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Chester Farmhouse on 100 Acres, 15 Min to Okemo!

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Dining
Interior
Interior
Interior
Property grounds

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms2 bathroomsSleeps 10279 sq m

Popular amenities

  • Washer
  • Barbecue grill
  • Pet friendly
  • Parking available
  • Outdoor Space
  • Air conditioning

About this property

Entire place

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

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

Welcome to 'Smokeshire Hilltop Farmhouse!' This lovely 5-bedroom, 2-bathroom vacation rental sits on a plateau above the Williams River in Chester. Located on a working farm with beautiful grounds, the rustic farmhouse offers travels the ideal escape at any time of the year! Spend your day hiking the nearby trails in the summer or skiing the slopes at Okemo in the winter. After your adventures, cozy up by the wood-burning fireplace and enjoy a peaceful evening at home.

-- THE PROPERTY --

MRT-11153470-001 | Pet Friendly w/ Fee (Dogs & Horses Only) | Furnished Sunroom | Sleigh/Carriage Rides Available

Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Beds, Full Bed | Bedroom 5: 2 Twin Beds | Study: Sleeper Sofa

OUTDOOR SPACE: Spacious unfenced yard, outdoor dining
INDOOR LIVING: Flat-screen TV, DVD player, fireplace, dining table, shower/tub combo
KITCHEN: Stove/oven, microwave, dishwasher, refrigerator, dishware/flatware, toaster, spices, Keurig single-serve coffee maker, drip coffee maker, kettle, standing mixer
GENERAL: Free WiFi, washer/dryer, linens/towels, central heating, mini-split A/C & heating units
ACCESSIBILITY: 2-story home, stairs required, 1 bedroom on 1st floor
FAQ: Pet fee (paid pre-stay), 1 exterior security camera (facing front entry), 4WD recommended in winter, homeowner on-site (private home, same property), limited cell service
PARKING: Driveway (5 vehicles)

-- THE LOCATION --

WINTER REC: Okemo Mountain Resort (8 miles), Magic Mountain Ski Area (18 miles), Bromley Mountain Ski Resort (29 miles), Killington Ski Area (30 miles), Stratton Mountain Resort (32 miles), Mount Snow Grand Summit Resort (46 miles)
SUMMER REC: The Fort At No 4 (17 miles), Wilgus State Park (20 miles), Mt Ascutney State Park (21 miles), Killington Ski Area (30 miles)
ATTRACTIONS: Okemo State Forest (11 miles), Buttermilk Falls (11 miles), Mt Ascutney State Park (21 miles), Saint-Gaudens National Historic Park (27 miles), Pillsbury State Park (42 miles), Mt Sunapee State Park (40 miles)
AIRPORTS: Lebanon Municipal Airport (40 miles), Bradley International Airport (122 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $50 fee (+ fees & taxes, dogs & horses only)
- No events, parties, or large gatherings
- Must be at least 28 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The 2-story property requires using stairs to enter
- NOTE: This house is located on a working farm and animals may be present during your stay
- NOTE: Four-wheel drive or all-wheel drive is recommended in the winter months to access the property
- NOTE: The property does have cell phone service, but it may be spotty since the property is located in a rural area. Please check with your provider to confirm your service quality. There is a landline in the property
- NOTE: Your safety matters. This property features an exterior security camera located at the front door facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video and sound when motion is detected by the device
- NOTE: The homeowner lives on-site, in a completely separate unit, and may be present during your stay

Property manager

Evolve Vacation Rental Network

Languages

English, French, German, Spanish

Property amenities

Internet

  • Internet access

Parking and transportation

  • Onsite parking
  • Car recommended

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Dishwasher
  • Cookware/dishes/utensils
  • Spices
  • Coffee/tea maker
  • Toaster
  • Ice maker

Bedrooms

  • 5 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

  • 2 bathrooms
  • Towels provided
  • Hair dryer

Living spaces

  • Fireplace
  • Library

Entertainment

  • TV
  • DVD player
  • Books

Outdoor areas

  • Furnished patio
  • Yard
  • Barbecue grill
  • Firepit

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Phone

Things to do

  • Hiking/biking trails nearby
  • Hiking nearby
  • Hunting nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit

General

  • Unit size: 3000 sq ft (279 sq m)

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  • Hot Tub
  • Kitchen
  • Washer
  • Dryer
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Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 28

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

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Chester Farmhouse on 100 Acres, 15 Min to Okemo! Chester
404693

About the neighborhood

Map
Chester, VT

What's nearby

  • Dorsey Park - 16 min drive - 13.3 km
  • Okemo Mountain Resort - 21 min drive - 15.0 km
  • Jackson Gore Parking - 22 min drive - 16.5 km
  • Lake Rescue - 23 min drive - 20.0 km
  • Magic Mountain Ski Resort - 36 min drive - 32.1 km

Getting around

  • Bellows Falls Station - 36 min drive
  • Springfield, VT (VSF-Hartness State) - 19 min drive

Restaurants

  • ‪Goodman's American Pie - ‬15 min drive
  • ‪DJ'S Restaurant - ‬16 min drive
  • ‪Tom's Loft Tavern - ‬18 min drive
  • ‪Stemwinder - ‬17 min drive
  • ‪The Southern Pie Company - ‬17 min drive

Frequently asked questions

Is Chester Farmhouse on 100 Acres, 15 Min to Okemo! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Chester Farmhouse on 100 Acres, 15 Min to Okemo!?

Check-in begins at 3:00 PM.

What time is check-out at Chester Farmhouse on 100 Acres, 15 Min to Okemo!?

Check-out is at 11:00 AM.

Where is Chester Farmhouse on 100 Acres, 15 Min to Okemo! located?

Situated in Chester, this vacation home is within 9 mi (15 km) of Phineas Gage Memorial, Okemo Mountain Resort, and Fletcher Farm School for the Arts and Crafts. Bonnie's Bundles Dolls and DaVallia Art & Accents are also within 9 mi (15 km).

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Chester Farmhouse on 100 Acres, 15 Min to Okemo! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 42 out of 48 reviews
Rating 8 - Good. 5 out of 48 reviews
Rating 6 - Okay. 0 out of 48 reviews
Rating 4 - Poor. 0 out of 48 reviews
Rating 2 - Terrible. 1 out of 48 reviews

8.6/10

Cleanliness

Reviews

10/10 Excellent

Peter C.

Great Weekend getaway for three generations!
Plenty of room and amenities for grandparents, three adult children and three grandkid skiers!! Almost had to cancel due to wicked NorEaster coming in on Friday, but we made it here and so glad we did on Friday! The working farm is classic Vermont, the hill off the pond was perfect for sledding and the slopes are 20 minutes away. The owners were away, but the caretakers stopped by to check in on us. All you need to do is bring your food and libations, the rest is here! Highly recommend to all! Thanks! Looking forward to next year! Peter and Karin Conopask, Rhode Island
Stayed 2 nights in Mar 2018
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Derek S., Charlestown, MA

Magical Vermont Farmhouse!
Wow! This place is absolutely charming and a real gem! The house is big yet cozy and comfortably slept 12 adults and accommodated us all sitting together for large family style meals. The property is incredible, you will feel totally secluded up in the mountains surrounded by beautiful forests, fields, a pond and stream. Our group enjoyed waking up to look out on the lovely mountain view while sipping our coffee, read ing and practicing yoga in the backyard. During the day we explored the surrounding forest, hiked up the creek and took a dip. What really made our stay enchanting were all the amazing animals on the property. Two gorgeous and extremely friendly horses roamed the property and let us pet them while they grazed. We loved watching all the sheep and particularly loved feeding the baby pigs. There are blue berries and raspberries on the property which we were able to pick as well. In the evenings our group enjoyed sitting around the large outdoor fire pit with plenty of chairs for fireside chats under the stars. Donna and her husband are extremely friendly, generous, and lovely hosts! We couldn't have enjoyed our stay more and are looking forward to returning back to this amazing Vermont getaway in the future!

10/10 Excellent

Robert M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Smokeshire Farm July 2024
Lovely house on beautiful property. We thoroughly enjoyed staying at Smokeshire Farm. We will never forget the moon rising over the hill or being greeted by the sheep in the morning.
Stayed 3 nights in Jul 2024

10/10 Excellent

Eric M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Super cool property and great hosts
Stayed 5 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jacob

An Honest Review
Coming from a background of rural living, farming, and dealing with honest people, I think I’m fit for leaving an honest review. Our stay was first met with challenges that could not be controlled by anyone. Weather delayed our stay by a whole day, but Donna was kind enough to refund 2 nights. (Was not requested by us) this was nice due to unseen costs we had to pay to stay somewhere else. Once at the house, it was wonderful. I could tell instantly that one side of the house was extremely old. (Early 1800’s) This was great to see such a cool piece of history of old Vermont. If you’re looking for a beautiful rustic farmhouse to stay with plenty of room and great price? This is it. The house was comfortably cool the entire stay, but that forced everyone to spend quality time in the living room near the fire place. But even this was not the highlight of my stay, personally. Donna, the owner is what made me happy choosing to stay at their home in Chester. Communication was excellent, seeing work horses being worked in the field was also great to see. Got to spend time in some poor weather speaking with Donna as well. 10/10 I would recommend to a friend and will also be returning in the future for winter ski trips.

10/10 Excellent

Thomas W., Warwick, RI

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very relaxing
It is definitely somewhat isolated but the fact that it was a working farm with horses and sheep was such a thrill for our grandkids (age 6-10). They loved feeding the horses and interacting with the owners. Sitting around the fire pit was relaxing for the adults. We were three generations and had a wonderful time interacting and enjoying seeing the children have such a good time. Our family dog seemed to like the farm atmosphere as well. Donna and Peter were wonderful hosts. We hope to go back some day.
Stayed 3 nights in Oct 2022

10/10 Excellent

Ben l.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome stay!!
Fantastic. Very peaceful. Loved seeing the horses and sheep in the distance. Blueberry picking onsite, hiking trails out the door, kids playing in the shallow river down the hill. Echo lake and going up the chairlift at okemo were awesome. Fire pit was perfect. Attentive and friendly host. Overall we absolutely loved our stay and plan to go back!
Stayed 6 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

mary

Serene, peaceful, lovely
Donna and Peter could not be better hosts! They have the most bucolic, peace-filled setting with lambs and horses that you can see from your bed in the morning! The house is clean, comfortable, cozy, there is a very well-equipped kitchen and a fantastic patio, and firepit in the backyard. Right down the road is the Williams River, it was shallow enough for the 3year old to play in all morning. Hiking all around, farm markets, festivals, delicious berries, and the peace and quiet that calm your heart. Our family loves it here, we are always sad to go, no matter how much time we've spent on this beautiful farm. Thanks to Donna and Peter for sharing this very special place.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

mary

Best winter of our lives
Our family spent the winter at the Farmhouse this year. It was magical from start to finish. Snow, sledding, skating, bonfires, sheep, horses and a lovely dog named Jen. Peter and Donna are marvelous hosts, sharing their space, their knowledge, their warmth and their kindness. Our family of 11 loves this house, loves this farm and feel truly blessed to be able to spend time in this special place. If you are lucky enough to stay here, you are lucky enough indeed.

10/10 Excellent

Michael R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Classic New England farmhouse
Cozy and comfortable. Beautiful property and location. Great place to bring your dogs and kids.
Stayed 4 nights in Sep 2020

10/10 Excellent

Dawn F., Chalfont PA USA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect get away
We had such a good time in this house. Clean, everything we needed. Donna, the owner was welcoming and came over within minutes when I let her know we ran out of propane for the grill. Fit our family of 9 perfectly. We were there during the hottest week of the summer and sleeping was comfortable since it gets cool at night. Thank you!!
Stayed 6 nights in Jul 2020
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bharti

Tranquil
Lovely farmhouse in southern Vermont. The home is located on a quiet and tranquil hill surrounded by barns and rolling hills with sheep, horses and pigs. No neighbors in sight (but owners are nearby and very responsive). A stream runs nearby where we swam everyday. The house itself is large with multiple rooms. It is decorated with little pieces of history. It is clean and warm and inviting. Clean and plenty of linen and comfortable pillows. We stayed in the summer and there was no AC but the entire hills is so cool and the fans were adequate. At night it can get chilly but the warm blankets were perfect. HUGE yard where we had an outdoor fire and roasted s’mores. We had a wonderful time picking blueberries. I would absolutely come back here. The owner Donna and Peter are wonderful and excellent in their communication. Lovely people.

10/10 Excellent

Erin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property and hosts, scary road!
This home was charming, huge, well stocked, etc. everything was excellent, perfectly described by hosts, and wonderful...the hosts absolutely did their job in describing the 2 miles up to the house, but I did not take it seriously enough. The hill wasn’t that bad (luckily it wasn’t snowing and I have AWD), but the 1.5 mile flat windy part was a new experience in the mud, next to a river. I am admittedly a terrible driver, so I would 100% recommend this house if you’re not afraid of a little dirt road ;)

10/10 Excellent

mary R.

Liked: Check-in, communication, location, listing accuracy
A Favorite Family Vacation
Ten of us, ranging in age from 1.5-67, stayed at the farmhouse for two weeks in February and we had the time of our lives. Sheep! Horses!Bon Fires! Fires!Sledding! Sleigh rides! Peter and Donna could not have been more accomodating, truly lovely hosts, who shared their farm with us generously and kindly. It is an old farmhouse, not particularly clean, but that was irrelevant to us, we were cozy and warm, happy to be sharing this special place, feeling as though we took a step back in time, and delighted to do so.
Stayed 14 nights in Feb 2020

10/10 Excellent

Gina B., Plaistow, NH

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for our big family!
We had a great time at the Smokeshire property. Tons of room for the kids to play outside (loved sledding down the big hill). Close to Okemo and downtown Ludlow. The house was rustic and had a lot of history... something our family loved! Great home for a family getaway in a perfect VT setting!

10/10 Excellent

Steven B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend away
Spent a weekend with the family there. The directions and expectations were well laid out. The place was clean and plenty of space to hang out for 7 adults and 3 kids. Beds were not the most comfortable but they made do.

10/10 Excellent

Lynne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Winter Heaven!
All twelve of us, ages 9 through 73, had a blast. Peter and Donna, managers, are friendly, helpful, and very responsive. Lots of great family spaces and privacy spots, too.
Stayed 4 nights in Dec 2019

10/10 Excellent

Donna L., Pelham

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Vacation!
We had a fabulous time. It was a different type of vacation for our family and everyone loved it. There were 5 adults and 5 children ranging in age from 17-3. The electronics were at a minimum and we enjoyed each other's company and being outdoors. The grounds are beautiful and seeing the sheep, pigs and having the horses visit every evening was amazing. Our older grandchildren loved the library and the old books and history of the property that they found. This was so much better than everyone being on their phones and iPads. Donna and Peter were visible and available if needed. The house is over 200 years old and anyone booking this home needs to understand that. We just loved it! Thank you Donna, Peter, Sarah, Becky, Freole and Clark for a fabulous 4 days.
Stayed 4 nights in Aug 2019

10/10 Excellent

Octavian B., Montreal

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great, relaxing weekend
Gorgeous rustic farmhouse on a beautiful secluded property. Great for a group of friends to catch up and relax over a long week end. The large outdoor space was especially great for our active dog to run around and burn off his energy. Donna and Peter always available to answer any questions, yet respecting our privacy. Our group of 14 people enjoyed the stay very much. We most probably come back in the winter.
Stayed 3 nights in Aug 2019

2/10 Terrible

Steven A.

Disliked: Cleanliness, listing accuracy
Nice location...not worth the money...Sweaty Mess
PROS: Farm atmosphere very relaxing with beautiful horses right in site. CONS: The property is in disrepair. Numerous broken windows, allowing an array of flying friends in. Worn/slippery area rugs and dirty floors. The exterior landscaping was also overgrown along the home. The listing did state there was no air conditioning but there was ample opportunity and locations for a couple of window units for emergency heat conditions. The fans provided were cheap and barely moved the 95 degree air. Lastly there is a Nest camera inside the front porch area. These cameras can here everything and there should be NO CAMERAS ANYWHERE IN THE INTERIOR OF A RENTAL!! This is a real good one to scroll right by.
Stayed 2 nights in Jul 2019

10/10 Excellent

Ed B.

Enjoyable Country Farmhouse Stay
Our family had a wonderful stay at this farmhouse which had more than ample room for our group of 8 adults. The large living room with a fireplace was a great place for everyone to relax and hang out. The snow covered rolling hills of the farm were a perfect backdrop and provided some fun sledding. The owners/hosts were very thorough and detailed with information and assistance. It was a very enjoyable stay. E. Barry
Stayed 2 nights in Mar 2019

10/10 Excellent

Sara D.

Great ski house for a group!
Three families stayed at this beautiful Vermont farmhouse and we had a wonderful time! There is plenty of room for all and the kids loved seeing the barn with the sheep! It was very close to Okemo and in a lovely, picturesque location. Would definitely stay here again, thank you for a great long weekend!

8/10 Good

Pat L.

Cozy
Great time had by all
Stayed 4 nights in Feb 2019

10/10 Excellent

Mike (Cheuk) L.

Inviting and Spacious
The Chester House is fully equip to house my whole party with no issues. Rooms are spacious and clean. House is fully heated. Porch / Mud room was able to hold all our ski and snowboards. Will definitely rent again if this house is available for Okemo!
Stayed 2 nights in Jan 2019

10/10 Excellent

Amy M., Hermitage, PA

Perfect location for our Vermont vacation!
This property was perfect for our trip to Vermont. We had a total of 13 people - 6 adults and 7 children and everyone loved the house. We traveled to Vermont to ski and we were only a fifteen minute drive to Okemo and when we weren't skiing there was plenty of room at the house for relaxation and the property was fantastic for sled riding and just enjoying the landscape. I highly recommend this location and Donna was so helpful before and during our stay.