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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Sugar Loaf Vacation Homes

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Relax on the serene deck, surrounded by bare trees and a frozen lake.

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (301)
"The lake views at this house are absolutely worth the trip and the money. It's a beautiful spot. And the host, Don, is super responsive, thoughtful and accommodating. Highly recommend!"
The price is CA $555
CA $745 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Relax in a hot tub with a serene lake and forest view.

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (17)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is CA $427
CA $907 total
includes taxes & fees
Aug 13 - Aug 14
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Experience the classic elegance of this beautifully appointed room, featuring a stunning chandelier, comfortable sofa, and elegant artwork.

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

6.0 out of 10, (1)
"Although the original check-in process was fine, the host became unresponsive to our questions during the stay. We were able to figure out the answers to our questions, but it would have been nice to hear anything at all. We went so far as to text the host because we became concerned after radio silence for 3 days. Once she did respond she didn't apologize for not getting back to us and ghosting us for days. "
The price is CA $152
CA $247 total
includes taxes & fees
Sep 7 - Sep 8
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Terrace/patio

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

9.6 out of 10, Exceptional, (8)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Enjoy a serene view of lush greenery from the bay window, accompanied by a stylish seating area with a vase of flowers.

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

10.0 out of 10, Exceptional, (1)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
The price is CA $129
CA $221 total
includes taxes & fees
Sep 2 - Sep 3
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
The Warwick Inn Boutique Amity Room 3 an Hour from NYC
Interior

The Warwick Inn Boutique Amity Room 3 an Hour from NYC

8.6 out of 10, Excellent, (4)
"Was happy with the room, nice property easy to walk to main street. Would stay there again."
The price is CA $152
CA $246 total
includes taxes & fees
Aug 10 - Aug 11
The Warwick Inn Boutique Amity Room 3 an Hour from NYC
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Relax in this inviting living space with a floral-patterned sofa, wooden coffee table, and a dining area.

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

9.4 out of 10, Exceptional, (33)
"Really great place for an overnight trip to Mountain Creek. Plenty of space for 2 adults, great location and access to the amenities after a long day month slopes was a total bonus. Great communication, easy access and parking. "
The price is CA $198
CA $412 total
includes taxes & fees
Aug 18 - Aug 19
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
The Woodbury Cottage
Relax in a serene outdoor space surrounded by lush greenery and trees, perfect for unwinding with a hammock and golf course nearby.

The Woodbury Cottage

8.8 out of 10, Excellent, (23)
"Really enjoyed our stay at this comfy cottage. Easily slept a family of 3 with plenty of room to lounge around. It's an older cottage, but the owner has added a lot of neat touches that make this a nice place to stay in this area."
The Woodbury Cottage
Charming Highland Falls Home < 2 Mi to West Point!
Cozy cottage with a covered porch, gabled roof, and a charming garden.

Charming Highland Falls Home < 2 Mi to West Point!

10.0 out of 10, Exceptional, (9)
"Wonderful front porch "
Charming Highland Falls Home < 2 Mi to West Point!
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Prepare meals in the spacious kitchen with a large island and appliances.

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (36)
"Perfect for our family’s visit to West Point. Great location "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Cozy living space with a fireplace, comfortable seating, and a dining area.

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.4 out of 10, Exceptional, (8)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Stylish & Peaceful Getaway on 3 Private Acres
Relax on the covered deck with a view of lush greenery and trees, featuring a round table, cushioned seating, and a flat-screen TV.

Stylish & Peaceful Getaway on 3 Private Acres

2.0 star property
8.6 out of 10, Excellent, (7)
"The location is close to legoland which is nice. They had connect 4 and some playing cards otherwise the property isnt great for little ones due to some odd decor choices. There were ants and a spider and unsure about the cleaning. Thermostat didnt adjust and dishwasher didnt work. Tvs were hard to use. Wish there had been printed instructions for where to find things in the house, as well as recommendations in the town. Didnt use outdoor deck because too cold but also couldnt open the door and...
The price is CA $396
CA $571 total
includes taxes & fees
Aug 17 - Aug 18
Stylish & Peaceful Getaway on 3 Private Acres
Large Family House On The Lake
Relax on the balcony with a serene view of the calm water and lush greenery.

Large Family House On The Lake

9.6 out of 10, Exceptional, (59)
"Beautiful lake, comfortable lodgings and the hot tub was a bonus. Good place for a relaxing stay."
Large Family House On The Lake
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Kitchen features stainless steel appliances, a large window, and wooden shelves.

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (54)
"Awesome property. Will visit again. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Bright Cornwall-On-Hudson Vacation Rental!
Enjoy cooking in this well-lit kitchen with a stainless steel range, oven, and cabinetry.

Bright Cornwall-On-Hudson Vacation Rental!

10.0 out of 10, Exceptional, (22)
"Property was perfect for our needs."
Bright Cornwall-On-Hudson Vacation Rental!
Home: 2 Mi to Thayer Gate at U.S. Military Academy
Kitchen features microwave, toaster, and oven, along with a large sink and staircase to the upper level.

Home: 2 Mi to Thayer Gate at U.S. Military Academy

10.0 out of 10, Exceptional, (2)
"Your home was amazing! My family and I enjoyed every minute! "
Home: 2 Mi to Thayer Gate at U.S. Military Academy
Lakeside Haven - Ultimate Relaxation Spot
Relax by the warm glow of the fireplace, surrounded by a comfortable sofa and a flat-screen TV.

Lakeside Haven - Ultimate Relaxation Spot

Lakeside Haven - Ultimate Relaxation Spot
Field of Boaz - A Contemporary Country Home. Perfect for the whole family!
Enjoy cooking in this well-equipped kitchen with an oven, gas range, and granite countertop.

Field of Boaz - A Contemporary Country Home. Perfect for the whole family!

10.0 out of 10, Exceptional, (22)
"This was my family's second stay at this property, and it was just as amazing! There is plenty of activities for the young kids and the pool can't be beat. The hosts are communicative and quick to reply to any questions you might have. Looking forward to many more family vacations here!"
Field of Boaz - A Contemporary Country Home. Perfect for the whole family!
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Cozy retreat with a desk, lamp, and vase with flowers.

Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

10.0 out of 10, Exceptional, (39)
"Everything was good. Heather was very attentive."
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Harriman Outdoor Center - White Oak Cabin
Property grounds

Harriman Outdoor Center - White Oak Cabin

The price is CA $293
CA $341 total
includes taxes & fees
Aug 12 - Aug 13
Harriman Outdoor Center - White Oak Cabin
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 Sugar Loaf Hotel Reviews

Courtyard by Marriott Mahwah

Courtyard by Marriott Mahwah

10/10 Excellent
"Employees are wonderful "
Arthur 2-night trip
Posted 1 day ago
Courtyard by Marriott Mahwah