Sugar Loaf Vacation Rentals

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Vacation Rentals in Sugar Loaf

Luxury Studio | Private kitchen
Cottage Suites
3.0 star property
The price is CA $180
CA $351 total
includes taxes & fees
May 27 - May 28
Cottage Suites
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is CA $251
CA $361 total
includes taxes & fees
May 27 - May 28
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor pool, a heated pool
Rustic Chic at Mountain Creek! Pool, Hot Tub, Sauna, Open ALL Year Round!
10.0 out of 10, Exceptional, (38)
"Great location: clean and comfy."
The price is CA $184
CA $346 total
includes taxes & fees
May 28 - May 29
Rustic Chic at Mountain Creek! Pool, Hot Tub, Sauna, Open ALL Year Round!
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Property grounds
Lakefront Luxury on Greenwood Lake
10.0 out of 10, Exceptional, (115)
"We spent a much needed relaxing weekend at this location. I can't say enough good things about this property. It was beautifully decorated, perfectly supplied, and very clean. We would rent this property again."
Lakefront Luxury on Greenwood Lake
Fridge, microwave, stovetop, dishwasher
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (22)
"My family and I had a wonderful weekend at the property. It rained most of the time, but we made the best of it. It was all over too fast. It's a nice, relaxing property."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Smart TV, fireplace
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
9.6 out of 10, Exceptional, (12)
"Great location and communication! Very clean and nice!"
The price is CA $218
CA $446 total
includes taxes & fees
May 27 - May 28
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Lake
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
9.8 out of 10, Exceptional, (91)
"My family was down for the Spartan race weekend. The property is in a perfect location for proximity to the mountain, as well as Beaches and playgrounds for the kids. It comfortably fit four adults and two kids, and the fenced yard was great for the dog. Michael is a thoughtful and responsive owner, and we are looking forward to staying again next time we are down."
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Property grounds
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (8)
"It was a beautiful setting with water fall. The home itself needs a little work. It is well used and needs some TLC. Photos look much better then actual home."
Renovated 1850's Cottage on Storm King Mountain
Fridge, microwave, oven, stovetop
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
6.4 out of 10, (5)
"This host is very irresponsible knowing 8 months in advanced about the reservation and not having the pool ready or even communicating that the pool would not be ready for use is just unexceptable. Also property has many things wrong with it. The oven doesn't work, the gas tank for the grill was left empty, all shower heads need to be replaced, the tv and mini Fridge in the basement bedroom dont work, the power outlet in the master bedroom doesn't work and the wall fixture above jacuzzi is just...
The price is CA $697
CA $1,321 total
includes taxes & fees
May 27 - May 28
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Fridge, microwave, oven, stovetop
Cozy family-friendly home!
10.0 out of 10, Exceptional, (3)
"Older manufactured home has been updated. We appreciated that each area had its own mini split unit for individual climate control. Area felt safe and quiet. Good hot water and water pressure. Kitchen was stocked for stovetop cooking but not much for baking, and no water glasses. (We just drank everything from the coffee cups.) Split bedroom layout was good for two couples. "
The price is CA $178
CA $377 total
includes taxes & fees
May 28 - May 29
Cozy family-friendly home!
Interior
Royal Garden Main Cabin
Royal Garden Main Cabin
Outdoor pool, a heated pool
Located next to the Ski Resort, Bike Park and Water Park
10.0 out of 10, Exceptional, (143)
"Comfortable one bedroom condo. Pleasant and clean. Mountaintop ceremony was unique and beautiful."
Located next to the Ski Resort, Bike Park and Water Park
Pool
Cottage at Millpond Falls - A Romantic and Luxurious Escape
10.0 out of 10, Exceptional, (125)
"The property was more than expected in every way, scenery was perfect, quiet and relaxing , accommodations could not have been better Thankyou so much"
Cottage at Millpond Falls - A Romantic and Luxurious Escape
Fridge, microwave, oven, stovetop
Warwick Manor House w. 4 Fireplaces, Mountain Creek Views, Hot Tub & Pool
8.6 out of 10, Excellent, (20)
"We greatly enjoyed our stay here. The house was about 10 minutes away from Mountain Creek so it's location is great if you want to go to Mountain Creek for skiing/snowboarding/snowtubing in the winter or Mountain Creek's waterpark in the summer. The house was very spacious. The house looked appealing in the pictures when we were looking to book a property for our trip, but I have to say, the house was even NICER in person than it looked in the pictures. One thing we were disappointed with was...
Warwick Manor House w. 4 Fireplaces, Mountain Creek Views, Hot Tub & Pool
Property grounds
Quaint village, walk to restaurants and shops.
The price is CA $253
CA $413 total
includes taxes & fees
May 27 - May 28
Quaint village, walk to restaurants and shops.
Fridge, microwave, oven, stovetop
PICTURESQUE GREAT ESCAPE
8.0 out of 10, Very good, (11)
"This property is fabulous. We had a wonderful time. Some suggestions we would have: washing machine and dryer. Large coffee pot for the big house A Refrigerator doors in A have issues Dishwasher door needs help (we never used it) drawer in kitchen A needs gluing pot holders would also be helpful. a set of measuring cups and spoons would be helpful."
PICTURESQUE GREAT ESCAPE
Exterior
Getaway w/ ALL- Pool, Hot Tub, Game Room, Dog Run, Playground, Near Mountains!
10.0 out of 10, Exceptional, (9)
"Had a great time at this house. It is perfect for large groups and had so many great amenities. Doug was extremely responsive and helpful. Highly recommend!"
Getaway w/ ALL- Pool, Hot Tub, Game Room, Dog Run, Playground, Near Mountains!
1 bedroom, free WiFi, bed sheets
Lakefront Cabin Style Oasis
The price is CA $260
CA $390 total
includes taxes & fees
May 27 - May 28
Lakefront Cabin Style Oasis
Smart TV, video games, foosball, books
Lake Glenwood A-Frame Cabin w/stunning views, fire pit, game room & EV charger
10.0 out of 10, Exceptional, (16)
"Even with rainy weathy the family had a great time enjoying this beautiful home. Higky reccomend"
The price is CA $307
CA $614 total
includes taxes & fees
Jun 17 - Jun 18
Lake Glenwood A-Frame Cabin w/stunning views, fire pit, game room & EV charger
Fridge, microwave, oven, stovetop
Newly Renovated Gorgeous Home in Goshen
9.8 out of 10, Exceptional, (31)
"With extended family in this area, we have stayed in several local rentals while visiting relatives and this one is near the top. The home is newly renovated and clean, the property is beautiful, and the area is very peaceful. This is a great find and I would highly recommend."
Newly Renovated Gorgeous Home in Goshen
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See all available properties in Sugar Loaf
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.

Sugar Loaf Vacation Rental Travel Info

Other types of properties in Sugar Loaf you may be interested in

Exterior
La Quinta Inn & Suites by Wyndham Middletown
2.5 star property
9.2 out of 10, Wonderful, (388)
"The staff was nice. Checking in was very quick and the place is clean. "
The price is CA $173
CA $204 total
includes taxes & fees
Jun 2 - Jun 3
La Quinta Inn & Suites by Wyndham Middletown
Room, Multiple Beds, Non Smoking
Super 8 by Wyndham Mahwah
2.5 star property
7.4 out of 10, Good, (1004)
"Great staff, convenient"
The price is CA $99
CA $113 total
includes taxes & fees
May 27 - May 28
Super 8 by Wyndham Mahwah
Restaurant
Overlook Lodge at Bear Mountain
2.5 star property
8.0 out of 10, Very good, (1002)
"Beautiful location if you like to walk."
The price is CA $229
CA $260 total
includes taxes & fees
Jun 2 - Jun 3
Overlook Lodge at Bear Mountain
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Sugar Loaf. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Sugar Loaf?

Yes, we have vacation 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 quieter place to stay. Sugar Loaf is known for its shopping and restaurants.

What are some of the best vacation rentals in Sugar Loaf?

Lakefront Luxury on Greenwood Lake: This vacation home rental outside Sugar Loaf offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven.

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 larger area.

What are vacation rentals like in Sugar Loaf?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Sugar Loaf. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for small groups.

Recent reviews of Sugar Loaf properties
Expedia verified reviews