Sugar Loaf Holiday Rentals

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Our top choices for Sugar Loaf holiday rentals

10.0 out of 10, Exceptional, (3 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$292
includes taxes & fees
22 Mar - 23 Mar
Historic Cabin with Pool & Fire Pit
9.8 out of 10, Exceptional, (132 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is AU$431
includes taxes & fees
20 Mar - 21 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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 AU$415
includes taxes & fees
20 Mar - 21 Mar
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
10.0 out of 10, Exceptional, (61 reviews)
"Very good host "
United States
Binyomin
The price is AU$722
includes taxes & fees
22 Mar - 23 Mar
Country House w/Hot Tub, Deck, Grill & Fire Pit
9.0 out of 10, Wonderful, (11 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is AU$215
includes taxes & fees
31 Mar - 1 Apr
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
3.0 star property
The price is AU$433
includes taxes & fees
31 Mar - 1 Apr
Hike & Fish: Outdoor Retreat Near Trails

Cabin in Cuddebackville

Serene Rustic Retreat with Lake
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is AU$677
includes taxes & fees
20 Mar - 21 Mar
Serene Rustic Retreat with Lake

Holiday Home in Highland Falls

Luxury House Near West Point
The price is AU$458
includes taxes & fees
23 Mar - 24 Mar
Luxury House Near West Point
9.8 out of 10, Exceptional, (17 reviews)
"Great Unit."
United States
Rudy R.
The price is AU$397
includes taxes & fees
23 Mar - 24 Mar
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Aparthotel in Greenwood Lake

Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
The price is AU$408
includes taxes & fees
20 Mar - 21 Mar
Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (46 reviews)
"Stacey was phenomenal! An excellent host. The rental was absolutely spotless and one of the coziest beds I've ever slept in, in my life. "
United States
Ricardo S.
The price is AU$373
includes taxes & fees
23 Mar - 24 Mar
Walk to Mountain Creek Bike Park | Pool + Hot Tubs + Sauna
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay. Spacious, clean, convenient, and the host was super helpful and responded immediately each time we needed to reach out. We truly had a great time. Tyvm. "
United States
Joseph H.
The price is AU$402
includes taxes & fees
1 Apr - 2 Apr
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
9.4 out of 10, Exceptional, (30 reviews)
"Very nice property!"
United States
Chris E.
The price is AU$590
includes taxes & fees
22 Mar - 23 Mar
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
9.8 out of 10, Exceptional, (17 reviews)
"We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! "
United States
Tiffani H.
The price is AU$379
includes taxes & fees
13 Apr - 14 Apr
Modern Hudson Valley Apt 202 - King/Queen/Twin
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AU$253
includes taxes & fees
14 Apr - 15 Apr
Cozy 1-bedroom retreat minutes from West Point!

Apartment in Westbrookville

Close to Trails: Studio w/ Water Views
3.0 star property
The price is AU$335
includes taxes & fees
31 Mar - 1 Apr
Close to Trails: Studio w/ Water Views
9.8 out of 10, Exceptional, (36 reviews)
"House was great, it had everything we needed and even provided coffee! "
United States
Colleen E.
The price is AU$695
includes taxes & fees
23 Mar - 24 Mar
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
9.8 out of 10, Exceptional, (9 reviews)
"Nice place!!"
United States
Lukasz
The price is AU$435
includes taxes & fees
22 Mar - 23 Mar
Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is AU$508
includes taxes & fees
24 Mar - 25 Mar
House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful place, great location, "
United States
Jakub S.
The price is AU$446
includes taxes & fees
22 Mar - 23 Mar
Mountain Creek Resort Stay • Modern Condo at The Appalachian #330
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

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$215 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?

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9: This holiday home rental outside of Sugar Loaf is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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. LEGOLAND® New York and Mount Peter Ski Area 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.