Vacation rentals in Woodstock

Book unique cabins, vacation rentals, and more on Airbnb

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Popular amenities for Woodstock vacation rentals

Stay near Woodstock's top sights

Billings Farm & Museum171 locals recommend
Worthy Kitchen110 locals recommend
Woodstock Farmers' Market92 locals recommend
Suicide Six Downhill Ski Area60 locals recommend
Woodstock Inn & Resort52 locals recommend
Mon Vert Cafe44 locals recommend

Cabin rentals in Woodstock

Top guest favorite
Cabin in Granville
4.98 out of 5 average rating, 178 reviews

Quaint log cabin nestled in the woods

LauraRating, 5 stars1 day ago
We came for the weekend to get away for our anniversary and loved it! The cabin was cute and cozy. The property was beautiful with lots of space for our pups and I loved hanging out by the little creek. Super close to the nearby town but still secluded and felt very private.
Top guest favorite
Cabin in Mount Holly
4.98 out of 5 average rating, 241 reviews

Private Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi

LorenRating, 5 stars4 weeks ago
Beautiful cabin in a great location. We so enjoyed our stay. Their guidebook was well put together and have great suggestions of things to do the day we were iced out at the mountain.
Top guest favorite
Cabin in Stratton
5 out of 5 average rating, 145 reviews

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike

ElvisRating, 5 stars2 weeks ago
Great location, host, and home. I loved my stay and would definitely return. Highly recommend!
Top guest favorite
Cabin in Haverhill
4.96 out of 5 average rating, 257 reviews

Black Bear's White Mountain Log Cabin w/ Hot Tub!

KateRating, 5 stars2 weeks ago
Was absolutely wonderful stay. We usually don't spend much time at our airbnbs but we got to fully enjoy this one. Relaxed the whole weekend was just what we needed. Absolutely beautiful place one could stay forever. Thank you so much we hope to stay again. Told friends about the place too! Perfect stay!
Top guest favorite
Cabin in Stockbridge
4.95 out of 5 average rating, 107 reviews

1958 Classic "Hunting Cabin" w/ Breathtaking Views

ZoeiiRating, 5 stars5 months ago
An amazing host and an even more beautiful location. The perfect spot to relax and enjoy nature while still having the option to go explore local communities. George is an awesome host that was responsive, clean, and friendly. Worth the paycheck and the best view money can buy!
Top guest favorite
Cabin in Danville
4.99 out of 5 average rating, 102 reviews

The Cabin

GregRating, 5 stars2 months ago
Sarah was an amazing host. We had car issues and she was gracious enough to let us reschedule, and we couldn’t thank her enough. Thank you Sarah, we look forward to our next adventure at your cabin!
Guest favorite
Cabin in Duxbury
4.98 out of 5 average rating, 120 reviews

Moonlight Woods - Gardener's Log Cabin

MeganRating, 5 stars5 days ago
What a lovely stay within driving distance of all of our favorite local destinations. The cabin is the perfect space with everything we needed. Bradley was super friendly and responsive. Thanks for a great stay! Highly recommend!
Top guest favorite
Cabin in Ludlow
4.97 out of 5 average rating, 107 reviews

Private Ski Cabin On Okemo Mt. With New Hot Tub!

AndrewRating, 5 stars1 month ago
Might be the best AirBnB I have stayed in. Great location. Everything you need from a short stay to an extended. Jared communicated very well from check in to check out. Provided recommendation for activities to restaurants. Would def stay here again.

Family friendly vacation rentals in Woodstock

Guest favorite
Home in Rutland
4.81 out of 5 average rating, 347 reviews

Home Sweet Home

JeffRating, 5 stars2 weeks ago
We enjoyed our stay immensely! We visit Rutland often and will continue to stay here as long as it is available! Everything was better than anticipated!
Guest favorite
Chalet in Waitsfield
4.96 out of 5 average rating, 140 reviews

Warm Luxury Mid-Century Modern Chalet

Meg & RobRating, 5 stars2 months ago
Sierra is extremely responsive, understands the ski mentality and very considerate of our group. Thank you so much, we enjoyed spending quality time by the fireplace and of course the super close by Mad River Glen access!!!!!!
Guest favorite
Apartment in Ludlow
4.92 out of 5 average rating, 279 reviews

Okemo Vermont Getaway

JennyRating, 5 stars1 month ago
Great spot right next to Okemo! The cabin was better than the photos, felt really homey and clean.
Superhost
Cottage in Newbury
4.87 out of 5 average rating, 119 reviews

Country Cottage

LeahRating, 5 stars1 month ago
We can always rely on a great long term stay at the cottage.
Guest favorite
Cottage in Chester
4.91 out of 5 average rating, 162 reviews

Green Mountain Country Cottage

ElizabethRating, 5 stars2 months ago
Well equipped cabin with lots of space for a large group. The fireplace was central and cozy and the bedrooms were nicely arranged. My father had his on place in the single room while the kids had their own also. We enjoyed the exploring the property in the snow! We skied Okemo, but it is much closer to Magic Mountian. Would rent again!
Guest favorite
Cabin in Lyman
4.93 out of 5 average rating, 206 reviews

White Mountain Bliss on 33 Acres

FlorianRating, 5 stars3 months ago
Staying at Adley’s place was a pleasure. Even without the snow-covered landscape we were hoping for this proved as cozy and peaceful as it looks. Very spacious and comfortable, beautiful views from all living areas, well-equipped kitchen, I can only recommend!
Guest favorite
Home in Rochester
4.91 out of 5 average rating, 295 reviews

Mountain Home ready for you!

ShannaRating, 5 stars1 month ago
My friends and I had a great stay at Jennifer’s home. We wanted a winter escape from the city and got exactly that! Jennifer was super friendly and communicative and left no questions unanswered. The home was so welcoming and cozy and had everything we needed for a fun weekend.
Guest favorite
Apartment in Londonderry
4.96 out of 5 average rating, 580 reviews

Vermont Getaway Apartment

JoshuaRating, 5 stars1 month ago
This is a lovely home in a beautiful setting. It is quite close to Stratton and the hosts were all great communicators with a quick response time. I hope to stay there again sometime!

Family friendly cabins in Woodstock

Guest favorite
Cabin in Jamaica
4.88 out of 5 average rating, 112 reviews

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly

JamesRating, 5 stars1 month ago
Christina was an excellent host who ALWAYS responded to any of my questions or concerns immediately and courteously. Her space was exactly as described and very spacious as well as a fantastic environment for a group to get together and have a great time! I highly recommend Christina’s place for a great time with a large group, she is the ideal host who works tirelessly to provide an amazing space for her guests!
Top guest favorite
Cabin in Bradford
4.98 out of 5 average rating, 384 reviews

Deer Valley Retreat, Lovely Log Cabin

MeganRating, 5 stars3 weeks ago
My husband and I had a very relaxing weekend away. The cabin was cozy, especially the beds and seating by the fireplace. Alecia made us feel welcome and comfortable with all the features of the house. She was very responsive and paid a lot of attention to detail. While visiting the cabin I was able to go for a long run (plenty of hills!) and eat at some delicious local restaurants. We look forward to an opportunity when we can come back.
Guest favorite
Cabin in Mendon
4.85 out of 5 average rating, 249 reviews

THE CABIN....a Vermont log home

JeffRating, 5 stars1 month ago
Bill's cabin was excellent. Rustic and rural but close to Killington and Pico, and a quick ride to Rutland. It was clean, comfy and had all we needed for a great little stay. It got a thumbs up from my wife and that is a high standard to meet. She even liked the king bed so much she was looking for the label to get one like it for home. I'm a guy and don't need much. The cabin made me feel like I was staying at a friend's house. You can nit-pick about the lighting and other minor stuff, but to me this place was a 10 out of 10 stars. We may be back next year for a longer ski vacation. Thanks Bill.
Superhost
Cabin in Cavendish
4.95 out of 5 average rating, 159 reviews

The Cozy Little Red Cabin

LaurenRating, 5 stars1 month ago
Marinas little red cabin was perfect for our ski trip! The WiFi is a little rough but we didn’t spend much time on our phones Bring dvd’s (the collection is solid but more the better) Perfect distance to okemo, Stowe is less than two hours so it was great! The cabin felt so cozy and felt right at home! Would def book again!
Superhost
Cabin in N. Haverhill
4.92 out of 5 average rating, 164 reviews

Hilltop View Lodge - White Mountains, NH

AndrewRating, 5 stars2 months ago
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again
Guest favorite
Cabin in Sunapee
4.97 out of 5 average rating, 119 reviews

Cozy waterfront cabin Perkins Pond

LarissaRating, 5 stars2 months ago
Another wonderful stay at Linda's home! We have been lucky to enjoy her beautiful and welcoming home many times. Lots of family memories made over the years! We are grateful for the opportunity to visit and a caring and thoughtful host!
Top guest favorite
Cabin in Londonderry
4.94 out of 5 average rating, 343 reviews

Stone Fence Cabin

JasonRating, 5 stars5 months ago
Very quaint little home. Great spot for couples. Cynsie was a great hostess.
Guest favorite
Cabin in Tunbridge
4.91 out of 5 average rating, 296 reviews

Springhouse Cabin

FlynnRating, 5 stars2 months ago
No words can describe Bob and how beautiful his soul is. He welcomed us into his home and made us feel welcomed at every point in our stay. His place is gorgeous with a bunch of beautiful scenery, and one of a kind house decor. Bob is unlike any other host I’ve met, and we will definitely be back again!

Quick stats about vacation rentals in Woodstock

  • Total rentals

    180 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 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

Frequently Asked Questions

  • Where should I stay in Woodstock?

    Make yourself at home in Woodstock by choosing from our most frequently booked neighborhoods. We have over 320 vacation rentals in Village of Woodstock, over 260 vacation rentals in Taftsville, and over 10 vacation rentals in South Woodstock.

  • Are there vacation rentals with a dedicated workspace in Woodstock?

    Yes! Work meets play with ease at over 80 vacation rentals in Woodstock featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Woodstock?

    Four-legged friends are welcome in Woodstock. Choose from more than 70 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in bed and breakfast rentals in Woodstock?

    Experience the best of Woodstock with our bed and breakfast rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Woodstock have self check-in?

    Absolutely! We offer over 20 house rentals with self check-in in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodstock have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Woodstock?

    Woodstock has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Woodstock?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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