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Our top choices for Ossining holiday rentals

1. 1BR Queen near NYC | Trails, Biking & Sauna Bliss
1BR Queen near NYC | Trails, Biking & Sauna BlissOssining
The price is £223
includes taxes & fees
15 Nov - 16 Nov

2. 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)
The price is £593
includes taxes & fees
16 Nov - 17 Nov

3. Summer Pool Oasis Custom Bar Arcade Pool Table
Summer Pool Oasis Custom Bar Arcade Pool TableOssining
The price is £785
includes taxes & fees
18 Nov - 19 Nov

4. Polished 1BR w/ Accessible Room Features + Sauna
Polished 1BR w/ Accessible Room Features + SaunaOssining
6.0 out of 10, (1 review)
The price is £223
includes taxes & fees
15 Nov - 16 Nov

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, (28 reviews)
The price is £302
includes taxes & fees
11 Nov - 12 Nov

6. 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 price is £265
includes taxes & fees
18 Nov - 19 Nov

7. '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)
The price is £319
includes taxes & fees
19 Nov - 20 Nov

8. 1 King Bed | Non-Smoking
1 King Bed | Non-SmokingElmsford
10.0 out of 10, Exceptional, (2 reviews)
The price is £97
includes taxes & fees
11 Nov - 12 Nov

9. Piermont Oasis
Piermont OasisPiermont
9.6 out of 10, Exceptional, (24 reviews)
The price is £149
includes taxes & fees
29 Nov - 30 Nov

10. 1 Queen Bed | Smoking
1 Queen Bed | SmokingElmsford
10.0 out of 10, Exceptional, (1 review)
The price is £95
includes taxes & fees
11 Nov - 12 Nov

11. 2 Full Beds | Non-Smoking
2 Full Beds | Non-SmokingElmsford
10.0 out of 10, Exceptional, (1 review)
The price is £100
includes taxes & fees
11 Nov - 12 Nov

12. 1 Queen Bed | Non-Smoking
1 Queen Bed | Non-SmokingElmsford
8.0 out of 10, Very good, (6 reviews)
The price is £95
includes taxes & fees
11 Nov - 12 Nov

13. Spacious 4-bedroom house in northern Westchester with sweeping views
Spacious 4-bedroom house in northern Westchester with sweeping viewsMontrose
The price is £457
includes taxes & fees
29 Nov - 30 Nov

14. 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)
The price is £236
includes taxes & fees
11 Nov - 12 Nov

15. 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)
The price is £146
includes taxes & fees
11 Nov - 12 Nov

16. Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Nice Cozy Room By Empire City Casino And Cross County Shopping CenterSoutheast Yonkers
8.0 out of 10, Very good, (20 reviews)
The price is £95
includes taxes & fees
15 Nov - 16 Nov

17. Contemporary Cozy Cottage
Contemporary Cozy CottageLake Peekskill
9.8 out of 10, Exceptional, (43 reviews)
The price is £302
includes taxes & fees
11 Nov - 12 Nov

18. Local Artist Inspired | Walk to WestPoint + King Bed
Local Artist Inspired | Walk to WestPoint + King BedHighland Falls
9.6 out of 10, Exceptional, (21 reviews)
The price is £309
includes taxes & fees
11 Nov - 12 Nov

19. Stamford Suites
Stamford SuitesDowntown Stamford
6.2 out of 10, (208 reviews)
The price is £140
includes taxes & fees
20 Nov - 21 Nov

20. 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)
The price is £196
includes taxes & fees
12 Nov - 13 Nov
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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Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Holiday Inn Express & Suites Hawthorne Elmsford North by IHGHawthorne











































































































