Entire home

"SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ

Photo gallery for "SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ

A rustic house with a blue door, surrounded by trees with autumn foliage.
A living room with a beige sofa, a coffee table, and a painting on the wall.
A living room with a stone fireplace, white sofas, and a wooden bookshelf.
A spacious dining area with a wooden table set for six, surrounded by white chairs. A kitchen with a stone backsplash and wooden cabinets is visible in the background.
A rectangular swimming pool with a stone deck, surrounded by tall trees with autumn foliage, and a small table with chairs.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.

Popular amenities

  • Patio
  • Private pool
  • Toys
  • Barbecue
  • Air-conditioning
  • Pet-friendly

Explore the area

View map
Roxbury, CT
  • Place, Institute for American Indian Studies Museum and Research Center
    ‪6 min drive‬
  • Place, Lovers Leap State Park
    ‪17 min drive‬
  • Place, Candlewood Lake
    ‪18 min drive‬
  • Airport, Danbury, CT (DXR-Danbury Municipal)
    ‪37 min drive‬

Rooms & beds

6 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

Bedroom 5

1 Single Bed

Bedroom 6

1 King Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

Add dates for prices

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  • Kitchen
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About the area

Roxbury

Located in Roxbury, this holiday home is in a rural area and near theme parks. Institute for American Indian Studies Museum and Research Center and Glebe House Museum and The Gertrude Jekyll Garden are cultural highlights, and some of the area's activities can be experienced at DiGrazia Winery and Valley Golf Center. Travelling with kids? Consider Hollister House Garden and Quassy Amusement Park. Enjoy the area's slopes with cross-country skiing, snowboarding and skiing, and don't miss out on the sledging.
View more Holiday homes in RoxburyOpens in a new window
Map
Roxbury, CT

What's nearby

  • Institute for American Indian Studies Museum and Research Center - 6 min drive - 5.3 km
  • Steep Rock Preserve - 16 min drive - 13.7 km
  • Lovers Leap State Park - 17 min drive - 13.8 km
  • Candlewood Lake - 18 min drive - 18.7 km
  • Elephant's Trunk Flea Market - 20 min drive - 22.8 km

Getting around

  • Appalachian Trail - 37 min drive
  • Oxford, CT (OXC-Waterbury - Oxford) - 24 min drive

Restaurants

  • ‪McDonald's - ‬15 min drive
  • ‪G.W. Tavern - ‬10 min drive
  • ‪Dunkin' - ‬16 min drive
  • ‪Starbucks - ‬15 min drive
  • ‪Bridgewater Village Store - ‬9 min drive

Frequently asked questions

Does "SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at "SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ?

As of 31 Oct 2026, prices found for a 1-night stay for 2 adults at "SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ on 4 Nov 2026 start from AU$3,302, 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.

Is "SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ pet-friendly?

Yes, pets are allowed at this property.

How much is parking at "SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ?

On-site parking is available at the property.

What time is check-in at "SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ?

Check-in begins at 3:00 PM.

What time is check-out at "SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ?

Checkout is at 12:00 PM.

Where is "SENTRY HILL" Best Town 1.5 hrs NYC PoshPadsCT Mint 6BR, Heated Pool, Bike, BBQ located?

This family-friendly Roxbury holiday home is located in a rural location, 2.6 mi (4.2 km) from Institute for American Indian Studies Museum and Research Center, and within 6 mi (10 km) of Steep Rock Preserve and Lake Lillinonah. Glebe House Museum and The Gertrude Jekyll Garden and Hollister House Garden are also within 9 miles (15 km).

Reviews

9.8

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. 7 out of 8 reviews
Rating 8 - Good. 1 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

10/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.4/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The kids had a great time in the pool and on the zip line. The house worked well for a big group of various ages.
Stayed 3 nights in Aug 2025
Archival

10/10 Excellent

Amazing place!

What an awesome & warm-feeling home! The decor was gorgeous and every detail was well thought out, right down to the individual robes on each bed. Great place! We’re already thinking about coming back in the summer just to see how pretty it is then.
Stayed 2 nights in Nov 2017
Response from VrboOwner on 23 Mar 2020
Thank you for staying and being wonderful guests. Roxbury and Washington are wonderful year round - the summer is high season with many visitors enjoying Lake Waramaug, the great restaurants, and farm fresh produce. The fall is foliage and apple picking. Winter offers cozy fires and several local ski options. All within 2 hours of NYC. Looking forward to your return hopefully to any of my local vacation rental homes. Best, Steve
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our party rented this house and a neighboring property owned by the same gentleman. Both homes were absolutely lovely and the host could not have been more accommodating. There are not a lot of lodging options in the beautiful corner of New England, but these properties far exceed any hotel or resort environment. And the surrounding area is breathtaking for those who would like the convenience of stepping outside and starting a run, walk or hike. 5 Stars!!
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

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

Great Home

This was a great home. We had a couple of issues, but the Stephen was there to help with immediately.
Stayed 15 nights in Dec 2024
Verified review

10/10 Excellent

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

Exceptional property

Host of property was the best. He could not do enough to help and make our vacation a once in a life time experience. Can’t wait until next year!
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

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

Beautiful country getaway

This house was perfect for our needs. We loved the layout with the main floor dedicated to common spaces and the property was gorgeous. Perfect for our group of friends and an infant. The fireplace and the pool area were highlights. Thanks for a great stay!
Stayed 3 nights in Oct 2021
Verified review

8/10 Good

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

Great property!

Perfect house for a large group. Beautiful property!
Archival

10/10 Excellent

Wonderful country retreat!

Wonderful house and location. Stayed here recently for a family fall get-away in the country. Fully equipped for entertaining and relaxing. Steve was most helpful and a pleasure to work with in planning stay. Look forward to another visit in the future!
Stayed 7 nights in Oct 2017
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