Circa 1868 Chester Home-Less than 20 MIN TO OKEMO | House in Chester

10.0 (38 Reviews) |   4 Bedrooms  2 Bathrooms  8 Guests  Stay&Play
Chester Depot House | Circa 1868 Chester Home-Less than 20 MIN TO OKEMO

4 Bedroom House in Chester Depot, Chester

OVERVIEW
Our historic 1868 'Elm House' is located in the picturesque town of Chester, nestled in the heart of Chester Depot. The 'Elm House' is perfect for city dwellers looking for a country escape, traveling families, romantic getaways, retreat weekends, girls trip, holiday stays, reunions, celebrations etc;
Our beautifully appointed and spacious space will make for a relaxing and cozy getaway. The Williams River flows behind our home amongst the chestnut and apple trees.
KITCHEN
Our home has a traditional farmhouse style kitchen complete with rustic wood floors and modern amenities. We have provided everything you need to prepare your own farm-to-table dinner with fresh food from the local farmer's market or country store across the street. We also have a Keurig and french press. For your added convenience we have provided a starter supply of fresh ground coffee, creamer and assorted teas.
DINING ROOM
In the formal dining room, we have a designated bar area equipped with glassware and other bar essentials as well as a full china set for your use.
BEDROOMS
The 'Elm House' offers 4 bedrooms, each designed to provide a relaxing and cozy atmosphere. Each bedroom is furnished with memory foam queen beds. There is one bedroom and bathroom on the first floor and three guest bedrooms and 1.5 bathrooms on the second floor.
WIFI & TV
The house has WIFI and a 'Smart TV' (Netflix, Hulu, Amazon, etc. streaming for your devices).
DECK & YARD AREA
Outside, there is a large wraparound deck with rocking chairs where you can enjoy coffee or cocktails. The yard space has plenty of room for a picnic or for yard games.
MUDROOM/SKI STORAGE
There is also a large mudroom that is perfect for ski and snowboard storage.
WHAT TO DO:
In the village of Chester-enjoy quaint restaurants and taverns, antique shops, art galleries, and a country market.
Explore southern Vermont’s famous hiking trails, world class skiing, farms, winding rivers and breweries (near Harpoon & Long Trail)
Close proximity to the best of Vermont's ski resorts! (Magic Mountain, Bromley, Stratton, Okemo and Killington)
Come experience why Chester has been voted one of the top 10 most beautiful towns in Vermont!
For Spring and Summer fun- take a hike! There are several popular hiking trails in Chester-Lost Mine Hiking Trail and Green Mountain Nature Trail. In Chester there is a town pool you can access or check out Rainbow Rock (a local swimming hole) or Buttermilk Falls in Ludlow for waterfall/swimming adventures. In Springfield there is a pick your own farm-Wellwood Orchards for strawberries, blueberries, raspberries, peaches, plums and cherries. For more outdoor adventures, bring your bikes, kayaks or golf clubs!
Fall is a time of wonder and delight in this quintessential Vermont town-perfect for leaf peeping, picnicking, apple picking, scenic train rides at Chester Depot (only footsteps away from Elm House) or enjoy the annual fall festival on the green in September.
In the Winter months, bring your ice skates, skis, snow shoes and snow boards! We are conveniently located near 5 of Vermont's finest ski resorts! (Magic Mountain, Bromley, Stratton, Okemo and Killington)
Anytime of the year is a great time to visit a maple sugar house, Mitch's Maples (less than a mile from our home) or the Vermont Country Store (less than 10 miles) or take a driving tour of Vermont's many covered bridges!
Be sure to check out the local dairy farm, Jersey Girls Dairy & Farm Store for fresh milk and dairy products or the nearby Farmers Markets in Ludlow and Londonderry.
For a more relaxing and rejuvenating adventure, spa services are available at Castle Hill Spa-an Aveda Concept Spa.
The Spring House Pool and Fitness Center at Okemo is another great place to unwind after a long day. Indoor pool, hot tub and fitness center.
We don't live on the property, but we have a caretaker nearby who looks after our home and can assist if needed. If an issue arises, please let us know immediately so we can solve and you can relax + enjoy your stay!
DISTANCE FROM ELM HOUSE TO:
Grafton Inn-8 miles (12.8 km)
Magic Mountain Ski Area-13 miles (20.9 km)
Okemo Mountain Resort-15 miles (24 km)
Bromley Ski Resort-22 miles (35.4 km)
Stratton Mountain Resort-26 miles (41.8 km)
Killington Resort-29 miles (46.6 km)
Woodstock, VT-31 miles (49.8 km)
Manchester, VT-31 miles (49.8 km)
Manchester-Boston Regional Airport-Manchester, NH (MHT)-93 miles (149.6)
Bradley International Airport-Hartford, CT (BDL)-114 miles (183.4 km)
Boston, MA-136 miles (218.8 km)
New York City-249 miles (400.7 km)
Please note:
**There is a glitch on VRBO showing pool, hot tub-we do not have these items, nor have them selected as an option**
Cell service is sporadic in this region of southern Vermont. Cell phone + GPS services may be limited in certain areas.
In Summer months-we have window unit AC's in the bedrooms-we do not have central air.

Circa 1868 Chester Home-Less than 20 MIN TO OKEMO is located in Chester Depot. Circa 1868 Chester Home-Less than 20 MIN TO OKEMO provides accommodation, featuring Sports/Activities, Internet, Laundry, among other amenities. This House features Sports/Activities, Internet, Laundry, to make your stay a comfortable one.

Circa 1868 Chester Home-Less than 20 MIN TO OKEMO has 4 Bedrooms , 2 Bathrooms, and max occupancy of 8 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 House because of the excellent services rendered by the owner or manager of this House, 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. House has a friendly neighborhood, and the Chester Depot has interesting places to visit. If you want to learn more about the House in Chester Depot, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
Read More Read Less

Policies

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25
Check-out Check-out before 11:00 am contactless check-out available
Child Policy Children are welcome. note from host: not baby proofed-steep staircase/no baby gate
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 indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock 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 this property uses eco-friendly cleaning products
 
Chester, 05143, United States

What Our Guests say 500 + Reviews

Mar 10, 2025 11:36:48 PM
Summary: 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.
Margaret L. Margaret L.
Feb 24, 2025 01:26:29 AM
Summary: 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.
Annette T. Annette T.
Dec 13, 2024 03:31:13 AM
Summary: 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.
Ilana V. Ilana V.
Dec 2, 2024 08:34:30 AM
Summary: 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.
Curtis H. Curtis H.
Sep 18, 2024 06:07:46 PM
Summary: 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!
Maureen W. Maureen W.
Aug 10, 2024 01:25:48 AM
Summary: 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!
Sarah M. Sarah M.
Jun 24, 2024 05:35:41 AM
Summary: 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.
Kathy M. Kathy M.
Mar 19, 2024 12:19:29 AM
Summary: 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.
Dave O. Dave O.
Mar 13, 2024 07:28:26 PM
Summary: Property was beautufil old large home.
Kathy M. Kathy M.
Jan 22, 2024 11:17:51 PM
Summary: 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!
Christina S. Christina S.

FAQ's

Is this Chester Depot house 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 Chester Depot house have a swimming pool?

Yes, this Chester Depot house 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 Chester Depot house?

Best-rates for the Chester Depot house starts from $288 per night with includes Fireplace/Heating, Child Friendly, Balcony/Terrace, Security/Safety, Bedding/Linens, Wellness Facilities, Kitchen, Parking, Pool, TV, Guest Services, Entertainment, Sports/Activities, Internet, Laundry, Air Conditioner StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chester Depot house 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 house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chester Depot house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chester Depot house 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 Chester Depot house?

Based on the information reported by the owner or manager, the Chester Depot house indicates 1 day stay policy at this house. 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 Chester Depot house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chester Depot house 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.

People Also Ask

Check House Availability
Nightly rates from:
US $288
You will be redirected to  
Hot Deal - It has been viewed 130 times today
Not the right fit? Check out our other properties in Chester Depot