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Vacation Rentals in Chester, Vermont

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Chester vacation rentals

Chester in Vermont is one of the unique tourist destinations in America. Most of the houses here are made of local granite. No wonder it’s often referred to as the ‘The Stone Village”. Check out our Chester deals to get very low rates on Chester vacation rentals. Chester is also listed in the “National Register of Historic Places’, as this town has made a significant contribution to the country’s history.

There’s plenty of action in Chester, you can do kayaking, boating, snowmobiling, canoeing and horseback riding. But what you have to try when in Chester are wagon rides and sleigh, as you don’t get to do these anymore in most parts of the country. Check under Chester last minute deals and Chester savings to know how you can have the most affordable Chester vacation.

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Chester things to do


Okemo Mountain Resort

Unless you live an hour from this mountain, don't go. I drove almost 3 hours for one of the worst trips I've had. And I've gone in zero degrees with more


Springfield Cinemas 3

The mister and I came here for a date day to see Pacific Rim the day it opened. The theater is small but very clean, and everyone working there more


Grafton Ponds Outdoor Center

The Grafton Ponds Outdoor Center is exactly what I was looking for during an unplug-and-get-outside weekend. It's fairly easy to get to - there aren't more


Vermont Institute of Contemporary Arts

We had a great time here, I really liked this location. The people were great very talkative and friendly. I really enjoyed the pieces here, I took more


DaVallia Art & Accents

Nice location, very nice stuff. Almost like a art gallery of sorts in its own way. Everything was really pricey and nothing was really nice enough that more


Hawk Mountain

Hawk Mountain is a small 4 peak mountain found in Perkinsville, VT. Just park at the town green by the Church and hike up the road to the trails. On more


Stoughton Pond Recreation Area

My family has been enjoying Stoughton Pond for many years. Since I was a kid, we have been going there for picnics, swimming, hiking, and family more


LIttle Ascutney Mountain

A great hike. State of VT more


Okemo Valley Golf Club Pro Shop

My wife and I played yesterday. We were treated professionally. When we said we had not played there before, we were given a quick over view. It more


Black River Academy Museum

Nice historical museum. This is where President Calvin Coolidge went to school, graduating in 1890. There are three stories with exhibits to view. more


Friesians of Majesty

Hands down...the most beautiful horses I have ever laid eyes on. After an exhaustive search for a horse and carriage for my wedding day, I finally more


Plan B Stables & Trail Rides

Plan B stables is a great place to take a scenic trail ride with Katie or Nancy or take a lesson. They offer lessons in English and Western and more


Springfield Theater

Where's the New Springfield Theater?read more

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Charming Antique Colonial near Skiing, Town
Chester House Rental Picture
  • bedrooms 5
  • community Chester
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $175 - $225 /nt
    $1,000 - $1,200 /wk
    $2,500 - $3,000 /mth

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Waterfront Log Cabin on the Williams River in Chester, ~VT~
Chester Cabin Rental Picture
  • bedrooms 3
  • rental type Cabin
  • owner badgeowner badge
  • sleeps 12
  • baths 2
  • rates (USD) $157 - $275 /nt
    $1,000 - $1,300 /wk
    $3,500 - $4,000 /mth

11 reviews write a review

Classic Vermont Hilltop Farmhouse - All Seasons Rental
Chester Farmhouse Rental Picture
  • bedrooms 5
  • rental type Farmhouse
  • sleeps 15
  • baths 0
  • rates (USD) $225 - $360 /nt
    $1,500 - $2,400 /wk

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