Entire home

Renovated Chalet with Hot Tub and Pond

Photo gallery for Renovated Chalet with Hot Tub and Pond

Property grounds
Living area
Private kitchen
Living area
Living area

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 474.3 sq m

Popular amenities

  • Hot tub
  • Kitchen
  • Barbecue grill
  • Air conditioning
  • Outdoor space
  • Water view

Explore the area

Map
Roscoe, New York
  • Catskill Fly Fishing Center and Museum
    ‪16 min drive‬
  • Bethel Woods
    ‪31 min drive‬
  • Bethel Woods Center For The Arts
    ‪33 min drive‬
  • Monticello, NY (MSV-Sullivan County Intl.)
    ‪40 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen
Office
Garden

About this property

Renovated Chalet with Hot Tub and Pond

Summary:
Welcome to Winterberry Pond, our completely renovated converted barn which is nestled on 7+ private acres. This two bedroom, one bathroom home has a modern aesthetic, having undergone a comprehensive renovation in 2022, and a brand new hot tub added in 2025. Located just 10 minutes from Roscoe and 15 minutes from Livingston Manor, this spot is the perfect spot to explore all that the area has to offer.

The Space:
As you step through the front doors, you'll be greeted by a wall of windows on your right, flooding the interior with natural light. The expansive open area seamlessly combines the living room and an inviting eat-in kitchen. The bathroom, adorned with beautiful tile work, is a sight to behold. Sunlight bathes the open floor plan throughout the day, creating an ideal environment for conversations while preparing a meal or enjoying a glass of rosé. Vaulted ceilings add to the spacious and airy ambiance, making this an inviting space for all your gatherings. This home comfortably accommodates 4 guests with 2 spacious bedrooms featuring luxury linens.

Outside, the home is thoughtfully situated away from the road, offering a sense of seclusion and privacy. The property boasts over 7 acres of land, adorned with mature trees that are just waiting to be explored. The generously sized yard provides ample space for outdoor activities, with the additional the included hot tub to relax & soak up the suds & views! Many a summer afternoon can be enjoyed row boating on the private pond, where the abundant wildlife promises to excite and entertain. Please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk.

Sleeping arrangements:
Bedroom 1: 1 king bed
Bedroom 2: 1 queen bed

- Set off the road on 7+ acres of remote Catskills land.
- Cozy living area with open floor plan for convenient entertaining.
- Fully-stocked kitchen with modern appliances and an island with a breakfast bar.
- Modern renovated bathroom featuring a walk in shower.
- 2 spacious bedrooms with luxury linens.
- Spacious backyard for gathering and entertaining including a fire pit, outdoor dining and grill set-up.
- Private pond on the property for row boating and various activities. Please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk,.
- Convenient proximity to hiking trails, nature, and ski mountains for year-round outdoor activities
- Short drive to the towns of Roscoe and Livingston Manor
- INTERNET: The internet at this property is provided by ViaSat a satellite internet company. This can cause the internet to fluctuate and possibly not allow consistent connection.

Guest Access:
Our smart home features make accessinWe offer convenient door codes for self-check-in. Portoro Homes uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.

• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.

The driveway and parking area is plowed in winter, but a four-wheel drive is recommended to explore the area. There is a pond at the property but to please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk.

The Neighborhood:
This private retreat is located just 5 minutes to downtown Roscoe and 15 minutes to Livingston Manor to enjoy dining and shopping in local shops. Spend your days exploring Roscoe which has 5 of America’s top trout streams and the best fly fishing in the country. If fishing isn’t your thing, there are tons of hiking trails (15 minutes to Round Top Trail, 17 Minutes to Russell Brook Falls), surrounding nature (20 minutes to Crystal Lake Wild Forest, 25 minutes to Cherry Ridge Wild Forest), and skiing and snowboarding (20 minutes to Ski Hill & Chalet at Villa Roma Resort, 38 miles to Big Bear at Masthope Mountain, 40 miles to Holiday Mountain Ski Park, 48 miles to Belleayre Mountain) and other opportunities to enjoy nature in the area, just a quick 2-hour drive from the GWB.

Getting Around:
Bringing or renting a car is highly recommended as Uber, Lyft and Taxi service in the area can be extremely limited. Four-wheel drive is encouraged in the winter months for safety on potentially slick and snowy roads.

Other Things to Note:
Please pay close attention to following the house rules. Non compliance could result in sizable fines.
- All guests staying at a Portoro Homes are required to sign (esignature) a rental agreement and complete identity registration.
- Age restrictions apply. Reservation holder must be 25 years of age.
- No Parties or Events. - Quiet Hours observed, 10:00pm - 8:00am.
- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Portoro Homes directly.
- Known damages incurred during your stay must be reported to the property manager immediately.
- Before check in, we will send you detailed directions to ensure a seamless arrival.
- Check-in time is 4:00 p.m. Check-out time is 11:00 a.m.
- We cannot guarantee early check ins or late checkouts, fee typically applies. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.
- Some homes have cameras for external monitoring only.
- Some homes have pools and hot tubs. There is no guard around the water features. - Use at your own risk.
- The house is regularly treated for pests but being that we are in the country, it would not be unusual to have an insect or mouse make an appearance inside.
- In the State of New York, and in Sullivan County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction.
- This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host.
- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.

- Private pond on the property for row boating and various activities. Please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk,.
- INTERNET: The internet at this property is provided by ViaSat a satellite internet company. This can cause the internet to fluctuate and possibly not allow consistent connection.

Interaction with Guests:
Our goal is that your vacation exceed your expectations. Portoro Homes communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.

Property manager

Portoro Homes

Add dates for prices

Amenities

Hot tub
Kitchen
Air conditioning
Outdoor space
Water view
Barbecue grill

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

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
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Roscoe

Located in Roscoe, this holiday home is on the waterfront. The area's natural beauty can be seen at Catskill State Park and Willowemoc Wild Forest, while Bethel Woods Center For The Arts and Catskill Fly Fishing Center and Museum are cultural highlights.
Map
Roscoe, New York

What's nearby

  • Catskill Art Society Art Center - 15 min drive - 16.8 km
  • Catskill Fly Fishing Center and Museum - 16 min drive - 13.8 km
  • Bethel Woods - 31 min drive - 27.4 km
  • Bethel Woods Center For The Arts - 33 min drive - 28.6 km
  • Mongaup Pond Campground - 39 min drive - 32.1 km

Restaurants

  • ‪Roscoe Diner - ‬8 min drive
  • ‪Main Street Farm - ‬15 min drive
  • ‪Upward Brewing Company - ‬16 min drive
  • ‪Courtyard - ‬10 min drive
  • ‪Spotted Cow Cafe & Grill - ‬8 min drive

Frequently asked questions

Is Renovated Chalet with Hot Tub and Pond pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Renovated Chalet with Hot Tub and Pond?

Check-in begins at 4:00 PM.

What time is check-out at Renovated Chalet with Hot Tub and Pond?

Checkout is at 11:00 AM.

Where is Renovated Chalet with Hot Tub and Pond located?

Situated on the waterfront, this holiday home is within 9 miles (15 km) of Catskill State Park, Roscoe Presbyterian Church and Catskill Fly Fishing Center and Museum. Callicoon Town Hall and Willowemoc Wild Forest are also within 12 miles (20 km).

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. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Verified traveller

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

Cozy, scenic and don’t miss this pond!

We loved our stay in Roscoe, days spent by the water were relaxing and the perfect getaway from the hustle and bustle.
Stayed 3 nights in Aug 2024

10/10 Excellent

Anthony D.

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

Quiet, wonderful property

Great stay, was clean, as advertised. Communication with property owner was easy. Very modern, cozy place to stay.
Stayed 3 nights in Mar 2025

About the host

Hosted by Portoro Homes

Host profile image