See all properties
Save
Entire home

Luxury 9BR Retreat w/Pool & Hot Tub

Photo gallery for Luxury 9BR Retreat w/Pool & Hot Tub

Exterior
Terrace/patio
Interior
Outdoor pool
Interior

Reviews

6.4 out of 10

Entire home

9 bedrooms5 bathrooms

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Chester, NY
  • Place, Goosepond Mountain State Park
    ‪5 min walk‬
  • Place, Woodbury Common Premium Outlets
    ‪12 min drive‬
  • Place, LEGOLAND® New York
    ‪12 min drive‬
  • Airport, Newburgh, NY (SWF-Stewart Intl.)
    ‪33 min drive‬

Room options

About the area

Chester

A family-friendly stay in Chester awaits you at this villa. You'll be 13 km (8.1 mi) from LEGOLAND® New York and 13 km (8.1 mi) from Woodbury Common Premium Outlets. .Villa features a private pool, a washing machine and free WiFi. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. 4.5 bathrooms, a fireplace and a balcony are also available. .Enjoy the outdoor swimming pool and Hot tub as well as access to a playground. Additionally, you'll find laundry facilities, a games room and a garden.
View more Villas in ChesterOpens in a new window

What's nearby

  • Goosepond Mountain State Park - 5 min walk - 0.5 km
  • Woodbury Common Premium Outlets - 12 min drive - 14.2 km
  • LEGOLAND® New York - 12 min drive - 15.8 km
  • United States Military Academy - 16 min drive - 18.7 km
  • Bear Mountain State Park - 25 min drive - 28.7 km

Getting around

  • Harriman Station - 17 min drive
  • Newburgh, NY (SWF-Stewart Intl.) - 35 min drive

Restaurants

  • ‪Sunoco - ‬8 min drive
  • ‪Monarca Cantina - ‬5 min drive
  • ‪Dunkin' - ‬8 min drive
  • ‪Burger King - ‬8 min drive
  • ‪Cumberland Farms - ‬9 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Luxury 9BR Retreat w/Pool & Hot Tub

Welcome to your luxury retreat — a spacious 9-bedroom, 4.5-bathroom estate set on 7.5 private acres, designed to comfortably host up to 25 guests. Whether you’re planning a family reunion, corporate retreat, or a relaxing getaway with friends, this home combines privacy, comfort, and endless entertainment for a stay you’ll never forget.

Spacious Layout
Every inch of this home is built for comfort and flexibility:

* Main Level – A fully equipped chef’s kitchen, elegant dining room, cozy living room, two bedrooms, and a bathroom, with walkout access to the oversized deck.
* Second Level – A luxurious master suite with private bath, plus three additional bedrooms and two more full bathrooms.
* Mid-Level – A versatile bedroom featuring a dedicated workspace, ideal for remote work or quiet reading.
* Lower Level – Two bedrooms, a full bathroom, two sofa beds, and a game room that opens directly to the pool area.

Resort-Style Amenities
Enjoy all the comforts of home, plus the luxury touches of a private resort:

* Private seasonal pool – perfect for summer lounging and family fun
* Year-round hot tub – relax beneath the stars no matter the season
* Entertainment for all ages – game room with billiards, foosball, ping pong, and arcade-style games
* Outdoor living – firepit, BBQ grill, oversized deck, and plenty of seating for memorable evenings
* Modern comforts – smart TVs, free WiFi, air conditioning, and multiple living spaces for everyone to spread out

Family-Friendly Features
We’ve made traveling with kids easy:

* Toys, games, and books for all ages
* High chair and children’s dinnerware
* Spacious yard and playground for outdoor play

Peaceful Outdoor Spaces
Nestled on a quiet 7.5-acre private estate, you’ll love the combination of serenity and convenience. Enjoy your morning coffee on the deck, unwind by the pool, or gather around the firepit for evenings under the stars.

Perfect for Every Occasion

* Family vacations and reunions – plenty of room for everyone to sleep, eat, and play
* Corporate or team retreats – comfortable meeting spaces and high-speed WiFi
* Relaxing getaways – tranquil setting with modern amenities for a stress-free escape

Prime Location
This Hudson Valley home feels secluded yet is conveniently located near popular attractions:

* Scenic hiking trails and nature parks
* Wineries and breweries
* Family-friendly activities and seasonal events
* Easy access to nearby towns for shopping and dining
* About an hour from New York City

Important Notes

* This property is perfect for families and peaceful groups but is not suitable for rowdy parties or unapproved outside guests
* Pets are welcome with prior approval and a $300 fee per pet. Please notify us in advance if you plan to bring any
* The pool is open seasonally; please confirm dates before booking

From relaxing days by the pool to cozy nights in the hot tub, from lively game nights to quiet mornings with scenic views, this home is built to create unforgettable memories. Whether you’re here to explore the Hudson Valley or simply enjoy the peaceful privacy of your own estate, you’ll find everything you need for the perfect getaway.

Similar properties

Standard Single Room, 1 King Bed
Winslow Motel
Lyndhurst
  • Parking included
  • Free Wi-Fi
  • Housekeeping
  • 24/7 front desk
3.5 out of 5, Good, 49 reviews
The price is AU$182
includes taxes & fees
21 July - 22 July
Winslow Motel

Property amenities

Beach

  • Beach loungers

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 9 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Table tennis

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
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.

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 2 (weight limit: 20 lb per pet)
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. 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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in all accommodation.

Property is also known as

774f42df-7d1a-4d39-a463-9f9a14cbd694

Frequently asked questions

Are there any beaches close to Luxury 9BR Retreat w/Pool & Hot Tub?

The closest beach to Luxury 9BR Retreat w/Pool & Hot Tub is Lake Welch Beach (17.2 km).

Does Luxury 9BR Retreat w/Pool & Hot Tub have a pool?

Luxury 9BR Retreat w/Pool & Hot Tub has a pool.

What luxury perks are available at Luxury 9BR Retreat w/Pool & Hot Tub?

This property features an outdoor pool, as well as a private pool and a jetted bath.

What makes Luxury 9BR Retreat w/Pool & Hot Tub a romantic place to stay?

1 hot tub, private pools, and Jetted bath all help set the scene for a sizzling getaway at Luxury 9BR Retreat w/Pool & Hot Tub.

Is Luxury 9BR Retreat w/Pool & Hot Tub family-friendly?

You bet! With amenities such as a playground and an arcade, as well as highchairs and children's dinnerware, it's no surprise that Luxury 9BR Retreat w/Pool & Hot Tub is a winner with our family travellers.

Is there a private hot tub at Luxury 9BR Retreat w/Pool & Hot Tub?

Yep, there is a hot tub.

Is there a free airport shuttle available at Luxury 9BR Retreat w/Pool & Hot Tub?

No, Luxury 9BR Retreat w/Pool & Hot Tub does not offer an airport shuttle service.

What time are check-in & check-out at Luxury 9BR Retreat w/Pool & Hot Tub?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Luxury 9BR Retreat w/Pool & Hot Tub Reviews

Reviews

6.4
Rating 10 - Excellent. 0 out of 5 reviews
Rating 8 - Good. 2 out of 5 reviews
Rating 6 - Okay. 2 out of 5 reviews
Rating 4 - Poor. 1 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

6.0/10

Cleanliness

Reviews

Verified

8/10 Good

John D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pool was not open or usable but we were not interested in doing that
Stayed 3 nights in Oct 2025
Verified

6/10 Okay

Melanie F.

Liked: Cleanliness, check-in, communication, location
House fit our needs but felt like it needed better maintaining. Many doors didn’t open to the outside. Leaves were everywhere. We had to sweep and clean off the outdoor furniture and porch to make it usable. Downstairs basement had a strong chemical smell and pool table was very small.
Stayed 3 nights in Oct 2025
Verified

4/10 Poor

Sara S.

Liked: Check-in, location
Disliked: Listing accuracy
We recently stayed at this property for a long weekend with our family, and overall, it was a mixed experience.What We Liked:The house is quite spacious, which was perfect for our family. Everyone had their own room, and it never felt cramped. The location was very convenient, especially since it's close to where we live. Sophia, the host, was kind and mostly responsive before and during our stay. What Was Disappointing: Unfortunately, there was a strong sewage odor on the second floor that was impossible to ignore. The dishwasher was broken. Also, several lights throughout the house didn’t work, both interior and exterior ones, which made it impossible to enjoy amenities like the hot tub in the evening hours. Contrary to the listing, the fireplace doesn’t work. There were no tissues in the house, hooks in any bathrooms or waste paper baskets in the bedrooms, which made things inconvenient. The oven wasn’t working properly. We reached out to the host about the wintry conditions and icy driveway and were told that someone would come by to salt, but they never did. While the house was clean, it has much room for improvements in every area. Many parts were run down and dated. I would look elsewhere unless serious upgrades are made to this rental.
Stayed 4 nights in Dec 2025
Verified

6/10 Okay

Ginger B.

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy
The house had a terrible smell upstairs of sewer the entire time we complained, but nothing changed. There was no hot tub towels. We had to use our bath towels for the hot tub. The kitchen did not have a can opener blender or oven mitts, refrigerator was leaking water all onto the fruit and veggies. We had to sop up water and everyone had to stop using the dispenser out the front of the fridge. The stove top only three burners worked. No rug by the door when you come in so snow and wet was everywhere. The soap dispensers had water put in them so basically they looked like they were full . When we first walked in the house smelled of curry and was disgusting cabinet doors stuck to the cabinet when you tried to open them because of sticky Yuck stuff on them the kitchen floor was disgusting the oven the whole wall behind the stove, the kitchen was a nasty mess. Lamps didn’t work no lightbulbs dust everywhere had to have the cleaners come back and clean that night. We checked in. The amenities downstairs were half broken and did not work. This house was not as pictured. The smell alone was soo disgusting.
Stayed 8 nights in Jan 2026
Verified

8/10 Good

John A.

Stayed 3 nights in Dec 2025