Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Our top choices for Doodletown vacation rentals
1. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding HighlandsFort Montgomery
9.8 out of 10, Exceptional, (150 reviews)
"We had a great stay!!"
Jasmine
$267 nightly
The price is $315
Dec 7 - Dec 8
Total with taxes and fees
2. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
Andrew L.
$294 nightly
The price is $299
Nov 9 - Nov 10
Total with taxes and fees
3. 3BR Near West Point | Coffee Bar | Sleeps 6
3BR Near West Point | Coffee Bar | Sleeps 6Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Clean and convenient near West Point golf course"
mario b.
$411 nightly
The price is $418
Nov 11 - Nov 12
Total with taxes and fees
4. Contemporary Cozy Cottage
Contemporary Cozy CottageLake Peekskill
9.8 out of 10, Exceptional, (42 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
Heather M.
$350 nightly
The price is $400
Nov 10 - Nov 11
Total with taxes and fees
5. Fabulous 3bdrm Home w/parking!
Fabulous 3bdrm Home w/parking!Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
Beth M.
$263 nightly
The price is $290
Nov 8 - Nov 9
Total with taxes and fees
6. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Beautiful First Flr, 2-Bedroom Apt w/ Free ParkingHighland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
Maria L.
$223 nightly
The price is $247
Nov 8 - Nov 9
Total with taxes and fees
7. Cozy 1-bedroom retreat minutes from West Point!
Cozy 1-bedroom retreat minutes from West Point!Highland Falls
8.4 out of 10, Very good, (5 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
Zack C.
$176 nightly
The price is $193
Nov 8 - Nov 9
Total with taxes and fees
8. Walk to WP Gate + Free Parking!
Walk to WP Gate + Free Parking!Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean and modern with good amenities. Would stay here again. "
Daniel C.
$242 nightly
The price is $269
Nov 8 - Nov 9
Total with taxes and fees
9. 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. "
Briana T.
$263 nightly
The price is $298
Nov 8 - Nov 9
Total with taxes and fees
10. 3BR West Point Retreat-3min to Back Gate+ King Bed
3BR West Point Retreat-3min to Back Gate+ King BedHighland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
Christine T.
$408 nightly
The price is $464
Nov 10 - Nov 11
Total with taxes and fees
11. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West PointCornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
Elisabeth
$367 nightly
The price is $434
Nov 9 - Nov 10
Total with taxes and fees
12. Hudson Valley/West Point Retreat w/ parking!
Hudson Valley/West Point Retreat w/ parking!Highland Falls
$294 nightly
The price is $334
Nov 9 - Nov 10
Total with taxes and fees
13. Mountain-View 2BR Steps from Thayer Gate
Mountain-View 2BR Steps from Thayer GateHighland Falls
$224 nightly
The price is $247
Nov 8 - Nov 9
Total with taxes and fees
14. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Comfortable 2bd - Convenience & Style - 45min to NYC - Great FoodCROTON HDSN
9.8 out of 10, Exceptional, (95 reviews)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
Margaret S.
$309 nightly
The price is $354
Nov 12 - Nov 13
Total with taxes and fees
15. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!Croton-on-Hudson
10.0 out of 10, Exceptional, (9 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
Mateo A.
$382 nightly
The price is $437
Nov 19 - Nov 20
Total with taxes and fees
16. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedroomsLake Peekskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"
Angel R.
$565 nightly
The price is $623
Nov 9 - Nov 10
Total with taxes and fees
17. Perfect 2BR with Free Parking! Walk to West Point!
Perfect 2BR with Free Parking! Walk to West Point!Highland Falls
$239 nightly
The price is $264
Nov 9 - Nov 10
Total with taxes and fees
18. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.Croton-on-Hudson
9.6 out of 10, Exceptional, (28 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
Eva C.
$353 nightly
The price is $404
Nov 9 - Nov 10
Total with taxes and fees
19. Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from RiverNewburgh
9.6 out of 10, Exceptional, (53 reviews)
"Beautiful little apartment, walking to shops and easy parking"
Martha Z.
$316 nightly
The price is $357
Nov 8 - Nov 9
Total with taxes and fees
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.
Find vacation rentals that suit your style
Apartments
Aparthotels
Top Doodletown Hotel Reviews
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHGPeekskill
10/10 Excellent
Very nice lodging across the street from a riverside park and walking trail.
David Allen
