Cozy Historic Hilltop Cottage with Mount Ascutney View | Cottage in West Windsor

Q: How much does it cost per night to stay in Windsor cottage?

Best-rates for the Windsor cottage starts from $210 per night with includes Parking, Pool, TV, Balcony/Terrace, Security/Safety, Bedding/Linens, Barbecue/Outdoor Cooking, Internet, Wellness Facilities, Fireplace/Heating, Entertainment, Child Friendly, Kitchen, Laundry with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

9.6 (82 Reviews) | 2 Bedrooms 1 Bathroom 4 Guests

Windsor Cottage | Cozy Historic Hilltop Cottage with Mount Ascutney View

2 Bedroom Cottage in Windsor, West Windsor

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

Cozy Historic Hilltop Cottage with Mount Ascutney View is located in Windsor. Cozy Historic Hilltop Cottage with Mount Ascutney View provides accommodation, featuring Balcony/Terrace, Security/Safety, Bedding/Linens, among other amenities. This Cottage features Balcony/Terrace, Security/Safety, Bedding/Linens, to make your stay a comfortable one.

Cozy Historic Hilltop Cottage with Mount Ascutney View has 2 Bedrooms , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Windsor has interesting places to visit. If you want to learn more about the Cottage in Windsor, such as places to visit and things to do nearby, you can check below to learn more.

Amenities

Parking
Pool
TV
Balcony/Terrace
Security/Safety
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Check-in Check-in time starts at 4:00 pm

Check-out Check-out before 11:00 am

Child Policy Children are welcome.

Pet Policy Pets not allowed

Other Policy 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 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 onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

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Reviews

Melanie D. Jun 24, 2025 01:43:57 AM

Summary: 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.

Jessica M. Jan 7, 2025 06:20:08 AM

Summary: 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.

Andrew G. Oct 5, 2024 08:33:46 PM

Summary: 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.

Daniel G. Jul 22, 2024 12:13:09 AM

Summary: 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.

Lisa T. Jun 23, 2024 01:33:24 AM

Summary: 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).

Adrien J. Jan 2, 2024 04:21:04 AM

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

Gloria C. Jul 24, 2023 11:01:58 AM

Summary: 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….

Barbara R. Jul 19, 2023 12:00:17 PM

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

Jamie O. Jul 7, 2023 11:00:17 AM

Summary: Everything was perfect for our stay!!! Thanks!

Elizabeth T. Jan 20, 2023 11:44:30 PM

Summary: 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.

FAQ's

Is this Windsor cottage pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Windsor cottage have a swimming pool?

Yes, this Windsor cottage has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Windsor cottage?

Best-rates for the Windsor cottage starts from $210 per night with includes Parking, Pool, TV, Balcony/Terrace, Security/Safety, Bedding/Linens, Barbecue/Outdoor Cooking, Internet, Wellness Facilities, Fireplace/Heating, Entertainment, Child Friendly, Kitchen, Laundry with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Windsor cottage a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Windsor cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Windsor cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Windsor cottage?

Based on the information reported by the owner or manager, the Windsor cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Windsor cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the Windsor cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check Cottage Availability

Nightly rates from:

US $210