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Woodstock Long Term Vacation Rentals(98)

98 Results
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night min stay
(14)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 3 night min stay
(23)
  • 1 BR,
  • Sleeps 3
2 - 3 night min stay
(11)
  • 4 BR,
  • 2 BA,
  • Sleeps 12
2 - 7 night min stay
(12)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 - 5 night min stay
(23)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 - 7 night min stay
(31)
$500 - $1,300
per night
2 - 30 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 30 night min stay
(12)
$295 - $350
per night
2 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 3 night min stay
(21)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 3 night min stay
(16)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night min stay
(18)
$250 - $750
per night
1 - 4 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
1 - 4 night min stay
(29)
$650 - $800
per night
2 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 16
2 night min stay
(30)
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 6
2 - 3 night min stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
(20)
$200 - $300
per night
2 - 3 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 7
2 - 3 night min stay
(12)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
2 - 5 night min stay
(8)
$400 - $480
per night
2 - 3 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night min stay
(44)
$165 - $260
per night
2 - 3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 - 3 night min stay
(8)
$190 - $350
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 3 night min stay
(13)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night min stay
(12)
$550 - $650
per night
2 - 3 night min stay
  • 3 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 6
2 - 3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(16)
  • 5 BR,
  • 4 BA,
  • Sleeps 16
(12)
$399
per night
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(21)
$275 - $390
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(8)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
(14)
$250 - $475
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night min stay
(9)
  • 3 BR,
  • 1 BA,
  • Sleeps 5
1 Review
$150 - $275
per night
2 - 3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night min stay
(25)
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Recent Woodstock Reviews

In the middle of Woodstock

5 of 5
I stayed together with my wife , daughter and two dogs in the carriage house in Woodstock. We stayed for three weeks! The house was super clean and well maintained, it looks just like the pictures that are posted on the website! Although we where in Woodstock in the down season the carriage house gave us all the comfort and needs to have a great time for the days that it was cold outside. When I posted a picture of the upstairs on Instagram , some of my relatives wrote as a comment that they had actually already stayed there as well. Judy and her assistant Liz are easy to talk to and very friendly, you can call them whenever is needed while staying and they will make sure you have everything you need. It is steps from "the Garden Cafe" , "the Shindig" and "Oriole 9" so we where eating great food whenever we wanted. Also the organic supermarket "Sunflower" is very close so we cooked a lot in the fully equipped kitchen. The only down side to the house is that it is near the Woodstock cemetery which was a little scary during the full moon (if you are sensitive to that sort of thing) but if you choose not to walk into that direction and you walk the other way then you are on the main street within 30 seconds. All by all the carriage house was exactly right for us. We had a great experience and I rank it 5 stars with ease!
  • Submitted: Apr 20, 2015
  • Stayed: Mar 2015

"Priceless View"

5 of 5
We rented Le Colibri for my Birthday weekend. Goetz is a amazing host and very easy to communicate with. Everything was very smooth & pleasant with him. He is attentive and responsive. The house was clean & anything you needed, they had in the house. If not, the market was like a 5 min drive. We had dinner watching the sunset. and roasted marshmallow and chatted by the fire pit, Enjoying the "Priceless Breathtaking View" PERFECT Night! Le Colibri is defiantly a perfect weekend getaway. 90min drive from NYC, market only few minutes drive, home equipped with almost everything you can think of, all you need is to pack that weekend over night bag and you are off! Thank You Goetz, my 43rd Birthday at Le Colibri will be unforgettable.
  • Submitted: Apr 14, 2015
  • Stayed: Apr 2015

Perfect Cabin Trip!

5 of 5
My friends and I had a great time staying at this Woodstock cabin... more like chalet. The pictures didn't quite do the space justice at all. Beautiful kitchen, dining area and upstairs den. Also, every bedroom was suited well for the couples that came along. We had a large group of adults and everyone was able to find a cozy spot to sleep, no problem. I loved that the driveway was completely shoveled and that there was a path to the hot tub on the deck as well. It's a total drag to have to worry about those things when arriving after a trafficky ride from NYC... last thing you want to do is shovel. On that same note... the hot tub was super clean and had obviously been well cared for which is refreshing as compared to past cabin rental experiences. Additionally, the sound system and media set up were fun and definitely added to the weekend. The owners also had some stocked items in the kitchen for us which was just a lovely added bonus. Overall, they were very communicative and provided me with lots of info ahead of time to acclimate myself and the crew with the house itself as well as Woodstock. I am very much looking forward to the next stay where we can take advantage of the outdoor swimming pool as well!!!
  • Submitted: Apr 8, 2015
  • Stayed: Feb 2015