Search Vacation Homes in Sugar Loaf

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 243 Vacation Homes in Sugar Loaf with updated reviews, rates, and availability.

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick
Property grounds

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Fridge, microwave, stovetop, dishwasher

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

10.0 out of 10, Exceptional, (34)
"Perfect for our family’s visit to West Point. Great location "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.
Smart TV, fireplace

BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

10.0 out of 10, Exceptional, (3)
"we enjoyed our stay at Billy Moes bungalow. The property owner was very responsive and receptive to a couple minor issues we had and is working on correcting them. The wood burning fireplace is very easy to use and the owner provided supplies to get it started. I would definitely recommend this place to others. "
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (48)
"This is an adorable cottage. It is very clean and well appointed. The kids (and adults) really enjoyed the detached game room. The hot tub and fire pit made for very relaxing evenings. We really enjoyed our time here. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Bright Cornwall-On-Hudson Vacation Rental!
Fridge, microwave, stovetop, dishwasher

Bright Cornwall-On-Hudson Vacation Rental!

9.8 out of 10, Exceptional, (14)
"Nice location. Clean and comfortable. Was very cold inside when we entered (52 degrees) and I could not find an extra blanket anywhere. Everything else was great. "
Bright Cornwall-On-Hudson Vacation Rental!
Spacious Westtown Home, Firepit, Up to 10 Guest
Terrace/patio

Spacious Westtown Home, Firepit, Up to 10 Guest

10.0 out of 10, Exceptional, (4)
"I stayed for business and this was perfectly located for what I needed to get done in the area. "
Spacious Westtown Home, Firepit, Up to 10 Guest
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
Fridge, microwave, oven, stovetop

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (287)
"The property is beautiful. It was cold when we were there, so we weren't able to take advantage of the outdoor amenities. The owner was very kind and communicated at a high level. I would highly recommend this property."
The price is AED 1,429
AED 1,905 total
includes taxes & fees
27 Apr - 28 Apr
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Fridge, microwave, oven, stovetop

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

2.0 star property
9.0 out of 10, Wonderful, (6)
"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
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
Fridge, microwave, oven, stovetop

Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.

2.0 star property
9.4 out of 10, Exceptional, (3)
"This home was newly renovated and very clean. Would stay there again."
The price is AED 1,175
AED 1,657 total
includes taxes & fees
28 Apr - 29 Apr
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.
Greenwood Lake Lakefront Luxury
Property grounds

Greenwood Lake Lakefront Luxury

10.0 out of 10, Exceptional, (130)
"Cannot say enough good things about this beautiful home! We had the best time celebrating my daughter's 16th birthday in this luxurious home right on the water! Beautifully crafted and decorated, with all the comforts and amenities of home! So clean and well stocked with all you could need. My kids enjoyed fishing and kayaking and sitting at the firepit in the evening! The host was available and so accommodating! Can't wait to return in the summer!"
Greenwood Lake Lakefront Luxury
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Outdoor spa tub

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (50)
"Our family had a truly wonderful winter holiday stay - our kids (3 and 5) loved having the books and toys available to use. The location was super convenient to hiking, snow tubing and indoor playareas. House was clean and the beds were very comfortable - we slept great especially after using the hot tub!"
The price is AED 1,010
AED 1,945 total
includes taxes & fees
27 Apr - 28 Apr
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Cozy Rustic Farmhouse With Wood Stove
Fridge, microwave, oven, stovetop

Cozy Rustic Farmhouse With Wood Stove

Cozy Rustic Farmhouse With Wood Stove
Mid-Hudson Estate on 11 acres with pool
Outdoor pool

Mid-Hudson Estate on 11 acres with pool

10.0 out of 10, Exceptional, (3)
"Great home that accommodated my family for the weekend. Highly recommend"
Mid-Hudson Estate on 11 acres with pool
Large Family House On The Lake
Property grounds

Large Family House On The Lake

9.6 out of 10, Exceptional, (56)
"It was perfect for us. We have stayed 7 guys and had a lot of fun. "
Large Family House On The Lake
Lovely 3BR Home with parking-Walk to WP Gate!
Property grounds

Lovely 3BR Home with parking-Walk to WP Gate!

10.0 out of 10, Exceptional, (2)
"Close to west point where we were able to attend the sporting event. It is walking distance to the small town outside campus where you can find local shops for eating or shopping. ."
The price is AED 791
AED 1,349 total
includes taxes & fees
29 Apr - 30 Apr
Lovely 3BR Home with parking-Walk to WP Gate!
The Woodbury Cottage
Property grounds

The Woodbury Cottage

8.8 out of 10, Excellent, (19)
"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
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
Fridge, microwave, oven, stovetop

The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!

10.0 out of 10, Exceptional, (8)
"I had the pleasure of staying at this location for an extended weekend with another family, and we had a wonderful time. The house was clean, spacious, and equipped with all the amenities we needed.One of the main reasons we chose this spot was its proximity to many sites of interest—and it couldn’t have been more convenient. It made exploring the area so easy and enjoyable.Communication with Sean was seamless and quick, which made the entire experience even better."
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
Perfect For Families and Large Groups
A heated pool

Perfect For Families and Large Groups

9.6 out of 10, Exceptional, (12)
"The property is beautiful and was perfect for our stay. We were in town to see a family members art exhibit. It was my father first stay at a rental property like this and was a good experience for him. We really enjoyed the game room and projecter tv to watch the Superbowl! It was a great place for our family to come together. Thank you!"
Perfect For Families and Large Groups
Charming Hudson Valley 3-Bedroom Family Getaway
Fridge, microwave, oven, stovetop

Charming Hudson Valley 3-Bedroom Family Getaway

8.0 out of 10, Very Good, (2)
"Nice entryway, lots of room for shoes. 1st and 3rd floor bedrooms were spacious. Nice size livingroom. Need more cookware for kitchen, and would recommend fixing the exhaust fan in the bathroom, and a better foundation for the attic bed. Moving slats caused the mattress to sag, especially at the foot of the bed. We would stay again. "
The price is AED 575
AED 1,100 total
includes taxes & fees
12 May - 13 May
Charming Hudson Valley 3-Bedroom Family Getaway
Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite
Fridge, microwave, oven, stovetop

Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Ample space for food prep and cooking (multiple ovens). Ample space for dining. Comfortable beds. Great lighting. Some reviews claimed there were too many rules, but I didn't find that to be the case. only discrepancy I found was the posting indicated a full-size bed in the game room and a twin bed with trundle in a separate bedroom. It was actually the other way around. This actually worked out better for me :) The only downsides were 1) the doorbell - it worked from the outside but inside the...
The price is AED 1,855
AED 3,752 total
includes taxes & fees
11 May - 12 May
Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite
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.
Don't see what you're looking for?
See all available properties in Sugar Loaf
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Sugar Loaf

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"We enjoyed our stay. The views are great and the space comfortable. It worked well for our visit with family living nearby and visiting Bear Mountain."
The price is AED 617
AED 1,022 total
includes taxes & fees
27 Apr - 28 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cozy Cabin with Sauna & Firepit!
Terrace/patio

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (24)
"We stayed at this cozy cabin in Monroe for 4 days since we were looking for a somewhat close location to West Point to visit our cadet. This cabin had plenty of room for the three of us. The floor plan was open, which was nice. The beds are comfy, and there are several useful amenities of which to take note. These included fresh towels for the bathroom and sauna, shampoo/conditioner/body wash dispensers in the bathroom, plenty of board games to keep you occupied, and a functioning T.V. I have to...
Cozy Cabin with Sauna & Firepit!
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
Fridge, microwave, oven, stovetop

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (287)
"The property is beautiful. It was cold when we were there, so we weren't able to take advantage of the outdoor amenities. The owner was very kind and communicated at a high level. I would highly recommend this property."
The price is AED 1,429
AED 1,905 total
includes taxes & fees
27 Apr - 28 Apr
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
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.