A lake surrounded by hills with autumn foliage.

Holiday Homes in Highland Falls

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Highland Falls holiday homes

Terrace/patio

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (11 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is NZ$690
includes taxes & fees
14 Sept - 15 Sept
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds

2. 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 NZ$850
includes taxes & fees
16 Sept - 17 Sept
3BR West Point Retreat-3min to Back Gate+ King Bed
3 bedrooms, desk, iron/ironing board, free WiFi

3. 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 NZ$838
includes taxes & fees
7 Oct - 8 Oct
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Interior

4. 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 NZ$804
includes taxes & fees
22 Sept - 23 Sept
Lovely 3BR Home with parking-Walk to WP Gate!
Exterior detail

5. 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 NZ$799
includes taxes & fees
29 Sept - 30 Sept
Fabulous 3bdrm Home w/parking!
Coffee/tea maker, fridge, microwave, oven

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

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
9.8 out of 10, Exceptional, (17 reviews)
"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "
United States
Kimberly R.
The price is NZ$1,251
includes taxes & fees
18 Sept - 19 Sept
Amazing Home Near West Point, Shopping, Skiing and Legoland
Outdoor spa tub

7. 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, (14 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is NZ$760
includes taxes & fees
17 Sept - 18 Sept
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Coffee/tea maker, fridge, microwave, oven

8. 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 NZ$777
includes taxes & fees
30 Sept - 1 Oct
Contemporary Cozy Cottage
Outdoor dining

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 NZ$1,108
includes taxes & fees
22 Sept - 23 Sept
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
3 bedrooms, desk, travel cot, WiFi

10. 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 NZ$1,759
includes taxes & fees
14 Sept - 15 Sept
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
House

11. West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is NZ$2,221
includes taxes & fees
15 Sept - 16 Sept
West Point Summer Pool Jacuzzi Events Pets OK
Private kitchen

12. Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
8.0 out of 10, Very good, (2 reviews)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is NZ$1,378
includes taxes & fees
14 Sept - 15 Sept
Perfect and Spacious Hudson Valley Escape!
Exterior

13. 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 NZ$475
includes taxes & fees
20 Sept - 21 Sept
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Smart TV, offices

14. 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 NZ$1,368
includes taxes & fees
14 Sept - 15 Sept
River Views & Hot Tub | Riverview on Washington
Outdoor dining

15. 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, (76 reviews)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
The price is NZ$581
includes taxes & fees
20 Sept - 21 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior

16. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is NZ$481
includes taxes & fees
14 Sept - 15 Sept
Harriman Outdoor Center - Cranberry Cabin
TV, fireplace

17. 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 NZ$698
includes taxes & fees
22 Sept - 23 Sept
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Interior

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

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (23 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is NZ$267
includes taxes & fees
14 Sept - 15 Sept
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Property grounds

19. Private Terrace + Mt Beacon Views + Near Roundhouse

Private Terrace + Mt Beacon Views + Near Roundhouse
Beacon
Private Terrace + Mt Beacon Views + Near Roundhouse
Coffee/tea maker, fridge, oven, stovetop

20. Charming 2-bedroom house in Greenwood Lake with Central AC/Heat

Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
Greenwood Lake
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and really cute place. "
United States
Katie C.
Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
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 Highland Falls Hotel Reviews

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

10/10 Excellent
"Run was clean, staff were friendly, breakfast was delicious, and the the stay overall was great!"
Eric 1-night trip
Posted 6 hours ago
Comfort Suites Fishkill near Interstate 84

Find out more about Highland Falls

Highland Falls Holiday Homes information

Number of reviews
187
Accommodation
227 Holiday Homes
Lowest Price
NZ$267
Highest Price
NZ$2,221