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Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries

Photo gallery for Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries

A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a dishwasher.
Living Room with sofa bed
A kitchen with white cabinets, a central island, and a dining area with a table and chairs.
A wooden deck with a metal table and chair.
A two-story house with a porch and a small garden area.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
Sleeps 6•2 bedrooms•3 beds

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Balcony

Explore the area

View in a map
Chester, NY
  • Place, Sugar Loaf Performing Arts Center
    ‪9 min walk‬
  • Place, LEGOLAND® New York
    ‪8 min drive‬
  • Place, Warwick Valley Winery and Distillery
    ‪23 min drive‬
  • Airport, Newburgh, NY (SWF-Stewart Intl.)
    ‪36 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

2nd Bedroom

1 Queen Bed

Living Room

2 Double Futons

Master Bedroom

1 Queen Bed

2 bathrooms

Hall Bath

Bathtub or shower · Toilet

Master Bath

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Outdoor play area
Dining area

About this property

Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries

Built in 2015, this second floor 2 bdrm 2 full bath apt with private entrance is the perfect Hudson Valley Summer getaway located in the quaint hamlet of Sugar Loaf. Espresso hardwood flooring throughout, kitchen island with granite counter tops, all new appliances, tiled bathrooms including showers, keurig coffee maker & cable tv with premium movie channels. Rear deck overlooks spacious fenced in yard. Many wineries with 10 to 20 minutes. Village of Warwick 5 miles and Greenwood Lake 10 miles. Other notable places, LEGOLAND 7 miles, Woodbury Commons 10 miles, Stewart Int'l Airport 20 miles, Mt. Peter Ski Resort 7 miles, Hickory Hill Golf Course 7 miles, Crystal Springs Golf Club (4 courses) 20 miles, Mountain Creek (Skiing, Biking and Water Park) 18 miles and West Point 30 minutes.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Lock the doors
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 1088870vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Chester

Located in Chester, this apartment is near a water park. Applewood Winery and Castle Fun Center are worth checking out if an activity is on the agenda, while those looking for area attractions can visit LEGOLAND® New York and Masker's Apple Maze. Consider Sugar Loaf Performing Arts Center for a night out or Ochs Orchard if you're travelling with kids. Rafting and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and hiking/biking trails nearby.
View more Apartments in ChesterOpens in a new window
Map
Chester, NY

What's nearby

  • Sugar Loaf Performing Arts Center - 9 min walk - 0.8 km
  • LEGOLAND® New York - 8 min drive - 11.2 km
  • Woodbury Common Premium Outlets - 14 min drive - 19.8 km
  • Warwick Valley Winery and Distillery - 23 min drive - 23.7 km
  • Crystal Springs Golf Resort - 46 min drive - 43.4 km

Getting around

  • Harriman Station - 16 min drive
  • Newburgh, NY (SWF-Stewart Intl.) - 34 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Saporito Pizza - ‬3 min drive
  • ‪Dunkin' - ‬7 min drive
  • ‪Monarca Cantina - ‬11 min drive
  • ‪The Castle Fun Center - ‬6 min drive

Frequently asked questions

Is Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries?

As of 1 Aug 2026, prices found for a 1-night stay for 2 adults at Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries on 3 Sept 2026 start from £231, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries?

On-site parking is available at the property.

What time is check-in at Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries?

Checkout is at 11:00 AM.

Where is Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries located?

This family-friendly Chester apartment building is within 3 mi (5 km) of Sugar Loaf Performing Arts Center, Wickham Lake and The Rock Sports Complex. Applewood Winery is 2.8 mi (4.5 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 56 out of 60 reviews
Rating 8 - Good. 4 out of 60 reviews
Rating 6 - Okay. 0 out of 60 reviews
Rating 4 - Poor. 0 out of 60 reviews
Rating 2 - Terrible. 0 out of 60 reviews

9.6/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Went very smoothly. Sugar Loaf is a very cute area with small shops, low noise level. Easy parking. Rooms nice and spacious. Had good access to wedding location at Emmerich Tree Farm. Beautiful area of NY. Feels very safe.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Michelle H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, comfortable beds, nice kitchen
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Kathleen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay in Sugar Loaf

Reasonable stay for an overnight trip.
Stayed 1 night in Apr 2025
Verified review

8/10 Good

Valerie R.

Liked: Check-in, communication, location, listing accuracy
Space was perfect for a group of 4 travelling to the area for a wedding in Goshen. The downtown area was cute and there's plenty to do within a short distance. The parking was convenient and instructions for check in and parking were very clear. The place could definitely benefit from a deep clean as many surfaces were sticky or dusty and one of the bathrooms had a lot of hair on the floor upon arrival. The host had a great binder with information and area recommendations and the kitchen had what we needed for light cooking during our two night stay.
Stayed 2 nights in Apr 2026
Verified review

8/10 Good

Kathleen P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment was beautiful! My family and I stayed for a few days and all of us enjoyed making meals, sleeping and more. The host was very nice and communicated wonderfully. Will definitely stay again!
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Jeff H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, cozy, and close to Legoland. The area feels safe and quaint and the property secure. Thanks for hosting us!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

A C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a very nice stay. Host was responsive. Home was nice, clean and comfortable and in a good location. In Sugarloaf, on a cute downtown street with a handful of shops, a couple of restaurants, and a cute coffee place. Wish we could have stayed a day or two longer.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Jessica K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Short stay

Very clean -host is very thoughtful with amenities. We would definitely stay here again.
Stayed 1 night in Apr 2024
Verified review

10/10 Excellent

Sandeep K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Hidden Gem in CHester/ Sugarloaf area. Very quiet and safe location and a nice neighborhood. All the amenities we could have hoped for provided. The check in process was simple and worked as described. The host is very responsive, flexible and accomodative and we appreciated that. The place was welcoming, clean and exactly as described. The HVAC and the hot water worked well. The hardwood and tile floors wee a nice touch. The bedrooms were clean and the futons were fine. We enjoyed the dining setup, though we wish we had more time to enjoy it. Linens towels were all provided. The kitchen was great and stocked with great appliances and utensils. Hosts even left some water for us, which we appreciated. The teo parking spots were safe and we were the only ones parked for the weekend. All in all a great experience and we plan to return.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Alex J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy, clean and private

Very clean, upgraded, comfortable bed and great neighborhood.
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Jatinkumar S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Small town with great nature scenic view

Small, clean and beautiful town with local restaurant, streets and town was very beautiful, quite, far from city lights, noise and traffic
Stayed 1 night in Aug 2023
Verified review

10/10 Excellent

Sarah W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely stay

This was perfect for us! Angelo was very friendly and helpful. The apartment was clean and comfortable. We are already looking forward to our next stay.
Stayed 1 night in Mar 2023
Verified review

10/10 Excellent

Jane L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyed our comfortable stay

This was a very nice, comfortable apartment with a lovely deck and view in a charming hamlet. The amenities were great. We enjoyed walking to our dinner. The host was very friendly and considerate. We would definitely stay again if in the area.
Stayed 1 night in Apr 2024
Verified review

10/10 Excellent

Laurence W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was superb, very comfortable beds, amazingly equipped kitchen, beautiful village, shops near if you have hire car, picking up key was easy. The hosts were very helpful in booking process, and when we had to change number of those staying, absolutely fantastic. Payments were easy, and well managed by Vrbo. Fantastic
Stayed 10 nights in May 2025
Verified review

10/10 Excellent

Chris R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

Great place. As listed. Property Manager is quick to respond and is Great to talk with. Located within a short drive to a lot of local towns and entertainment.
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

Jennifer C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Short fall visit

We had a wonderful peaceful visit while spending time with our son who is at West Point.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved, enjoyed and appreciated everything about this home and our stay here. It's definitely a home away from home! We had a late arrival and I was a bit nervous about trying to find accommodations in the dark but it was Super easy! This is a perfect location for visiting all the Jehovah Witness Bethels!
Stayed 6 nights in Jul 2019
Verified review

8/10 Good

Nathan M.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Cozy stay in gorgeous town

The property owner was very responsive. The place was not cleaned well, and he refunded our cleaning fee. That was appreciated. The town is beautiful, and the location is great!
Stayed 7 nights in Nov 2024
Verified review

10/10 Excellent

Sarah W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Angelo is a terrific host. The house is comfortable and clean. It has plenty of space for 4 adults.The house is in a perfect spot. Walking distance to theater and Tap House. We will be back.
Stayed 1 night in Apr 2023
Verified review

10/10 Excellent

Mark H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Experience

The location and apartment were outstanding. Angelo was very helpful in the entire process. We took day trips throughout the Hudson valley and had easy access to wherever we wanted to go.
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Terry N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Visit

The property was very clean, bright and modern. Check in was flawless. Property was conveniently located and within a short walk to two nice restaurants. There were only two of us but the apartment had two large bedrooms and a living area with pull out sofas. Would definitely recommend.
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

Donna M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything you need

The home is very clean and well stocked. There is a restaurant across the street. Any questions I had were answered immediately by the host. Check out was extremely easy. I would not hesitate to recommend this home.
Stayed 2 nights in Oct 2023
Verified review

8/10 Good

Julie and Chad T.

Liked: Cleanliness, check-in, communication, listing accuracy

Sugar Loaf home away

All the comforts of home you would want for your stay. Plenty of K cups & creamers for convenience before getting out the door. Didn’t spend a lot of time in the unit but very comfortable to come back to after a long day. Extra blankets in the closet was much appreciated
Stayed 4 nights in Mar 2024
Verified review

10/10 Excellent

Donna T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place to Stay

Thrilled with everything. We were only passing through, so it was just (1) night. If we were visiting/ needed to do things within an hour of this location, would have worked for a much longer stay, and more people. Felt very welcomed when we entered. Cant say enough of the cleanliness, space, comfortable beds, and had anything that we might need. Pics as shown 100%.
Stayed 1 night in Sep 2023
Verified review

10/10 Excellent

Ty & Linda E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Angelo rocks!

I don't think Angelo could have been any more accommodating! When we asked if we could do a family barbeque, he jumped to and cleaned the grill, filled the propane, and even bought parts. Very friendly and approachable. We would stay there again in a heartbeat! Thank you, Angelo, for all you did to make our stay so enjoyable!
Stayed 4 nights in May 2023

About the host

Hosted by Angelo

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Premier Host

They consistently provide great experiences for their guests
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