Cozy Historic Hilltop Cottage with Mount Ascutney View

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Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

2 bedrooms1 bathroomSleeps 4

Popular amenities

Parking available
Fireplace
Outdoor space
Barbecue grill
Kitchen
Free WiFi

Explore the area

West Windsor, VT

Mt Ascutney State Park
‪5 min drive‬
Blow-Me-Down Bridge
‪14 min drive‬
Mount Ascutney
‪23 min drive‬
Springfield, VT (VSF-Hartness State)
‪27 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

1 bathroom

Bathroom 1

Spaces

Deck or patio

Kitchen

Garden

Dining Area

About this property

This exceedingly charming cottage on a wooded hilltop just outside of Brownsville has great views of Mt Ascutney and a burbling brook at the base of the hill. The historic converted early 1800's one room school house is filled with many antique furnishings. Hanging in the stairway are photographs of the house when it was the Hammond Hill School, with its teacher and her students. Enjoy the coziness of a gas fireplace in the living room or a wood fire in the chiminea on the deck. The cottage features a fully equipped and outfitted kitchen. Both bedrooms are upstairs, the master with a queen size bed and the second bedroom with a full-size double bed. The stairs are steep and may be a challenge for some individuals. All bed and bath linens are supplied.

Mt. Ascutney, only 5 minutes away, with opportunities for hiking, mountain biking or cross country skiing. There is easy access to the VAST trail network for snowmobiling, cross country skiing or snow shoeing. Mountain bikers will find some of the best single track trails in New England. Miles of great trails are accessible right from the house.
Ascutney Mountain Resort has many amenities including a shop for kayak and bicycle rentals. There is a full restaurant and bar available in the main lodge. In addition, the resort has outdoor tennis courts and a heated indoor swimming pool with an adjacent fitness room. There are several ski mountains in the area including Okemo, Killington, Suicide 6, Pico and Sunapee. There is no down hill skiing available at Ascutney. For you golfers, there are 5 courses only 15 to 45 minutes away.

The village of Woodstock, about 25 minutes from Brownsville is known world-wide for its artisans, its artists, and the galleries that show their works. It is also home to the Billings Farm, the Woodstock Inn and the Rockefeller Woodstock Resort. Nearby is the Green Mountain Horse Association in South Woodstock.

Close to Woodstock is the Village of Quechee where you’ll find the famous glass works factory of Simon Pearce with its retail shop of glassware and wonderful restaurant.

Nearby on the Connecticut river is the Cornish Art Colony with the home of Augustus Saint-Gaudens and the Maxfield Parrish museum.

There really is something for everyone any time of year!

Keywords: Ascutney, foliage, skiing, hiking, mountain biking, snowshoeing, cross country skiing, trails, horses, trails, Woodstock, Quechee, Okemo, Hanover, GMHA, antiques, golf

Property manager

John

Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen

Free WiFi

Outdoor space

Parking available

Barbecue grill

Mountain view

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Kitchen
Washer
Dryer
Pet-friendly

House Rules

Check in after 4:00 PM

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

About the area

Windsor

Windsor is home to this cottage. Cornish-Windsor Covered Bridge and Blow-Me-Down Bridge are local landmarks, and the area's natural beauty can be seen at Mt Ascutney State Park and Cornish Wildlife Management Area. The Sustainable Farmer and Path of Life Garden are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

West Windsor, VT

What's nearby

Mt Ascutney State Park - 5 min drive - 3.0 km
Blow-Me-Down Bridge - 14 min drive - 12.1 km
Saint-Gaudens National Historic Site - 18 min drive - 15.4 km
Mount Ascutney - 23 min drive - 15.0 km
Okemo Mountain Resort - 43 min drive - 35.0 km

Getting around

Windsor Station - 14 min drive
Springfield, VT (VSF-Hartness State) - 27 min drive

Restaurants

‪Harpoon Brewery - ‬19 min drive
‪Pizza Chef - ‬14 min drive
‪Windsor Station Pub - ‬14 min drive
‪The Hartland Diner - ‬21 min drive
‪Villagers Ice Cream Restaurant - ‬19 min drive

Frequently asked questions

Is Cozy Historic Hilltop Cottage with Mount Ascutney View pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Cozy Historic Hilltop Cottage with Mount Ascutney View?

Check-in begins at 4:00 PM.

What time is check-out at Cozy Historic Hilltop Cottage with Mount Ascutney View?

Checkout is at 11:00 AM.

Where is Cozy Historic Hilltop Cottage with Mount Ascutney View located?

Situated in Windsor, this cottage is 1.9 mi (3 km) from Mt Ascutney State Park and within 6 miles (10 km) of Paradise Park and Mt Ascutney Hospital and Health Center: Primary Care - Windsor. Mount Ascutney Hospital and Brownsville Trail are also within 6 miles (10 km).

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Jessica M.

6 Jan 2025

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

Perfect Small Town Getaway

This was the perfect cottage for a winter getaway. I was solo, but the home could have easily accommodated many more. I loved the vintage touches and had a nice time listening to the classic vinyl records while enjoying a glass of wine and watching it snow. I had dinner outside on the patio one night and the view was lovely. It is just a few minutes drive from Woodstock and Quechee and I visited both several times. The cottage was clean and had everything I needed. Highly recommend for a quiet, relaxing stay.

Stayed 5 nights in Dec 2024

10/10 Excellent

Isaiah H.

20 Nov 2024

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

Stayed 6 nights in Oct 2024

8/10 Good

Robert L.

15 Oct 2024

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

Comfortable and convenient property

Stayed 5 nights in Sep 2024

10/10 Excellent

Andrew G.

5 Oct 2024

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

Cozy house in Vermont

This house is exactly as described. It is in a very attractive location with good views and is very private. The house is much larger inside than it appears from the photos but still very cozy and is well equipped. It was spotlessly clean.

Stayed 2 nights in Oct 2024

10/10 Excellent

Daniel G.

21 July 2024

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

Perfect spot

Had a great stay at the old school house. Location was perfect for what we needed. Place was super clean and well appointed. Would love to come back again.

Stayed 3 nights in Jul 2024

8/10 Good

Lisa T.

22 June 2024

Liked: Check-in, location, listing accuracy

No Wifi and dusty

There was a thick covering of dust on all the surfaces on the first floor, which we cleaned off the next morning. Despite the ad indicating that Wifi/internet was available, it was not. We contacted the neighbor, Matt, per the Host's instructions, regarding the issue and also reached out to the host two times. Neither responded nor did the issue get resolved which was very disappointing as my son had work for his job to do and was unable to do so and nor were we able to use any cell phone. The stay just added additional stress to an already emotional trip (death in the family).

Stayed 3 nights in Jun 2024

10/10 Excellent

Adrien J.

1 Jan 2024

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

Fantastic hilltop house

Fantastic hilltop house in the woods of Vermont; spotlessly clean, very comfortable and tastefully decorated, we had a wonderful stay.

Stayed 2 nights in Dec 2023

10/10 Excellent

Gloria C., Springvale, USA

9 July 2023

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

Peaceful

We all enjoyed our stay here. After being in Niagara Falls for a few days it was nice to come here and relax before heading back to Maine. We enjoyed the peaceful atmosphere. The cottage is so quaint and the amenities were wonderful. We all had a wonderful time! We hope to return someday….

Stayed 3 nights in Jul 2023

10/10 Excellent

Barbara R.

5 July 2023

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

Truely charming, historical house

The house is nicely arranged and furnished. Everything necessary was supplied. Lovely deck with high quality gas grill. Well located for touring VT sites.

Stayed 3 nights in Jul 2023

6/10 Okay

Jamie O.

22 June 2023

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

Graduation

Everything was perfect for our stay!!! Thanks!

Stayed 2 nights in Jun 2023

10/10 Excellent

Elizabeth T., Greenbrier, AR

20 Jan 2023

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

Perfect Getaway

This property was the perfect accommodation for me and my husband as we road tripped across New England during the fall. The house was just as described. It sits on a bit of a hill. We enjoyed sitting on the deck with the small fire pit and drinking coffee. The house was cozy and close to town without being in town. I enjoyed the few historic pictures on the wall. I would recommend and if we are in this area again, I hope this property is available.

Stayed 2 nights in Oct 2022

10/10 Excellent

Craig V.

12 Oct 2022

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

A cozy comfortable quiet private cottage

We enjoyed our stay in the cottage. It was in a great private location that was quiet and peaceful. It had everything we needed. If it were a little warmer, we would've spent more time on the deck with the campfire and do some grilling, but we enjoyed lounging by the fire inside just fine. The price was reasonable. We would stay there again.

Stayed 2 nights in Oct 2022

10/10 Excellent

Christine V.

9 Oct 2022

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

Fall Getaway

The location and the cozy school house was the perfect place for our fall getaway. It had everything we needed.

Stayed 2 nights in Oct 2022

10/10 Excellent

Daniel E., Millbrae, Ca

7 Oct 2022

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

Great little house, quiet, comfortable, clean

Enjoyed the house, location, fall colors and area. Communication was great. House was quiet, comfortable, clean and stocked. Internet worked great. Thank you, will be back.

Stayed 2 nights in Sep 2022

10/10 Excellent

Verified traveller

26 Sept 2022

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

Storybook Vermont Memories

My sister and I took my mom to Vermont for her 70th birthday. I chose this cottage because it was adorable and had a history. It was the perfect place for us to home base for a few days of general stores, covered bridges, Sugarbush Maple Syrup Farm, Dartmouth, King Arthur Four Company flagship store, and more. It was quiet and cozy. It does have a "very old house" smell to it - but it's a very old house. With 40F degree nights, the heater set to 65F worked great. Although we didn't have the chance to build a fire on the back patio, the supplies were available - as was everything else we needed! Thanks for a wonderful and memorable stay!!

Stayed 2 nights in Sep 2022

10/10 Excellent

Deborah M.

4 Sept 2022

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

Quiet and comfortable home

We attended a wedding in Woodstock about 25 minutes away perfect setting and home with a nice deck and view

Stayed 2 nights in Sep 2022

10/10 Excellent

Trisha S., 1518 Main Street, East Earl PA 17519

2 Aug 2022

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

Great Stay

We enjoyed our time again at this little house. Beautiful scenery all around and great location.

Stayed 4 nights in Jul 2022

10/10 Excellent

Robert G.

24 Dec 2021

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

Great place

Everything about the place worked out great. We would love to come back again.

Stayed 4 nights in Dec 2021

8/10 Good

Kevin B.

26 Nov 2021

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

Cozy little place

A nice little historic schoolhouse up on a hill. Have some privacy with a nice little view of the mountains. Overall the house and owner provides all you need but just seemed to be missing that it factor. The owner is very quick to respond to any questions you may have.

Stayed 2 nights in Nov 2021

10/10 Excellent

Kim R.

28 Oct 2021

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

A Lovely Cottage

We enjoyed our stay here which was quiet and peaceful and full of charm. The 1 person kitchen is SUPER clean and well supplied with everything we needed. Bedrooms upstairs (bath is down) and watch you head going up the stairs you're over 5'4". Only took me once to learn. We played more records from their collection, rather than watching TV. Bed and linens very comfortable. I wish there had been more information/house rules provided for guests as we had no wifi access until direct contact with the owner who is off site but was very helpful once we reached through VRBO support. We were also interested in the history of the former schoolhouse which we didn't see anywhere. All that aside, we loved it and would go back!

Stayed 2 nights in Oct 2021

10/10 Excellent

Donna B.

4 Oct 2021

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

Sweet little house

My sister and I enjoyed our stay at this cottage. It was clean and we enjoyed having our morning coffee on the deck.

Stayed 3 nights in Sep 2021

10/10 Excellent

DAVID B., BERLIN

9 Sept 2021

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

Very nice and cozy. Had everything we needed, definitely would rent again.

Our experience was great. Beds were comfy. Love the old wood floors. It was in all perfect

Stayed 2 nights in Sep 2021

10/10 Excellent

David T.

27 Aug 2021

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

Love VT!

This was our second visit to the VT schoolhouse since 2018. The same quaint charm and we love the location and atmosphere! Even in summer, the room fans kept us cool. Unfortunately due to Hurricane Henri, we were forced to return home after 2 nights out of 4 booked as the storm was forecast to hit directly at our home. Would highly recommend!

Stayed 4 nights in Aug 2021

10/10 Excellent

Kathleen R.

23 Aug 2021

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

Whimsical Windsor

This cozy home was the perfect getaway. The host left a book full of wonderful area restaurants and attractions. My favorite was Lake Sunapee and Woodstock. We visited Sugarbush Farm for amazing cheeses and snacks. Billings Farm and Museum comes highly recommended also. As I sat on the patio enjoying the view or prepared a snack in the kitchen I kept saying I could live here meaning right in the school house. We arrived at the cabin at night and upon waking up I walked out to see where we were my breath was taken away by the beauty of the surroundings. I walked down the driveway taking a right down the street on our first morning there wishing I lived somewhere like this. I returned to the school house and while sitting on the patio for breakfast I messaged my realtor. My home is on the market. True story!!

Stayed 5 nights in Aug 2021

10/10 Excellent

Emily S.

1 Aug 2021

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

Lovely retreat

Very sweet cabin in the woods. Perfect for our family of three. Easily accessible to many towns and activities. Very comfy beds.

Stayed 8 nights in Jul 2021

About the host

Hosted by John

Why they chose this property

Our parents bought the cottage in 1977 as a vacation home. They always enjoyed staying there in all seasons. We have kept the cottage in the family as it always brings back wonderful memories.

What makes this property unique

The cottage is the perfect setting and location to enjoy all that New England has to offer in any season or to just sit by the fire or on the deck and read a good book.

Languages:

English

Premier Host

They consistently provide great experiences for their guests

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Cozy Historic Hilltop Cottage with Mount Ascutney View

Photo gallery for Cozy Historic Hilltop Cottage with Mount Ascutney View

Reviews

Popular amenities

Explore the area

Rooms & beds

2 bedrooms (sleeps 4)

1 bathroom

Bathroom 1

Spaces

About this property