Search results; Over 1,000 homes in Doodletown

Guest favorite
Room in Cortlandt
Stay with ViviamTeacher,
Charming home minutes from Peekskill
Jul 20 – 25
R7,290 ZAR for 5 nights
4.85 out of 5 average rating, 254 reviews
Superhost
Hotel in Fort Montgomery
Bear Mountain Bridge Motel (Rooms 1, 2, 4, 5)
1 double bed
Jul 17 – 22
R14,673 ZAR for 5 nights
4.77 out of 5 average rating, 121 reviews
Guest favorite
Apartment in Fort Montgomery
1 Bed. apt, private entrance-close to West Point.
1 bed
Jul 21 – 26
R16,284 ZAR for 5 nights
4.79 out of 5 average rating, 77 reviews
Guest favorite
Guesthouse in Peekskill
Peekskill Carriage House Downtown Studio
1 bed
Jul 20 – 25
R17,175 ZAR for 5 nights
4.93 out of 5 average rating, 280 reviews
Guest favorite
Guest suite in Fort Montgomery
West Point - Mountain Top Suite
2 beds
Jul 21 – 26
R21,330 ZAR for 5 nights
4.94 out of 5 average rating, 469 reviews
Apartment in Highland Falls
One Block Stop from West Point
3 queen beds
Jul 17 – 22
R19,804 ZAR for 5 nights, originally R23,300 ZAR
New place to stay
Guest favorite
Apartment in Cortlandt
Charming Studio Apartment
1 bed
Jul 20 – 25
R12,987 ZAR for 5 nights
5.0 out of 5 average rating, 13 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
R9,542 ZAR for 5 nights
4.98 out of 5 average rating, 147 reviews
Top guest favorite
Cottage in Cortlandt
The Little Cottage in the Woods
Aug 3 – 8
R15,902 ZAR for 5 nights
5.0 out of 5 average rating, 201 reviews
Top guest favorite
Home in Highland Falls
Bear Mountain, Westpoint, & Hikers Retreat
4 beds
Jul 17 – 22
R24,278 ZAR for 5 nights
4.98 out of 5 average rating, 103 reviews
Guest favorite
Room in Haverstraw
Stay with JudithHosting for 7 years,
HAverstraw’s home away from home
Jul 21 – 26
R6,785 ZAR for 5 nights
4.83 out of 5 average rating, 66 reviews
Guest favorite
Farm stay in Fort Montgomery
Camp Foresta, West Point/Bear Mountain
2 beds
Jul 18 – 23
R23,196 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Guest suite in Croton-on-Hudson
Comfortable Bedroom + Bathroom with Parking
1 bed
Sep 8 – 13
R8,482 ZAR for 5 nights
4.86 out of 5 average rating, 141 reviews
Guest favorite
Guest suite in Haverstraw
Haverstraw Hospitality Suite
2 beds
Sep 22 – 27
R9,605 ZAR for 5 nights
4.94 out of 5 average rating, 369 reviews
Superhost
Home in Town of Philipstown
Bungalow near West Point on Hudson River
3 beds
Jul 26 – 31
R27,331 ZAR for 5 nights
4.73 out of 5 average rating, 154 reviews
Guest favorite
Guest suite in Haverstraw
Unique comfortable guest suite
2 beds
Aug 1 – 6
R9,877 ZAR for 5 nights
4.86 out of 5 average rating, 74 reviews
Guest favorite
Guest suite in Fort Montgomery
Comfy & Cozy Studio in heart of the Hudson Valley
1 queen bed
Jul 28 – Aug 2
R15,796 ZAR for 5 nights
4.94 out of 5 average rating, 64 reviews
Guest favorite
Apartment in Peekskill
The Peekskill Treehouse
4 beds
Aug 31 – Sep 5
R17,387 ZAR for 5 nights
4.9 out of 5 average rating, 91 reviews