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Sugar Loaf Vacation Rentals

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Our top choices for Sugar Loaf vacation rentals

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (139 reviews)
"The space was comfortable and clean with a great view of the Hudson River valley. Perfect for 2 people on a weekend getaway. "
United States
Meredith C.
$280 nightly
The price is $331
Jul 6 - Jul 7
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (9 reviews)
"Good stay, awesome place"
United States
Scott G.
$367 nightly
The price is $389
Jun 30 - Jul 1
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!

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, (41 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.
$241 nightly
The price is $272
Jul 1 - Jul 2
Total with taxes and fees
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

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
$457 nightly
The price is $517
Jun 28 - Jun 29
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake

Golf Front | Mountain Views | Updated | Modern

Golf Front | Mountain Views | Updated | Modern
Vernon
9.8 out of 10, Exceptional, (10 reviews)
"Perfect for my family of 5 and it was a 3 minute ride to Mountain Creek lodge. The owners were very responsive as well. Wonderful weekend overall. I’ll be renting it again next year. "
United States
ryan h.
$321 nightly
The price is $362
Jun 29 - Jun 30
Total with taxes and fees
Golf Front | Mountain Views | Updated | Modern

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$237 nightly
The price is $261
Jul 28 - Jul 29
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!

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, (16 reviews)
"Perfect for the weekend event we were attending "
United States
Tara P.
$170 nightly
The price is $192
Jun 28 - Jun 29
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

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.
$283 nightly
The price is $295
Jul 5 - Jul 6
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views
Vernon Township
9.6 out of 10, Exceptional, (28 reviews)
"Beautiful location, amazing balcony views"
United States
Hassan C.
$242 nightly
The price is $274
Jul 1 - Jul 2
Total with taxes and fees
Cozy 2BR condo w/ valley views

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Vernon Township
9.4 out of 10, Exceptional, (54 reviews)
"Great convenient stay for a few days in the mountain!!! "
United States
rebecca l.
$269 nightly
The price is $304
Jun 28 - Jun 29
Total with taxes and fees
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
Vernon Township
10.0 out of 10, Exceptional, (37 reviews)
"Clean & organized, was a perfect location for our family trip."
United States
Rodney L.
$291 nightly
The price is $329
Jun 30 - Jul 1
Total with taxes and fees
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
10.0 out of 10, Exceptional, (4 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.
$258 nightly
The price is $292
Jun 29 - Jun 30
Total with taxes and fees
Historic Cabin with Pool & Fire Pit

Heated Pool Hot Tubs Sauna Gym Deck Mtn Views Appalachian @ Mtn Creek #419

Heated Pool Hot Tubs Sauna Gym Deck Mtn Views Appalachian @ Mtn Creek #419
Vernon
9.8 out of 10, Exceptional, (10 reviews)
"This place was perfect for a mini birthday weekend."
United States
Kymberlee O.
$241 nightly
The price is $272
Jun 29 - Jun 30
Total with taxes and fees
Heated Pool Hot Tubs Sauna Gym Deck Mtn Views Appalachian @ Mtn Creek #419

Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
$251 nightly
The price is $254
Jul 22 - Jul 23
Total with taxes and fees
Harriman Outdoor Center - Mountain Laurel Cabin

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (19 reviews)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
$241 nightly
The price is $275
Jun 28 - Jun 29
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
vernon
9.4 out of 10, Exceptional, (32 reviews)
"Very nice property!"
United States
Chris E.
$386 nightly
The price is $438
Jun 30 - Jul 1
Total with taxes and fees
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Renovated 1 Bedroom Valley View

Renovated 1 Bedroom Valley View
Vernon Township
10.0 out of 10, Exceptional, (3 reviews)
"Room & Facilities are great."
United States
Elvis
$270 nightly
The price is $292
Jun 29 - Jun 30
Total with taxes and fees
Renovated 1 Bedroom Valley View

Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour

Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
Vernon Township
9.8 out of 10, Exceptional, (60 reviews)
"Great time, comfortable stay! "
United States
Yuliya
$284 nightly
The price is $322
Jul 1 - Jul 2
Total with taxes and fees
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342
Vernon
10.0 out of 10, Exceptional, (26 reviews)
"All amenities were in good condition, my host was great!"
United States
Alex K.
$262 nightly
The price is $295
Jun 30 - Jul 1
Total with taxes and fees
Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342

2 bedroom cozy condo with parking on premises

2 bedroom cozy condo with parking on premises
Vernon Township
9.8 out of 10, Exceptional, (40 reviews)
"Great place to stay. Convenient parking. Highly recommended! "
United States
Paul V.
$268 nightly
The price is $302
Jun 29 - Jun 30
Total with taxes and fees
2 bedroom cozy condo with parking on premises
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sugar Loaf vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sugar Loaf vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sugar Loaf in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $331 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sugar Loaf rentals

At Expedia, we put the best Sugar Loaf vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Lakefront Paradise Pool + Paddle Boats Sleeps 12: This vacation home rental outside of Sugar Loaf offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. You can relax into your vacation with a garden and a selection of games.

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 Castle Fun Center 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.