Sugar Loaf Holiday Rentals

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Holiday Rentals in Sugar Loaf

Luxury Studio | Private kitchen
Cottage Suites
3.0 star property
The price is NZ$419
per night
27 May - 28 May
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 NZ$431
per night
27 May - 28 May
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 NZ$414
per night
28 May - 29 May
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)
"This is an attractive, well-laid out house with an extremely accommodating owner. The home is pretty small—great for two or three with very little play area inside for kids—but there are several great outside areas on the deck, around the pool and stream. In terms of accessibility, three steps up to the doorway, a step down to the master bedroom and a step up to the ensuite master bath."
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 NZ$534
per night
27 May - 28 May
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 NZ$1,580
per night
27 May - 28 May
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 NZ$450
per night
28 May - 29 May
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 NZ$494
per night
27 May - 28 May
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 NZ$467
per night
27 May - 28 May
Lakefront Cabin Style Oasis
Smart TV, video games, table football, 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 NZ$734
per night
17 Jun - 18 Jun
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.

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 NZ$244
per night
3 Jun - 4 Jun
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 NZ$135
per night
27 May - 28 May
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 NZ$300
per night
28 May - 29 May
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sugar Loaf holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sugar Loaf. 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 Sugar Loaf. 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 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 holiday 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 Sugar Loaf short-term rentals, that won’t be hard to do.

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?

Lakefront Luxury on Greenwood Lake: This holiday home rental outside Sugar Loaf offers a fireplace, a BBQ 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 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.

Recent reviews of Sugar Loaf properties
Expedia verified reviews