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Woodstock Vacation Rentals(52)

52 Results
$1,325 - $1,975
per night
2 - 6 night minimum stay
  • 15 BR,
  • 11 BA,
  • Sleeps 41
2 - 6 night minimum stay
(12)
$350 - $750
per night
2 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
2 night minimum stay
(13)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
7 night minimum stay
(11)
$500 - $600
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(3)
$350 - $550
per night
2 - 5 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 5 night minimum stay
(21)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
1 Review
$450
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
$125 - $175
per night
2 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(41)
$350 - $450
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(7)
  • 7 BR,
  • 4 BA,
  • Sleeps 14
(19)
$5,000 - $6,000
per month
31 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 7
31 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(11)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(6)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
(23)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night minimum stay
2 Reviews
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
(3)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(29)
$495 - $950
per night
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 night minimum stay
(13)
$795 - $850
per night
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
(16)
$200 - $275
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
(19)
$200
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
1 Review
$225 - $250
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(3)
$300 - $400
per night
2 - 5 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(5)
$135 - $180
per night
1 - 2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
1 - 2 night minimum stay
2 Reviews
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
2 - 5 night minimum stay
$250
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(5)
$250 - $300
per night
2 - 3 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 3 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
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Recent Woodstock Reviews

Can't get enough Woodstock (in good hands with Bob and Sherry)!

5 of 5
We've stayed here two or three times, always in the winter. Bob and Sherry are great hosts, unfailingly warm and available. They have ideas of where to go/eat, spare sleds if you need them, found us a great babysitter several times, etc. They love their spot and it shows. The apartment is laid out nicely; even with a 1br we stayed last with our two kids (3yo and 1yo with no problems). Kitchen has everything you need. The town is really special and picturesque. Nice hiking options, good food to be found (particularly the farmer's market store). We've eaten several times at the Simon Pearce Restaurant, where the food is really nice (almost as nice as the setting - overlooking a damn). We even did a Burlington day trip one visit and it was a bit long but doable.
  • Submitted: Oct 5, 2014
  • Stayed: Dec 2013

Beautifully presented barn in Woodstock

5 of 5
It was an absolute pleasure staying in this clean and beautifully presented barn. The light shone through the plentiful windows and the view from the living areas was spectacular. The owners live close by and were very helpful and kind. There is use of the owners' slide and zip wire for on site entertainment and nearby Woodstock has plenty to offer. We went to the Vermont institute of natural science to meet the raptors, to Billings farm, and to the quechee gorge (where we enjoyed a chilly swim!). All three were great fun for us adults and for our one year old too (minus the swim). I would not hesitate to recommend the property and we hope to return.
  • Submitted: Sep 24, 2014
  • Stayed: Sep 2014

The Time of Our Lives

5 of 5
Our stay here at Curtis Hollow Farm was exquisite. The property boasts 100 acres of rolling fields and Robert Frost woods that climb to a roaring waterfall tucked away in a very special place. My kids and their friends maintained an ongoing doubles tennis tournament. While two teams played a match, the others enjoyed the sandy beach at the swimming pond. We all loved the evening when dark brought the brilliant starry sky and hundreds of fireflies defined the breadth of the fields. We had robust camp fires that crackled and spit sparks at the bare legs gathered around it. The house is gorgeous and vast with a huge living room for big gatherings yet offers discreet privacy anytime if needed. We played golf at Killington, went to Billings Farm, enjoyed antiquing everywhere, shopped and ate at the Simon Pearce Glass Factory, crossed the covered bridges of Woodstock and all and all had the time of our lives.
  • Submitted: Sep 22, 2014
  • Stayed: Aug 2014