Title: Cozy Historic Hilltop Cottage with Mount Ascutney View - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Cozy Historic Hilltop Cottage with Mount Ascutney View Cottage in Windsor with kitchen and patio ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34329400/34329330/15a9b459.jpg?impolicy=resizecrop&rw=598&ra=fit) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34330000/34329400/34329330/w799h599x1y1-d72243d1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/35000000/34330000/34329400/34329330/bc28e3c3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34330000/34329400/34329330/469c25b4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34330000/34329400/34329330/5a13e6da.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Perched on a wooded hilltop near Brownsville, this charming cottage offers great views of Mt Ascutney and the soothing sounds of a nearby brook. With antique furnishings, cozy gas fireplace in the living room or wood fire in the chiminea on the deck, guests can unwind amidst nature's beauty. 9.6 Exceptional ### Entire home 2 bedrooms1 bathroom ## Popular amenities - Parking available - Gym - Pool - Barbecue grill - Fireplace - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## 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 ## Property amenities ### Ski - Cross-country skiing nearby - Snowboarding nearby ### Pool/Spa - Pool ### 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 - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the mountains - Near a health/beauty spa - Near a hospital ### Things to do - Gym - 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 ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100810000/100807000/100806959/0de3e860.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy cottage on the river, minutes from skiing, horse events, and so much more! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as Cozy Historic Hilltop Cottage With Mount Ascutney View Cottage Cozy Historic Hilltop Cottage With Mount Ascutney View Windsor ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C43.48381%2C-72.47401&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=iiWsUqzdeHnuyFW8xf17rROv7dU=) West Windsor, VT #### What's nearby - Mt Ascutney State Park - 5 min drive - 3.6 km - Cornish-Windsor Covered Bridge - 12 min drive - 13.7 km - Blow-Me-Down Bridge - 13 min drive - 14.0 km - Mount Ascutney - 31 min drive - 17.6 km - Billings Farm and Museum - 32 min drive - 38.3 km #### Getting around - Windsor Station - 14 min drive - Springfield, VT (VSF-Hartness State) - 27 min drive #### Restaurants - ‪Harpoon Brewery - ‬19 min drive - ‪Frazer's Place - ‬15 min drive - ‪Windsor Pizza Chef - ‬14 min drive - ‪The Hartland Diner - ‬21 min drive - ‪Skunk Hollow Tavern - ‬20 min drive ## Frequently asked questions ### Does Cozy Historic Hilltop Cottage with Mount Ascutney View have a pool? > Yes, this property has a pool. ### 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? > Check-out is at 11:00 AM. ### Where is Cozy Historic Hilltop Cottage with Mount Ascutney View located? > Situated in the mountains, this cottage is 1.9 mi (3 km) from Mt Ascutney State Park and within 6 mi (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 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Cozy Historic Hilltop Cottage with Mount Ascutney View Reviews 9.6 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 9.8 Cleanliness ### 9.8 Location 10 - Excellent 69 8 - Good 10 6 - Okay 3 4 - Poor 1 2 - Terrible 0 ### 10/10 Excellent #### Kevin C. Jul 10, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location for our vacation Great location for our vacation. Owner was bery quick to respond to questionsz ##### Kevin C. Stayed 4 nights in Jul 2021 ### 10/10 Excellent #### Verified traveller Sep 26, 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!! ##### Verified traveller Stayed 2 nights in Sep 2022 ### 10/10 Excellent #### Amy K. Aug 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Wonderful old schoolhouse with lots of charm! We loved having breakfast on the deck and a fire in the chiminea in the evenings. The house had everything we needed for our 5 night stay. Great location near historic sites, parks, the Connecticut River, and quaint towns. ##### Amy K. Stayed 5 nights in Jul 2025 ### 4/10 Poor #### Dan B. Jul 6, 2025 Liked: Cleanliness, check-in, communication Disliked: Location #### Disappointing Stay Nice location and quaint little home. We had two issues with our stay. The neighbors were so loud celebrating the 4th of July that we had to leave in the afternoon to find a place to rest and relax before watching fire works in Hartland in the evening. The other issue was that the well water had an extremely strong sulfur smell to it and had the scent of rotten eggs. We were expecting something much quieter and wanted to spend time on the deck overlooking Mt. Ascutney but could not enjoy it due to the loud partying going on next door. Would not recommend this place to anyone looking for a peaceful relaxing place to stay. The description fell short of what was being advertised primarily due to loud neighbors. ##### Dan B. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Melanie D. Jun 23, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Connecticutt river trip 3 night trip We wanted to be close to Great River Outfitters and we were. We also enjoyed White River Junction, Woodstock, alpacas, Sugarbush Farm and lots of good food and beer.We encountered a large spider web inside the back door and found the huge spider owner on the fireplace. I don't mind them so mush but My daughter had to dust for other crawlies.We could have used air conditioning the first night as it was so humid but other nights were quite pleasant. ##### Melanie D. Stayed 3 nights in Jun 2025 ### 10/10 Excellent #### Jessica M. Jan 6, 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. ##### Jessica M. Stayed 5 nights in Dec 2024 ### 10/10 Excellent #### Andrew G. Oct 5, 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. ##### Andrew G. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Daniel G. Jul 21, 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. ##### Daniel G. Stayed 3 nights in Jul 2024 ### 8/10 Good #### Lisa T. Jun 22, 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). ##### Lisa T. Stayed 3 nights in Jun 2024 ### 10/10 Excellent #### Adrien J. Jan 1, 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. ##### Adrien J. Stayed 2 nights in Dec 2023 ### 10/10 Excellent #### Gloria C., Springvale, USA Jul 9, 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…. ##### Gloria C. Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### Barbara R. Jul 5, 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. ##### Barbara R. Stayed 3 nights in Jul 2023 ### 6/10 Okay #### Jamie O. Jun 22, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Graduation Everything was perfect for our stay!!! Thanks! ##### Jamie O. Stayed 2 nights in Jun 2023 ### 10/10 Excellent #### Elizabeth T., Greenbrier, AR Jan 20, 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. ##### Elizabeth T. Stayed 2 nights in Oct 2022 ### 10/10 Excellent #### Craig V. Oct 12, 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. ##### Craig V. Stayed 2 nights in Oct 2022 ### 10/10 Excellent #### Christine V. Oct 9, 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. ##### Christine V. Stayed 2 nights in Oct 2022 ### 10/10 Excellent #### Daniel E., Millbrae, Ca Oct 7, 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. ##### Daniel E. Stayed 2 nights in Sep 2022 ### 10/10 Excellent #### Deborah M. Sep 4, 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 ##### Deborah M. Stayed 2 nights in Sep 2022 ### 10/10 Excellent #### Trisha S., 1518 Main Street, East Earl PA 17519 Aug 2, 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. ##### Trisha S. Stayed 4 nights in Jul 2022 ### 10/10 Excellent #### Robert G. Dec 24, 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. ##### Robert G. Stayed 4 nights in Dec 2021 ### 8/10 Good #### Kevin B. Nov 26, 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. ##### Kevin B. Stayed 2 nights in Nov 2021 ### 10/10 Excellent #### Kim R. Oct 28, 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! ##### Kim R. Stayed 2 nights in Oct 2021 ### 10/10 Excellent #### Donna B. Oct 4, 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. ##### Donna B. Stayed 3 nights in Sep 2021 ### 10/10 Excellent #### DAVID B., BERLIN Sep 9, 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 ##### DAVID B. Stayed 2 nights in Sep 2021 ### 10/10 Excellent #### David T. Aug 27, 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! ##### David T. 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