Sugar Loaf Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Vacation Rentals in Sugar Loaf

Charming 1-bedroom Rekindled Farmhouse Historic Sugar Loaf, NY

9.6 out of 10, Exceptional, (4)
"The farmhouse is clean, comfortable, has modern updates to a rustic house. The owner/host was very pleasant and unobtrusive. We would definitely stay here again."
Charming 1-bedroom Rekindled Farmhouse Historic Sugar Loaf, NY

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

10.0 out of 10, Exceptional, (47)
"Excelente place to stay and the host was very attentive.Will definitely be back "
The price is ¥16,543
¥40,209 total
includes taxes & fees
Sep 1 - Sep 2
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (120)
"It has an incredible mountain and water view. "
The price is ¥27,642
¥45,243 total
includes taxes & fees
Sep 1 - Sep 2
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (305)
"The lake views at this house are absolutely worth the trip and the money. It's a beautiful spot. And the host, Don, is super responsive, thoughtful and accommodating. Highly recommend!"
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

10.0 out of 10, Exceptional, (63)
"We had a great stay."
The price is ¥20,815
¥42,305 total
includes taxes & fees
Sep 1 - Sep 2
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

8.6 out of 10, Excellent, (85)
"Wish we could have stayed longer. Great place and lots of room for your whole family. "
The price is ¥23,157
¥62,067 total
includes taxes & fees
Sep 2 - Sep 3
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

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

9.4 out of 10, Exceptional, (36)
"Nice and clean"
The price is ¥21,105
¥44,026 total
includes taxes & fees
Sep 8 - Sep 9
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (19)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is ¥33,822
¥81,015 total
includes taxes & fees
Sep 15 - Sep 16
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

10.0 out of 10, Exceptional, (6)
Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

9.8 out of 10, Exceptional, (11)
"The place was wonderful! Even before check-in, Don was very communicative and made sure to ask about our preferences for one of the rooms.We had a fantastic stay — the home was very spacious, and the layout was perfect for a large family.The highlight for us was the beautiful lake view. We loved the outdoor seating area right by the water — perfect for relaxing with a coffee in the morning or unwinding in the evening. The kayaks were a great bonus and made for some fun time on the lake.We will...
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

10.0 out of 10, Exceptional, (31)
"We had a nice and relaxing time in beautiful surroundings. Thank you for having this cabin. We really enjoyed the sunsets reflecting off the lake!"
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

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

10.0 out of 10, Exceptional, (23)
"Wonderful stay!"
The price is ¥49,623
¥79,425 total
includes taxes & fees
Sep 8 - Sep 9
Modern penthouse suite in a restored grain tower with private roof deck.

Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234

10.0 out of 10, Exceptional, (4)
"This property was comfortable, quaint and clean. Perfect little weekend getaway. We definitely plan on staying here again. "
The price is ¥16,173
¥35,951 total
includes taxes & fees
Sep 10 - Sep 11
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234

A luxurious stay.

6.0 out of 10, (2)
"If you want to go to a diagusting neighborhood then this is your place. We felt so unsafe we didn’t even stay there. We got a hotel. It is that bad. As nice as the inside is, the outside and neighborhood will have you running. Music blasting stinks of weed homeless people all over. Do not book this place. The owner didn’t even refund us our cleaning fee. Trust me STAY AWAY."
The price is ¥18,526
¥41,749 total
includes taxes & fees
Sep 12 - Sep 13
A luxurious stay.

Stylish & Peaceful Getaway on 3 Private Acres

2.0 star property
8.6 out of 10, Excellent, (7)
"The steps upstairs were worrisome, if you have any knee issues - this may not be the best option for a VRBO.This home was super clean, and beautiful however. Plenty of parking space for your guest.All supplies were provided."
The price is ¥42,345
¥64,841 total
includes taxes & fees
Aug 31 - Sep 1
Stylish & Peaceful Getaway on 3 Private Acres

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

7.0 out of 10, Good, (2)
"Nice to have top notch bar/restaurant downstairs!"
The price is ¥14,558
¥24,454 total
includes taxes & fees
Sep 3 - Sep 4
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

8.0 out of 10, Very Good, (1)
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

9.8 out of 10, Exceptional, (11)
"Place is absolutely gorgeous, owners are in contact the entire time with very little wait in between messages. I recommended 10/10"
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cozy property with privacy and comfort. "
Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries

Cozy Condo at the Base of Mountain Creek Resort

10.0 out of 10, Exceptional, (35)
"Clean and trendy"
The price is ¥25,671
¥47,359 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Condo at the Base of Mountain Creek Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sugar Loaf Hotel Reviews

Find out more about Sugar Loaf

Find out more about Sugar Loaf

Search for holiday rentals in Sugar Loaf on Expedia! You can easily find your home rentals, villas, holiday apartments in Sugar Loaf using one of the methods below:

  • View our selection of featured holiday rentals in Sugar Loaf
  • Use the map to find apartments and other holiday homes in the Sugar Loaf neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sugar Loaf while they last

Look no further and take a look at our great range of rental properties in Sugar Loaf!

Explore a world of travel with Expedia

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?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This vacation home rental outside of Sugar Loaf is located on a lake and has a patio, a garden, and a barbecue grill 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 LEGOLAND® New York, or get outside and enjoy nature at The Rock Sports Complex. Woodbury Common Premium Outlets 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.