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Vacation Rentals in Woodstock, Vermont

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about Woodstock

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Woodstock, Vermont vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Woodstock are added and updated every week!

Compared to hotels, Woodstock vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Woodstock, Vermont Vacation Rentals and Tourism

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Woodstock things to do

 

Quechee Gorge State Park

Nice wide trails dogs loved the walk Best views in the area You should make a point to stop byread more

 

Simon Pearce

I have to take a star off of my review of Simon Pearce because, frankly, I can't afford to buy 90% of the things in this beautiful store. It is not cheap....read more

 

Billings Farm & Museum

There is a demographic that might appreciate this museum; say, for example, elderly shut-ins who are just happy to be out for the day. For nearly anyone...read more

 

Marsh-Billings-Rockefeller National Historical Park

Upsides: wonderful for a short hike. Great vista from the summit. Nice zigzag trail that are clearly marked along the way. Good place to bring pets. Serene,...read more

 

The Woodstock Gallery

Excellent artwork from local artists - vibrant colors. As I was staring at a few pieces that kind of look familiar...I was informed they were Woody Jackson...read more

 

Balloons of Vermont

All I can say is WOW! I found Darrek through a referral, and I wanted to thank him by giving him some well-deserved props on Yelp: I called Darrek and...read more

 

Cornish-Windsor Covered Bridge

The Cornish-Windsor Covered Bridge is the longest span covered bridge in North America. It is still open to passenger cars and is two lanes. It spans the...read more

 

Woodstock Sports

My fiance and I wanted a challenging bike ride and brought our shoes to clip in. Rented very good Fuji hybrids and they even let my partner borrow pedals....read more

 

Wilderness Trails and the Vermont Fishing School

Pete is great. He is a super nice guy, knowledgeable, gets you on the river quickly and is genuinely trying to help you catch fish. We went on a 90...read more

 

Vermont Toy Museum

Now incorporated into the Cabot Quechee Cheese Store building ... Toys on Second Floor, and Trains in basement. Fascinating collection of toys from the...read more

 

Shepard's Pie

It was ok. Certainly nothing to write home about. I probably wouldn't eat here again. Not with so many better options close by. I didn't sample it but if...read more

 

Ascutney Mountain Sports & Fitness Center

Since the sight of snow excites me in the best way, by the time we had checked in and got to our lovely room overlooking the slopes, I was not shy. However,...read more

 

Deborah Falls

Combining a lifelong love of drawing and a fondness for the texture of raw silk, this artist paints extraordinarily detailed botanicals. She captures the...read more

 

Twenty Foot Hole

Hurricane Irene really took a toll on 20 foot hole. Most of the stream (and much of VT for that matter) was devistated from huge flash flooding and the...read more

 

Old Constitution House

The VT Old Constitution House is a quaint small museum that is the base of Vermont's history. Vermont's consitution was drafted and signed here in this very...read more

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DEAL!! Lovely Chalet w/Hot Tub Nr Woodstock/Silver Lake SUMMER DEAL
Woodstock House Rental Picture
  • House Rental Deals and Discounts $150 off = $1,250 per week
  • bedrooms 3
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $175 - $300 /nt
    $1,100 - $1,600 /wk
 
 
 
 
 

42 reviews write a review

Falcon House, Woodstock VT, 2BR/2BA Contemporary Brookside Retreat near Village
Woodstock House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $235 - $250 /nt
    $1,300 - $1,400 /wk
    $3,400 /mth
 
 
 
 
 

9 reviews write a review

Brand New Home in Downtown Woodstock
Woodstock House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $500 - $600 /nt
    $3,150 - $3,400 /wk
    $11,200 - $12,800 /mth
 
 
 
 
 

3 reviews write a review

Affordable country living in beautiful South Woodstock
Woodstock House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $300 /nt
    $2,000 /wk
 
 
 
 
 

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Woodstock Four Season Family Estate Has It All!
Woodstock Farmhouse Rental Picture
  • bedrooms 6
  • rental type Farmhouse
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $350 - $750 /nt
 
 
 
 
 

14 reviews write a review

Beautiful Residence Full Of Character And Charm
Woodstock House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $300 /nt
    $1,500 /wk
    $4,500 /mth
 
 
 
 
 

25 reviews write a review

Only TWO weeks remain available in Foliage Season!
Woodstock House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $350 - $600 /nt
    $2,300 - $3,600 /wk
    $6,500 - $6,600 /mth
 
 
 
 
 

11 reviews write a review

Luxury Apartment Overlooking Brook, Close to Village
Woodstock Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • sleeps 8
  • baths 2
  • rates (USD) $195 - $275 /nt
    $1,200 - $1,600 /wk
    $3,500 - $5,000 /mth
 
 
 
 
 

2 reviews write a review

Modern Apartment Overlooking Brook, Close To Village
Woodstock Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 6
  • baths 1
  • rates (USD) $175 - $250 /nt
    $1,000 - $1,500 /wk
    $3,000 - $5,500 /mth
 
 
 
 
 

2 reviews write a review

Lovely Antique Home In The Heart Of Woodstock Village
Woodstock House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $750 /nt
    $2,200 /wk
    $5,200 - $5,500 /mth
 
 
 
 
 

1 reviews write a review

Dana Road House, Woodstock VT 3BR/2BA Close to Village & Away from it All
Woodstock House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $280 - $300 /nt
    $1,800 - $1,995 /wk
    $4,100 - $4,200 /mth
 
 
 
 
 

14 reviews write a review

Woodstock village log home apartment, SUMMER WONDERLAND
Woodstock Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $125 - $175 /nt
 
 
 
 
 

44 reviews write a review

Elegant, Antique Home Within Steps of the Village
Woodstock House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $214 - $357 /nt
    $2,500 /wk
    $4,500 - $6,000 /mth
 
 
 
 
 

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Breathtaking views, luxury and solitude just minutes from the center of town.
Woodstock Estate Rental Picture
  • bedrooms 6
  • rental type Estate
  • owner badgeowner badge
  • sleeps 14
  • baths 4
  • rates (USD) $2,125 - $5,500 /wk
    $6,250 - $6,500 /mth
 
 
 
 
 

10 reviews write a review

Charming, Cozy, Spacious Killington/Woodstk House Near Woodstock Village
Woodstock Farmhouse Rental Picture
  • bedrooms 4
  • rental type Farmhouse
  • sleeps 10
  • baths 3
  • rates (USD)
 
 
 
 
 

29 reviews write a review

A Place To Get Away From It All
Woodstock Chateau_/_country_house Rental Picture
  • bedrooms 5
  • rental type Chateau / country house
  • sleeps 10
  • baths
  • rates (USD) $15,750 /wk
 
 
 
 
 

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Carriage House - 250 Private Acres; Views, Gardens, Skiing, Farm, Serenity
Woodstock House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $250 /nt
    $1,500 /wk
    $4,000 /mth
 
 
 
 
 

6 reviews write a review