Sugar Loaf Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Sugar Loaf, Chester, New York, USA

10.0 (48 Reviews)
2 Bedrooms 6 Guests
9.0 (6 Reviews)
1 Bedroom 2 Guests
10.0 (5 Reviews)
2 Bedrooms 4 Guests
8.4 (1003 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
New
9 Bedrooms 28 Guests
9.6 (4 Reviews)
1 Bedroom 4 Guests
New
2 Bedrooms 16 Guests
From US $170 per night
9.4 (6 Reviews)
1 Bedroom 2 Guests
New
1 Bedroom 2 Guests
8.5 (533 Reviews)
90 Bedrooms 30 Guests
From US $229 per night
9.2 (5 Reviews)
1 Bedroom 2 Guests
New
2 Bedrooms 4 Guests
10.0 (12 Reviews)
3 Bedrooms 9 Guests
9.8 (16 Reviews)
7 Bedrooms 14 Guests
9.4 (13 Reviews)
5 Bedrooms 9 Guests
9.4 (8 Reviews)
7 Bedrooms 16 Guests
New
9 Bedrooms 28 Guests
New
7 Bedrooms 16 Guests
From US $518 per night
New
3 Bedrooms 8 Guests
New 4-bedroom house in delightful Chester with AC
New
4 Bedrooms 12 Guests
From US $480 per night
10.0 (1 Review)
5 Bedrooms 13 Guests
From US $161 per night
New
4 Bedrooms 8 Guests
From US $315 per night
New
1 Bedroom 4 Guests
10.0 (1 Review)
5 Bedrooms 15 Guests
8.8 (28 Reviews)
6 Bedrooms 14 Guests

About Sugar Loaf Vacation Rentals

With more than 44 Sugar Loaf vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Sugar Loaf.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Sugar Loaf, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Sugar Loaf. Places to stay near Sugar Loaf are 898.95 ft² on average, with prices averaging US $634 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Sugar Loaf with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Sugar Loaf Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Sugar Loaf?

How many Rentbyowner vacation rentals are available in Sugar Loaf?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 44 in the Sugar Loaf area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sugar Loaf.