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Westchester County Accommodation: Most Popular Cities to Stay

A lake with a dome-shaped building, wooden docks, and a forested hillside in the background.
Holiday RentalsHoliday Rentals

Yonkers

Yonkers

Our top choices for Westchester County holiday 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

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
7.8 out of 10, Good, (19 reviews)
"Great location"
United States
Jordan S.
The price is £105
includes taxes & fees
12 Oct - 13 Oct
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A motel with a blue awning and a '6 Now Open' sign.

2. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (3 reviews)
"Short trip so just needed something quick, location near Westchester Airport suited us well."
United States
Anonymous traveller
The price is £105
includes taxes & fees
13 Oct - 14 Oct
1 Queen Bed | Non-Smoking
A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

3. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (3 reviews)
"Great stay!"
United States
Ann S.
The price is £236
includes taxes & fees
1 Nov - 2 Nov
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
An outdoor patio with a fire pit, green chairs, and a table.

4. 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, (11 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is £265
includes taxes & fees
20 Oct - 21 Oct
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A stone staircase leading to a house with a stone wall and a metal gate.

5. 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, (24 reviews)
The price is £327
includes taxes & fees
12 Oct - 13 Oct
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
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!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (34 reviews)
The price is £311
includes taxes & fees
15 Oct - 16 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

7. '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 £320
includes taxes & fees
26 Oct - 27 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A hallway with hardwood flooring, a staircase, and a dining area with a chair and table.

8. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
3.0 star property
Ossining
The price is £616
includes taxes & fees
21 Oct - 22 Oct
Snow Days & City Escapes: Spacious Ossining Home
A bedroom with a bed, dresser, and a ceiling fan.

9. 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 £145
includes taxes & fees
27 Oct - 28 Oct
Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

10. 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, (93 reviews)
The price is £275
includes taxes & fees
3 Nov - 4 Nov
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

11. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is £267
includes taxes & fees
11 Oct - 12 Oct
Elegant Hideaway with Free Parking
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

12. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (41 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is £317
includes taxes & fees
14 Oct - 15 Oct
Contemporary Cozy Cottage
A stone staircase leading up to a house, surrounded by greenery and a blue tarp.

13. Garden Loft with Patios & Green Space · Westchester Retreat

Garden Loft with Patios & Green Space · Westchester Retreat
Scarsdale
9.0 out of 10, Wonderful, (6 reviews)
"It was excellent!! "
United States
Henry C.
Garden Loft with Patios & Green Space · Westchester Retreat
A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

14. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
Ossining
8.2 out of 10, Very good, (19 reviews)
"A family trip with teens and tweens- a perfect space! Clean, hist was friendly, the house was stocked with all we'd need! A great getaway for any family NYC trip!"
United States
Justeen P.
The price is £625
includes taxes & fees
21 Oct - 22 Oct
Snow Days & City Escapes: Spacious Ossining Home
A covered area with exercise equipment, chairs, and a view through large windows.

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

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is £217
includes taxes & fees
8 Nov - 9 Nov
1BR Queen near NYC | Trails, Biking & Sauna Bliss
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

What's headline
South Side
The price is £448
includes taxes & fees
2 Nov - 3 Nov
What's headline
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

17. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is £386
includes taxes & fees
13 Oct - 14 Oct
Uscale 2BR Escape in the Heart of NYC
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.

18. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is £880
includes taxes & fees
3 Nov - 4 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

19. Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is £419
includes taxes & fees
10 Oct - 11 Oct
Luxury 3 BR Near NYC with Easy Parking
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

20. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (2 reviews)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is £476
includes taxes & fees
12 Oct - 13 Oct
Luxury NYC Home with Free Parking for 12
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

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good
"It was clean and conveniently located. There were stairs in the middle of the walkway that didn’t allow us to bring the cart to the room, which was annoying. Definitely ask about that if you have a lot of stuff."
destonie 2-night trip
Posted 18 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham

Find out more about Westchester County

Holiday Apartments in Westchester County

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