the street is Little Italy with many great restaurants. There famous caffe Paradiso is only a 7 min walk and a 5 min walk to Leons bagels! The hotel provided a free water dispenser down in their lobby as well as free coffee and teas. They also provide free yummy croissants in the mornings. I would definitely stay here again.

Cinthia

A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.

Cambria Hotel & Suites - White Plains Downtown

White Plains

10/10 Excellent

Keeping in mind its 3-star classification, this hotel does not disappoint. Front desk staff is outstanding. Metro-North station is in easy walking distance. Of special note: In partnership with the Chazz Palminteri restaurant next door, guests can order a meal, get it delivered and charged to the room. Very nice option when traveling all day. On a lesser note, the slamming doors made a lot of disruption. Soft close, as in other hotels, would improve the guest experience and be worth the...

William

A modern hotel entrance with a glass door, a car parked outside, and a well-lit pathway leading to the entrance.

The Opus Westchester, Autograph Collection

White Plains

10/10 Excellent

Anonymous traveler

A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hawthorne

10/10 Excellent

Lorena

A restaurant with a long dining table, cushioned seating, and a glass ceiling.

Arlo Midtown

Manhattan

10/10 Excellent

Jason

A spacious hotel dining area with a long table, multiple chairs, and modern pendant lighting.

Hampton Inn & Suites Yonkers - Westchester

Northeast Yonkers

10/10 Excellent

Everything about this hotel was great: check-in was easy, the room was clean and spacious, and most importantly, the staff was really friendly and helpful. An example: I asked one of the women who was keeping things clean in the breakfast are what the flavor of the two muffins were. (Did I mention that there was a full breakfast?) A few minutes after answering, she came back to tell me that they also had blueberry in the back, if I was interested. Above and beyond!

Susan

An outdoor seating area with wicker chairs and tables, surrounded by large windows and a backdrop of tall buildings.

Pod Times Square

Manhattan

10/10 Excellent

Birkaran Singh

An outdoor seating area with modern furniture, a fire pit, and ambient lighting.

Sonesta White Plains Downtown

White Plains

10/10 Excellent

Amy

A high-rise building with a clear view of the surrounding cityscape.

The Jewel Hotel, New York

Manhattan

10/10 Excellent

Chris

Executive Hotel Le Soleil New York

Manhattan

10/10 Excellent

Ryon

A high-rise building with a spire, surrounded by urban structures and string lights.

Kixby

Manhattan

10/10 Excellent

Sol

An outdoor patio with brick flooring, wooden tables and stools, and string lights.

Pod 39

Manhattan

10/10 Excellent

Anonymous traveler

A modern interior with a large sectional sofa, wooden shelving, and a large window with a city view.

Hampton Inn Manhattan/Times Square Central

Manhattan

10/10 Excellent

Heather

A bar area with a long counter, bar stools, and hanging wicker lamps.

The Cloud One New York-Downtown, part of the Motel One Group

Manhattan

10/10 Excellent

Mohamed

Frequently Asked Questions

How many vacation rentals are available in Westchester County?

Expedia has plenty of vacation rentals to choose from in and around Westchester County, so you’re guaranteed to find the right one for you.

How much is a vacation rental in Westchester County?

The selection of Westchester County vacation rentals we have selected for you start as low as $125 per night. Entering your travel dates in the search wizard you might find even better deals!

What type of vacation rental can I get in Westchester County?

Vacation rentals in Westchester County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Westchester County vacation rentals to suit everyone.

Why should I choose a vacation rental in Westchester County?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. 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.

How do I find the best deal on a vacation rental in Westchester County?

Find vacation rentals in Westchester County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Westchester County.

What amenities are available in a vacation rental in Westchester County?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Westchester County vacation rentals designed to suit every budget and trip type.

When is the best time to stay in a vacation rental in Westchester County?

Everytime is a great time to head to Westchester County! Staying in a Westchester County vacation rentals you will always find lots going on to keep you entertained.

Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Westchester County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Westchester County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Westchester County, you can save even more.

Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Westchester County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.

Vacation Rentals in Westchester County

Top cities in Westchester County

Yonkers

Check prices for these dates

Our top choices for Westchester County vacation rentals

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

2. 1 Queen Bed | Smoking

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

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

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

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

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

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

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

10. Contemporary Cozy Cottage

11. "Apt C " - Next to Hiking Trail - Second Floor

12. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

13. Summer Pool Oasis Custom Bar Arcade Pool Table

14. The Subterranean Haven

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

16. What's headline

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

18. 6 BR, 4 BA Mansion Close to the City

19. Spacious 4-bedroom house in northern Westchester with sweeping views

20. Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations

Find vacation rentals that suit your style

Top Westchester County Hotel Reviews

The Abbey Inn & Spa

10/10 Excellent

Frequently Asked Questions

How many vacation rentals are available in Westchester County?

How much is a vacation rental in Westchester County?

What type of vacation rental can I get in Westchester County?

Why should I choose a vacation rental in Westchester County?

How do I find the best deal on a vacation rental in Westchester County?

What amenities are available in a vacation rental in Westchester County?

When is the best time to stay in a vacation rental in Westchester County?

Why book a vacation rental with Expedia?

Can I cancel my vacation rental through Expedia?

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