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Woodstock holiday rentals

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Best Woodstock vacation rentals

Most recommended vacation rentals in Woodstock

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Riverside Cottage - Woodstock - Living room
Riverside Cottage
Woodstock, VT, United States
8.5Very Good(18)
Pet-friendly
$487+
View availability
Woodstock Village Carriage House - Woodstock - Building
Woodstock Village Carriage House
Woodstock, VT, United States
$561+
View availability
Treehouse at Wise Pines- SoBo - Woodstock - Bedroom
Treehouse at Wise Pines- SoBo
Woodstock, VT, United States
$290+
View availability
Private & Affordable Charming Custom Ranch In S. Woodstock. March Discounts !! - Woodstock - Living room
Private & Affordable Charming Custom Ranch In S. Woodstock. March Discounts !!
Woodstock, VT, United States
Free Wi-Fi
Pet-friendly
$906+
View availability
Delightful Cozy Space in Woodstock Village - Woodstock
Delightful Cozy Space in Woodstock Village
Woodstock, VT, United States
Pet-friendly
$512+
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Vermont Gem Near Woodstock and Quechee - Woodstock - Living room
Vermont Gem Near Woodstock and Quechee
Woodstock, VT, United States
Pet-friendly
$1,038+
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Luxury, private, peaceful home with Instagram worthy amenities! - Woodstock - Living room
Luxury, private, peaceful home with Instagram worthy amenities!
Woodstock, VT, United States
Free Wi-Fi
$1,933+
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Scenic South Woodstock, Vermont home - Woodstock - Living room
Scenic South Woodstock, Vermont home
Woodstock, VT, United States
Free Wi-Fi
$1,098+
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Beautiful 3 bed, 3.5 bath on 6 acres - Woodstock - Living room
Beautiful 3 bed, 3.5 bath on 6 acres
Woodstock, VT, United States
Free Wi-Fi
$954+
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Charming Log Cabin Apartment in Woodstock Village - Woodstock - Dining room
Charming Log Cabin Apartment in Woodstock Village
Woodstock, VT, United States
Free Wi-Fi
$348+
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New Vermont Luxury In Woodstock Village: Private Home, Pond & Mountain Views - Woodstock - Living room
New Vermont Luxury In Woodstock Village: Private Home, Pond & Mountain Views
Woodstock, VT, United States
Free Wi-Fi
$1,719+
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Your Vermont Vacation Awaits! - Woodstock - Living room
Your Vermont Vacation Awaits!
Woodstock, VT, United States
Free Wi-Fi
Pool
$1,091+
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Relaxing retreat in the mountains 20 min to Killington - Woodstock - Bedroom
Relaxing retreat in the mountains 20 min to Killington
Woodstock, VT, United States
Free Wi-Fi
$615+
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Luxury Estate 25 Gorgeous Acres of Privacy Family GetawaySwimming Pond - Woodstock - Bedroom
Luxury Estate 25 Gorgeous Acres of Privacy Family GetawaySwimming Pond
Woodstock, VT, United States
Pet-friendly
Spa
$2,217+
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The Daydream Cottage - Woodstock
The Daydream Cottage
Woodstock, VT, United States
5.0Fair(2)
Pet-friendly
$615+
View availability
Woodstock Four Season Family Estate Has It All Recently Renovated! - Woodstock
Woodstock Four Season Family Estate Has It All Recently Renovated!
Woodstock, VT, United States
Pet-friendly
$2,767+
View availability
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KAYAK's top tips for finding Woodstock holiday rental deals

  • Holiday rentals in Woodstock are around 78% more expensive than hotels on average. Search here to compare prices for all accommodation types in Woodstock.
  • The best holiday rental properties in Woodstock are Scenic South Woodstock, Vermont home (10.0, 26 reviews), Classic, cozy farmhouse in the 4 season playground of VT's prettiest town! (10.0, 20), and Perfect Design & Location for the VT Experience. \'Hope Upon, Up Above\' (9.9, 36), based on ratings and reviews from real travellers.

FAQs when booking a holiday home in Woodstock

  • What types of holiday rentals are available in Woodstock?

    There are loads of different property types that you can make your holiday home in Woodstock. You’ll find agritourism, apartments, cabins, chalets, condos, cottages and houses.

  • Are there any pet-friendly holiday rentals in Woodstock?

    There are a number of dog and pet-friendly Woodstock holiday rentals, with around 17% allowing you to bring your pet along with you.

  • How can I find holiday rentals near me in Woodstock?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in Woodstock?

Our map will help you find the perfect place to stay in Woodstock by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Woodstock

Woodstock holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Woodstock. Find cheap holiday homes to rent in Woodstock. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Woodstock that suits you best.

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