1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! | House in Chester

9.4 (39 Reviews) |   3 Bedrooms  1 Bathroom  6 Guests  Stay&Play
Chester Depot House | 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

3 Bedroom House in Chester Depot, Chester

Our Carriage House is less than a mile to charming Chester Village-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!
Our quaint and cozy Carriage House, which once held horses in the 1880's is located in Okemo Valley and is perfect for city dwellers looking for a country escape, traveling families, romantic getaways, retreat weekends, girls trips, holiday stays, reunions, celebrations etc;
Our beautifully appointed space will make for a relaxing and peaceful getaway.
*Please note the main living areas (dining, kitchen, bedrooms, bathroom) are located on the second floor of the converted barn. There is a flight of stairs from entryway to living areas*
The Carriage House offers 3 bedrooms each with luxurious queen memory foam mattresses. It comes equipped with full kitchen amenities for preparing fresh meals from the local farmer's market or general store across the street. We provide fresh ground coffee, creamer and assorted teas. There's even a laundry room! We are also happy to provide a Pack and Play, high chair and baby gates for those traveling with little ones.
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 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, snowshoes 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.
DISTANCE FROM CARRIAGE 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, gym-we do not have these items, nor have them selected as an option**
We don't live on the property, but we have a caretaker nearby who can assist if needed. If an issue arises, please contact us right away so that we can solve it and you can relax + enjoy your stay!
We're only a text or phone call away!
You will find that cell phone service is sporadic in this southern region of Vermont-the Carriage House has a landline phone and long-distance service. (US & Canada)
In Summer months-we have a window unit AC-we do not have central air.

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is located in Chester Depot. 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! provides accommodation, featuring Air Conditioner, TV, Child Friendly, among other amenities. This House features Air Conditioner, TV, Child Friendly, to make your stay a comfortable one.

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! has 3 Bedrooms , 1 Bathroom, and max occupancy of 6 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.

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Unique Amenities

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

Event Policy No events allowed
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: pack and play, baby gate and highchair available
Pet Policy Pets not allowed
Smoking Policy Smoking is not permitted;outside only
Other Policy Cashless transactions are available 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 long-term renters welcome onsite parties or group events are strictly prohibited safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, 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, 5143, United States

What Our Guests say 500 + Reviews

Feb 17, 2025 03:23:38 AM
Summary: We stayed for 20 days in January to enjoy skiing at Okemo, which was a short trip from the Carriage House. It was better than described on the listing with more amenities than expected. The kitchen was stocked with everything needed for cooking and baking-except for the groceries. The modern appliances and crockpot allowed me to cook with ease. Having a washer/dryer on site, as well as detergent, was very convenient. Hosts Jennifer and Michael provide a detailed description of how everything works in the house and various things to do in the area. Pre-stay communication was very helpful in planning our stay and knowing what to pack. Definitely will stay here again!
Lynne D. Lynne D.
Jul 19, 2024 05:53:35 AM
Summary: Overall good. Very clean, well stocked. Pros: * Bed in master bedroom was comfy * Kitchen was spacious and well stocked (thank you for the coffee and tea options!) * Living room/dining room was spacious and comfortable. Enjoyed the pamphlets left in the box in the dining room with ideas of things to do locally. * Wifi worked well * Loved the Mrs. Meyer's cleaning products (hand soap, dish soap) CONS: * The listing description does not mention that this is a second floor unit - glad my parents ended up not coming because they would not have been able to get into the unit. * Description says there is a window AC - this is very literal. There is "A" window AC which is in the laundry room and does not provide air conditioning to any of the 3 bedrooms, nor the kitchen, living room or dining room. We visited during an unusually hot spell, and only 2 windows in the unit open (two bedrooms) - so the 2 extra provided fans only blew around hot air. I did contact the owner who promptly dropped off two more area fans (now using four). To be fair, short of installing more AC units, I'm not sure what the owners could do because they have all of the windows sealed otherwise. * Beds in other 2 rooms were uncomfortable and very noisy when rolling over for 2 teenagers (this is their report so take it for what it's worth). Overall, I think this would be a great place if you're ok with a second floor unit, and it's a more reasonable temperature outside.
wendy l. wendy l.
Jun 18, 2024 06:39:46 PM
Summary: We stayed here for 4 nights and we're very comfortable. The kitchen is set up for use, and it is less than 500 feet to a typical Vermont country store for provisions. Very clean and everything worked well. There are stairs to get to the rooms so if stairs are hard, look closely at the picture. A great big living room and dining table. Be aware that there is only one bathroom, it wasn't a problem for us, but with the max number of people it might be. Nice place, good location, good manager.
Lydia C. Lydia C.
Mar 21, 2024 02:49:12 AM
Summary: Convenient location, clean, had everything we needed. Close to Okemo. Anything you need is a close drive away!
Chris A. Chris A.
Aug 30, 2023 12:00:10 PM
Summary: Clean. Easy. Perfect. Quaint. Exactly what we were looking for
Pamela R. Pamela R.
Apr 4, 2023 08:12:47 AM
Summary: Adorable and comfortable Carriage house. Very comfortable beds! Chester is a cute town and close to several ski mountains.
Jane B. Jane B.
Feb 2, 2023 03:07:19 AM
Summary: In the heart of town, this is a great location! Quaint historic carriage house is perfect for a weekend get away!
elena v. elena v.
Jan 30, 2023 01:00:09 PM
Summary: Nice place for our weekend ski trip to Okemo. Kids enjoyed having their own rooms. The kitchen was well-stocked (thanks for the coffee and cream!) and the bathroom soaps were a welcome surprise. The house is connected to the main house and shares a wall, but no access. If arriving at night, the yellow house is the right place. Just head towards the back of the house, and you’ll be all set! Overall, the place was great. We would be delighted to stay again!
Rachel W. Rachel W.
Jan 24, 2023 11:55:15 PM
Summary: We had a great time on our family ski trip.
Jason Y. Jason Y.
Oct 12, 2022 03:26:24 AM
Summary: Very clean, spacious and quiet, Perhaps above all, well located: Smitty's well-stocked grocery is across the road, the historic Stone House district is a minute north, Chester Commons a minute south and Springfield and Bellows Falls 20-30 minutes away.
Robert M. Robert M.

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 $207 per night with includes Air Conditioner, TV, Child Friendly, Internet, Parking, Pool, Security/Safety, Wellness Facilities, Sports/Activities, Entertainment, Kitchen, Bedding/Linens, Fireplace/Heating, Guest Services, Laundry 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.

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