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Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York

Photo gallery for Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York

A room with a door, a chair, a window with a blind, and a carpeted floor.
A kitchen with a refrigerator, sink, and coffee maker.
A house with a sloped roof, a porch, and a grassy yard.
A room with a carpeted floor, a black chair, a wooden cabinet, and a white door.
A bedroom with a large bed, a dark accent wall, a chandelier, and a view through a sliding door.

Reviews

8.6 out of 10
Excellent

Highlights

  • Cue up the fun
    One of the few properties with an on-site pool table.
4 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Spa pool on site
  • Patio
  • Arcade/game room
  • On-site fitness centre
  • Barbecue
  • Electric vehicle charging point

Explore the area

View map
Chester, NY
  • Place, Sugar Loaf Performing Arts Center
    ‪2 min drive‬
  • Place, Mount Peter Ski Area
    ‪15 min drive‬
  • Place, Warwick Valley Winery and Distillery
    ‪23 min drive‬
  • Airport, Newburgh, NY (SWF-Stewart Intl.)
    ‪37 min drive‬

Where you'll sleep

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bunk Bed

Bedroom 3

1 Queen Bunk Bed

Bedroom 4

1 King Bed

4 bathrooms

Bathroom 1

Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer

Bathroom 2

Towels provided · Toilet · Shower only

Bathroom 3

Towels provided · Bathtub · Toilet

Bathroom 4

Spaces

Deck or patio
Porch or lanai
Separate dining area
Garden
Dining area

About this property

Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York

Escape to luxury in the heart of the Hudson Valley. Set on 3.8 private acres, this stunning estate offers the perfect blend of comfort, style, and convenience for families, groups, and weekend getaways.

Designed with both relaxation and gathering in mind, the home comfortably sleeps up to 10 guests and features spacious living areas, a chef’s kitchen, beautiful finishes, and plenty of room to spread out.

The home includes two luxurious primary suites, each with a king-size bed and private en-suite bathroom—one conveniently located on the main level and a second upstairs. Two additional identical bedrooms are perfect for families and children, each featuring an XL twin-over-queen bunk bed and sharing a Jack-and-Jill bathroom.

Traveling with little ones? We make family vacations easier with a Pack ’n Play and high chair available for guest use.

Enjoy the privacy and tranquility of the property while being close to some of the Hudson Valley’s most popular attractions. Walk to Tin Barn Brewing for craft beer, live music, food, and family-friendly events, or take a short drive to Oceane Vineyards for a relaxing afternoon of wine tasting. LEGOLAND® New York, Woodbury Common Premium Outlets, Warwick’s wineries, restaurants, and charming downtown shops are all nearby. Greenwood Lake offers boating, kayaking, fishing, and waterfront dining, while Mount Peter provides skiing, snowboarding, and snow tubing during the winter months.

Whether you’re planning a family vacation, holiday gathering, girls’ weekend, or a relaxing retreat with friends, this luxury Hudson Valley escape offers the perfect home base for creating unforgettable memories year-round.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 24
Check out before 10:00 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
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
No parties or gatherings of any kind including events that are over the 10 guest maximum.

Important information

You need to know

Property # 5325928vb
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 fire extinguisher
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

Chester is home to this holiday home. Applewood Winery and Castle Fun Center are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Goosepond Mountain State Park and Mount Peter Hawk Watch Trailway. Consider Sugar Loaf Performing Arts Center for a night out or LEGOLAND® New York if you're travelling with kids.
Map
Chester, NY

What's nearby

  • Sugar Loaf Performing Arts Center - 2 min drive - 1.8 km
  • LEGOLAND® New York - 9 min drive - 12.0 km
  • Woodbury Common Premium Outlets - 15 min drive - 20.5 km
  • Mount Peter Ski Area - 15 min drive - 14.8 km
  • Warwick Valley Winery and Distillery - 23 min drive - 24.8 km

Getting around

  • Harriman Station - 19 min drive
  • Newburgh, NY (SWF-Stewart Intl.) - 36 min drive

Restaurants

  • ‪Saporito Pizza - ‬3 min drive
  • ‪Dunkin' - ‬7 min drive
  • ‪Monarca Cantina - ‬10 min drive
  • ‪Wendy's - ‬6 min drive
  • ‪Taco Bell - ‬6 min drive

Frequently asked questions

Is Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York?

As of 27 September 2026, prices found for a 1-night stay for 2 adults at Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York on 27 October 2026 start from NZ$4,204, 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 Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York?

On-site parking is available at the property.

What time is check-in at Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York?

Check-in begins at 4:00 PM.

What time is check-out at Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York?

Checkout is at 10:00 AM.

Where is Private Luxury Family Getaway Walk to Brewery Minutes from Legoland New York located?

This family-friendly Chester holiday home is within 3 mi (5 km) of Sugar Loaf Performing Arts Center, Wickham Lake and The Rock Sports Complex. Applewood Winery is 2.9 mi (4.7 km) away.

About the host

Hosted by Tara Shea

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