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Sugar Loaf Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Sugar Loaf vacation rentals

Cottage (2 Bedrooms) | Interior

1. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is AED 779
AED 1,897 total
includes taxes & fees
30 Aug - 31 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Interior

2. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.0 out of 10, Wonderful, (18 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is AED 344
AED 588 total
includes taxes & fees
17 Aug - 18 Aug
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
1 bedroom, WiFi (free), bed sheets

3. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (45 reviews)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
The price is AED 463
AED 1,026 total
includes taxes & fees
26 Aug - 27 Aug
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Smart TV

4. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is AED 545
AED 1,089 total
includes taxes & fees
19 Aug - 20 Aug
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Coffee/tea maker, fridge, microwave, oven

5. The Wine House, Sitting atop of Warwick's brand new Wine Bar

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
10.0 out of 10, Exceptional, (36 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
The price is AED 645
AED 1,074 total
includes taxes & fees
16 Aug - 17 Aug
The Wine House, Sitting atop of Warwick's brand new Wine Bar
TV, fireplace, DVD player

6. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Monroe
10.0 out of 10, Exceptional, (8 reviews)
"We loved our stay! It was the perfect size for our small family. The property was extremely well maintained and there was a lot to do near by. We would definitely book here again!"
United States
Marc
The price is AED 606
AED 1,945 total
includes taxes & fees
30 Aug - 31 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Design Apartment, Patio, Garden View | View from room

7. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is AED 1,106
AED 1,362 total
includes taxes & fees
19 Aug - 20 Aug
Historic Horse Barn Apartment in Goshen
Outdoor spa tub

8. Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (64 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
The price is AED 1,088
AED 2,063 total
includes taxes & fees
26 Aug - 27 Aug
Country House w/Hot Tub, Deck, Grill & Fire Pit
Exterior detail

9. Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
9.4 out of 10, Exceptional, (3 reviews)
"Clean, family friendly, close to everything."
United States
Milena P.
The price is AED 551
AED 1,184 total
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom apartment in the Village of Warwick
Suite | Desk, WiFi (free), individually furnished, bed sheets

10. Cottage Suites

Cottage Suites
3.0 star property
Middletown
5.4 out of 10, (10 reviews)
"Room could have actually been cleaned , this is a building not a “hotel” ,"
United States
Jennifer
The price is AED 360
AED 677 total
includes taxes & fees
16 Aug - 17 Aug
Cottage Suites
Interior

11. Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (13 reviews)
"The breakfast was lovely!"
United States
Tara
The price is AED 918
AED 1,184 total
includes taxes & fees
16 Aug - 17 Aug
Villa Verde B&B, bsm, Greenwood Lake NY
Coffee/tea maker, fridge, microwave, oven

12. Amazing Home Near West Point, Shopping, Skiing and Legoland

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
10.0 out of 10, Exceptional, (16 reviews)
"The host was welcoming and easy to reach. It’s a lovely, fully stocked house that had everything we needed. Check-in and check-out were a breeze. Nice, quiet location."
United States
Michael M.
The price is AED 1,286
AED 2,729 total
includes taxes & fees
29 Aug - 30 Aug
Amazing Home Near West Point, Shopping, Skiing and Legoland
Interior

13. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.4 out of 10, Very Good, (16 reviews)
"I absolutely loved my stay. A beautiful place with Victorian inspired, a big comfy bed, a really nice cozy reading nook with stone glass windows, and had an enjoyable stay!! Very easy check-in and check-out process. Great air conditioning during a heat wave!!"
United States
Daisy
The price is AED 327
AED 570 total
includes taxes & fees
18 Aug - 19 Aug
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Property grounds

14. Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is AED 845
AED 1,330 total
includes taxes & fees
1 Sep - 2 Sep
Villa Verde B&B, Greenwood Lake NY, 1
Exterior

15. Modern penthouse suite in a restored grain tower with private roof deck.

Modern penthouse suite in a restored grain tower with private roof deck.
Warwick
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful stay!"
United States
Lisi M.
The price is AED 1,240
AED 1,984 total
includes taxes & fees
17 Aug - 18 Aug
Modern penthouse suite in a restored grain tower with private roof deck.
Outdoor spa tub

16. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (41 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is AED 973
AED 2,202 total
includes taxes & fees
8 Sep - 9 Sep
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Property grounds

17. Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Goshen
10.0 out of 10, Exceptional, (32 reviews)
"Great house, as advertised!"
United States
Steven K.
The price is AED 1,864
AED 3,100 total
includes taxes & fees
8 Sep - 9 Sep
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Romantic Duplex, 3 Bedrooms, Kitchen | Private kitchen | Coffee/tea maker, toaster, cleaning supplies, freezer

18. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
The price is AED 1,186
AED 1,460 total
includes taxes & fees
16 Aug - 17 Aug
Carriage House Apartment Goshen NY
Apartment, 3 Bedrooms, Kitchen | Living area

19. Hay Loft Apartment in Barn - Goshen

Hay Loft Apartment in Barn - Goshen
2.0 star property
Goshen
The price is AED 1,616
AED 1,989 total
includes taxes & fees
17 Aug - 18 Aug
Hay Loft Apartment in Barn - Goshen
Exterior

20. Rustic Chic Stays - Walk to Mountain Creek Resort - Waterpark OPEN DAILY!!

Rustic Chic Stays - Walk to Mountain Creek Resort - Waterpark OPEN DAILY!!
Vernon Township
10.0 out of 10, Exceptional, (55 reviews)
"Great stay! Easy checkin and checkout and the place is very comfortable and clean!"
United States
Kate K.
The price is AED 584
AED 1,002 total
includes taxes & fees
16 Aug - 17 Aug
Rustic Chic Stays - Walk to Mountain Creek Resort - Waterpark OPEN DAILY!!
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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Top Sugar Loaf Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"We were able to check-in late and the room was clean and comfortable."
Alma 1-night trip
Posted 1 hour ago
Holiday Inn Express Hotel & Suites Chester by IHG

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?

Cozy Cabin with Sauna & Firepit!: This vacation home rental outside of Sugar Loaf offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

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. Sugar Loaf Performing Arts Center and Woodbury Common Premium Outlets 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.