
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

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!

2 person SunCottage - Hot Tub Solar Geothermal
The house was beautiful and had a bunch of nature space and can tell is very kept up and taken care of. The house inside is beautiful and clean. The hot tub with the nature view is amazing. Deff would give this place a 10/10 and recommend to people looking for a private and peaceful area. Only thing is no service if not from area and restaurants and grocery stores are alittle far out but other than that great place to stay!

Kolelemook Cottage!
This spot is perfect for a quiet getaway! The cottage is right on the water and has a little backyard with a seating area. I was there in late May but I think it would be gorgeous in the Fall too. Perfect place if you are looking to relax and get away from the city for a bit. Great kitchen too for anyone who likes to cook, and only 10-15 minutes away from New London for people who want a walkable downtown. Definitely would recommend.

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!

Modern Cottage between Mount Snow and Stratton
I stayed at Tania’s place for a college reunion weekend with 12 guests. Her home was exceptionally clean and easy to get inside. Tania was super responsive throughout. My group enjoyed the location between 2 different ski mountains. Would stay here again in a heartbeat!
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.

Camp -Granite Lake, Munsonville, NH
We came up to Joan's lovely cottage for a peaceful, hiking Christmas vaca and it was absolutely perfect. Joan was a wonderful host, very friendly and generous. We wish Joan was our granny too! Granny camp was comfy, cozy, on a beautiful lake, with lots to do in surroundings areas. Would love to come back in the summer! Thank you!

Pond Cottage
We loved our stay here . Kim provided all the info we needed and was responsive when we had a question . It was a lovely stay in a very peaceful setting .We would gladly stay there again if we get a chance to return !

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 😊

Boutique Cottage | Patio & Fire Pit | Deck w/ View
The cottage was just as listed and the beds were very comfortable. Would definitely stay here again!
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!

Countryside cottage near Middlebury & Lake Dunmore
We had a great stay, convenient to Middlebury but quiet and private setting.

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.

Riverside Cottage - Bridgewater Vermont
Absolutely loved every minute spent here. We had plans for a lot of nearby activities, but the property was so stunning we decided to enjoy it and stayed home. We cooked, had tea by the river, played games and engaged in deep conversations. There were awesome restaurants within 30 mins of driving. We bathed in the river, played in water quite a bit. Linda and Chris were supportive, very responsive and always there for us. Thank you for sharing this stunning property with us. I hope you be back. We were a group of 3 - and we were welcomed with a cute hamper and lots of warmth. Don’t miss the game room - which has a separate entrance from the main house.

Mountain Cabin- Border state park, trails, private
The cottage was perfect for our calming, cozy, mountain retreat. Looks just like the photos except the view is even better now with a large deck from which to enjoy it. Even on rainy and foggy days the view was serene. The main bed is very comfortable and looks into the forest. We loved sleeping to the babbling creek sounds. Lofts beds are best for kids with creaky frames, thin mattresses, and a low ceiling. The bathroom shower was excellent with good pressure and plenty of hot water. The kitchen was equipped for basic cooking although bring your own coffee, tea, and condiments as these were not provided. I appreciated that there was a charcoal grill and charcoal was provided. A special place to recharge, unplug, hike, and take the occasional 50 minute trip up to Burlington or explore small towns nearby. Visit the Red Hen Bakery for delicious baked goods, coffee, and VT atmosphere, The Roots Farm Market in Middlesex for upscale provisions, and Mad River Taco in Waitsfield.

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.

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
- Pico Mountain Ski Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Baker Hill Golf Club
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Bretwood Golf Course
- Hooper Golf Course