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

Vacation Rentals in Westchester County

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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 ￥39,473
￥63,749 total
includes taxes & fees
Nov 5 - Nov 6
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 traveler
The price is ￥18,311
￥20,944 total
includes taxes & fees
Nov 5 - Nov 6
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 ￥39,420
￥68,925 total
includes taxes & fees
Nov 19 - Nov 20
'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 ￥31,417
￥58,593 total
includes taxes & fees
Nov 18 - Nov 19
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 ￥82,293
￥166,494 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 ￥14,921
￥19,803 total
includes taxes & fees
Nov 6 - Nov 7
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 ￥34,736
￥59,956 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 ￥26,004
￥47,621 total
includes taxes & fees
Nov 7 - Nov 8
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 ￥35,525
￥63,205 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 ￥90,187
￥156,471 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥20,683
￥47,950 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥42,630
￥104,112 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 ￥59,319
￥126,208 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 ￥16,057
￥26,718 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 ￥39,959
￥46,085 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥142,101
￥181,791 total
includes taxes & fees
Nov 5 - Nov 6
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 ￥28,528
￥43,776 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 ￥63,396
￥130,637 total
includes taxes & fees
Nov 10 - Nov 11
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 ￥26,004
￥89,455 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 ￥47,389
￥99,657 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

Tarrytown House Estate

Tarrytown House Estate

10/10 Excellent
"Only experience we had jssue with was at breakfast my girl couldn't stand by the door with our service dog and tell me what to make on her plate, it was awkward and a little rude to be honest. Other than that we loved the estate and surroundings. We would stay again, but we won't be having breakfast there again."
Thyrone 1-night trip
Posted less than an hour ago
Tarrytown House Estate

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Vacation Apartments in Westchester County

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