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The Guest House at Sky Hollow, The Guest House at Sky Hollow

Photo gallery for The Guest House at Sky Hollow, The Guest House at Sky Hollow

A rustic barn with a sloped roof, situated on a grassy hill with a backdrop of trees and a sunset sky. - The Guest House at Sky Hollow, The Guest House at Sky Hollow (Rochester)
A rustic interior with a loft bed, wooden beams, a sofa, a coffee table, and a lamp. - The Guest House at Sky Hollow, The Guest House at Sky Hollow (Rochester)
A bedroom with a large bed, wooden beams, a window, a bookshelf, and a door leading to another room. - The Guest House at Sky Hollow, The Guest House at Sky Hollow (Rochester)
A small wooden cabin with a sloped roof, surrounded by dense green trees and a body of water. - The Guest House at Sky Hollow, The Guest House at Sky Hollow (Rochester)
A compact living space with a bunk bed, a sofa, a coffee table, and a red patterned rug. - The Guest House at Sky Hollow, The Guest House at Sky Hollow (Rochester)
The Guest House at Sky Hollow, The Guest House at Sky Hollow provides laundry facilities and more. Stay connected with in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Parking available

Add dates for prices

About this property

The Guest House at Sky Hollow, The Guest House at Sky Hollow

  • Quiet hilltop house on an 1800's farm at the end of a dirt road offering high speed internet, direct access to miles of hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. The guest house is quiet and private, the perfect retreat for a cosy weekend with outdoor adventures and creature comforts!

    A comfortable home with books, games, a smart TV, high speed internet, outdoor access to farm property, sauna, miles of hiking and mountain bike (Ridgeline) trails, and nearby river and swimming holes make the Guest House an ideal couples or family getaway. A "loft" bedroom space adjacent to the main bedroom is a fun hang-out for kids of any age. The downstairs sofa pulls out to a queen sleeper. Details like goose down pillows, warm throw blankets, and a collection of books create a cosy, home-like stay. The kitchen is fully equipped and has a gas stove and dishwasher. Laundry facilities are upstairs in the walk-in closet. Brochures and recommendations for local New England attractions and activities are provided.

    Dogs are welcome and must be leashed or under voice command at all times. A pet fee of $50 per pet for any length of stay is required. Sorry, but no cats allowed due to allergy concerns. **There are free range chickens on the property**



    Guests have access to the entire home, including front and back decks. The basement/garage of the guest house holds the laundry facilities for all other buildings on Sky Hollow Farm. Owners will occasionally be in and out through the garage entrance to do laundry. All walking trails are available to guests, and are marked. Please avoid areas around other buildings on Sky Hollow to allow all guests their privacy. All barns and sheds are also private.

    Your hosts live directly next door and is available to help guests as needed. We request our privacy, and will respect yours, but want to ensure your stay is as comfortable and enjoyable as possible!

    The Guest House perches at the culmination of a dead end dirt road - there is virtually no traffic (neighbors only, 3-4 vehicles per day). The Village of Rochester features great eateries for breakfast, lunch and dinner, a bakery, a lovely public library, art gallery, antique store, a great playground at the primary school, swimming holes, yoga studio, and more, and it is within driving distance of larger towns like Rutland and Killington, Middlebury, Waitsfield and Warren, and West Lebanon NH for day trips.

    Public transport is a 20+ minute drive away - a vehicle is necessary (4 wheel drive and snow tyres are required in the winter months). Parking for 2-3 vehicles is available at the Guest House.

    The owner has a golden retriever (Kodak) - he is friendly and (usually!) well-behaved, but does bark and run to greet you, so please drive slowly and don't be alarmed! We also have 1 cat and several friendly horses who graze in view of the cabin. Please be aware of electrified fencing (especially with small children!). Maple syrup and eggs offered for sale when available. Please consider that you may or may not have cell service during your stay - AT&T has good coverage, but Verizon is spotty...there is a nice rock on the mountain top where it works well! Check coverage maps for other carriers.

    House Rules: Absolutely no smoking indoors.

    Please, no wild parties, loud music, or destructive behaviour. Smoking out of doors is allowed, guests are asked to thoughtfully dispose of butts in tins provided.

    Owners are asked to please clean up after their pets, ANY pet accidents left behind will result in a non-refundable $200 cleaning fee.





    Not quite what you're looking for?

    Check out our other spaces on Sky Hollow Farm:

    The Apartment, The Creek Cabin, and The Hunter's Cabin can all be found at skyhollow.com, booking.com, VRBO, and AirBnB.

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About the area

Rochester is home to this holiday home. Robert Frost Farm National Historic Site and Whale Dance Sculpture are local landmarks, and some of the area's activities can be experienced at Middlebury College Snow Bowl Ski Area and Rikert Nordic Center. Visit our Rochester travel guide
View more Holiday homes in Rochester
Map
Rochester, VT

What's nearby

  • A red and yellow cable car moving along a cable against a backdrop of autumn-colored trees and distant mountains.
    Killington Resort
    35 min drive - 48.3 km
  • A mountain range with a clear sky, dense forests, and a winding trail.
    Pico Mountain at Killington Ski Resort
    35 min drive - 48.0 km
  • A snow-covered ski slope with trees and a distant mountain range.
    Sugarbush Ski Resort
    35 min drive - 46.2 km
  • A bridge over a river surrounded by dense forest and hills.
    Quechee Gorge Bridge
    53 min drive - 76.8 km
  • A large brick building with a clock tower, surrounded by trees and a grassy lawn.
    Dartmouth College
    56 min drive - 86.1 km

Getting around

  • Randolph Station
    25 min drive
  • Montpelier, VT (MPV-Edward F. Knapp State)
    52 min drive

Restaurants

  • Maple Soul
    4 min drive
  • Old Hancock Hotel
    7 min drive
  • Doc's Tavern
    4 min drive
  • Five Things
    7 min drive
  • D's Doghouse and Tavern
    10 min drive

Frequently asked questions

Is The Guest House at Sky Hollow, The Guest House at Sky Hollow pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 99 kg per pet.

How much is parking at The Guest House at Sky Hollow, The Guest House at Sky Hollow?

On-site parking is available at the property.

What time is check-in at The Guest House at Sky Hollow, The Guest House at Sky Hollow?

Check-in begins at 3:00 PM.

What time is check-out at The Guest House at Sky Hollow, The Guest House at Sky Hollow?

Checkout is at 11:00 AM.

Where is The Guest House at Sky Hollow, The Guest House at Sky Hollow located?

Situated in Rochester, this holiday home is 1.1 mi (1.8 km) from Green Mountain National Forest and 1.8 mi (2.9 km) from Rochester Public Library. Hancock Free Public Library and Liberty Hill Farm are also within 6 miles (10 km).

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Reviews

The Guest House at Sky Hollow, The Guest House at Sky Hollow Reviews

10

Exceptional

10

Cleanliness

10

Location

10

Property conditions & facilities
Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
The Guest House at Sky Hollow was very intimate and unique! Rustic charm with modern conveniences. Highly recommend!
Stayed 1 night in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful setting, darling guest house and great proprietors. Highly recommend!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Stayed 7 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Dec 2024