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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.
The price is CA $281
CA $473 total
includes taxes & fees
Jul 9 - Jul 10
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.
The price is CA $177
CA $557 total
includes taxes & fees
Jun 30 - Jul 1
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.
The price is CA $172
CA $389 total
includes taxes & fees
Jul 1 - Jul 2
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
The price is CA $301
CA $733 total
includes taxes & fees
Jul 2 - Jul 3
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.
The price is CA $221
CA $516 total
includes taxes & fees
Jun 29 - Jun 30
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.
The price is CA $218
CA $375 total
includes taxes & fees
Jul 28 - Jul 29
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.
The price is CA $172
CA $274 total
includes taxes & fees
Jun 29 - Jun 30
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.
The price is CA $211
CA $421 total
includes taxes & fees
Jul 5 - Jul 6
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.
The price is CA $162
CA $393 total
includes taxes & fees
Jul 1 - Jul 2
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.
The price is CA $203
CA $436 total
includes taxes & fees
Jul 2 - Jul 3
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.
The price is CA $248
CA $485 total
includes taxes & fees
Jun 30 - Jul 1
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.
The price is CA $250
CA $432 total
includes taxes & fees
Jun 29 - Jun 30
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.
The price is CA $213
CA $445 total
includes taxes & fees
Jun 29 - Jun 30
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
The price is CA $321
CA $368 total
includes taxes & fees
Jul 22 - Jul 23
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.
The price is CA $217
CA $392 total
includes taxes & fees
Jun 29 - Jun 30
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.
The price is CA $288
CA $645 total
includes taxes & fees
Jun 30 - Jul 1
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)
The price is CA $190
CA $391 total
includes taxes & fees
Jun 29 - Jun 30
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
10.0 out of 10, Exceptional, (61 reviews)
"Great time, comfortable stay! "
United States
Yuliya
The price is CA $179
CA $460 total
includes taxes & fees
Jul 1 - Jul 2
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.
The price is CA $221
CA $457 total
includes taxes & fees
Jun 29 - Jun 30
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.
The price is CA $192
CA $431 total
includes taxes & fees
Jun 29 - Jun 30
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Sugar Loaf. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.