Cottage vacation rentals in Woodstock

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Popular amenities for Woodstock cottage rentals

Cottage rentals with a hot tub

Guest favorite
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 stars9 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
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, 28 reviews

2 person SunCottage - Hot Tub Solar Geothermal

JohnRating, 5 stars9 months ago
There are not enough words to capture our experience staying at the Sun Cottage! From the moment we arrived we were amazed at the beauty of the lanscape and the cottage. The wealth of amenities and luxury of the cottage was astounding. We kept finding carefully placed unique touches throughout the cottage. Mornings spent on the patio eating breakfast and evenings in the hot tub listening to the sound of the brook nearby are just a few of the moments we cherished. Access to the pond abudding the property to swim as well as the trails along the brook made this an exceptioal getaway! Can't thank Hunter and Jess enough.
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
4.98 out of 5 average rating, 80 reviews

Kolelemook Cottage!

DebraRating, 5 stars2 days ago
we were very delighted with the accommodations. the view and area were serene and accommodated both adults and a young child. we will definitely try to reserve again next spring . Gregory was very responsive.
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
4.82 out of 5 average rating, 68 reviews

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

TimothyRating, 5 stars1 month 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.
Top guest favorite
An inviting outdoor space features colorful chairs surrounding a fire pit, set against a winter backdrop. A cozy seating area on a deck showcases modern decor, including a patterned throw and a view of rolling hills framed by an oversized circular window.
Cottage in Shaftsbury
4.99 out of 5 average rating, 683 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

PrasenRating, 5 stars2 weeks ago
Great local restaurant scene. Beautiful location and property.
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 stars2 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.
Guest favorite
A spacious living area features a corner sectional sofa adorned with a cozy blanket and accented by a wooden wall with decorative planters. A rustic coffee table sits in front of the sofa, while a gas fireplace stove provides warmth and ambiance.
Cottage in Bridgewater
4.97 out of 5 average rating, 215 reviews

Newly Renovated, Hot tub, 2min to Killington lift

SabrinaRating, 5 stars3 days ago
Beautiful cottage to stay at! It had everything we needed and more! Very great area. So many beautiful places to explore. Less than 10 min away from thundering brooks falls. It was such a beautiful waterfall and perfect hiking spot! Ross was very helpful! He went out of his way to give us a bunch of helpful information for our stay. If we are going back to the area we will definitely be staying here!
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
4.81 out of 5 average rating, 31 reviews

3BR lakefront with dock, swim platform, & firepit

EricRating, 5 stars4 weeks ago
We had an amazing stay at this beautiful house for a weekend ski getaway. The house is located on a gorgeous lake just minutes from Okemo, making it a perfect stay for Skiing. The views of the lake are spectacular with direct lake front access. We had a very comfortable stay and enjoyed the hot tub after skiing as well as sitting in the living room by the gas fire place. This is by far one of the nicest AirBnBs that we have booked near Okemo and we look forward to staying at the house again in the summer and winter.

Cottage rentals with a pool

Cottage in Lincoln
4.59 out of 5 average rating, 22 reviews

2BR mountain cottage with resort pass, W/D

DanielRating, 5 stars1 month ago
Everything was great. We're so glad we stayed here. Everything was so easy here and it was so close to everywhere we needed to go.
Superhost
A serene lakeside view is framed by large glass doors, inviting natural light into the dining space. A table is set with neatly arranged plates and napkins, while a grill and seating area are positioned outside, overlooking the tranquil waters and lush green hills.
Cottage in Fairlee
4.43 out of 5 average rating, 7 reviews

Lakeside Cottage at Lake Morey Resort | 4 Seasons

StephenRating, 5 stars34 months ago
This is a fabulous small cottage with a spectacular front porch view of Lake Morey, just 10 yards away. It has all the conveniences, is very clean and modern. Particularly valuable is having access to all the benefits of the Lake Morey Resort, which the cottage is attached to. That includes free canoes, kayaks, paddle boards, tennis courts and rackets, bikes, pool and work out room. It is a little pricey up front, but all those assets make it worth the expense. And the lake is so wonderful to spend time in and on!
An indoor game room features a well-maintained billiards table with a vibrant green felt surface. Wooden cabinetry lines the walls, and a dining table with chairs is visible in the background. Flags are displayed decoratively, and a variety of items are organized on shelves.
Cottage in Marshfield
5 out of 5 average rating, 3 reviews

Riverview cottage

MartinRating, 5 stars34 months ago
Nice comfortable place with great view over the hills of northeast Vermont. It is well equipped with a comfortable bed. Heath is a great host and very responsive.
Top guest favorite
A charming cottage exterior showcases a two-story wooden structure amid vibrant flowering shrubs. A sloped walkway leads to the entrance, framed by lush greenery and colorful blooms, creating a welcoming view. The roofing features a classic shingle design under an expansive sky.
Cottage in Grantham
4.96 out of 5 average rating, 68 reviews

Walk to the Lake-Updated 3 BR Private Home with AC

AndraRating, 5 stars2 months ago
Great stay at Alyson’s place. So nice to have access to the amenities at Eastman - we took the little ones sledding! Nice to have kids toys and books on hand too. House was perfect for what we needed and we’re thinking of coming back in the summer!
Superhost
Cottage in Dover
5 out of 5 average rating, 14 reviews

Luxury King, fireplace, pvt entrance- Farmhouse 1

JeannieRating, 5 stars24 months ago
Wonderful stay at Farm Road Estate! Clean, private, with a peaceful vibe and gorgeous area. The room itself was amazing and spacious, and lighting the fireplace at night in our room was an added bonus. The bar/restaurant on the grounds wasn’t open when we stayed, so looking forward to staying here again when it is open! Definitely need a car to travel and explore the town/surrounding towns. There are some good restaurants and bars within a less than 10 minute drive! 5/5 stars!
Top guest favorite
Exposed wooden beams frame the room, complemented by warm brick walls. A cozy fireplace sits centered against the wall, with decorative art above it. A comfortable chair and lamp are positioned nearby, while a television and small dresser provide functional elements in the living space.
Cottage in Newfane
4.99 out of 5 average rating, 227 reviews

Cozy Vermont Antique Sugar House with Fireplace

BarbaraRating, 5 stars3 weeks ago
Lenore’s Place made us feel right at home. The cozy fireplace setting is perfect for a cold day. Lenore even baked delicious fresh banana muffins and was so gracious. The sleeping arrangements were very comfortable. The decorating was very well done. This space provided a very tranquil one night stay for us.
Guest favorite
Cottage in Wardsboro
4.98 out of 5 average rating, 91 reviews

Modern Cottage between Mount Snow and Stratton

OliviaRating, 5 stars2 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!
A modern kitchen area features stainless steel appliances and a round dining table with rustic wooden chairs. Natural light enters through an open door, highlighting the simplicity of the space and the greenery visible outside.
Cottage in Castleton
5 out of 5 average rating, 22 reviews

Lake Bomoseen 2 BR Cottage

JaimeRating, 5 stars3 months ago
It was a perfect setting for a much needed mid-winter respite.

Pet-friendly cottage rentals

Superhost
The cottage is positioned by the lake, surrounded by lush green trees. A wooden dock extends into the water, with a small boat visible at the end. The home features a welcoming porch, and an American flag gently waves near the entrance.
Cottage in Hinesburg
4.77 out of 5 average rating, 116 reviews

Allen's Landing Lake Front Getaway

JayRating, 5 stars32 months ago
This place is so wonderful! Everything is provided for your comfort. Rayna was great in communicating an issue about one of the toilet is not working and offered a full refund if that would be a problem, which it was not at all. The location is great. Easy access to the lake for swimming or kayaking (kayak/canoe is available for use). It has a nice patio for sitting while enjoying the sunset view. This makes it to the list of favorite places to stay.
Top guest favorite
A stone pathway leads down through a grassy area, framed by trees and surrounded by lush greenery. A wooden cabin with a stone exterior is visible in the background, along with a gazebo-style seating area situated to the right.
Cottage in Whitehall
4.99 out of 5 average rating, 198 reviews

Hillside Cottage @ The Mettawee Retreat

StacyRating, 5 stars1 week ago
What a lovely cabin! So peaceful and the property is gorgeous. We used it as home base to explore nearby Vermont and visit with friends who own a second home nearby. We loved the porch, jetted tub and comfy king bed. Everything was spotless and the furnishings high quality. Jess and Marv were very responsive and helpful. We've already booked a visit back for foliage season.
Top guest favorite
A tranquil pond reflects the blue sky, with a rustic brown cottage visible in the background. A stone frog statue, partially covered in moss, sits at the pond's edge, surrounded by grassy terrain and trees. The scene conveys a calming natural retreat.
Cottage in Manchester
4.97 out of 5 average rating, 124 reviews

Home with a spring fed Koi pond and mountain view

BreanneRating, 5 stars1 month ago
Jeremys place was so beautiful and peaceful for my wife and dog. We really enjoyed walking around the koi fish pond and watching our dog laps around it. He really went above and beyond providing us with everything that we could need. We made such a fantastic breakfast with his eggs from his chickens. We would definitely stay here again and would recommend it to anyone looking for a peaceful getaway.
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 stars4 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!
Guest favorite
The two-story cottage features a mix of wooden siding and a gabled roof. Surrounded by greenery, it includes a raised deck accessible by stairs at the front. A fire pit is visible nearby, with a rustic fence marking the perimeter of the yard.
Cottage in Woodstock
4.86 out of 5 average rating, 154 reviews

A: Cozy 2-BR Cottage Duplex - Unit A

ShelbyRating, 5 stars3 weeks ago
Great location and cozy home with great ambiance, decor, and all of the necessities. The spiral staircase and upstairs rooms felt much smaller in person but no major issues! If you're bringing dog(s) that may have noise sensitivity like ours sometimes do - note that the walls to nextdoor Airbnb are quite thin. The dogs also had difficulty on the stairs - one learned to go up and down by training and the other one had to be carried up and down 😂 Hosts were great!
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, 159 reviews

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

KalenaRating, 5 stars1 month ago
This house was absolutely perfect for our visit to see family. We will definitely be staying here again! The house was spacious and perfect for having the grandparents over for dinner with enough space for everyone. It was perfectly centrally located for us and our families who live in Sunapee. Caitlin was beyond helpful when I lost the email with the house code and responded right away! Highly recommend this beautiful home!
Guest favorite
Cottage in Whitefield
4.96 out of 5 average rating, 239 reviews

Private Pond Escape: Luxe Cottage/Private Isle

KimberlyRating, 5 stars2 weeks ago
This place is the perfect reminder of the kind of place you wish to retire at. I can’t wait to come in the summer or fall! Interestingly enough we came during April snow weather and still had the best and most relaxing time. It was a huge plus that Cumberland farms was two minutes away and a lot of other local stores were around. Extremely dog friendly and truth be told any dog’s favorite place this would easily be. I brought my puppy and it was a great way to expose him to ALOT. Mary was so responsive and helpful and we actually got stuck in the mud and her whole family plowed us out and we got a laugh at the end as well in the midst of it all. The place was clean, you really felt at home with all amenities that were included, I would just keep in mind there was not a kitchen aide mixer so bring a handheld mixer and that would do the trick depending on what you’re planning on baking but I was able to make a lot of things without. Highly recommend, very peaceful, and all you need.
Guest favorite
A front screen porch features a comfortable seating arrangement with a couch and chairs, inviting relaxation. The exterior is framed with white siding and green accents, while a decorative wreath adorns the entrance. Natural light streams in, enhancing the tranquil setting.
Cottage in Whitefield
4.92 out of 5 average rating, 104 reviews

Cozy Lake Cottage; Bretton Woods & Santa's Village

CarrieRating, 5 stars3 months ago
Don't hesitate - book the Selma cottage now, you won't regret it! Cozy, clean, and close to area attractions. We so enjoyed our time in the loft playing various board games with our children and cozying up next to the electric stove after a day of ski. Looking forward to returning again soon! Our hosts were responsive and extremely helpful - what a treat to spend a weekend away at this gem of a cottage in Whitefield, NH!

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