Stony Point Vacation Homes

A lighthouse on a grassy hill with bare trees and rocks.

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Our top choices for Stony Point holiday homes

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

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

Highland Falls

Leann M.

HK$3,172 total

includes taxes & fees

28 Oct - 29 Oct

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

2. Contemporary Cozy Cottage

Lake Peekskill

Aj L.

HK$3,292 total

includes taxes & fees

2 Nov - 3 Nov

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

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

Highland Falls

Christine T.

HK$3,729 total

includes taxes & fees

28 Oct - 29 Oct

A house with a white front door, a small porch with a white railing, and a window with a green curtain.

4. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

HK$2,392 total

includes taxes & fees

28 Oct - 29 Oct

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

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

Highland Falls

James U.

HK$3,832 total

includes taxes & fees

1 Nov - 2 Nov

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

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

Highland Falls

Briana T.

HK$3,132 total

includes taxes & fees

17 Nov - 18 Nov

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

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

Lake Peekskill

Angel R.

HK$5,138 total

includes taxes & fees

9 Nov - 10 Nov

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

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

Ossining

natalie l.

HK$6,639 total

includes taxes & fees

4 Nov - 5 Nov

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.

9. Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

HK$7,755 total

includes taxes & fees

4 Nov - 5 Nov

A deck with Adirondack chairs, a fire pit, and a grill.

10. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

Cornwall

Elisabeth

HK$3,418 total

includes taxes & fees

29 Oct - 30 Oct

A room with a chandelier, a sofa, a table, and a cabinet.

11. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

Paul E.

HK$1,244 total

includes taxes & fees

2 Nov - 3 Nov

A hot tub with a view of a lake and houses in the background.

12. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Greenwood Lake

Lex S.

HK$4,242 total

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a stone fireplace, large windows, and a cozy seating area.

13. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

Monroe

"The combination of an antique, old-style house with a modernized interior featuring all the amenities you could dream of made for an enjoyable and cozy experience. The house is located right at the back of the lake in a quiet neighborhood and comes fully equipped with:- A spacious layout- High-speed Wi-Fi- Useful massage chair - Fun recreational areas- Lovely decorThis house will truly become a staple in the area."

Moshe F.

HK$9,657 total

includes taxes & fees

1 Nov - 2 Nov

A patio with stone flooring, a grill, outdoor furniture, and a house with white siding and green trim.

14. Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

Chester

jolene j.

HK$6,207 total

includes taxes & fees

2 Nov - 3 Nov

A kitchen with white cabinets, stainless steel appliances, a microwave, oven, and a refrigerator.

15. Amazing Home Near West Point, Shopping, Skiing and Legoland

Monroe

Kimberly R.

HK$5,614 total

includes taxes & fees

30 Oct - 31 Oct

A lakeside dock with lounge chairs and a small table, surrounded by autumn foliage and a clear sky.

16. Latitude Lake House | Lake Access • Fire Pit

Greenwood Lake

Dan and Kristen L.

HK$4,532 total

includes taxes & fees

28 Oct - 29 Oct

17. Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

Cornwall

Jeff M.

HK$7,729 total

includes taxes & fees

28 Oct - 29 Oct

A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

18. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

Daisy

HK$1,255 total

includes taxes & fees

2 Nov - 3 Nov

A bathroom with a toilet, a sink, a hand soap dispenser, and a towel hanging on the wall.

19. Panoramic Fall Foliage Escape, Fire Pit, Wood Stove

Greenwood Lake

andrea e.

HK$3,399 total

includes taxes & fees

23 Nov - 24 Nov

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Top Stony Point Hotel Reviews

Overlook Lodge at Bear Mountain

10/10 Excellent

"Very nice stay. I would definitely go back again."

Baymont by Wyndham White Plains - Elmsford

8/10 Good

"This hotel fit our exact needs for the weekend. Unfortunately the price for the weekend I stayed was astronomical compared to other typical weekends and not really sure why. The staff at the front desk was fine but not overly friendly. The main areas of the hotel itself were maintained and clean. In my room the mirror light did not work, the handle on the door was not stable and the shower itself made some strange noises. We were only there for one night so not too concerning. But there front desk was also not staffed upon check out so no one to name these concerns to"

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