Holiday rentals in Woodstock

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Top-rated holiday rentals in Woodstock

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest house in Hartland
Cottage for Two/Solo Getaway/Musician's Retreat
Luxurious, well appointed cottage with beautiful sunrise view located between Woodstock VT and Hanover NH. An inspiring treat for musician’s getaway is a fully restored 1929 Steinway L. Full kitchen, custom cabinets, gas fireplace, energy efficient heat pump, washer, dryer and very comfortable queen bed. A romantic getaway in the woods, a place to relax, work in peace, or explore the beauty and history of the area. Hiking, biking, fly fishing, hot air balloon rides and shopping are all close by.
25 Sept – 2 OctIndividual Host,
£154 per night
4.96 out of 5 average rating, 158 reviews
Guest favourite
Guest house in Woodstock
Cozy Little Spot (Self Check-in)
Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED. ZERO CONTACT WITH OWNERS.
24 Nov – 1 DecIndividual Host,
£144 per night
4.98 out of 5 average rating, 203 reviews
Guest favourite
Cottage in Hartland
Breeze Hill Cottage
This cozy two bedroom home sits on a rural dirt road overlooking fields, woods, and the NH mountains. Watch birds from the window, relax on the patio, and enjoy the flower gardens. The cottage boasts modern amenities mixed with antiques. Please note: if we don’t respond to an Airbnb message and you need to speak with us, call us on our phones day or night!!! We have had people message us when we were asleep and so we have not been aware and have not responded. Call us! We will hear the phone!
24–31 JanIndividual Host,
£115 per night
4.97 out of 5 average rating, 418 reviews

Popular amenities for Woodstock holiday rentals

Stay near Woodstock's top sights

Billings Farm & Museum171 locals recommend
Woodstock Inn & Resort52 locals recommend
Worthy Kitchen110 locals recommend
Woodstock Farmers' Market92 locals recommend
Marsh - Billings - Rockefeller National Historical Park43 locals recommend
Mon Vert Cafe44 locals recommend

Other great holiday rentals in Woodstock

Guest favourite
Barn in Chester
Inviting studio apartment above barn in Vermont
10–17 AugIndividual Host,
£91 per night
4.99 out of 5 average rating, 485 reviews
Guest favourite
Tiny home in Woodstock
The Cluck House
29 Jul – 5 AugIndividual Host,
£140 per night
4.99 out of 5 average rating, 117 reviews
Guest favourite
Flat in Woodstock
New Modern Apartment - Woodstock Village on Mt Peg
2–9 JanIndividual Host,
£180 per night
4.89 out of 5 average rating, 101 reviews
Guest favourite
Flat in Woodstock
Prospect Place
19–26 NovIndividual Host,
£203 per night
4.94 out of 5 average rating, 102 reviews
Guest favourite
Flat in Hartland
Sunny Studio Apartment in Hartland
19–26 OctIndividual Host,
£104 per night
4.87 out of 5 average rating, 437 reviews
Guest favourite
Cabin in Royalton
Genuine Vermont Sugar House on 70 peaceful acres.
9–16 AugIndividual Host,
£138 per night
4.99 out of 5 average rating, 174 reviews
Guest favourite
Home in Hartford
The Quechee Haus: VT Retreat with Outdoor Hot Tub
21–28 MayIndividual Host,
£507 per night
4.96 out of 5 average rating, 125 reviews
Guest favourite
Tiny home in Warren
Luxury Glass Tiny House - Mountain View + Hot Tub
6–13 SeptIndividual Host,
£505 per night
4.99 out of 5 average rating, 142 reviews
Guest favourite
Guest house in Wallingford
Vermont Home Central to Ski Areas-No Cleaning Fees
26 Oct – 2 NovIndividual Host,
£119 per night
4.98 out of 5 average rating, 582 reviews
Guest favourite
Guest suite in Royalton
Bluestone Farm
20–27 MarIndividual Host,
£92 per night
4.96 out of 5 average rating, 162 reviews
Guest favourite
Cabin in Leicester
Log Cabin Getaway near Middlebury and Green Mtns
25 Feb – 4 MarIndividual Host,
£108 per night
4.98 out of 5 average rating, 705 reviews
Guest favourite
Cabin in Randolph
Secluded Log Home on 109 Acre Natural Wonderland!
24–31 MarIndividual Host,
£119 per night
4.95 out of 5 average rating, 185 reviews

Quick stats about holiday rentals in Woodstock

Total rentals

170 properties

Rentals with dedicated workspaces

70 properties have a dedicated workspace

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

5.3K reviews

Nightly prices starting at

£71 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Woodstock