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Our top choices for Sugar Loaf vacation rentals

1. Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!Warwick
10.0 out of 10, Exceptional, (55 reviews)
The price is CA $157
CA $339 total
includes taxes & fees
Nov 16 - Nov 17

2. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of TownWarwick
8.8 out of 10, Excellent, (23 reviews)
The price is CA $126
CA $218 total
includes taxes & fees
Nov 16 - Nov 17

3. Columbus Suites
Columbus SuitesMiddletown
6.4 out of 10, (21 reviews)
The price is CA $88
CA $204 total
includes taxes & fees
Nov 16 - Nov 17

5. Hudson Valley Retreat w/ Pool Near Greenwood Lake
Hudson Valley Retreat w/ Pool Near Greenwood LakeMonroe
10.0 out of 10, Exceptional, (9 reviews)
The price is CA $234
CA $744 total
includes taxes & fees
Nov 30 - Dec 1

6. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of TownWarwick
8.8 out of 10, Excellent, (28 reviews)
The price is CA $119
CA $206 total
includes taxes & fees
Nov 17 - Nov 18

7. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, KitchenWarwick
10.0 out of 10, Exceptional, (49 reviews)
The price is CA $153
CA $342 total
includes taxes & fees
Nov 15 - Nov 16

8. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Relaxing Farm Cottage Escape, 10 Min from LEGOLANDGoshen
9.4 out of 10, Exceptional, (17 reviews)
The price is CA $211
CA $401 total
includes taxes & fees
Nov 16 - Nov 17

9. Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8
Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8Chester
8.8 out of 10, Excellent, (3 reviews)
The price is CA $392
CA $1,066 total
includes taxes & fees
Nov 16 - Nov 17

10. The Wine House
The Wine HouseWarwick
10.0 out of 10, Exceptional, (40 reviews)
The price is CA $249
CA $394 total
includes taxes & fees
Nov 16 - Nov 17

11. Hudson Valley Retreat w/ Pool Near Greenwood Lake
Hudson Valley Retreat w/ Pool Near Greenwood LakeMonroe
10.0 out of 10, Exceptional, (4 reviews)
The price is CA $301
CA $765 total
includes taxes & fees
Nov 30 - Dec 1

12. Country House w/Hot Tub, Deck, Grill & Fire Pit
Country House w/Hot Tub, Deck, Grill & Fire PitGoshen
9.8 out of 10, Exceptional, (69 reviews)
The price is CA $400
CA $736 total
includes taxes & fees
Nov 18 - Nov 19

13. Villa Verde B&B, Greenwood Lake NY, 1
Villa Verde B&B, Greenwood Lake NY, 1Monroe
10.0 out of 10, Exceptional, (31 reviews)
The price is CA $284
CA $416 total
includes taxes & fees
Nov 13 - Nov 14

14. Historic Cabin with Pool & Fire Pit
Historic Cabin with Pool & Fire PitMontgomery
9.8 out of 10, Exceptional, (6 reviews)
The price is CA $174
CA $331 total
includes taxes & fees
Nov 16 - Nov 17

15. Villa Verde B&B, bsm, Greenwood Lake NY
Villa Verde B&B, bsm, Greenwood Lake NYGreenwood Lake
10.0 out of 10, Exceptional, (14 reviews)
The price is CA $312
CA $366 total
includes taxes & fees
Nov 13 - Nov 14

16. Amazing Home Near West Point, Shopping, Skiing and Legoland
Amazing Home Near West Point, Shopping, Skiing and LegolandMonroe
9.8 out of 10, Exceptional, (17 reviews)
The price is CA $497
CA $1,000 total
includes taxes & fees
Nov 19 - Nov 20

17. Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor SpaceGoshen
10.0 out of 10, Exceptional, (35 reviews)
The price is CA $587
CA $989 total
includes taxes & fees
Nov 16 - Nov 17

18. Condo at Mtn Creek sleep 4 Mountain view 1 Bdr 1 Bath #308
Condo at Mtn Creek sleep 4 Mountain view 1 Bdr 1 Bath #308Vernon Township
10.0 out of 10, Exceptional, (8 reviews)
The price is CA $184
CA $377 total
includes taxes & fees
Nov 16 - Nov 17

19. Waterfront Home with Hot Tub, Firepit, and Kayaks
Waterfront Home with Hot Tub, Firepit, and KayaksGreenwood Lake
10.0 out of 10, Exceptional, (47 reviews)
The price is CA $279
CA $692 total
includes taxes & fees
Dec 1 - Dec 2
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 Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHGChester










































































































