Briarcliff Manor, NY Vacation Homes from AED 495

A stone bridge over a stream surrounded by autumn foliage.

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Our top choices for Briarcliff Manor vacation homes

A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

1. Snow Days & City Escapes: Spacious Ossining Home

Ossining

Justeen P.

AED 3,093 total

includes taxes & fees

21 Oct - 22 Oct

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

Ossining

AED 4,193 total

includes taxes & fees

3 Nov - 4 Nov

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

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

Ossining

natalie l.

AED 3,661 total

includes taxes & fees

6 Oct - 7 Oct

A room with two beds, white curtains, a ceiling light, and a window with a view.

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

White Plains

"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!"

Ethan G.

AED 3,054 total

includes taxes & fees

10 Oct - 11 Oct

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

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

Southeast Yonkers

Jordan S.

AED 495 total

includes taxes & fees

7 Oct - 8 Oct

A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

6. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

White Plains

"An hour before check-in we were called by the property manager, after four days of messaging them through the app without response, to advise us that the property had an alleged water pipe burst and was unavailable, then attempted to upcharge us for alternate accommodations. An alternate place to stay was finally provided at no additional charge but much smaller than what had been booked. Given the absence of communication for four days and then a sudden incident the day of check-in - the day...

James D.

AED 5,037 total

includes taxes & fees

6 Oct - 7 Oct

A campfire with a wooden table and benches by a lake.

7. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

AED 1,239 total

includes taxes & fees

7 Oct - 8 Oct

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

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

New Rochelle

Drew C.

AED 1,281 total

includes taxes & fees

6 Oct - 7 Oct

A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

9. House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls

Leann M.

AED 1,485 total

includes taxes & fees

6 Oct - 7 Oct

A room with a wooden door, a small table with a vase, and a chair.

10. Spacious 3b/3b Mediterranean in White Plains

White Plains

Nancy K.

AED 3,253 total

includes taxes & fees

22 Oct - 23 Oct

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

11. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterside

Leslie S.

AED 1,290 total

includes taxes & fees

27 Oct - 28 Oct

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

12. Contemporary Cozy Cottage

Lake Peekskill

Aj L.

AED 1,542 total

includes taxes & fees

6 Oct - 7 Oct

A blue house with a white porch, a welcome sign, and a mailbox.

13. 3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls

Christine T.

AED 1,704 total

includes taxes & fees

6 Oct - 7 Oct

A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

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

Highland Falls

James U.

AED 1,632 total

includes taxes & fees

6 Oct - 7 Oct

A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

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

Lake Peekskill

Angel R.

AED 2,595 total

includes taxes & fees

13 Oct - 14 Oct

A wooden staircase with a chandelier, leading to an upper floor. A stone wall and a flower arrangement are visible on the left.

16. 6 BR, 4 BA Mansion Close to the City

Getty Square

Megan T.

AED 3,291 total

includes taxes & fees

13 Oct - 14 Oct

A wooden cabin with large windows, a wooden bench, and a view of the forest.

17. Harriman Outdoor Center - Cranberry Cabin

Haverstraw

AED 1,039 total

includes taxes & fees

12 Oct - 13 Oct

A room with a wooden floor, a white door with a number, and a window with blinds.

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

Highland Falls

Briana T.

AED 1,320 total

includes taxes & fees

6 Oct - 7 Oct

A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

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

Greenwich

Nathan R.

AED 9,407 total

includes taxes & fees

7 Oct - 8 Oct

A flat-screen TV mounted on a white cabinet with a mountain landscape displayed on the screen.

20. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

AED 1,286 total

includes taxes & fees

6 Oct - 7 Oct

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Top Briarcliff Manor Hotel Reviews

Executive Inn - Fort Lee

10/10 Excellent

"Everything is exceptionally well, with the exception of the elevator, you have to wait forever to get the elevator, and when you get on the elevator, you still gotta wait along time for it to close, the elevator feels and seems like it willl fall with people in it and cause an accident"

West Gate Inn Nyack

8/10 Good

"The front desk staff and the lounge staff were exceptionally helpful, courteous, and treated me very well. I was also very impressed with the variety of items available for the complimentary breakfast. My hotel room was quite clean and well-stocked with everything I would need. The armoire was a nice surprise. I think my only issue was the unreliability of the WiFi. I saw the buffering circle a lot during my stay. I do not know if it was where I was located (i. e., the location of my hotel room), or if it was a problem with the router or gateway, but it really was the only minus during this hotel stay."

J House Greenwich

8/10 Good

"Great stay loved the room and the tv in the bathroom mirror was amazing. We ate at Tony’s restaurant while there which was fantastic. My only complaint and area of improvement was the breakfast provided in the AM was awful. Just a few baked pastries,granola bars and yogurt provided. Basically something to grab and go but not sure can really be counted as “breakfast included” other than that though we loved the room and property."

Hyatt Regency Greenwich

10/10 Excellent

"We were very happy to see the Hyatt back up and running in full service form. We've stayed pre-, during, and post-COVID and this was just great. I have to give kudos to PAMELA at the front desk who actually recognized me!! She is an incredible and valuable employee. It was so, so nice to see her again--that great smile, professionalism and nice personality."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Briarcliff Manor vacation homes

1. Snow Days & City Escapes: Spacious Ossining Home

2. Summer Pool Oasis Custom Bar Arcade Pool Table

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

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

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

6. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

7. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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

9. House on the Babbling Brook- Quiet 2BR + King Bed!

10. Spacious 3b/3b Mediterranean in White Plains