Entire home

Grand 9BR Retreat w/Pool & Hot Tub

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Exterior - Grand 9BR Retreat w/Pool & Hot Tub (Chester)
Interior - Grand 9BR Retreat w/Pool & Hot Tub (Chester)
Interior - Grand 9BR Retreat w/Pool & Hot Tub (Chester)
Terrace/patio - Grand 9BR Retreat w/Pool & Hot Tub (Chester)
Exterior - Grand 9BR Retreat w/Pool & Hot Tub (Chester)
At Grand 9BR Retreat w/Pool & Hot Tub, you can look forward to a firepit, a garden and a playground. For some rest and relaxation, visit the hot tub. In addition to an arcade/games room and laundry facilities, guests can connect to free in-room WiFi.

Entire home

9 bedrooms5 bathrooms

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

About this property

Entire place

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

Grand 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.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 9 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

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

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Porch/lanai

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

  • Housekeeping on request

Location highlights

  • In the mountains

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
  • Housekeeping (on request)

Similar properties

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

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
2 total (up to 9 kg per pet)

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

About the area

Located in Chester, this villa is in the mountains. The Golf Club at Mansion Ridge and Castle Fun Center are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Woodbury Common Premium Outlets and Monroe Federal Plaza Shopping Center. Travelling with kids? Consider LEGOLAND® New York, or check out an event or a game at Goshen Historic Track. Visit our Chester travel guide
View more Villas in Chester
Map
Chester, NY

What's nearby

  • West Point Cadet Chapel, in upstate NY - open to the public daily - tours offered - beautiful!!
    United States Military Academy
    11 min drive - 17.3 km
  • Goosepond Mountain State Park
    5 min walk - 0.5 km
  • LEGOLAND® New York
    9 min drive - 15.2 km
  • Woodbury Common Premium Outlets
    9 min drive - 13.8 km
  • Crystal Springs Golf Resort
    38 min drive - 43.7 km

Getting around

  • Harriman Station
    20 min drive
  • Newburgh, NY (SWF-Stewart Intl.)
    39 min drive

Restaurants

  • Sunoco
    8 min drive
  • Monarca Cantina
    5 min drive
  • Dunkin'
    8 min drive
  • Burger King
    8 min drive
  • Village Hands
    7 min drive

Frequently asked questions

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

Yes, this property has an outdoor pool.

Is Grand 9BR Retreat w/Pool & Hot Tub pet-friendly?

Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 9 kg per pet.

How much is parking at Grand 9BR Retreat w/Pool & Hot Tub?

On-site parking is available at the property.

What time is check-in at Grand 9BR Retreat w/Pool & Hot Tub?

Check-in begins at 4:00 PM.

What time is check-out at Grand 9BR Retreat w/Pool & Hot Tub?

Checkout is at 10:00 AM.

Where is Grand 9BR Retreat w/Pool & Hot Tub located?

This family-friendly Chester villa is located in the mountains, steps from Goosepond Mountain State Park and within 6 mi (10 km) of Castle Fun Center and Monroe Federal Plaza Shopping Center. Gateway Plaza Shopping Center and Harriman Plaza Shopping Center are also within 6 miles (10 km).

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