Ossining Vacation Rentals
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Our top choices for Ossining vacation rentals
1. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!Ossining
8.8 out of 10, Excellent, (10 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
natalie l.
The price is AED 1,873
AED 3,661 total
includes taxes & fees
23 Sep - 24 Sep
2. 1BR Queen near NYC | Trails, Biking & Sauna Bliss
1BR Queen near NYC | Trails, Biking & Sauna BlissOssining
The price is AED 915
AED 1,158 total
includes taxes & fees
27 Sep - 28 Sep
3. Summer Pool Oasis Custom Bar Arcade Pool Table
Summer Pool Oasis Custom Bar Arcade Pool TableOssining
The price is AED 2,521
AED 4,642 total
includes taxes & fees
29 Sep - 30 Sep
4. Polished 1BR w/ Accessible Room Features + Sauna
Polished 1BR w/ Accessible Room Features + SaunaOssining
6.0 out of 10, (1 review)
"We could not find location in dark and rain. Only given GPS info and no name of hotel or property. Once we arrived guard at guardhouse could not assist as we could not affirm name. When finally able to track down contact info for the vacation property company that listed the rental they had to share hotel front desk info and that’s when we learned name was Windrose On Hudson. Very stressful situation- enjoyed historical location. Great facility, not so great TV/streaming set-up… cable. "
Nada S.
The price is AED 915
AED 1,183 total
includes taxes & fees
27 Sep - 28 Sep
5. 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, (24 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
Eva C.
The price is AED 918
AED 1,563 total
includes taxes & fees
6 Oct - 7 Oct
6. '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, (8 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.
The price is AED 789
AED 1,507 total
includes taxes & fees
24 Sep - 25 Sep
7. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy GetawayCroton-on-Hudson
10.0 out of 10, Exceptional, (3 reviews)
"Great stay!"
Ann S.
The price is AED 502
AED 1,049 total
includes taxes & fees
23 Sep - 24 Sep
8. 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, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
Aimee S.
The price is AED 701
AED 1,377 total
includes taxes & fees
4 Oct - 5 Oct
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 Ossining Hotel Reviews
Overlook Lodge at Bear Mountain
10/10 Excellent
