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Cozy Historic Hilltop Cottage with Mount Ascutney View

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December 2024
January 2025

Photo gallery for Cozy Historic Hilltop Cottage with Mount Ascutney View

Exterior
Property grounds
Interior
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Interior

Reviews

9.6 out of 10

Exceptional

Entire home

2 bedrooms1 bathroom

Popular amenities

  • Parking available
    Parking available
  • Barbecue grill
    Barbecue grill
  • Outdoor Space
    Outdoor Space
  • Kitchen
    Kitchen
  • Fireplace
    Fireplace
  • Free WiFi
    Free WiFi

Explore the area

Map
Windsor, VT
  • Mt Ascutney State Park
    5 min drive
  • American Precision Museum
    13 min drive
  • Mt Ascutney Hospital and Health Center: Primary Care - Windsor
    15 min drive
  • Springfield, VT (VSF-Hartness State)
    27 min drive

Room options

Room

Treehouse at Wise Pines- SoBo

Breakfast available
9.8 out of 10, Exceptional, (19)
The price is $145
per night
$178 total
includes taxes & fees
Dec 9 - Dec 10
Treehouse at Wise Pines- SoBo

About the neighborhood

Windsor

Located 1.9 mi (3 km) from Mt Ascutney State Park, this cottage is within a 15-minute drive of Brownsville Trail. The cottage includes a kitchen, a fireplace, and a patio.
View more Cottages in WindsorOpens in a new window

What's nearby

  • Mt Ascutney State Park - 5 min drive - 1.9 miles
  • Blow-Me-Down Bridge - 14 min drive - 7.6 miles
  • Harpoon Brewery - 19 min drive - 10.5 miles
  • Mount Ascutney - 23 min drive - 9.3 miles
  • Okemo Mountain Resort - 43 min drive - 21.7 miles

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Cozy Historic Hilltop Cottage with Mount Ascutney View

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
The cottage is heated and features a kitchen and a patio, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi and a TV with a DVD player. Other standard amenities include a fireplace, a coffee maker, and an ironing board.

Property manager

John

Languages

English

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Music library
  • Stereo
  • TV
  • Video library

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundromat nearby

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Sledding nearby
  • Snowmobiling nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • This property doesn't allow pets

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
Onsite 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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Property is also known as

Cozy Historic Hilltop Cottage With Mount Ascutney View Cottage
Cozy Historic Hilltop Cottage With Mount Ascutney View Windsor

Frequently asked questions

What can I see within easy reach of this cottage?

This cottage is located in Windsor, close to Mount Ascutney, Mt Ascutney State Park, and Harpoon Brewery. Paradise Park is also within a driving distance of 4.2 mi.

Will I be able to park at this cottage?

No, there isn't parking at this cottage.

Is this cottage associated with a casino?

No, this cottage is not connected to a casino.

Will I find an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

Is Cozy Historic Hilltop Cottage with Mount Ascutney View good for couples?

Couples staying at this cottage will appreciate amenities like a fireplace and a kitchen as well as a garden.

Does Cozy Historic Hilltop Cottage with Mount Ascutney View have a hot tub?

No, this cottage doesn't have a spa tub.

Does this cottage provide breakfast?

No, this cottage doesn't offer breakfast.

Will this cottage allow pets to stay free of charge?

No, pets aren't allowed at this cottage.

Are there connecting rooms at this cottage?

No, there aren't connecting rooms at this cottage.

How close is the airport from this cottage?

The closest major airport to this cottage is Springfield, VT (VSF-Hartness State), which is 15.2 mi away (27 minutes by car). Another top airport is Lebanon, NH (LEB-Lebanon Municipal), which is located 22.2 mi away (33-minute drive).

Can I book a room with a balcony at Cozy Historic Hilltop Cottage with Mount Ascutney View?

Yes, every accommodation at Cozy Historic Hilltop Cottage with Mount Ascutney View comes with a deck with some featuring mountain views.

Reviews

9.6

Exceptional

Rating 10 - Excellent. 62 out of 74 reviews" "
Rating 8 - Good. 9 out of 74 reviews" "
Rating 6 - Okay. 3 out of 74 reviews" "
Rating 4 - Poor. 0 out of 74 reviews" "
Rating 2 - Terrible. 0 out of 74 reviews" "

9.8/10

Cleanliness

Reviews

8/10 Good

Robert L.

Liked: Cleanliness
Comfortable and convenient property
Stayed 5 nights in Sep 2024

10/10 Excellent

Andrew G., Oxfordshire UK

Liked: Cleanliness
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.

Liked: Cleanliness
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.

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.

Liked: Cleanliness
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

Liked: Cleanliness
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.

Liked: Cleanliness
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.

Liked: Cleanliness
Graduation
Everything was perfect for our stay!!! Thanks!
Stayed 2 nights in Jun 2023

10/10 Excellent

Elizabeth T., Greenbrier, AR

Liked: Cleanliness
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.

Liked: Cleanliness
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.

Liked: Cleanliness
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

Liked: Cleanliness
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 traveler

Liked: Cleanliness
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.

Liked: Cleanliness
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

Liked: Cleanliness
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.

Liked: Cleanliness
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.

Liked: Cleanliness
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.

Liked: Cleanliness
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.

Liked: Cleanliness
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

Liked: Cleanliness
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.

Liked: Cleanliness
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.

Liked: Cleanliness
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.

Liked: Cleanliness
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

10/10 Excellent

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

Liked: Cleanliness
Great Stay in West Windsor
This place was just perfect for us! I highly suggest it for a place to unwind and just enjoy Vermont. Would stay here again for sure!
Stayed 3 nights in Jul 2021

10/10 Excellent

Kevin C.

Liked: Cleanliness
Great location for our vacation
Great location for our vacation. Owner was bery quick to respond to questionsz
Stayed 4 nights in Jul 2021