Holiday Homes in Highland Mills

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Highland Mills holiday homes

Private kitchen

Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is €706
includes taxes & fees
15 Mar - 16 Mar
Perfect and Spacious Hudson Valley Escape!
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
10.0 out of 10, Exceptional, (31 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is €392
includes taxes & fees
1 Apr - 2 Apr
Contemporary Cozy Cottage
Outdoor dining

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
9.4 out of 10, Exceptional, (62 reviews)
"Best place ever, various entertainment options from projector to tvs. "
United States
Mahbub Ridhoo M.
The price is €278
includes taxes & fees
16 Mar - 17 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor spa tub

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

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (61 reviews)
"Very pleasant experience. "
United States
William J.
The price is €438
includes taxes & fees
15 Mar - 16 Mar
Country House w/Hot Tub, Deck, Grill & Fire Pit
Interior

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
9.2 out of 10, Wonderful, (10 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! "
United States
Erin R.
The price is €133
includes taxes & fees
16 Mar - 17 Mar
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
9.8 out of 10, Exceptional, (36 reviews)
"House was great, it had everything we needed and even provided coffee! "
United States
Colleen E.
The price is €418
includes taxes & fees
17 Mar - 18 Mar
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Terrace/patio

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, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is €315
includes taxes & fees
16 Mar - 17 Mar
House on the Babbling Brook- Quiet 2BR + King Bed!
Exterior

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 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! "
United States
Esther P.
The price is €226
includes taxes & fees
14 Mar - 15 Mar
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
3 bedrooms, desk, iron/ironing board, free WiFi

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.8 out of 10, Exceptional, (6 reviews)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is €374
includes taxes & fees
17 Mar - 18 Mar
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Fridge, microwave, oven, stovetop

Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
Luxury 3BR with King Beds in Montgomery Village
Interior

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 €279
includes taxes & fees
23 Mar - 24 Mar
Lovely 3BR Home with parking-Walk to WP Gate!
Property grounds

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

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very good, (6 reviews)
"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "
United States
Penny D.
The price is €409
includes taxes & fees
23 Mar - 24 Mar
3BR West Point Retreat-3min to Back Gate+ King Bed
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.2 out of 10, Wonderful, (5 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is €278
includes taxes & fees
8 Apr - 9 Apr
Fabulous 3bdrm Home w/parking!
Property grounds

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, (6 reviews)
The price is €346
includes taxes & fees
16 Mar - 17 Mar
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Interior

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck
Greenwood Lake
10.0 out of 10, Exceptional, (7 reviews)
"We had lovely and relaxing stay at this property! The surrounding area is beautiful and the crowd are amazing!"
United States
Susan R.
The price is €703
includes taxes & fees
25 Mar - 26 Mar
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck
Outdoor banquet area

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
9.2 out of 10, Wonderful, (7 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is €809
includes taxes & fees
15 Mar - 16 Mar
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Property grounds

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
wallkill
9.8 out of 10, Exceptional, (57 reviews)
"This is a wonderful property. Very clean and well maintained. It was centrally located to everything we needed. The outdoor area is amazing! We really enjoyed sitting by the river and having coffee in the morning"
United States
Nate B.
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
Property grounds

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, (31 reviews)
"Everything was as advertised, very clean, plenty of room and great location. Hot tub was awesome. Would stay again!!"
United States
Brandon M.
The price is €735
includes taxes & fees
15 Mar - 16 Mar
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Fridge, microwave, oven, stovetop

Luxury Townhouse Near West Point

Luxury Townhouse Near West Point
Highland Falls
The price is €319
includes taxes & fees
15 Mar - 16 Mar
Luxury Townhouse Near West Point
Pool

complete privacy vacation home [private pool]

complete privacy vacation home [private pool]
Newburgh
9.2 out of 10, Wonderful, (12 reviews)
"Our family thoroughly enjoyed our stay. The pool was so big and so much fun!"
United States
Devin O.
The price is €1,077
includes taxes & fees
15 Mar - 16 Mar
complete privacy vacation home [private pool]
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Great staff and clean rooms. Beautiful views."
Renee 1-night trip
Posted 10 hours ago
Overlook Lodge at Bear Mountain

Find out more about Highland Mills

Highland Mills Holiday Homes information

Number of reviews
308
Accommodation
275 Holiday Homes
Lowest Price
€133
Highest Price
€1,077