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Holiday Rentals in Westchester County

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Top Cities in Westchester County

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

Yonkers

Yonkers
A cityscape with modern buildings, a large parking structure, and a river in the background.
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White Plains

White Plains

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 €123
includes taxes & fees
27 Sept - 28 Sept
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
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.

2. '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 €268
includes taxes & fees
27 Sept - 28 Sept
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
A bedroom with a bed, dresser, and a ceiling fan.

3. 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 €191
includes taxes & fees
27 Oct - 28 Oct
Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
A hotel room with a bed, a desk, a chair, a TV, and a window with a curtain.

4. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Elmsford
The price is €124
includes taxes & fees
29 Sept - 30 Sept
1 Queen Bed | Smoking
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)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is €381
includes taxes & fees
28 Sept - 29 Sept
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
An outdoor patio with a fire pit, green chairs, and a table.

6. 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 €317
includes taxes & fees
28 Sept - 29 Sept
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
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, (8 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 €347
includes taxes & fees
30 Sept - 1 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

8. Charming 2-bedroom Apartment with AC in Yonkers

Charming 2-bedroom Apartment with AC in Yonkers
Bryn Mawr
The price is €359
includes taxes & fees
27 Sept - 28 Sept
Charming 2-bedroom Apartment with AC in Yonkers
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

9. 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 €311
includes taxes & fees
27 Sept - 28 Sept
Elegant Hideaway with Free Parking
A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

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

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (33 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 €367
includes taxes & fees
27 Oct - 28 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

11. 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)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is €316
includes taxes & fees
5 Oct - 6 Oct
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
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, (40 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 €369
includes taxes & fees
30 Sept - 1 Oct
Contemporary Cozy Cottage
A compact kitchen with a refrigerator, a coffee maker, a sink, and a microwave.

13. 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 €263
includes taxes & fees
30 Sept - 1 Oct
The Subterranean Haven
A room with a door, a lamp, a framed picture on the wall, and a small round table with items on it.

14. What's headline

What's headline
South Side
The price is €541
includes taxes & fees
28 Sept - 29 Sept
What's headline
A modern kitchen with stainless steel appliances, a central island with chairs, and a window with a view.

15. Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC

Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
White Plains
The price is €483
includes taxes & fees
27 Sept - 28 Sept
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
A covered area with exercise equipment, chairs, and a view through large windows.

16. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is €279
includes taxes & fees
27 Sept - 28 Sept
1BR Queen near NYC | Trails, Biking & Sauna Bliss
A modern kitchen with a wooden floor, a black countertop, and a colorful abstract wall art.

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

Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations
South Side
The price is €292
includes taxes & fees
27 Oct - 28 Oct
Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations
A living room with a sectional sofa, a white armchair, a patterned rug, and a wooden floor.

18. Comfortable 3BR Getaway • Free Parking • NYC Access • Perfect for Groups

Comfortable 3BR Getaway • Free Parking • NYC Access • Perfect for Groups
Southeast Yonkers
The price is €485
includes taxes & fees
28 Sept - 29 Sept
Comfortable 3BR Getaway • Free Parking • NYC Access • Perfect for Groups
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

19. 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 €448
includes taxes & fees
6 Oct - 7 Oct
Uscale 2BR Escape in the Heart of NYC
A room with two beds, white curtains, a ceiling light, and a window with a view.

20. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
White Plains
2.0 out of 10, (1 review)
"This guy is a scammer, an hour before my checkin they finally sent me the "location" and claimed they needed more time to clean the property. Then at 5 pm and hour after they claimed their was a gas leak and I couldn't stay there. Only thing is the address they sent me wasn't real and I am convinced this listing is fake in and used to trick people into staying at their actual property in yonkers. DO NOT RENT FROM THEM!"
United States
Ethan G.
The price is €483
includes taxes & fees
27 Sept - 28 Sept
Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
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

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Nice"
Michael 3-night trip
Posted less than an hour ago
Hampton Inn White Plains/Tarrytown

Find out more about Westchester County

Holiday Homes in Westchester County

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