Circa 1868 Chester Home/Victorian Farmhouse-Less than 20 MIN TO OKEMO

Q: Is Circa 1868 Chester Home/Victorian Farmhouse-Less than 20 MIN TO OKEMO pet-friendly?

No, pets are not allowed at this property.

Q: Where is Circa 1868 Chester Home/Victorian Farmhouse-Less than 20 MIN TO OKEMO located?

This family-friendly Chester vacation home is located in Chester Depot, within 2 mi (3 km) of DaVallia Art & Accents and Bonnie's Bundles Dolls. Vermont Country Store and Vermont Museum of Mining and Minerals are also within 9 mi (15 km).

10/10 Excellent

Sadie N., Parkville, MO

Dec 17, 2021

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

Wonderful stay

This was a fantastic property and stay for a family getaway. We would choose it again and again!

Stayed 5 nights in Dec 2021

10/10 Excellent

Annette T.

Feb 23, 2025

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

Would stay again

The property had plenty of space for our group. The beds and linens were comfortable and had everything we needed. The owners labeled the important items which was helpful, and quick to respond. The ski/mudroom was an added bonus. I would recommend this property.

Stayed 3 nights in Feb 2025

10/10 Excellent

Curtis H.

Dec 2, 2024

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

Magical

We had a wonderful stay and multigenerational Thanksgiving feast there. It was perfect. The house was everything and more. It snowed on Thanksgiving day which added to experience.

Stayed 3 nights in Nov 2024

10/10 Excellent

Kathy M.

Mar 13, 2024

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

Weekend family ski

Property was beautufil old large home.

Stayed 2 nights in Feb 2024

10/10 Excellent

Marguerite D.

Jul 17, 2022

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

Fantastic house!

Gorgeous & centrally located home with plenty of room for both entertaining and privacy. We had a blast and the hosts are so sweet and helpful!

Stayed 2 nights in Jul 2022

10/10 Excellent

Christina S.

Jan 22, 2024

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

Great Ski house

This was a perfect location, short ride to Okemo for skiing and close to lots of restaurants. The house was exactly as pictured and had everything we needed for a great stay. Lots of attention to detail by the owners, we loved all the little signs around the house. We had a great experience and would stay here again!

Stayed 3 nights in Jan 2024

10/10 Excellent

Margaret L.

Mar 10, 2025

Liked: Cleanliness, check-in, communication, location

Friends' Family ski trip!

This house was so lovely for a ski weekend with friends and our families. The house is very well stocked with basic needs and coffee. I LOVED that everything was labeled to help us know what to do, what to not touch and how to work things! Such a unique historic house to stay in that we pass all the time when heading to ski! Great location for an easy 20 minute to Okemo and convenient store across the street! Our families really loved being able to spend time together in this house.

Stayed 2 nights in Mar 2025

10/10 Excellent

Leitha B.

Jun 22, 2023

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

Everything was perfect!

This is such a lovely, big, old house that is beautifully maintained and very clean! The owners were extremely accommodating and the house had everything we needed for our small family reunion. I highly recommend!

Stayed 3 nights in Jun 2023

10/10 Excellent

David b., New York

Mar 14, 2018

Great House and Close to Ski Slopes

We stayed at this house in February. The house was spacious, clean and great for our large extended family. Jen was very responsive to a few small questions/requests we had. Would definitely stay at this house again.

Stayed 5 nights in Feb 2018

10/10 Excellent

Samantha H.

Aug 23, 2021

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

Charming, historical and enchanting home

We had a wonderful time at this lovely Vermont home. It was perfectly situated for day trips around Vermont. And it gave us lots of space to spend time together. Thanks for sharing it with us.

Stayed 5 nights in Aug 2021

10/10 Excellent

Maureen W.

Sep 18, 2024

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

Beautiful property in a great location

We stayed here for our son’s wedding. The space is beautiful. The beds were very comfortable! The home owners thought of everything. There was plenty of coffee, towels, toilet paper, trash bags, etc. So many things you forget in a typical rental! The outside yard was also fun! Thank you for a wonderful stay!

Stayed 4 nights in Sep 2024

10/10 Excellent

Kathy M.

Jun 23, 2024

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

Impeccable, Charming Place to Stay

We had a wonderful time staying at this charming farmhouse. It was spacious, immaculate and well stocked with everything we needed to have a wonderful girls weekend. The bedrooms, dining room and living room were comfortable for spending hours gathered around a meal or chatting. The location gave us all kinds of options, from grabbing a pizza around the corner, enjoying downtown Chester, stopping in to the Vermont Country Store or having dinner in Ludlow. Would highly recommend staying here any time of year. We really enjoyed our stay. Particularly because the hosts provided excellent communication from start to finish.

Stayed 2 nights in Jun 2024

10/10 Excellent

Charles M.

Mar 7, 2023

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

Great House!

This house is beautiful. The beads were very comfortable. It had original features with modern touches. It was great for my family getaway to Magic Mountain. Thank you. We will be back next year!

Stayed 3 nights in Mar 2023

10/10 Excellent

Donna K.

Dec 23, 2021

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

Quaint home in Chester

Our family so enjoyed our weekend in Chester. Our family lived in Chester for 20 years and we wanted to have a family visit. This charming Victorian was a perfect house (lovingly restored) for our family . Jennifer was a great host and communicated throughout our stay and was able to allow us to check in sooner as a snow storm came through earlier than expected . We will definitely come back!

Stayed 2 nights in Dec 2021

10/10 Excellent

Nick M.

Aug 15, 2019

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

Wonderful home in a classic small-town setting.

We had a great stay at this lovely, historic home with classic architectural features yet filled with modern comforts. Loved the wood floors and high ceilings and original moldings and fixtures. Visited the local town of Chester - don't miss the Southern Pie Cafe. Spent a great afternoon at Artisan Park in Windsor - the Path of Life Sculpture Garden was a surprising bonus. Thanks for a wonderful experience.

Stayed 3 nights in Aug 2019

10/10 Excellent

Sandra S.

Jul 23, 2022

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

Authentic New England

We had a lovely stay in this very clean, nicely decorated home. I grew up in New England and can attest that this is a well restored Victorian. Many original floors, huge windows, moldings, bathrooms that function well but have an authentic feel. There is a great little market within walking distance and we enjoyed several local restaurants. This was my first house rental and I was nervous, but it all went smoothly and the communication was great with the owners.

Stayed 4 nights in Jul 2022

10/10 Excellent

Ilana V.

Dec 12, 2024

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

Can’t beat this!

My family and I stayed in this extremely unique and character-filled house in the heart of Chester. It was very clean and the host took the extra step of providing clear labels of where things are. There was even a piano and guitar. The local market is right across the street on the corner, which we frequented. You really can’t beat this. We ran out of dishwasher detergent and the host responded promptly, having the property manager bring it by within 20 minutes. Will definitely stay again!. Thank you.

Stayed 2 nights in Nov 2024

10/10 Excellent

Melissa S.

Sep 4, 2023

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

Vermont Weekend Getaway

We really enjoyed this property. The house was spacious, exactly as described. So many nice little touches throughout. What a comfortable and clean home. The little market across the street was perfect for what you need for a weekend without needing to head to a large grocery store. I would 100% recommend a stay here to anyone looking. Oh! And this fantastic pizza spot with live music 2 minutes away…Pizza Stone. Fantastic venue for all ages.

Stayed 3 nights in Sep 2023

10/10 Excellent

Dave O.

Mar 18, 2024

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

Awesome Stay

Stayed for the weekend to attend wedding in town. Wonderful place that had everything we needed. Had a little trouble locating the key, was attached to railing on the steps leading to the door. Called the hosts number and was immediately answered and advised where the key was located. Allowed us to check in early to get ready for the wedding. Great communication and would definitely stay again. Short trip to Okemo for those who ski and Chester is quaint little New England town. Excellent location IMO.

Stayed 2 nights in Mar 2024

10/10 Excellent

Brian S.

Mar 18, 2018

Large Comfortable Accomodations

My family and I all met up in Vermont for a ski weekend at Okemo and this house gave us exactly what we needed. There is plenty of space to relax after long days on the mountain and a decent kitchen to cook meals in. The kitchen has the basics but if you need anything special bring it yourself. The house is clean and well cared for with nice little details of Vermont throughout. One nice surprise was the mattresses; they were the most comfortable we'd ever slept on in a rented house. We would definitely stay here again.

Stayed 2 nights in Mar 2018

10/10 Excellent

Deb T.

Oct 14, 2021

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

Large house with plenty of room for friends and family

The queen beds were super comfy. The rooms were light and airy. Be aware that there are no shades on the windows so car headlights and morning sun could be an issue. We had a group over for dinner, and there was room at the dining room table for 10. The kitchen is well supplied. The house is right across the street from Smitty's Market which is fully stocked with deli and specialty items. The wood floors are beautiful so you are asked to remove your shoes at the door. The appliances are all pretty new.

Stayed 3 nights in Oct 2021

10/10 Excellent

Verified traveller

Oct 17, 2018

Lovely old house

We rented the house (3 couples and a teenager), because we were attending a family wedding nearby. The house is really stunning: carefully preserved and tastefully decorated, with huge windows and high ceilings. The beds are comfortable, and there are little space heaters in the bedrooms. The owners responded quickly to my questions, and were unperturbed when we wanted to increase the body count from 5 to 7. Parking is tight, but there seems to be ample space on the street, on weekends. There's a well-stocked market across the street, and a charming pub with good food (MacLaomainn's) within walking distance. We would rent this house again in a heartbeat. Highly recommended!

Stayed 2 nights in Oct 2018

10/10 Excellent

Sarah M.

Aug 9, 2024

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

A cozy spot with lots to love

We had an incredible time staying here for my friend’s bachelorette party. I was a bit worried about staying during such a hot weekend, but the air conditioners in the bedrooms helped to keep us cool. The hosts were kind enough to leave us a note and a bottle of chilled wine in the fridge, which got our weekend off to a great start! They were communicative, kind, and impeccable hosts. The house is very cute and close to restaurants that took me by surprise with how good they were! Would definitely recommend to anyone for a cozy escape in a beautiful VT home!

Stayed 2 nights in Jul 2024

8/10 Good

Lisa H.

Oct 18, 2022

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

Historical home in the heart of town

The home is beautiful and we appreciated the laundry facilities, the spacious living room and the beds and pillows were so comfortable and inviting. We were 4 senior women traveling and would have liked curtains in the upstairs bedrooms to block the morning light and from the headlights of the cars driving down the street. Curtains would have provided a buffer for some of the road noise and would have provided extra privacy.

Stayed 3 nights in Oct 2022

10/10 Excellent

Bill H.

Sep 26, 2022

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

Early Fall Getaway

My family came to celebrate the ninth anniversary of my 49th Birthday and we had a wonderful time. This is a beautiful Victorian Home and well appointed. It was so nice to gather and spend some quality time in Vermont a little ahead of the leaf peeking crowds. Would highly recommend!

Stayed 3 nights in Sep 2022

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Photo gallery for Circa 1868 Chester Home/Victorian Farmhouse-Less than 20 MIN TO OKEMO

Reviews

Entire home

Popular amenities

Add dates for prices

About this property

Entire place