
Cottage vacation rentals in Woodstock
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Top-rated cottage rentals in Woodstock
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Popular amenities for Woodstock cottage rentals
Cottage rentals with a hot tub

Cute Cool Cabin! Plymouth, Vermont.
Alecia and John were meticulous hosts from the well curated guide book to their responsiveness when we had questions. All made for a wonderful family fourth of july! We look forward to returning.

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace
We definitely have never stayed in a rental that was so CLEAN! Aside from the labels, it felt as if we were not staying at a rental property at all. When we go away, it’s nice to stay somewhere that’s close to as nice and comfortable as home. We were warm and cozy. The house had everything and way more than we needed and we would like to see how beautiful it would be in the Summertime. The house was spacious and we loved the history and charm that it possesses. The hot tub was a major draw and sparkling clean also. It snowed practically the entire visit and felt private with all the trees surrounding the property. A huge perk was the proximity to Okemo and Killington for the boarders in our group. With the looks of the Volleyball net and court, presumably the owners are fans of the game! Bravo, Alecia- we thank you for your hospitality!

Kolelemook Cottage!
5 stars is not enough for how wonderful our stay was! The area was so quiet and peaceful right on the water and everything inside was clean and tidy. You could tell everything was clean, especially the linens which smelled like fresh laundry. We got rained out one of the days but still enjoyed our time thoroughly. Would definitely stay here again!!

Vt Summer Getaway: Hot Tub, Golf Hiking & More!
Great house with plenty of space and beds. Living room had ample couches and great for our group to hang out there with the fireplace and hot tub off the back deck of kitchen. Kitchen had all necessary cooking pots/pans/utensils. Easy communication with the hosts and would return.

Country Chalet, HotTub, 8 Mins to Skyeship Gondola
Perfect place for a ski weekend with a group of friends. House was exactly as described, check in was extremely simple, and all the amenities were in full working order and easy to use (special shout out to the hot tub which was amazing after a day out on the mountain). Location is less than 10 minutes from the Skyeship gondola, less than 20 from the main Killington base areas, and easy to find just off of the main road. Overall we had a great time and would 100% stay here again in the future.

3BR lakefront with dock, swim platform, & firepit
This was our second time here, and we loved it just as much as we did the first time. Our dog really enjoys it as well!

Andas Hus: Little Luxury
Staying at Andas Hus was an Airbnb experience on another level. This little cottage has everything that you could ever need for an extended getaway- we did so much cooking, wandering, made full use of all of the tech, and enjoyed the hot tub for several nights. We had four adults sharing the cabin and it was more than enough room for us. Matt was super responsive and kind when we had questions about the stay. I'll absolutely be recommending Andas Hus to any of my friends and relatives looking for a New England getaway, and maybe we'll be back someday!

NEW Guest Cottage on 23 Acres
We had such a great weekend at the Revival. Mark and Dana did an amazing job with this place. The house is gorgeous and so clean. The view is spectacular, and they provide you with so many activities to enjoy on the property. Close enough to be able to walk into Ludlow. This place really has everything you could possibly ask for. We are very much so looking forward to going back.
Pet-friendly cottage rentals

Cozy Cottage in the Mad River Valley
We had such a great family stay at The Cozy Cottage. You can tell that the home was very well built and it was extremely comfortable for our family with kids. The wood stove is awesome and heats up the whole house with plentiful wood in the basement and instructions to use the stove. The house was very clean and well appointed. We spent 2 nights there while we skied Sugarbush and the location was great for us. I would definitely recommend this home and look forward to returning next year!

The Smithy Cottage at Consider Bardwell Farm
Second time staying with Angela and it was just as great as we remembered. We love the peaceful location in Pawlet - far enough away to disconnect from city life while still being a close enough drive (15-30 min) to great local restaurants in Dorset and Manchester. The space itself is cozy and rustic, keeping its historic charm in tact, while having thoughtful updates to the kitchen and bath that make it functional for everyday use. The shower is incredible and the bed is so comfy, one we actually looked forward to sleeping in again! Angela was a great host and provided us with local coffee, crackers, and their newest Pawlet cheese for enjoying. Already looking forward to visiting again next summer!

Country Cottage
We can always rely on a great long term stay at the cottage.

Home with a spring fed Koi pond and mountain view
We enjoyed our trip and stay very much! Jeremy was an amazing host! very friendly, very easy to communicate with. We brought up our dog which was not a problem with Jeremy. He was very kind, in having snacks, fresh eggs and a fridge full of things for us to have. The koi pond was beautiful. The stay was very peaceful and the view was breath taking.

Pond Cottage
If you're looking for a slightly rustic, but totally comfortable place to stay near Manchester, this is the ideal location. We have been with our dog Mac for a total of 6 visits to this cozy cottage. The local area has a lot to offer in the beautiful area of the Green Mountains. Kim keeps the cottage very clean and provides you with all the comforts of home. We feel totally welcomed whenever we visit and are always pleased with our stay. Thank you Kim for the extra special welcome and for always being so accommodating! Brian, Kim and Mac

The Cottage in East Poultney
One of the cleanest and comfiest Airbnbs I’ve stayed in. It was a last minute trip and this exceeded my expectations. My sister and I were saying we had the best night of sleep we had in years! There was a huge snow storm and the owner was so accommodating and very easy to get in touch with. We can’t wait to come back 😊

Sunapee area lakeside cottages trio on Sand Pond
We have been going to Sandpond every year for as long as I can remember. We love the lake and the area. Claudia's cabins provide us the ability to join our family there and have our own space. We absolutely love it and are already looking forward to next year!!

Hideaway Cottages, Cottage B
I’ve stayed here a few times. I continue to enjoy all aspects of the property. Give it a try.
Private cottage rentals

Cozy Cottage on the Clay Brook
Judy and Darren were fantastic hosts. The cabin was spotless and the local area so peaceful. They were incredibly responsive to any of our questions and concerns, and even checked in with us to make sure we were comfortable. Would happily stay here again!

Waterfront cottage with arcade
Siding was very communicative throughout the entire process. My family enjoyed the cottage to ring in the New Year together. We had such a peaceful time. The house was just as described. We were lucky with weather and were able to enjoy a New Year’s Eve hike with great views

Stone Wall Cottage, Stonewall : GMHA, Okemo
Place was quite cute. Worth the $ for sure. It is fully detached from the owners home, and faces a gorgeous field and mountain. Hot water is a little on the limited side. Which isn’t really a complaint it’s just an observation and in no way impacted my stay there. But I am a guy and I can tell you that if my wife had come it may have been an issue for her. The unit was super clean, and we loved the old reclaimed wood everywhere. You will too.

Quaint stone house!
We had a long weekend at the cottage and loved our stay. The house was warm and welcoming and offered a lot to do inside and out. We appreciate the care that was obviously put into making the space so special.

North Ridge Cottage Middlebury, Vermont
Peter was a great host! He was very responsive to all of our, sometimes silly, questions. the cottage was cozy and had the perfect amount of creature comforts. love all the windows, let in the sunlight and perfect view for the sunrise! just what we needed!

31 Lili West - across from Silver Lake on 6 acres
Had a wonderful time staying in this home! Will definitely come back in the future. We felt very comfortable and safe.

Cozy woodlands cottage w/ indoor fireplace
5 🌟’s place. Great location; lots of things to do. Lovely cottage super family friendly. They have everything u need for ur stay. They have everything from baking utensils to a fire pit. It was spot less. Sarah provides everything. Inside chimney. A lot of forest. Great place to stay! Sarah was a wonderful host Highly recommended for a couples or family’s HIGHLY RECOMMEND!!!

The Mill House
We stayed at the Mill House on a grand highlights tour of New England, and Emily and Trevor’s place was by far our favorite accommodations. Our days were busy, and it was perfect to come back and relax by the creek. The home was very clean, beds were comfortable, and the kitchen was well equipped. We would return again and again if we didn’t live so far away.
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- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Owl's Nest Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Autumn Mountain Winery
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Hooper Golf Course
- Bretwood Golf Course
- Fox Run Golf Club