Highland Mills Holiday Homes
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Holiday Homes in Highland Mills

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Dates

Tue, 3 Feb

Wed, 4 Feb

your current months are February, 2026 and March, 2026.

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Our top choices for Highland Mills holiday homes

Perfect and Spacious Hudson Valley Escape!

2.0 star property

Cornwall

The price is NZ$1,295

NZ$1,295

includes taxes & fees

21 Jan - 22 Jan

Perfect and Spacious Hudson Valley Escape!

3 bedrooms, desk, iron/ironing board, free WiFi

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"

Julio J.

The price is NZ$668

NZ$668

includes taxes & fees

21 Jan - 22 Jan

Sleek Escape: Modern 3 BR- 4 Min from West Point !

2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Highland Falls

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"Good stay, awesome place"

Scott G.

The price is NZ$556

NZ$556

includes taxes & fees

22 Jan - 23 Jan

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

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

Warwick

9.4 out of 10, Exceptional, (8 reviews)

9.4/10

Exceptional

(8 reviews)

"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "

Erin R.

The price is NZ$268

NZ$268

includes taxes & fees

27 Jan - 28 Jan

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

Hidden Lakefront Gem on a Gated Countryside Escape

2.0 star property

Monroe

The price is NZ$372

NZ$372

includes taxes & fees

21 Jan - 22 Jan

Hidden Lakefront Gem on a Gated Countryside Escape

Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "

Briana T.

The price is NZ$513

NZ$513

includes taxes & fees

21 Jan - 22 Jan

Lovely 3BR Home with parking-Walk to WP Gate!

Fabulous 3bdrm Home w/parking!

Highland Falls

9.0 out of 10, Wonderful, (4 reviews)

9.0/10

Wonderful

(4 reviews)

"Clean home, conveniently located to West Point. Very comfortable beds. "

Danielle B.

The price is NZ$500

NZ$500

includes taxes & fees

21 Jan - 22 Jan

Fabulous 3bdrm Home w/parking!

3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls

8.0 out of 10, Very good, (6 reviews)

8.0/10

Very good

(6 reviews)

"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "

Waylon J.

The price is NZ$742

NZ$742

includes taxes & fees

22 Jan - 23 Jan

3BR West Point Retreat-3min to Back Gate+ King Bed

3 bedrooms, iron/ironing board, travel cot, free WiFi

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

Goshen

10.0 out of 10, Exceptional, (59 reviews)

10/10

Exceptional

(59 reviews)

"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"

Jennifer K.

The price is NZ$852

NZ$852

includes taxes & fees

22 Jan - 23 Jan

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

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction

9.0 out of 10, Wonderful, (10 reviews)

9.0/10

Wonderful

(10 reviews)

"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "

Esther P.

The price is NZ$444

NZ$444

includes taxes & fees

21 Jan - 22 Jan

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

2.0 star property

Monroe

8.0 out of 10, Very good, (3 reviews)

8.0/10

Very good

(3 reviews)

"Yes, everything was lovely"

Tiffanie C.

The price is NZ$718

NZ$718

includes taxes & fees

1 Feb - 2 Feb

Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

Charming bungalow in lovely Middletown NY

Middletown

The price is NZ$336

NZ$336

includes taxes & fees

30 Jan - 31 Jan

Charming bungalow in lovely Middletown NY

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

2.0 star property

Cornwall

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"We really enjoyed our short stay at the house - it was extremely clean, the beds were comfortable, and the whole house was warm and cozy. There were thoughtful little touches all around the house - from fluffy socks for us to extra blankets, motion-sensor nightlights, and a fully equipped kitchen. Everything is newly renovated and updated. Views of the surrounding mountains are beautiful and the location is quiet and peaceful. We would visit again! "

Anne R.

The price is NZ$718

NZ$718

includes taxes & fees

21 Jan - 22 Jan

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

Contemporary Cozy Cottage

Lake Peekskill

10.0 out of 10, Exceptional, (31 reviews)

10/10

Exceptional

(31 reviews)

"Very clean comfortable quiet place"

Mauro C.

The price is NZ$715

NZ$715

includes taxes & fees

21 Jan - 22 Jan

Contemporary Cozy Cottage

NEW 45 Wolden Rd Ossining NY 10562

2.0 star property

Ossining

The price is NZ$1,843

NZ$1,843

includes taxes & fees

21 Jan - 22 Jan

NEW 45 Wolden Rd Ossining NY 10562

6 bedrooms, iron/ironing board, travel cot, free WiFi

Marvelous 6-bedroom house with AC in Monroe

Monroe

The price is NZ$5,998

NZ$5,998

includes taxes & fees

21 Jan - 22 Jan

Marvelous 6-bedroom house with AC in Monroe

3 bedrooms, desk, iron/ironing board, travel cot

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

Fishkill

9.4 out of 10, Exceptional, (55 reviews)

9.4/10

Exceptional

(55 reviews)

"Quiet, clean and comfortable! Great stay!"

Joseph G.

The price is NZ$544

NZ$544

includes taxes & fees

21 Jan - 22 Jan

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

Stylish & Peaceful Getaway on 3 Private Acres

2.0 star property

Goshen

9.0 out of 10, Wonderful, (12 reviews)

9.0/10

Wonderful

(12 reviews)

"Great location!"

Alozie E.

The price is NZ$746

NZ$746

includes taxes & fees

23 Jan - 24 Jan

Stylish & Peaceful Getaway on 3 Private Acres

3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

Goshen

8.0 out of 10, Very good, (1 review)

8.0/10

Very good

(1 review)

"The check-in process went smoothly. The property was very clean and comfortable. Location was close to many different small towns. "

Kelly M.

The price is NZ$848

NZ$848

includes taxes & fees

3 Feb - 4 Feb

3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Greenwood Lake

9.8 out of 10, Exceptional, (32 reviews)

9.8/10

Exceptional

(32 reviews)

"Beautiful property, the photos do it justice, but the location (and peace) of the property can't be seen in just pictures. The family agreed one of the best places we've gotten, wonderful way to spend a late summer week on the lake."

Devan S.

The price is NZ$846

NZ$846

includes taxes & fees

21 Jan - 22 Jan

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

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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