Cottage vacation rentals in Woodstock

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Popular amenities for Woodstock cottage rentals

Cottage rentals with a hot tub

Guest favorite
The cottage is illuminated softly at dusk, showcasing a large screened-in porch. Red outdoor chairs are arranged in the yard, creating a welcoming space for relaxation and gatherings, while lush greenery surrounds the setting.
Cottage in Plymouth
5 out of 5 average rating, 34 reviews

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace

ChristineRating, 5 stars5 months ago
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!
Guest favorite
A beautiful white clapboard house is framed by lush greenery and colorful flowers. The stone steps lead to the main entrance, while large windows offer glimpses of the interior. The landscape features well-maintained grass and foliage, set against a clear blue sky.
Cottage in South Woodstock
5 out of 5 average rating, 29 reviews

2 person SunCottage - Hot Tub Solar Geothermal

DanaejahRating, 5 stars10 months ago
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!
Guest favorite
The lakeside cottage is framed by lush greenery, with large windows reflecting the sky's blue hue. A set of wooden adirondack chairs is positioned near the water's edge, providing a serene place to relax. A wooden dock extends into the calm lake.
Cottage in Springfield
4.97 out of 5 average rating, 87 reviews

Kolelemook Cottage!

AlexRating, 5 stars2 weeks ago
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.
Superhost
Aerial view captures the vibrant fall foliage surrounding the mountain home, with a mix of green, orange, and yellow trees. The distant mountains, partially covered in green, are visible under a gradually darkening sky, creating a serene natural backdrop.
Cottage in Killington
4.83 out of 5 average rating, 69 reviews

Vt Summer Getaway: Hot Tub, Golf Hiking & More!

TimothyRating, 5 stars2 months ago
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.
Guest favorite
A hot tub is nestled in a snow-covered landscape, surrounded by trees adorned with string lights. Two lounge chairs are positioned nearby, creating a serene outdoor setting in the winter evening.
Cottage in Bridgewater
4.97 out of 5 average rating, 32 reviews

Country Chalet, HotTub, 8 Mins to Skyeship Gondola

MitchRating, 5 stars4 months ago
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.
A serene lakeside view showcases a wooden dock with two chairs positioned toward the water. Soft reflections of trees and clouds are visible on the calm lake's surface, while lush greenery surrounds the area, providing a peaceful natural setting.
Cottage in Ludlow
4.79 out of 5 average rating, 34 reviews

3BR lakefront with dock, swim platform, & firepit

LaurenRating, 5 stars1 month ago
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!
Top guest favorite
The cottage, constructed from natural logs, is framed by lush greenery. A steeply pitched roof with a metal covering adds character. The inviting outdoor space features a patio area with seating, accompanied by a stone fire pit and cozy landscaping.
Cottage in Barnard
4.95 out of 5 average rating, 38 reviews

Andas Hus: Little Luxury

JessRating, 5 stars3 weeks ago
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!
Guest favorite
A spacious family room features a vaulted ceiling with wooden beams. Seating includes a sectional sofa and two lounge chairs. A large smart TV is mounted above a minimalist fireplace. Natural light floods in from the expansive glass doors leading to a balcony.
Cottage in Wardsboro
4.98 out of 5 average rating, 91 reviews

Modern Cottage between Mount Snow and Stratton

OliviaRating, 5 stars3 months ago
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

Guest favorite
A two-story house features a sloped green metal roof, with large windows adorning its beige exterior. A welcoming deck is accessible through a set of stairs, surrounded by landscaped grass and greenery. A storage shed is positioned to the left, tucked among the trees.
Cottage in Moretown
4.95 out of 5 average rating, 204 reviews

Cozy Cottage in the Mad River Valley

RayannRating, 5 stars3 months ago
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!
Guest favorite
Cottage in Pawlet
4.92 out of 5 average rating, 190 reviews

The Smithy Cottage at Consider Bardwell Farm

BrandiRating, 5 stars6 days ago
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!
Superhost
A wooden dock stretches into the calm waters of Lake Sunapee, surrounded by gentle hills. Several boats are secured at the dock's edge, and the surface of the water is perfectly mirrored, reflecting the clear sky and distant landscape.
Cottage in Newbury
4.87 out of 5 average rating, 120 reviews

Country Cottage

LeahRating, 5 stars2 months ago
We can always rely on a great long term stay at the cottage.
Top guest favorite
A country cottage is positioned beside a tranquil pond, with vibrant green grass surrounding it. A rainbow arcs across the sky, adding a colorful backdrop to the serene landscape. Two blue chairs sit by the water's edge, inviting relaxation.
Cottage in Manchester
4.97 out of 5 average rating, 127 reviews

Home with a spring fed Koi pond and mountain view

ChristinaRating, 5 stars5 days ago
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.
Top guest favorite
The cabin is nestled among lush greenery, visible from the water. Large windows provide a view of the surrounding trees and flowers, enhancing the tranquil setting. The structure's simple design complements the natural landscape, with a gentle reflection on the calm lake surface.
Cottage in Munsonville
4.89 out of 5 average rating, 219 reviews

Camp -Granite Lake, Munsonville, NH

BrittanyRating, 5 stars5 months ago
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!
Top guest favorite
A cottage elevated on a hillside is surrounded by autumn foliage. It features a large wooden deck with multiple seating options, providing views of the lush landscape. Beneath the deck, stone walls create a terraced garden, and a blue tarp is visible on the ground.
Cottage in Dorset
4.97 out of 5 average rating, 153 reviews

Pond Cottage

TomRating, 5 stars4 days ago
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 !
Top guest favorite
A charming white cottage is framed by a vibrant tree with bright orange leaves, set against a backdrop of an ornate building featuring yellow and red accents. A carpet of fallen leaves covers the ground, creating a warm autumnal scene.
Cottage in Poultney
4.97 out of 5 average rating, 135 reviews

The Cottage in East Poultney

PaigeRating, 5 stars3 months ago
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 😊
Guest favorite
A charming cottage is surrounded by vibrant autumn foliage. The exterior features light-colored siding and a steeply pitched roof. Large windows offer natural light, and a gravel pathway leads to the inviting front door, enhancing the home's welcoming appearance.
Cottage in New London
4.94 out of 5 average rating, 162 reviews

Boutique Cottage | Patio & Fire Pit | Deck w/ View

LivRating, 5 stars2 weeks ago
The cottage was just as listed and the beds were very comfortable. Would definitely stay here again!

Private cottage rentals

Top guest favorite
A serene outdoor area features a grassy space with wooden chairs arranged around a fire pit. The scene is framed by colorful autumn foliage, showcasing vibrant orange and yellow leaves against a backdrop of tall green trees and a gentle stream.
Cottage in Warren
4.99 out of 5 average rating, 83 reviews

Cozy Cottage on the Clay Brook

JennaRating, 5 stars3 weeks ago
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!
Guest favorite
A modern cottage is illuminated at dusk, showcasing large windows that reveal a cozy interior. Outdoor seating is arranged around a fire pit, with softly glowing lanterns adding a welcoming touch. The deck offers views of the surrounding landscape, enhancing the serene atmosphere.
Cottage in Salisbury
4.98 out of 5 average rating, 84 reviews

Countryside cottage near Middlebury & Lake Dunmore

DavidRating, 5 stars2 weeks ago
We had a great stay, convenient to Middlebury but quiet and private setting.
Guest favorite
A flowing stream meanders over smooth stones, surrounded by bare trees and patches of snow. The sound of water over rocks creates a soothing atmosphere in the natural landscape, which showcases a blend of winter and early spring elements.
Cottage in Reading
4.9 out of 5 average rating, 77 reviews

Stone Wall Cottage, Stonewall : GMHA, Okemo

DavidRating, 5 stars4 weeks ago
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.
Guest favorite
A comfortable outdoor seating area is featured on a wooden deck. Wicker furniture, including a sofa and chairs, is arranged around a coffee table. An umbrella provides shade, while lanterns are positioned on the ground. Lush greenery surrounds the space, contributing to a serene atmosphere.
Cottage in Chester
4.9 out of 5 average rating, 96 reviews

Quaint stone house!

RachelRating, 5 stars1 week ago
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.
Top guest favorite
A black dog stands in shallow water, partially submerged, with droplets clinging to its wet fur. A red ball, resting in the water nearby, creates ripples as the dog gazes curiously at it. Lush greenery surrounds the scene, softly diffusing the sunlight.
Cottage in Bridgewater
4.98 out of 5 average rating, 49 reviews

Riverside Cottage - Bridgewater Vermont

ArjunRating, 5 stars2 weeks ago
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.
Superhost
A cozy living area is highlighted by wooden beams and a stone fireplace, creating a rustic atmosphere. Soft furnishings invite relaxation, while large windows provide ample natural light and views of the surrounding trees. A dining area is visible, featuring a wooden table and chairs.
Cottage in Duxbury
4.84 out of 5 average rating, 157 reviews

Mountain Cabin- Border state park, trails, private

LynnRating, 5 stars4 days ago
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.
Guest favorite
A private three-season porch features large glass doors providing views of the surrounding greenery. Comfortable seating includes a cozy sofa, a low table, and two small armchairs. Natural light fills the space, which has a wooden ceiling and stone flooring.
Cottage in Barnard
4.98 out of 5 average rating, 60 reviews

31 Lili West - across from Silver Lake on 6 acres

ElizabethRating, 5 stars3 months ago
Had a wonderful time staying in this home! Will definitely come back in the future. We felt very comfortable and safe.
Guest favorite
A serene river scene features gently flowing water over smooth rocks, surrounded by lush green trees. Sunlight filters through the foliage, illuminating the clear water. The rocky riverbed is visible beneath the surface, creating an inviting atmosphere for exploration.
Cottage in Topsham
4.94 out of 5 average rating, 65 reviews

The Mill House

CatherineRating, 5 stars2 weeks ago
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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