Holiday Rentals in Sugar Loaf

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Holiday Rentals in Sugar Loaf

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (108)
"Awesome "
The price is €251
includes taxes & fees
20 Apr - 21 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (287)
"Our group had a lovely time at this charming lake house! It was clean and comfortable, and communicating with Don was very easy. Would highly recommend!"
The price is €467
includes taxes & fees
17 Apr - 18 Apr
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

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

10.0 out of 10, Exceptional, (3)
"My family and I had a fantastic stay! The house was even more beautiful and spacious than we expected, making it the perfect home base for our weekend trip to Mount Peter. It was clean, cozy, and had everything we needed for a comfortable and relaxing stay. My parents live nearby in Warwick and this will definitely be my go-to VRBO recommendation for anyone visiting the area. We can’t wait to come back!"
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.

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.

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

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

Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ

9.8 out of 10, Exceptional, (59)
"We have stayed in this apartment before loved it then and again now. Nice clean space with everything we needed. My son slept on the couch bed and it was super comfortable. Hosts are great. Just an elevator ride to ski and snowboard. "
Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ

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!

Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

8.8 out of 10, Excellent, (77)
"We enjoyed our stay at this condo. There was plenty of space for us to hang out and sleep. We used the kitchen a lot and for the most part it was well equipped. We could have used more things like larger bowls to mix things or for chips. The downstairs bathroom shower could also use a curtain so that the water doesn’t get everywhere. The condo was easy to find and check in. The owner reached out to make sure we were good which was nice. Overall our family was happy with the unit "
The price is €402
includes taxes & fees
20 Apr - 21 Apr
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

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

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

Waterfront Modern Home with Fast Wifi & Hot Tub

9.8 out of 10, Exceptional, (15)
"Family time, hiking, visiting and touring the area. Views are great - saw a bald eagle on day 1! The home is very comfortable and had everything we needed. The owner has thought out all the details - extra toilet paper to spices! Nicely appointed home. Greenwood Lake is a nice area to relax. "
The price is €490
includes taxes & fees
24 Apr - 25 Apr
Waterfront Modern Home with Fast Wifi & Hot Tub

Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

The price is €144
includes taxes & fees
27 Apr - 28 Apr
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

10.0 out of 10, Exceptional, (55)
"We had a great stay."
The price is €263
includes taxes & fees
23 Apr - 24 Apr
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

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 €299
includes taxes & fees
17 Apr - 18 Apr
Lovely 3BR Home with parking-Walk to WP Gate!

Lakefront Luxury on Greenwood Lake

10.0 out of 10, Exceptional, (129)
"We were looking for a weekend in on the lake to relax and unwind and we got exactly that. The house was beautiful, clean and well maintained. Cheryl was attentive and came to help when needed. The views of the lake were breathtaking. Couldn’t have picked a better place. We can’t wait to come back! Thank you! "
Lakefront Luxury on Greenwood Lake

Spacious Getaway! 7BR w Park & pool Scenic Views

8.0 out of 10, Very good, (1)
Spacious Getaway! 7BR w Park & pool Scenic Views

Located next to the Ski Resort, Bike Park and Water Park

10.0 out of 10, Exceptional, (160)
"Great condo, clean. Good location by the elevator which made loading and unloading easy. (You can’t hear the elevators from the room at all) This also made it easy with going to the pool. Loved how the host has a ski locker as well,this made it very convenient. They also had local menus in the condo so that made ordering in easy! Will be back again next year !"
Located next to the Ski Resort, Bike Park and Water Park

Beautiful Mountain Retreat 3 Bedroom Getaway!

10.0 out of 10, Exceptional, (56)
"The house was great, great location. Host was very responsive. "
Beautiful Mountain Retreat 3 Bedroom Getaway!

MountainCreek,Chic Entire 2 Bedroom Condo for 6 people at Great Gorge Village

9.6 out of 10, Exceptional, (11)
"Easy access, convenient location and comfortable accommodations! Owner was quick to respond to questions. Would stay here again!"
The price is €225
includes taxes & fees
20 Apr - 21 Apr
MountainCreek,Chic Entire 2 Bedroom Condo for 6 people at Great Gorge Village

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Big, spacious and clean. The area is calm and shops are within 5 min driving distance"
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
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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Other types of properties in Sugar Loaf you may be interested in

Overlook Lodge at Bear Mountain

2.5 star property
8.2 out of 10, Very good, (1003)
"Very friendly staff. Rooms are clean. "
The price is €119
includes taxes & fees
27 Apr - 28 Apr
Overlook Lodge at Bear Mountain

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.6 out of 10, Excellent, (1013)
"The staff was polite and very helpful with our needs. The room was clean and the breakfast was great. There were many great restaurants near by and shopping centers. At the time we visited the pool was out of order which I chose for my children but other than that it was a nice experience."
The price is €134
includes taxes & fees
30 Apr - 1 May
Sleep Inn & Suites Middletown - Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
9.4 out of 10, Exceptional, (672)
"Jacuzzi and pool was amazing!!!! "
The price is €134
includes taxes & fees
27 Apr - 28 Apr
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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.

Frequently asked questions

Can I find a holiday rental in Sugar Loaf?

Yes, there are holiday rentals where you'll be only 4.2 mi (6.7 km) from LEGOLAND® New York, giving you a more remote option if you want a quiet place to stay. Sugar Loaf is known for its shopping and restaurants.

What are some of the best holiday rentals that Sugar Loaf has to offer?

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View: This holiday home rental outside of Sugar Loaf is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Sugar Loaf?

While exploring the area, visit family-friendly sights like LEGOLAND® New York, or get outside and enjoy nature at The Rock Sports Complex. Woodbury Common Premium Outlets and Castle Fun Center are a couple of places you'll find in the wider area.

What are holiday rentals like in Sugar Loaf?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sugar Loaf. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.