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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Highland Mills 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, (13 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
The price is €357
includes taxes & fees
1 Oct - 2 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
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, (15 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is €388
includes taxes & fees
6 Oct - 7 Oct
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

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.
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.

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 €295
includes taxes & fees
1 Oct - 2 Oct
Lovely 3BR Home with parking-Walk to WP Gate!
A blue house with a white porch, a welcome sign, and a mailbox.

5. 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 €446
includes taxes & fees
5 Oct - 6 Oct
3BR West Point Retreat-3min to Back Gate+ King Bed
A room with a chandelier, a sofa, a table, and a cabinet.

6. 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 €145
includes taxes & fees
7 Oct - 8 Oct
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.

7. 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 €650
includes taxes & fees
7 Oct - 8 Oct
Amazing Home Near West Point, Shopping, Skiing and Legoland
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 €255
includes taxes & fees
4 Oct - 5 Oct
Harriman Outdoor Center - Cranberry Cabin
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

9. 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 €413
includes taxes & fees
28 Oct - 29 Oct
Fabulous 3bdrm Home w/parking!
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

10. 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 €370
includes taxes & fees
4 Oct - 5 Oct
Contemporary Cozy Cottage
A hot tub in a lush garden with a stone wall and outdoor furniture.

11. 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, (67 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 €524
includes taxes & fees
7 Oct - 8 Oct
Country House w/Hot Tub, Deck, Grill & Fire Pit
A hot tub with a view of a lake and houses in the background.

12. 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, (42 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 €484
includes taxes & fees
7 Oct - 8 Oct
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Room

13. 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 €979
includes taxes & fees
27 Oct - 28 Oct
Luxury Hudson Valley Retreat near West Point, Storm King & Beacon
A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

14. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (34 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 €618
includes taxes & fees
22 Oct - 23 Oct
Bright Cornwall-On-Hudson Vacation Rental!
A modern living room with a stone fireplace, large windows, and a cozy seating area.

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

Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
Monroe
10.0 out of 10, Exceptional, (5 reviews)
"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."
United States
Moshe F.
Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
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

Latitude Lake House | Lake Access • Fire Pit
Greenwood Lake
10.0 out of 10, Exceptional, (7 reviews)
"Great property and loved the lake access!"
United States
Dan and Kristen L.
The price is €548
includes taxes & fees
1 Oct - 2 Oct
Latitude Lake House | Lake Access • Fire Pit
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

17. 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 €131
includes taxes & fees
7 Oct - 8 Oct
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A living room with a fireplace, a sofa set, a coffee table, and a large TV mounted above the fireplace.

18. 4BD Ultimate Country Retreat w Pool in Warwick

4BD Ultimate Country Retreat w Pool in Warwick
Warwick
9.0 out of 10, Wonderful, (2 reviews)
"Me and my family decided to book this house for my baby’s 1st birthday and the host was so sweet about it. It was such a memorable time we had there and I cry every time I think of us having to come back home. We did see bears for the first time so that was scary and amazing. The pool was so comfortable and clean. They had everything you needed and more especially when cooking or baking. They allowed me to celebrate the biggest milestone of a parent’s life and I just want to say thank you so...
United States
Angelica A.
4BD Ultimate Country Retreat w Pool in Warwick
A circular outdoor seating area with a fire pit, surrounded by a stone border, set in a lush green forest.

19. 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, (35 reviews)
"Great house, as advertised!"
United States
Steven K.
The price is €797
includes taxes & fees
1 Oct - 2 Oct
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

20. 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
8.6 out of 10, Excellent, (19 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 €142
includes taxes & fees
5 Oct - 6 Oct
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
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

10/10 Excellent
"Clean room great breakfast"
Stacie 1-night trip
Posted 4 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Highland Mills

Highland Mills Holiday Homes information

Number of reviews
288
Accommodation
244 Holiday Homes
Lowest Price
€131
Highest Price
€979