Entire home

Luxury 9BR Retreat w/Pool & Hot Tub

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

Exterior
Outdoor spa tub
Pool
Outdoor dining
Living area
9 bedrooms4+ bathroomsSleeps 25

Popular amenities

  • Pet-friendly
  • Dryer
  • Hot tub
  • Pool
  • Washer
  • Fireplace

Explore the area

View map
Chester, NY
  • The Golf Club at Mansion Ridge
    ‪10 min drive‬
  • Woodbury Common Premium Outlets
    ‪12 min drive‬
  • LEGOLAND® New York
    ‪12 min drive‬
  • Newburgh, NY (SWF-Stewart Intl.)
    ‪32 min drive‬

Rooms & beds

9 bedrooms (sleeps 25)

Bedroom 1

1 King Bed and 1 Single Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed and 1 Single Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

1 Queen Bunk Bed and 1 Single Bed

Bedroom 7

1 King Bed

Bedroom 8

2 Single Beds

Bedroom 9

1 Queen Bunk Bed and 2 Single Beds

Living Room 1

2 Single Sofa Beds

4 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Jetted bathtub · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 4

Soap · Towels provided · Toilet · Shower only · Shampoo

Bathroom 5

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

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.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
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

Pets allowed: dogs and cats less than 9 kg per pet (limit 2 pets total)
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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

About the area

Chester

Chester is home to this holiday home. The area's natural beauty can be seen at Bear Mountain State Park and Goosepond Mountain State Park, while United States Military Academy and Museum Village are cultural highlights. Travelling with kids? Consider LEGOLAND® New York, or check out an event or a game at Goshen Historic Track.
Map
Chester, NY

What's nearby

  • The Rock Sports Complex - 9 min drive - 9.1 km
  • The Golf Club at Mansion Ridge - 10 min drive - 7.5 km
  • Woodbury Common Premium Outlets - 12 min drive - 13.8 km
  • Arrow Park Lake and Lodge - 12 min drive - 9.6 km
  • LEGOLAND® New York - 12 min drive - 15.2 km

Getting around

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

Restaurants

  • ‪Monarca Cantina - ‬5 min drive
  • ‪Sunoco - ‬8 min drive
  • ‪Burger King - ‬8 min drive
  • ‪La Vera Cucina - ‬8 min drive
  • ‪Bossi’s Bakery - ‬8 min drive

Frequently asked questions

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

Yes, this property has an outdoor pool.

Is Luxury 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.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

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

Located in Chester, this family-friendly holiday home is 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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