A calm lake at sunset with trees and grass along the shore.

Holiday Homes in Highland Mills

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Highland Mills holiday homes

Private kitchen

1. 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 €695
includes taxes & fees
17 Aug - 18 Aug
Perfect and Spacious Hudson Valley Escape!
Outdoor spa tub

2. 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, (11 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is €369
includes taxes & fees
2 Sept - 3 Sept
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Interior

3. 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
9.0 out of 10, Wonderful, (18 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is €136
includes taxes & fees
14 Sept - 15 Sept
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Coffee/tea maker, fridge, microwave, oven

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

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
10.0 out of 10, Exceptional, (16 reviews)
"The host was welcoming and easy to reach. It’s a lovely, fully stocked house that had everything we needed. Check-in and check-out were a breeze. Nice, quiet location."
United States
Michael M.
The price is €630
includes taxes & fees
19 Aug - 20 Aug
Amazing Home Near West Point, Shopping, Skiing and Legoland
Outdoor spa tub

5. Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (64 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
The price is €476
includes taxes & fees
14 Sept - 15 Sept
Country House w/Hot Tub, Deck, Grill & Fire Pit
Exterior detail

6. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (11 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is €414
includes taxes & fees
15 Sept - 16 Sept
Fabulous 3bdrm Home w/parking!
Interior

7. 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 €409
includes taxes & fees
15 Sept - 16 Sept
Lovely 3BR Home with parking-Walk to WP Gate!
Coffee/tea maker, fridge, microwave, stovetop

8. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (32 reviews)
"We had a girlfriend get away long weekend. This was a great house and really convenient location. Two really good restaurants were within walking distance just around the corner. I would highly recommend staying here!"
United States
Dawn H.
The price is €624
includes taxes & fees
19 Aug - 20 Aug
Bright Cornwall-On-Hudson Vacation Rental!
Interior

9. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is €249
includes taxes & fees
23 Aug - 24 Aug
Harriman Outdoor Center - Cranberry Cabin
Smart TV, fireplace

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

Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"Great house for a big group! We were in town for a wedding and had plenty of space for 10 adults. Everything clean and a nice view from the deck. Kitchen stocked with keurig pods which was very appreciated. Big driveway which was nice.Only thing to note is there’s no communal bathrooms upstairs, 3 of the rooms have en suite bath but the 4th room needs to walk downstairs. Only relevant if you are filling all 6 king/queen rooms."
United States
Daniel S.
The price is €1,031
includes taxes & fees
14 Sept - 15 Sept
Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
Coffee/tea maker, fridge, microwave, oven

11. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (36 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 €364
includes taxes & fees
18 Aug - 19 Aug
Contemporary Cozy Cottage
Outdoor dining

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is €381
includes taxes & fees
18 Aug - 19 Aug
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Outdoor spa tub

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

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (41 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is €502
includes taxes & fees
8 Sept - 9 Sept
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Smart TV

14. 6BR w/ Heated Pool, Fire Pit & Gazebo | Sleeps 22

6BR w/ Heated Pool, Fire Pit & Gazebo | Sleeps 22
Monroe
6BR w/ Heated Pool, Fire Pit & Gazebo | Sleeps 22
3 bedrooms, desk, travel cot, WiFi

15. 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 €925
includes taxes & fees
16 Aug - 17 Aug
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
Interior

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

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.4 out of 10, Very good, (16 reviews)
"I absolutely loved my stay. A beautiful place with Victorian inspired, a big comfy bed, a really nice cozy reading nook with stone glass windows, and had an enjoyable stay!! Very easy check-in and check-out process. Great air conditioning during a heat wave!!"
United States
Daisy
The price is €134
includes taxes & fees
14 Sept - 15 Sept
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Exterior

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

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is €177
includes taxes & fees
18 Aug - 19 Aug
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Property grounds

18. Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Goshen
10.0 out of 10, Exceptional, (32 reviews)
"Great house, as advertised!"
United States
Steven K.
The price is €747
includes taxes & fees
13 Sept - 14 Sept
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
House

19. West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is €1,229
includes taxes & fees
2 Sept - 3 Sept
West Point Summer Pool Jacuzzi Events Pets OK
Terrace/patio

20. Romantic Lakeview Escape w/ Fire Pit

Romantic Lakeview Escape w/ Fire Pit
Greenwood Lake
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful Place"
United States
edu s.
The price is €357
includes taxes & fees
17 Aug - 18 Aug
Romantic Lakeview Escape w/ Fire Pit
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 Mills Hotel Reviews

Spark by Hilton Fishkill

Spark by Hilton Fishkill

10/10 Excellent
" Very nice hotel. Large room, nice amenities. Helpful staff. Breakfast was disappointing. Few choices and all were as basic as possible. "
Stewart 1-night trip
Posted 6 hours ago
Spark by Hilton Fishkill

Find out more about Highland Mills

Highland Mills Holiday Homes information

Number of reviews
306
Accommodation
278 Holiday Homes
Lowest Price
€134
Highest Price
€1,229