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Holiday Homes in Cold Spring

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Cold Spring 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!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (12 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
House on the Babbling Brook- Quiet 2BR + King Bed!
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

2. 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 €503
includes taxes & fees
19 Oct - 20 Oct
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A room with a wooden floor, a white door with a number, and a window with blinds.

3. 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 €416
includes taxes & fees
6 Oct - 7 Oct
Lovely 3BR Home with parking-Walk to WP Gate!
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!

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 €432
includes taxes & fees
6 Oct - 7 Oct
Fabulous 3bdrm Home w/parking!
A deck with Adirondack chairs, a fire pit, and a grill.

5. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (15 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is €361
includes taxes & fees
27 Sept - 28 Sept
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

6. 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 room with a large bay window, two green armchairs, a small round table, a white sofa, and a potted plant.

7. River Views & Hot Tub | Riverview on Washington

River Views & Hot Tub | Riverview on Washington
Newburgh
10.0 out of 10, Exceptional, (1 review)
"The home has recently been renovated and it is very well presented with luxury furnishings and an excellently stocked kitchen. Views are amazing over the Hudson towards Beacon."
United States
Rachel M.
The price is €759
includes taxes & fees
29 Sept - 30 Sept
River Views & Hot Tub | Riverview on Washington

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

Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
Cornwall
9.0 out of 10, Wonderful, (2 reviews)
"Great House, less than 15 mins to front gate at West Point, convenient location for visiting and enjoying activities at West Point, e.g. football games, cadet events for family members, etc. Hope to be able to stay there again on another visit to the "Rockbound Highland Home"!!! "
United States
Jeff M.
The price is €907
includes taxes & fees
29 Sept - 30 Sept
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

9. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is €252
includes taxes & fees
7 Oct - 8 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
An outdoor patio area with a covered seating area, a pool, and potted plants.

10. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (78 reviews)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
The price is €306
includes taxes & fees
27 Sept - 28 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A modern kitchen with grey cabinets, a central island, bar stools, and a stainless steel range hood.

11. Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
8.0 out of 10, Very good, (3 reviews)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is €704
includes taxes & fees
28 Sept - 29 Sept
Perfect and Spacious Hudson Valley Escape!
A covered parking area with a wooden fence, a gravel driveway, and a parked car.

12. Private Terrace + Mt Beacon Views + Near Roundhouse

Private Terrace + Mt Beacon Views + Near Roundhouse
Beacon
The price is €463
includes taxes & fees
29 Sept - 30 Sept
Private Terrace + Mt Beacon Views + Near Roundhouse
A deck with wicker furniture, a bench, and a table.

13. River Views & Hot Tub | Artisan on Washington

River Views & Hot Tub | Artisan on Washington
Newburgh
10.0 out of 10, Exceptional, (1 review)
The price is €1,123
includes taxes & fees
1 Oct - 2 Oct
River Views & Hot Tub | Artisan on Washington
A house with a covered porch, stone foundation, and a front door with a wreath.

14. West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is €1,278
includes taxes & fees
4 Oct - 5 Oct
West Point Summer Pool Jacuzzi Events Pets OK
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

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 €563
includes taxes & fees
30 Sept - 1 Oct
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
A spacious indoor area with a ping pong table, a sofa, and a dining table.

16. Majestic RiverView Estate - Breathtaking Views

Majestic RiverView Estate - Breathtaking Views
Beacon
9.6 out of 10, Exceptional, (14 reviews)
"Incredible spot for a family gathering! The kids had great fun in the play room, the adults got to play pool, and everyone enjoyed watching sunset over the river! Very friendly and flexible hosts too!"
United States
Ethan W.
Majestic RiverView Estate - Breathtaking Views
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

17. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is €593
includes taxes & fees
28 Sept - 29 Sept
Chestnut on Willow Lake
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

18. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (15 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is €125
includes taxes & fees
29 Sept - 30 Sept
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A room with a bed, a couch, a desk with a computer, and various wall decorations.

19. Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is €244
includes taxes & fees
28 Sept - 29 Sept
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

20. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (20 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is €363
includes taxes & fees
5 Oct - 6 Oct
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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 Cold Spring Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"The rooms are smaller than many hotels, especially the bathroom. Overall the room was good. Good bed, quiet room. They cleaned room daily and well. Breakfast was very good. It was above my expectations in variety of foods. Good Job! Ample parking, friendly staff. Good location for visiting in Poughkeepsie area."
William 4-night trip
Posted less than an hour ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Cold Spring

Cold Spring Holiday Homes information

Number of reviews
210
Accommodation
229 Holiday Homes
Lowest Price
€125
Highest Price
€1,278