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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Highland Mills holiday homes

A modern kitchen with grey cabinets, a central island, bar stools, and a stainless steel range hood.

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 £601
includes taxes & fees
8 Sept - 9 Sept
Perfect and Spacious Hudson Valley Escape!
A deck with Adirondack chairs, a fire pit, and a grill.

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, (13 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is £304
includes taxes & fees
9 Sept - 10 Sept
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

3. 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 £242
includes taxes & fees
1 Sept - 2 Sept
Fabulous 3bdrm Home w/parking!
A room with a wooden floor, a white door with a number, and a window with blinds.

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 £241
includes taxes & fees
1 Sept - 2 Sept
Lovely 3BR Home with parking-Walk to WP Gate!
A room with a chandelier, a sofa, a table, and a cabinet.

5. 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, (21 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is £121
includes taxes & fees
7 Sept - 8 Sept
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
A kitchen with white cabinets, stainless steel appliances, a microwave, oven, and a refrigerator.

6. 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)
"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 £544
includes taxes & fees
1 Sept - 2 Sept
Amazing Home Near West Point, Shopping, Skiing and Legoland
A hot tub in a lush garden with a stone wall and outdoor furniture.

7. 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, (65 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 £421
includes taxes & fees
8 Sept - 9 Sept
Country House w/Hot Tub, Deck, Grill & Fire Pit
A wooden cabin with large windows, a wooden bench, and a view of the forest.

8. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin
Haverstraw
The price is £213
includes taxes & fees
8 Sept - 9 Sept
Harriman Outdoor Center - Cranberry Cabin
A modern living room with a stone fireplace, large windows, and a cozy seating area.

9. 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 £737
includes taxes & fees
13 Sept - 14 Sept
Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
A modern kitchen with a central island, bar stools, a round table, and a window with a view.

10. 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.
The price is £359
includes taxes & fees
28 Sept - 29 Sept
Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
A hot tub with a view of a lake and houses in the background.

11. 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 £438
includes taxes & fees
15 Sept - 16 Sept
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

12. 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, (17 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 £114
includes taxes & fees
7 Sept - 8 Sept
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
A bedroom with a large bed, a bench, a desk, and a view of the outdoors.

13. Lakefront Paradise Pool + Paddle Boats Sleeps 12

Lakefront Paradise Pool + Paddle Boats Sleeps 12
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful week long stay. The house is beautiful and right on the lake, with beautiful views and sunsetsWe were there for a West Point Graduation and was about a 30 minute drive to the school, even on the busy days of the parade and graduation dayThe house had plenty of room for our group and the host was easy to get ahold of. There are 4 official bedroom and 4 bathrooms and a basement and 2 office/den, 2 washer and dryers - one in the top floor and another in the basement which has...
United States
Courtney D.
Lakefront Paradise Pool + Paddle Boats Sleeps 12

14. 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 £761
includes taxes & fees
1 Sept - 2 Sept
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

15. 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 £337
includes taxes & fees
28 Sept - 29 Sept
Contemporary Cozy Cottage
A bed with patterned bedding, two pillows, a blanket, and a wall-mounted decoration.

16. 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 £275
includes taxes & fees
9 Sept - 10 Sept
Romantic Lakeview Escape w/ Fire Pit
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

17. 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 £213
includes taxes & fees
1 Sept - 2 Sept
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A house with a covered porch, stone foundation, and a front door with a wreath.

18. West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is £964
includes taxes & fees
9 Sept - 10 Sept
West Point Summer Pool Jacuzzi Events Pets OK
An outdoor patio area with a covered seating area, a pool, and potted plants.

19. 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, (74 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is £256
includes taxes & fees
1 Sept - 2 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A room with a large bay window, two green armchairs, a small round table, a white sofa, and a potted plant.

20. 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 £596
includes taxes & fees
1 Sept - 2 Sept
River Views & Hot Tub | Riverview on Washington
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

8/10 Good
"The breakfast was really good! The staff were very kind and accommodating. The room was clean but not impeccable. It was, however, dark. No random flashing lights or blinking alarms. And that's pretty wonderful."
Katherine 3-night trip
Posted 1 hour ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Highland Mills

Highland Mills Holiday Homes information

Number of reviews
333
Accommodation
274 Holiday Homes
Lowest Price
£114
Highest Price
£964