Search results; Over 1,000 homes in Highlands

Room in Highland Falls
Stay with HenryEnviro hygiene,
Come enjoy you stay in comfort
Aug 1 – 6
ﺩ.ﺇ1,722 for 5 nights
4.83 out of 5 average rating, 12 reviews
Top guest favorite
Room in Highland Falls
Stay with CatherineCadet hostess,
Old Grad Inn - 1 mile to front gate of West Point
Sep 26 – Oct 1
ﺩ.ﺇ1,895 for 5 nights
4.98 out of 5 average rating, 147 reviews
Top guest favorite
Loft in Mountainville
Lovely, Quiet and Very Private! Entire Loft!
1 queen bed
Aug 1 – 6
ﺩ.ﺇ3,737 for 5 nights
4.97 out of 5 average rating, 132 reviews
Guest favorite
Loft in Cornwall
Country Getaway - Close to Hiking & Storm King
2 beds
Aug 31 – Sep 5
ﺩ.ﺇ1,734 for 5 nights
4.84 out of 5 average rating, 560 reviews
Place to stay in Highland Falls
Cozy corner
Free cancellation
Aug 1 – 6
ﺩ.ﺇ2,476 for 5 nights
4.83 out of 5 average rating, 72 reviews
Guest favorite
Apartment in Fort Montgomery
1 Bed. apt, private entrance-close to West Point.
1 bed
Aug 1 – 6
ﺩ.ﺇ3,152 for 5 nights
4.79 out of 5 average rating, 77 reviews
Top guest favorite
Bed and breakfast in Highland Falls
Riverview B&B 2 Miles to West Point
Free cancellation
Sep 3 – 8
ﺩ.ﺇ4,413 for 5 nights
4.99 out of 5 average rating, 166 reviews
Guest favorite
Home in Fort Montgomery
West Point Cottage
Free cancellation
Sep 9 – 14
ﺩ.ﺇ2,734 for 5 nights
4.93 out of 5 average rating, 42 reviews
Apartment in Highland Falls
Cozy 1-bedroom retreat minutes from West Point!
2 beds
Aug 4 – 9
ﺩ.ﺇ2,589 for 5 nights
4.78 out of 5 average rating, 139 reviews
Guest favorite
Home in Highland Falls
Charming Stay Near West Point
Free cancellation
Sep 7 – 12
ﺩ.ﺇ4,314 for 5 nights
4.93 out of 5 average rating, 15 reviews
Superhost
Farm stay in Fort Montgomery
Secluded mountain top horse property near W. Point
3 beds
Aug 3 – 8
ﺩ.ﺇ6,479 for 5 nights
4.94 out of 5 average rating, 256 reviews
Top guest favorite
Guesthouse in Cold Spring
Modern+bright forest escape - near village & train
4 beds
Aug 24 – 29
ﺩ.ﺇ2,935 for 5 nights
4.99 out of 5 average rating, 170 reviews
Guest favorite
Guest suite in Fort Montgomery
West Point - Mountain Top Suite
Free cancellation
Aug 3 – 8
ﺩ.ﺇ4,262 for 5 nights
4.94 out of 5 average rating, 469 reviews
Apartment in Highland Falls
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
3 beds
Aug 1 – 6
ﺩ.ﺇ3,350 for 5 nights, originally ﺩ.ﺇ3,715
4.82 out of 5 average rating, 56 reviews
Guest favorite
Guest suite in Fort Montgomery
West Point/Bear Mountain/Hudson Valley Getaway
Free cancellation
Sep 1 – 6
ﺩ.ﺇ3,884 for 5 nights
4.97 out of 5 average rating, 116 reviews
Guest favorite
Farm stay in Fort Montgomery
Camp Foresta, West Point/Bear Mountain
Free cancellation
Aug 3 – 8
ﺩ.ﺇ4,262 for 5 nights
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Cottage in Town of Philipstown
Modern Country Cottage by Bear Mountain
Free cancellation
Aug 1 – 6
ﺩ.ﺇ6,333 for 5 nights
4.99 out of 5 average rating, 204 reviews
Top guest favorite
Guest suite in Cornwall
Suite Element Cabin Studio near West Point
1 queen bed
Aug 3 – 8
ﺩ.ﺇ3,062 for 5 nights
5.0 out of 5 average rating, 8 reviews