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Sugar Loaf Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Sugar Loaf holiday rentals

A room with a chandelier, a sofa, a table, and a cabinet.

1. 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
8.8 out of 10, Excellent, (23 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is AU$234
includes taxes & fees
13 Oct - 14 Oct
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Interior

2. Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (52 reviews)
"One of the cleanest VRBOs I ever stayed in - it smelled so good. Very cozy and had everything we needed. The location is great!"
United States
Tara K.
The price is AU$356
includes taxes & fees
1 Nov - 2 Nov
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

3. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (19 reviews)
"It was a great place "
United States
Jose
The price is AU$238
includes taxes & fees
13 Oct - 14 Oct
Cottage Suites
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

4. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.4 out of 10, Exceptional, (17 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is AU$421
includes taxes & fees
12 Oct - 13 Oct
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A hot tub in a lush garden with a stone wall and outdoor furniture.

5. 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, (68 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 AU$755
includes taxes & fees
1 Nov - 2 Nov
Country House w/Hot Tub, Deck, Grill & Fire Pit
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

6. 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, (47 reviews)
"In the area for my nephew’s graduation. Loved walking around Warwick and checking out shops.Beautiful accommodations. Very clean, easy check in, comfortable bed. Appreciated the options for coffee and tea. Overall, a great stay."
United States
Gwenda M.
The price is AU$352
includes taxes & fees
12 Oct - 13 Oct
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A dark blue door with a glass panel, flanked by two potted topiary trees, a welcome mat, and a wall-mounted light fixture.

7. 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 AU$453
includes taxes & fees
14 Oct - 15 Oct
Charming 2-bedroom apartment in the Village of Warwick
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

8. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (38 reviews)
"Amazing place - we will definitely be back ."
United States
Robin
The price is AU$413
includes taxes & fees
13 Oct - 14 Oct
The Wine House
A kitchen with a refrigerator, microwave, and dark cabinets.

9. The Columbus Hotel - The Residence Studio - 89-206

The Columbus Hotel - The Residence Studio - 89-206
Middletown
The price is AU$288
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Residence Studio - 89-206
A circular outdoor seating area with a fire pit, surrounded by a stone border, set in a lush green forest.

10. 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, (35 reviews)
"Great house, as advertised!"
United States
Steven K.
The price is AU$1,007
includes taxes & fees
1 Nov - 2 Nov
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

11. 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
8.6 out of 10, Excellent, (19 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 AU$246
includes taxes & fees
27 Oct - 28 Oct
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
A spacious living room with a stone fireplace, two white sofas, a glass coffee table, and large windows.

12. 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 AU$408
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, bsm, Greenwood Lake NY
A stone pathway leading to a stone wall with a potted plant.

13. 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 AU$448
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, Greenwood Lake NY, 1
A kitchen with white cabinets, stainless steel appliances, a microwave, oven, and a refrigerator.

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

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
9.8 out of 10, Exceptional, (17 reviews)
"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "
United States
Kimberly R.
The price is AU$1,074
includes taxes & fees
13 Oct - 14 Oct
Amazing Home Near West Point, Shopping, Skiing and Legoland
Room

15. The Columbus Hotel - Four-Poster Suite - 52-203

The Columbus Hotel - Four-Poster Suite - 52-203
Middletown
The price is AU$301
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - Four-Poster Suite - 52-203
A hot tub with a view of a lake and houses in the background.

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, (43 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 AU$761
includes taxes & fees
27 Oct - 28 Oct
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
A living room with a fireplace, a sofa set, a coffee table, and a large TV mounted above the fireplace.

17. 4BD Ultimate Country Retreat w Pool in Warwick

4BD Ultimate Country Retreat w Pool in Warwick
Warwick
6.8 out of 10, (3 reviews)
"Me and my family decided to book this house for my baby’s 1st birthday and the host was so sweet about it. It was such a memorable time we had there and I cry every time I think of us having to come back home. We did see bears for the first time so that was scary and amazing. The pool was so comfortable and clean. They had everything you needed and more especially when cooking or baking. They allowed me to celebrate the biggest milestone of a parent’s life and I just want to say thank you so...
United States
Angelica A.
4BD Ultimate Country Retreat w Pool in Warwick
A modern hotel room with a large bed, a desk, a chair, a TV, and a wardrobe.

18. The Columbus Hotel - The Courtyard Suite - 89-303

The Columbus Hotel - The Courtyard Suite - 89-303
Middletown
The price is AU$355
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Courtyard Suite - 89-303
A hotel with a green lawn, outdoor seating, and a pool area.

19. Condo at Mtn Creek sleep 4 Mountain view 1 Bdr 1 Bath #308

Condo at Mtn Creek sleep 4 Mountain view 1 Bdr 1 Bath #308
Vernon Township
10.0 out of 10, Exceptional, (7 reviews)
"The owners responded promptly to all communication, and the unit had everything we needed to have a fun weekend at Mountain Creek. "
United States
Shane K.
The price is AU$394
includes taxes & fees
12 Oct - 13 Oct
Condo at Mtn Creek sleep 4 Mountain view 1 Bdr 1 Bath #308
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

20. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is AU$354
includes taxes & fees
12 Oct - 13 Oct
Historic Cabin with Pool & Fire Pit
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 Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG

10/10 Excellent
"After a long day of traveling it was refreshing to arrive at the hotel that we would be spending several days. When we enter the hotel we were greeted by the front desk attendant. He checked us in quickly and got us to our room. The entire staff was friendly and accommodating. The room was clean and very comfortable . The breakfast had a good variety and there was plenty of food. Every morning someone from the staff would say good morning to us. We felt safe and the hotel was very quiet after 10pm. The hotel is on a very busy road and you can hear the traffic noise. If we travel to the area again I will stay here again."
Robert 3-night trip
Posted 12 hours ago
Holiday Inn Express Ramsey-Mahwah by IHG

Find out more about Sugar Loaf

Everything you need to know about Sugar Loaf holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sugar Loaf holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sugar Loaf holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sugar Loaf holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sugar Loaf. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sugar Loaf holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sugar Loaf holiday rentals we have selected for you start as low as AU$425 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sugar Loaf rentals

At Expedia, we put the best Sugar Loaf holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sugar Loaf rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sugar Loaf holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sugar Loaf. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Sugar Loaf?

Yes, there are holiday rentals close to the most popular sights in Sugar Loaf, or you can select a more secluded option if you're looking for a relaxing stay. Sugar Loaf is known for its shopping and restaurants.

What are some of the best holiday rentals that Sugar Loaf has to offer?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This holiday home rental outside of Sugar Loaf is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Sugar Loaf?

While exploring the area, visit family-friendly sights like Castle Fun Center, 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 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.