Holiday Homes in Sugar Loaf

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Sugar Loaf

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Relax on the serene deck, surrounded by bare trees and a frozen lake.

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

10.0 out of 10, Exceptional, (299)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is AU$907
includes taxes & fees
3 Aug - 4 Aug
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Enjoy a serene view of lush greenery from the bay window, accompanied by a stylish seating area with a vase of flowers.

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

10.0 out of 10, Exceptional, (1)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
The price is AU$239
includes taxes & fees
28 July - 29 July
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Terrace/patio

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

9.6 out of 10, Exceptional, (8)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC
Step into the grand lobby, featuring a stunning staircase, reception desk with a lighted panel, and elegant artwork on the walls.

Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

8.8 out of 10, Excellent, (5)
The price is AU$230
includes taxes & fees
28 July - 29 July
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Relax in a hot tub with a serene lake and forest view.

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (16)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is AU$928
includes taxes & fees
28 July - 29 July
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Relax in this inviting living space with a floral-patterned sofa, wooden coffee table, and a dining area.

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

9.4 out of 10, Exceptional, (32)
"Really great place for an overnight trip to Mountain Creek. Plenty of space for 2 adults, great location and access to the amenities after a long day month slopes was a total bonus. Great communication, easy access and parking. "
The price is AU$470
includes taxes & fees
28 July - 29 July
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Experience the classic elegance of this beautifully appointed room, featuring a stunning chandelier, comfortable sofa, and elegant artwork.

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

The price is AU$249
includes taxes & fees
28 July - 29 July
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Relax in a hot tub surrounded by lush greenery and a wooden deck.

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (25)
"A beautiful and bright cottage in a serene but convenient location. It was thoughtfully set up for a family getaway and was exceptionally clean. My entire family enjoyed the stay!"
The price is AU$1,463
includes taxes & fees
30 July - 31 July
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
The Woodbury Cottage
Relax in a serene outdoor space surrounded by lush greenery and trees, perfect for unwinding with a hammock and golf course nearby.

The Woodbury Cottage

8.6 out of 10, Excellent, (21)
"Really enjoyed our stay at this comfy cottage. Easily slept a family of 3 with plenty of room to lounge around. It's an older cottage, but the owner has added a lot of neat touches that make this a nice place to stay in this area."
The Woodbury Cottage
Summer Retreat: Amazing Pool, Hot Tub, Game Room, Playground!
Surrounded by lush greenery, this secluded property offers a tranquil setting with a pool and lawn.

Summer Retreat: Amazing Pool, Hot Tub, Game Room, Playground!

9.8 out of 10, Exceptional, (19)
"Our group enjoyed our stay at this property! The host was very responsive, and the house was a great set-up! The location was close enough to town but still serene. Would recommend this property for any group or family to stay. "
Summer Retreat: Amazing Pool, Hot Tub, Game Room, Playground!
Charming Highland Falls Home < 2 Mi to West Point!
Cozy cottage with a covered porch, gabled roof, and a charming garden.

Charming Highland Falls Home < 2 Mi to West Point!

10.0 out of 10, Exceptional, (9)
"What a great property! Well maintained, great amenities and close to West Point! Will definitely be back!"
Charming Highland Falls Home < 2 Mi to West Point!
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Cozy living space with a fireplace, comfortable seating, and a dining area.

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.2 out of 10, Wonderful, (7)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Cozy Cabin with Sauna & Firepit!
Enjoy a peaceful retreat on this serene property with a covered patio, perfect for relaxing with a seating area and umbrella.

Cozy Cabin with Sauna & Firepit!

9.2 out of 10, Wonderful, (33)
"Excellent "
Cozy Cabin with Sauna & Firepit!
Aspen In Airmont NY
Enjoy cooking in this well-equipped kitchen with a range, oven, and island with sink and oven.

Aspen In Airmont NY

10.0 out of 10, Exceptional, (6)
"We had an excellent stay in this beautiful house. Favorite thing is the magnificent dining table."
The price is AU$1,822
includes taxes & fees
28 July - 29 July
Aspen In Airmont NY
Home: 2 Mi to Thayer Gate at U.S. Military Academy
Kitchen features microwave, toaster, and oven, along with a large sink and staircase to the upper level.

Home: 2 Mi to Thayer Gate at U.S. Military Academy

10.0 out of 10, Exceptional, (1)
"Your home was amazing! My family and I enjoyed every minute! "
Home: 2 Mi to Thayer Gate at U.S. Military Academy
Beautiful, quaint lake community home.
Enjoy a serene lakeside retreat with access to a sandy beach and opportunities for boating.

Beautiful, quaint lake community home.

10.0 out of 10, Exceptional, (5)
"Our stay was totally invigorating; it was a good time with our family and friends and nature. The owners helped us to relax and have a good time with all the pampering and care they had in preparation for our arrival. I highly recommend it to those who want to go out to the countryside and the mountains to relax."
Beautiful, quaint lake community home.
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Enjoy meals in this inviting dining area with a round table for four, surrounded by comfortable chairs and a large window offering a serene view.

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (54)
"We had a wonderful stay! The house is in a beautiful location, everything was well appointed, instructions were easy to follow and the house itself was perfect. "
The price is AU$862
includes taxes & fees
27 July - 28 July
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Modern Countryside Haven
Enjoy cooking in this well-equipped kitchen with a large island, sink, and oven.

Modern Countryside Haven

9.0 out of 10, Wonderful, (19)
"Beautiful house and plenty of room for all eight of us. Wish we had extra paper towels and bath towels. We loved the location and beautiful views. A close drive to Main Street Warwick"
Modern Countryside Haven
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Cozy retreat with a desk, lamp, and vase with flowers.

Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

10.0 out of 10, Exceptional, (39)
"Host went out of their way to make us feel welcome. The location is great and the house is perfect. Can't wait to stay there in the future!"
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Red Cabin Lake House with Amazing Views!
Set amidst lush greenery, this cabin offers a secluded retreat with a small porch and a window above the door.

Red Cabin Lake House with Amazing Views!

2.0 out of 10, (1)
"Fishing/Lake: There is absolutely no access to the lake, including the community beach. No swimming. No fishing. Such details must be in the property's details in caps. Fishing or swimming is not allowed. Water: Smelly brown water in the house. You can’t drink it or cook with it or even take a shower. It is disguising. No heads-up about the water issue. Kitchen: The smell of dirty dishes welcomed us. It looks like the previous renters left them there. Only 4 forks and 1 knife in the house....
Red Cabin Lake House with Amazing Views!
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
Sign in
Sign up, it's free