Sugar Loaf holiday homes

We found 175 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Sugar Loaf that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and garden. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Sugar Loaf

Showing deals for:20 Mar - 27 Mar

Image gallery for Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Front of Property
9.6 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Chester, NY

14% off
Price is NZ$19,327
for 7 nights, 1 villa
NZ$2,761 per night
includes taxes & fees
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Sugar Loaf getaway

Learn about the unique charm of Sugar Loaf with a stay in a holiday home rental. This city is well-known for its shopping and restaurants. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Sugar Loaf

Do you want to find top things to see and do while you're in the area? Venture out of your holiday home and check out everything that makes Sugar Loaf a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • LEGOLAND® New York (4.2 mi / 6.7 km)
  • Mount Peter Ski Area (5 mi / 8.1 km)
  • Goshen Historic Track (6 mi / 9.7 km)
  • Warwick Valley Winery and Distillery (8.3 mi / 13.3 km)
  • Brotherhood Winery (10.1 mi / 16.2 km)
  • Mountain Creek Waterpark (14.6 mi / 23.5 km)

Exploring the natural features in Sugar Loaf

Whether you're looking for adventure or just want to appreciate the scenery, Sugar Loaf is a great place to spend some time outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • The Rock Sports Complex (1.8 mi / 3 km)
  • Arrow Park Lake and Lodge (6.1 mi / 9.8 km)
  • Sterling Forest State Park (8.5 mi / 13.7 km)
  • Greenwood Lake (9.4 mi / 15.1 km)
  • Lake Tiorati Beach (10.7 mi / 17.3 km)
  • Upper Greenwood Lake (11.2 mi / 18 km)

Transport options to and around Sugar Loaf

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 16.2 mi (26.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Caldwell, NJ (CDW-Essex County), which is 30.7 mi (49.3 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Sugar Loaf?
Apartments are the most popular type of holiday home in Sugar Loaf, according to our data. Even if you have something a little different in mind, Bookabach has holiday homes in many sizes and shapes. Take a look at our options to find your ideal match.
How much does it cost to rent a holiday home in Sugar Loaf?
Length of stay, season and property type are among the factors that can determine the price of a holiday home. Simply add your travel dates to find your ideal match. From cosy country cottages to expansive villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Sugar Loaf?
Prices for beach houses in Sugar Loaf can vary depending on the size and type of the property and when you plan to travel. All you need to do is enter your travel dates into Bookabach and the number of guests to view your options and prices. From there you can use the filters to narrow your search by ratings, nearby activities and more.
What are popular home amenities in Sugar Loaf?
A garden, free WiFi and winery tours top the list of most popular home amenities in Sugar Loaf. Whether you plan to go as a party of one, with a partner or a group of dear friends, Bookabach will help you find a holiday home that fits your tastes with all the extras you're looking for.
What are the top attractions for families in Sugar Loaf?
Keep your kids occupied at these fantastic family-friendly attractions in Sugar Loaf:

  • Castle Fun Centre
  • Museum Village
  • Goosepond Mountain State Park

How old do you have to be to rent a holiday home in Sugar Loaf?
The minimum age is typically 16, 18 or 21. It can change between properties on Bookabach, so check the rules of your chosen Sugar Loaf holiday home before booking your escape.
How long can I rent a holiday home in Sugar Loaf for?
The amount of time you can book a Sugar Loaf holiday home for depends on the property. Just enter your travel dates to see options offering longer term stays. They feature all you require to make your extended getaway more enjoyable such as air conditioning and laundries. Some properties might also offer discounted weekly or monthly prices, so you can stay longer for less money.

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