A stone bridge over a stream surrounded by autumn foliage.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Briarcliff Manor vacation homes

A modern living room with a large window, a sofa with patterned cushions, a wooden coffee table, and a painting on the wall.

1. 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 AED 1,293
AED 2,850 total
includes taxes & fees
4 Nov - 5 Nov
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
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.

2. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is AED 1,802
AED 3,748 total
includes taxes & fees
3 Nov - 4 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table
A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

3. 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 AED 347
AED 461 total
includes taxes & fees
2 Nov - 3 Nov
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A room with large windows overlooking a lake and greenery.

4. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is AED 628
AED 1,226 total
includes taxes & fees
2 Nov - 3 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
An outdoor patio with a fire pit, green chairs, and a table.

5. 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, (12 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is AED 479
AED 1,157 total
includes taxes & fees
11 Nov - 12 Nov
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A blue house with a white porch, a welcome sign, and a mailbox.

6. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is AED 452
AED 1,635 total
includes taxes & fees
2 Nov - 3 Nov
3BR West Point Retreat-3min to Back Gate+ King Bed
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

7. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Great location and super host. "
United States
James U.
The price is AED 511
AED 1,587 total
includes taxes & fees
2 Nov - 3 Nov
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

8. 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 AED 826
AED 1,470 total
includes taxes & fees
2 Nov - 3 Nov
Contemporary Cozy Cottage
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

9. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"
United States
Angel R.
The price is AED 1,295
AED 2,382 total
includes taxes & fees
4 Nov - 5 Nov
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
An outdoor seating area with a round table, a chair, and a hanging light fixture.

10. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is AED 824
AED 1,640 total
includes taxes & fees
2 Nov - 3 Nov
Gem by the water+ firepit and all fenced backyard
A room with a wooden floor, a white door with a number, and a window with blinds.

11. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is AED 760
AED 1,344 total
includes taxes & fees
1 Dec - 2 Dec
Lovely 3BR Home with parking-Walk to WP Gate!
A modern living room with a white sofa, a glass coffee table, and a piano.

12. Spacious 3BR Townhome | Garage + Near Downtown

Spacious 3BR Townhome | Garage + Near Downtown
West Side
9.2 out of 10, Wonderful, (9 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is AED 1,054
AED 2,066 total
includes taxes & fees
2 Nov - 3 Nov
Spacious 3BR Townhome | Garage + Near Downtown
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

13. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is AED 798
AED 1,355 total
includes taxes & fees
1 Dec - 2 Dec
Fabulous 3bdrm Home w/parking!
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

14. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich
10.0 out of 10, Exceptional, (2 reviews)
"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."
United States
Nathan R.
The price is AED 7,346
AED 10,890 total
includes taxes & fees
15 Nov - 16 Nov
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A modern outdoor patio with a seating area, a central table, and a large umbrella.

15. Mansion in Greenwich with private lake and river

Mansion in Greenwich with private lake and river
Greenwich
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful home. Exquisite decor and our kids enjoyed fishing right out back. Thoroughly enjoyed. "
United States
J.J. O.
Mansion in Greenwich with private lake and river
A living room with a sofa, armchair, ottoman, and coffee table.

16. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
Stamford Home | Family, Work and Plenty of Parking
A wooden staircase with a chandelier, leading to an upper floor. A stone wall and a flower arrangement are visible on the left.

17. 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 AED 1,469
AED 2,911 total
includes taxes & fees
2 Nov - 3 Nov
6 BR, 4 BA Mansion Close to the City
A room with a ceiling fan, a wooden floor, a black sofa, a wooden coffee table, and a TV mounted on the wall.

18. Perfect 2BR with Free Parking! Walk to West Point!

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is AED 736
AED 1,319 total
includes taxes & fees
2 Nov - 3 Nov
Perfect 2BR with Free Parking! Walk to West Point!
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

19. Hudson Valley/West Point Retreat w/ parking!

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is AED 1,070
AED 1,760 total
includes taxes & fees
1 Dec - 2 Dec
Hudson Valley/West Point Retreat w/ parking!
A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

20. 5BR Beach House, Water Views, Steps to Beach, Backyard

5BR Beach House, Water Views, Steps to Beach, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (32 reviews)
"The property was amazing. The house was clean, beautiful, and well equipped. Plenty of space yet still cozy. Host was very communicative and gracious, had a pleasant experience and will definitely be back!"
United States
Maxx V.
The price is AED 2,373
AED 4,246 total
includes taxes & fees
11 Nov - 12 Nov
5BR Beach House, Water Views, Steps to Beach, Backyard
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 Briarcliff Manor Hotel Reviews

Royal Regency Hotel

Royal Regency Hotel

8/10 Good
"Clean and organized place to stay"
Barba 1-night trip
Posted less than an hour ago
Royal Regency Hotel

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