Holiday houses in Woodstock

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Popular amenities for Woodstock holiday rentals

Stay near Woodstock's top sights

Billings Farm & Museum90 locals recommend
Worthy Kitchen57 locals recommend
Woodstock Farmers' Market36 locals recommend
Suicide Six Downhill Ski Area39 locals recommend
Woodstock Inn & Resort18 locals recommend
Mon Vert Cafe32 locals recommend

Other great holiday rentals in Woodstock

Guest favourite
Home in Woodstock
4.87 out of 5 average rating, 31 reviews

Real Farm! Hot Tub | The Barn at Winterfound Farm

KristinRating, 5 stars4 months ago
What a wonderful place to get away! This renovated barn was beautiful-clean, spacious, well kept, comfortable and had great views. It is also close to Woodstock, Quechee and all surrounding towns with plenty to do, places to hike, ski, skate. The property managers were highly responsive, helpful and accommodating. We would recommend this place to all!
Guest favourite
Home in Woodstock
5 out of 5 average rating, 7 reviews

Cozy Cottage by The Green

ChristineRating, 5 stars1 month ago
Amazing location, very cute and cozy! Walking into town for coffee or to window shop was easy, and the house was warm and welcoming. The living room has more seating than shown in the photos, which is fantastic. Woodstock is also just such a fun spot. Though it didn't matter to us at all, it may matter to some that the door to the upstairs bathroom and at least one bedroom didn't fully latch nor lock. 10/10 would stay here again!
Top Guest favourite
Apartment in Woodstock
5 out of 5 average rating, 43 reviews

Vermont Studio Getaway in historic Woodstock VT

JamesRating, 5 stars2 months ago
Great little place for a couple or a small family (at most 2 toddlers). Lots of stuff near by to everyone to do. The bedroom and the living room are a common room which was great for us because we all fell asleep at the same time after a fun and busy day!
Guest favourite
Cabin in Bridgewater
4.98 out of 5 average rating, 50 reviews

500 Acre Farm Retreat: OQ Farm's Priory

EvoRating, 5 stars1 month ago
OQ Farm is one of the best abnb's we have ever stayed it! The farm is so picturesque and serene, the animals are adorable, the hiking paths are interesting and beautiful, and the location is convenient to both skiing and town/civilization. The accommodation is super nice and all the extra touches that make it cozy and comfy. Great place to go with multiple families and everyone can have their own spot on the farm. We loved it and will be back for sure.
Top Guest favourite
Farm stay in Woodstock
4.98 out of 5 average rating, 59 reviews

Classic Cape in VT's #1 Four Season Playground

KateRating, 5 stars3 weeks ago
Sharen's place was absolutely perfect! we did a girls weekend retreat with friends to Woodstock and we were looking for somewhere we could hang out during the evening but also close to town for some exploring and afternoon cocktails. it was perfect! the place was clean, the beds were comfortable and the space was perfect. Also the Verjus was delicious in drinks.
Guest favourite
Guesthouse in Pomfret
5 out of 5 average rating, 22 reviews

Cozy, clean studio with picturesque Vermont views!

AubreyRating, 5 stars6 months ago
One of the most picturesque places we’ve ever stayed. Jody was a great host. The studio was cozy, comfortable, and quiet. We enjoyed our 4-day stay and loved the town of Woodstock. We’re looking forward to snother visit!
Guest favourite
Barn in Bridgewater
5 out of 5 average rating, 76 reviews

Breathtaking Riverfront Farmhouse w/Mountain Views

ShannonRating, 5 stars1 month ago
My family of 5 recently stayed for the weekend. It was great! Location was convenient, close to Woodstock, Killington and Quechee. House had all we needed for our stay . Kitchen supplies, extra bedding and towels, games, books, etc. The patio overlooking the river was beautiful and peaceful. The traffic/street noise is worth noting as the home is right on a well-traveled street, however it would not keep me from booking here again. The three kids slept in the master with a king bed and couch. We had a great stay!
Top Guest favourite
Home in Woodstock
5 out of 5 average rating, 21 reviews

Pomfret Retreat, near Woodstock

HeidiRating, 5 stars1 month ago
A group of 8 women from the Junior League of Champlain Valley came down to Woodstock for a fun weekend getaway and boy did we have a blast! The house was perfectly situated near the town of Woodstock and it was our home base as we shopped, strolled, ate and relaxed. The house was very comfortable for all of us — we were able to spread out across all three levels of the house while coming together in the mornings and evenings for coffee talks, laughs, games and wine. It was the perfect destination and home away from home.

Quick stats about holiday rentals in Woodstock

  • Total rentals

    180 properties

  • Nightly prices starting at

    $138 AUD before taxes and fees

  • Total number of reviews

    6.6K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

Destinations to explore

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