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Our top choices for Highland Mills vacation homes

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
9.4 out of 10, Exceptional, (8)
"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! "
United States
Erin R.
The price is ¥13,809
¥24,125 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

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, (5)
"A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!"
United States
Maria L.
The price is ¥16,910
¥57,529 total
includes taxes & fees
Jan 5 - Jan 6, 2026
House on the Babbling Brook- Quiet 2BR + King Bed!

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
10.0 out of 10, Exceptional, (3)
"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!"
United States
Julio J.
The price is ¥21,607
¥70,390 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Sleek Escape: Modern 3 BR- 4 Min from West Point !

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
2.0 star property
Warwick
10.0 out of 10, Exceptional, (5)
"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."
United States
michelle d.
The price is ¥30,437
¥69,326 total
includes taxes & fees
Jan 3 - Jan 4, 2026
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

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)
"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 ¥31,729
¥58,802 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Lovely 3BR Home with parking-Walk to WP Gate!

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is ¥28,112
¥50,232 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Fabulous 3bdrm Home w/parking!

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10)
"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! "
United States
Esther P.
The price is ¥23,814
¥40,403 total
includes taxes & fees
Dec 30 - Dec 31
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

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

Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (59)
"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!"
United States
Jennifer K.
The price is ¥38,751
¥74,626 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Spectacular Historic Mansion w/Pool&Tennis

Spectacular Historic Mansion w/Pool&Tennis
Goshen
10.0 out of 10, Exceptional, (17)
"Truly amazing house, incredible pool, easy renting experience. Would definitely be back. "
United States
Aditya U.
The price is ¥345,237
¥499,889 total
includes taxes & fees
Dec 30 - Dec 31
Spectacular Historic Mansion w/Pool&Tennis

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
9.6 out of 10, Exceptional, (50)
"Quiet, clean and comfortable! Great stay!"
United States
Joseph G.
The price is ¥38,751
¥49,506 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Fun, Friends, and Family Lakefront Home w/Dock and Beach
Mahopac
10.0 out of 10, Exceptional, (12)
"Super convenient location :)"
United States
Sean M.
The price is ¥52,842
¥113,942 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Fun, Friends, and Family Lakefront Home w/Dock and Beach

Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.
Newburgh
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is ¥56,365
¥74,904 total
includes taxes & fees
Dec 30 - Dec 31
Large,Cozy,Bright Apartment, Business Themed.

Sweet and spacious mountain view home w/fireplace!

Sweet and spacious mountain view home w/fireplace!
Gardiner
10.0 out of 10, Exceptional, (23)
"We loved the surrounding nature. Even we you are inside the house, you feel like you are outdoors. Lots of windows. We loved using the deck and walking on the grounds. The house was clean and comfortable- Very comfortable. Kitchen had everything we needed. Minnewaska is close by for hiking. Really lovely home to stay in."
United States
jackie h.
The price is ¥35,228
¥63,304 total
includes taxes & fees
Dec 30 - Dec 31
Sweet and spacious mountain view home w/fireplace!

Stylish & Peaceful Getaway on 3 Private Acres

Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
Goshen
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
The price is ¥45,092
¥68,421 total
includes taxes & fees
Dec 30 - Dec 31
Stylish & Peaceful Getaway on 3 Private Acres

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is ¥35,228
¥65,363 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Contemporary Cozy Cottage

Secluded Warwick Retreat on 3 Acres Next to Winery- 1 Hr from NYC!

Secluded Warwick Retreat on 3 Acres Next to Winery- 1 Hr from NYC!
Warwick
10.0 out of 10, Exceptional, (7)
"We really enjoyed our stay at this beautiful property. The host was super responsive and very accommodating. The house is on secluded grounds and there is lots of privacy. We were very comfortable. A great place to stay with the family. "
United States
Anna D.
The price is ¥38,047
¥98,480 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Secluded Warwick Retreat on 3 Acres Next to Winery- 1 Hr from NYC!

Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
Ossining
The price is ¥55,546
¥135,433 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Foliage at Westchester Manor - Near Sleepy Hollow

Charming bungalow in lovely Middletown NY

Charming bungalow in lovely Middletown NY
Middletown
The price is ¥21,137
¥30,517 total
includes taxes & fees
Dec 30 - Dec 31
Charming bungalow in lovely Middletown NY

Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (5)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is ¥60,279
¥83,791 total
includes taxes & fees
Dec 30 - Dec 31
Hickory on Willow Lake

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, (30)
"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."
United States
Devan S.
The price is ¥28,183
¥75,807 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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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Top Highland Mills Hotel Reviews

Find out more about Highland Mills

Highland Mills Vacation Homes information

Number of reviews
298
Accommodation
275 Vacation Homes
Lowest Price
¥24,125
Highest Price
¥135,433