Skip to content

Vacation rentals in Doodletown

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Doodletown

Guests agree: these stays are highly rated for location, cleanliness, and more.

The Garrison - Shabby Chic Ranch with River view
SUPERHOST
Entire residential home · 8 guests · 6 beds · 2 baths
The Garrison - Shabby Chic Ranch with River viewAlong the river, The Garrison is best be described as decorated in a shabby sheek farmhouse style. Walking distance to Bear Mountain, views of the Bear Mountain Bridge and Hudson river. The home is great for hosting and a quick 1 hour drive from New York City. If you are looking for a place to "Work from Home" this is a great option, close enough to the city but drops you right into nature. Check us out on IG @upstategetaways
ET’s Getaway
SUPERHOST
Entire rental unit · 5 guests · 6 beds · 1 bath
ET’s GetawayTake a break and unwind at this elegant, peaceful, cozy oasis.
Charming Hudson Valley 3-Bedroom Family Getaway
SUPERHOST
Entire residential home · 8 guests · 3 beds · 1 bath
Charming Hudson Valley 3-Bedroom Family GetawayCharming craftsman style home with lots of space and privacy! Enjoy a BBQ on the patio, as the kids play in the yard. Or just relax in the heated sunroom. This trilevel home has a queen bedroom on each level and a queen sofabed in the living room. Conveniently located just 4 miles from Bear Mountain State Park and 11 miles from West Point. Many other amenities including a washer and dryer.

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Other great vacation rentals in Doodletown

  1. Entire residential home
  2. Stony Point
NEW! Updated Getaway w/ 2 1/2 Private Serene Acres
$279 per night
SUPERHOST
  1. Entire rental unit
  2. Highland Falls
SPACIOUS 1-BEDROOM- FREE PARKING ON PREMISES!
$83 per night
SUPERHOST
  1. Private room
  2. Highland Falls
Old Grad Inn - 1 mile to front gate of West Point
$72 per night
  1. Entire residential home
  2. Philipstown
Cozy Bungalow on Hudson River 9 Mi. to West Point
$199 per night
  1. Entire residential home
  2. Highland Falls
Newly Renovated-Walk to West Point Thayer Gate!
$109 per night
SUPERHOST
  1. Entire guest suite
  2. Fort Montgomery
West Point - Mountain Top Suite
$194 per night
SUPERHOST
  1. Entire residential home
  2. Highland Falls
Spacious, bright 5 bedroom house near West Point
$342 per night
SUPERHOST
  1. Entire guesthouse
  2. Highland Falls
Quaint Cottage Studio a half mile from West Point
$126 per night
  1. Entire rental unit
  2. Highland Falls
Huge 2 bedroom Main Street Walk to West Point Gate
$111 per night
SUPERHOST
  1. Entire guest suite
  2. Highland Falls
Quiet, Cozy, Private Suite ~1/2 mile to West Point
$159 per night
  1. Entire rental unit
  2. Highland Falls
Stay on Main Street❤️of WestPoint 2min walk to gate
$109 per night
SUPERHOST
  1. Entire residential home
  2. Highland Falls
Bear Mountain, Westpoint, & Hikers Retreat
$188 per night