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Super Private Estate w/ Guest Cottage Near Center

Photo gallery for Super Private Estate w/ Guest Cottage Near Center

View of the big house from the yard
View of the mountains over the guest house.
Main House 1st floor family room
Family room with Smart TV, fireplace and large sectional
Main House Kitchen, 1st floor

Reviews

9.4 out of 10
Exceptional
5 bedrooms5+ bathroomsSleeps 16

Popular amenities

  • Swimming pool
  • Spa pool on site
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine

Explore the area

View map
Dorset, VT
  • Place, Dorset Village Public Library
    ‪2 min drive‬
  • Place, Dorset Playhouse
    ‪3 min drive‬
  • Place, Stratton Mountain Resort
    ‪35 min drive‬
  • Airport, Rutland, VT (RUT-Rutland Southern Vermont Regional)
    ‪46 min drive‬

Rooms & beds

5 bedrooms (sleeps 16)

Downstairs Guest Suite

1 King Bed

Guest House

1 King Bed

Kid's Bedroom

2 Single Beds

Kid's Room

4 Child Beds

Living Room

1 Double Futon

Primary Bedroom

1 King Bed

Upstairs Guest Room

1 Queen Bed

5 bathrooms, 1 half bathroom

Bathroom Upstairs Guest Room Ensuite

Soap · Towels provided · Bathtub · Toilet · Shampoo

Downstairs Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo

Guest House Bathroom

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

Off Living Room Bathroom

Soap · Towels provided · Toilet

Primary Bedroom Ensuite Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Upstairs Bathroom Next to Kids Room

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

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden

About this property

Super Private Estate w/ Guest Cottage Near Center

Experience a private and historic VT country estate! 4 bd / 5 bath main house + 1 bd / 1 bath cottage in picturesque Dorset, VT. Go back in time with countless period details, including five fireplaces! Gated estate with winding driveway on 20 acres. Privacy and mountain views surrounded by property's open fields and forest as well as an apple orchard. Yet only 1/3 a mile to town center! Perfect for groups desiring a historic and private VT country estate experience but with easy town access. Short drive to shopping and restaurants in vibrant Manchester. Hot tub! Close to hiking, skiing and more!

We have been extensively updating the property, with many new features, including a new downstairs bedroom/bathroom suite, new heat pump heating/cooling system, new deck on the main house, and many new furnishings. Most of these are not reflected in the photos yet.

Check out our reviews on the 'other rental site'!

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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 (limit 2 total)
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Smoking

Smoking is not permitted
No parties, events, or filming without prior agreement with owner.
No hunting, shooting, or trapping on the property.
Soiled horse equipment must be stored outside or in the garage.

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, a first aid kit and a deadlock

About the area

Dorset

Located in Dorset, this holiday home is in a rural area and in the mountains. Golf Club at Equinox and Bromley Mountain Ski Resort are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Equinox Preservation Trust and Emerald Lake State Park. Southern Vermont Arts Center and Vermont Summer Festival are also worth visiting. Take in the nearby slopes with snowboarding and skiing, or try out other outdoor activities such as sledging.
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Map
Dorset, VT

What's nearby

  • Dorset Village Public Library - 2 min drive - 1.1 km
  • Dorset Playhouse - 3 min drive - 2.2 km
  • Stratton Mountain Resort - 35 min drive - 47.4 km
  • Cool Insuring Arena - 56 min drive - 77.8 km
  • Okemo Mountain Resort - 58 min drive - 76.4 km

Getting around

  • Rutland, VT (RUT-Rutland Southern Vermont Regional) - 47 min drive

Restaurants

  • ‪McDonald's - ‬13 min drive
  • ‪Willoughby’s Depot Eatery - ‬13 min drive
  • ‪Zoey's Deli & Bakery - ‬13 min drive
  • ‪Stewart's Shops - ‬13 min drive
  • ‪Dunkin' - ‬12 min drive

Frequently asked questions

Does Super Private Estate w/ Guest Cottage Near Center have a pool?

Yes, this property has a pool.

Is Super Private Estate w/ Guest Cottage Near Center pet-friendly?

Yes, this property allows dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much is parking at Super Private Estate w/ Guest Cottage Near Center?

On-site parking is available at the property.

What time is check-in at Super Private Estate w/ Guest Cottage Near Center?

Check-in begins at 4:00 PM.

What time is check-out at Super Private Estate w/ Guest Cottage Near Center?

Checkout is at 10:00 AM.

Where is Super Private Estate w/ Guest Cottage Near Center located?

Situated in the mountains, this holiday home is within 1 mile (2 km) of Green Mountain National Forest, Dorset Playhouse and Dorset Village Public Library. Dorset Historical Society Museum is 2.1 mi (3.3 km) away.

Reviews

9.4

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 3 reviews
Rating 8 - Good. 1 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

9.4/10

Cleanliness

9.4/10

Check-in

10/10

Communication

9.4/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

ed M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We spent a lot of time in the orchard/hot tub area enjoying the mountain views. Our dinners at the Dorset Inn and Barrows were sumptuous. Our group especially enjoyed the Robert Lincoln property and the 2 Orvis'. Our treks to the Dorset Bakery added a few pounds to our collective weight. All the staff and, especially the owner, were the best of hosts. We left with 5* memories.
Stayed 5 nights in Oct 2025
Verified

8/10 Good

Nan L.

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

Great house, not quite walkable

Great house for a family like ours with several couples and a small child. Bedrooms/baths for privacy and lots of gathering and cooking space. Wish it had been easier to walk into town.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Barry S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2024

About the host

Hosted by Dorset Hollow Farm

Host profile image
Friends who sought a country estate for escape from city life. We wanted the seclusion of Vermont but access to high-quality restaurants and other amenities. Property is principally used as a residence by owners. Come see what makes this property unique!

Why they chose this property

If you're seeking a space in the art- and mountain-filled Manchester area, come explore Orchard Hollow Farm. You enter through a gated private drive that winds through the estate, passing through a birch tree hollow. The driveway gently ascends (4x drive recommended in winter) and the view opens up to the mountains as you access the houses. Historic homes built centuries ago and lovingly cared for by a line of families. Five fireplaces, countless unique historical touches and chef's kitchen in main house with high-end appliances. Three floor living plus romantic guest cottage with kitchen. Luxury amenities and professionally decorated. Strong Eero wifi throughout. Piano. House has a car charger for your use. Beautiful super-private private hot tub with sweeping views. Access to pool at a local inn around the corner. The ultimate country estate.

What makes this property unique

Property has just recently been listed by new owners. Previous owner rented and had near-perfect guest reviews (can provide on request). Many improvements being made to property. And . . . THE VIEW!!
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