Cottage vacation rentals in Woodstock

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Popular amenities for Woodstock cottage rentals

Cottage rentals with a hot tub

Superhost
The screened-in porch is warmly illuminated with string lights, creating a cozy atmosphere as evening sets in. The structure features large glass panels, providing a view of the interior. A stone pathway leads to the inviting entrance, surrounded by lush greenery and decorative plants.
Cottage in Plymouth
4.96 out of 5 average rating, 24 reviews

Cute Cool Cabin! Plymouth, Vermont.

MartinRating, 5 stars11 months ago
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.
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
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, 88 reviews

Kolelemook Cottage!

JocelynRating, 5 stars2 weeks ago
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!!
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 stars3 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 modern kitchen is equipped with wooden cabinetry, stainless steel appliances, and a dark countertop. Natural light fills the space through a window, illuminating the cooking area. A bar stool is positioned at the kitchen island, enhancing the functional design.
Cottage in Ludlow
5 out of 5 average rating, 7 reviews

NEW Guest Cottage on 23 Acres

AndrewRating, 5 stars8 months ago
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

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
A serene landscape of a tranquil pond reflects a historic red building surrounded by trees adorned with golden foliage. Gentle hills rise in the background, while the sky displays a mix of light and shadow, creating a peaceful atmosphere.
Cottage in Pawlet
4.92 out of 5 average rating, 190 reviews

The Smithy Cottage at Consider Bardwell Farm

BrandiRating, 5 stars1 week 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 stars1 week 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
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, 154 reviews

Pond Cottage

KimberlyRating, 5 stars3 days ago
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
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 stars4 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 😊
Superhost
The view showcases a rustic cottage nestled among trees along the lake. A wooden dock extends from the rocky shoreline, featuring a ladder for easy water access. The cabin's light yellow exterior complements the natural surroundings, providing a serene escape by the water.
Cottage in Marlow
4.89 out of 5 average rating, 100 reviews

Sunapee area lakeside cottages trio on Sand Pond

DanielRating, 5 stars10 months ago
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!!
Superhost
A charming cottage with a green metal roof is surrounded by mature trees and vibrant landscaping. The front yard features various flowering plants and a gravel pathway leading to the entrance, which is framed by large windows and a white door.
Cottage in New London
4.82 out of 5 average rating, 245 reviews

Hideaway Cottages, Cottage B

DanielRating, 5 stars2 months ago
I’ve stayed here a few times. I continue to enjoy all aspects of the property. Give it a try.

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 stars4 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!
Superhost
A tranquil lake view is captured from the deck, showcasing calm waters reflecting the surrounding trees and sky. The scene transitions from soft blue to pink hues, creating a serene atmosphere in the natural landscape.
Cottage in Springfield
4.77 out of 5 average rating, 56 reviews

Waterfront cottage with arcade

JenRating, 5 stars5 months ago
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
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 stars1 month 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 stars2 weeks 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 sleek French press is displayed alongside its components, including dual-filter systems. The press features a polished surface with a black handle, showcasing a rich brew inside. The packaging presents the product name and highlights its dual-filter design.
Cottage in Weybridge
5 out of 5 average rating, 17 reviews

North Ridge Cottage Middlebury, Vermont

TheresaRating, 5 stars3 months ago
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!
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 stars4 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 cozy living area features a brown sofa adorned with decorative pillows. A wooden coffee table sits on a patterned rug. The room is illuminated by natural light, highlighting the wooden ceiling and walls. A television rests on a chestnut sideboard, while a potted plant adds a touch of greenery.
Cottage in Canaan
4.93 out of 5 average rating, 61 reviews

Cozy woodlands cottage w/ indoor fireplace

NinfaRating, 5 stars2 days ago
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!!!
Guest favorite
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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