Cottage vacation rentals in Dorset

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Popular amenities for Dorset 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
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

GoodWoods~Okemo~Killington~Dogs~HotTub~Fireplace

ChristineRating, 5 stars3 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, 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.
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 stars2 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 stars3 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.

Pet-friendly cottage rentals

Guest favorite
A large grassy area is framed by a white fence, with a shed visible in the corner. A circular stone well is situated near the path, while green hills rise gently in the background under a clear blue sky.
Cottage in Pawlet
4.91 out of 5 average rating, 187 reviews

The Smithy at Consider Bardwell Farm

LuisaRating, 5 stars2 months ago
The Smithy was a great choice for us! We enjoyed our weekend getaway, relaxed by the wood fire while the snow was falling, and best of all, we LOVED the cheese platter that Angela makes. Everything was local and delicious! She was a great host and very responsive to anything we needed during our stay. Hoping for a next visit some time soon!
Superhost
A sandy beach area offers a scenic view of Spofford Lake, featuring several boats docked along the shore. Lush greenery provides natural shade, and a swimming platform is visible in the water. Calm waves reflect the sky, enhancing the peaceful setting.
Cottage in Chesterfield
5 out of 5 average rating, 3 reviews

Cottage on Spofford Lake “Barn”

ChristopherRating, 5 stars6 months ago
The cabins were terrific. We had three cabins as a group. They are across the street from Spofford Lake, which has a small beach and a dock. We had a terrific night hanging out on the beach while lighting a fire in the pit. We had a great visit at Copper Cannon Distillery (located down the road) and went on a few hikes.
Top guest favorite
An outdoor deck area is framed by a decorative arch adorned with plants. A dining table and chairs are positioned nearby, with a barbecue grill visible on the side. Lush greenery surrounds the space, creating a secluded atmosphere.
Cottage in Wells
4.94 out of 5 average rating, 33 reviews

Private cottage in the woods

SergeyRating, 5 stars3 months ago
We enjoyed our stay so much! The place was nice and clean and quiet, perfectly organised and thought through. Karen was a welcoming, friendly, and helpful host. I wish more AirBnBs were like this! Would be happy to return someday.
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, 123 reviews

Home with a spring fed Koi pond and mountain view

StephenRating, 5 stars2 months ago
Stayed a weekend with our 2 dogs. Jeremy was great to communicate with, was flexible with our arrival, and very responsive in messaging. Upon arrival, everything was neat and orderly and he even put out bone treats for our dogs. Well stocked fridge with fresh eggs from his chickens on the property. House was warm, and we felt very private even though his house is on the property as well. Never having been to Manchester, VT, we were surprised with how much there is in the area for bars, restaurants, shops, and entertainment - all within a 5/10 minute drive. My wife and I were very pleased. Awesome place, better host. Would definitely stay again
Guest favorite
The exterior of a country cottage is shown, featuring a wooden porch with stacked logs and a white picket fence. Lush green trees surround the property, and a rustic barn structure is visible in the background, set against a cloudy sky.
Cottage in Londonderry
4.88 out of 5 average rating, 67 reviews

Vermont Country Cottage(Near Village w/Magic View)

TiffanyRating, 5 stars3 weeks ago
Such a cute little cottage. Close enough to town but far enough to feel secluded. My daughter loved the bunk beds and adored the loft so much especially since it had so many toys. Thanks again!
Guest favorite
The image captures the West River, with its clear waters gently flowing over smooth stones. Lush greenery borders the riverbank, while a bright blue sky and scattered clouds create a serene backdrop. Sunlight glimmers on the water, enhancing the tranquil natural setting.
Cottage in Jamaica
4.86 out of 5 average rating, 95 reviews

50 Acres of solitude & 1/2 mile on the West River

JonathanRating, 5 stars1 month ago
House was perfect for our short stay away. Roughly 15min to Stratton. Nice piece of property to walk around with our dog. Overall would stay again.
Top guest favorite
A white cottage is set amidst trees with autumn leaves, featuring a double garage door and a side window. The surrounding yard is grassy and dotted with fallen leaves, while the façade showcases a simple design complemented by a clear blue sky.
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.
Top guest favorite
A serene view of Lake St. Catherine is presented, framed by trees. Two lounge chairs are positioned beside a picnic table on a grassy area, offering a tranquil spot to relax and enjoy the surrounding nature. The calm water reflects the landscape gently.
Cottage in Poultney
4.94 out of 5 average rating, 64 reviews

Cottage on Lake St. Catherine, MTN Biking/Hiking!

JordanRating, 5 stars1 month ago
We loved staying at Owen's for our impromptu visit. In the short time we were there we had a handful of lovely walks, rides, and runs down around the lake. And only a short drive from town. We would definitely consider staying with Owen again on future visits.

Private cottage rentals

Top guest favorite
A screened-in porch features a glass-top table surrounded by four yellow chairs, providing a comfortable space for dining or relaxing. The porch overlooks a green yard with nearby colorful structures, enhancing the connection to nature.
Cottage in Peru
4.96 out of 5 average rating, 77 reviews

Moon Beam Cottage--A cozy and welcoming retreat

MikeRating, 5 stars1 month ago
Wonderful stay. Place had everything we needed and a great location close by to Bromley, Magic and Okemo. Would stay again at Moonbeam.
Guest favorite
A spacious cottage surrounded by snow-covered trees, showcasing a rustic exterior with wooden accents. The front yard is blanketed in white snow, and a winding path leads to the entrance of the home. Trees and greenery enhance the tranquil winter setting.
Cottage in Winhall
4.96 out of 5 average rating, 54 reviews

Stratton Mountain Cottage

EmiRating, 5 stars1 month ago
Fantastic stay! This cabin exceeded our expectations! It was even more spacious than it looked in the photos, making our stay extra comfortable. Everything was thoughtfully equipped with all the essentials (and more), making it feel like a home away from home. The setting was peaceful and perfect for a relaxing getaway. Just a short 10-minute drive to the slopes, making it super convenient for skiing. Josh was very accommodating and easy to communicate with. We would definitely love to come back. Highly recommend!
Guest favorite
A grassy area is framed by a sturdy stone wall and a large tree, providing shade. Beyond the wall, rolling hills and trees create a natural backdrop, enhancing the serene outdoor setting.
Cottage in Reading
4.89 out of 5 average rating, 75 reviews

Stone Wall Cottage, Stonewall : GMHA, Okemo

OrenRating, 5 stars1 month ago
What a wonderful spot and truly gorgeous home. Perfect size with everything we needed for a long weekend in the mountains. Would stay here again in a heartbeat!
Guest favorite
The entrance to the cottage is framed by a well-maintained deck and features a decorative sign. A potted plant with purple flowers adds color near the door, which is painted in a soft blue. Large windows allow for natural light into the space.
Cottage in Manchester
4.88 out of 5 average rating, 17 reviews

Wide Awake Cottage

ZachRating, 5 stars2 months ago
Sue's place was great for a group ski weekend. Short drive to multiple ski.areas and local restaurants in Manchester. The house was very clean and comfortable. Would definitely stay again!
Guest favorite
The exterior of a cozy cottage is nestled among tall trees, showcasing a blend of wooden shingles and stone pathways. Natural light highlights the entrance, framed by lush greenery, inviting guests to explore the surrounding wooded area leading to the lake.
Cottage in Ludlow
4.93 out of 5 average rating, 44 reviews

Ludlow Lakefront Home

JoshuaRating, 5 stars3 months ago
We felt right at home in this lovely rustic cabin on the lake. We had to work with Thomas to solve some unfortunate complications during our stay, including a dead rodent in the sink, a lack of sheets and towels, and taking our trash with us. However, we loved the home and had a wonderful weekend in the area. Thank you!
Top guest favorite
Cottage in Bridgewater
4.98 out of 5 average rating, 47 reviews

Riverside Cottage - Bridgewater Vermont

CynthiaRating, 5 stars3 weeks ago
We had a remarkably great experience staying in Linda and Chris's cottage. They are fantastic hosts providing welcoming details about their spot and the surrounding area's amenities. Every detail is attended to so that you can arrive and settle in immediately. It's also a very peaceful and relaxing environment inside and out. We can't wait to come back next year!
Top guest favorite
A cozy living space features a futon couch facing a wall-mounted TV. Natural light fills the room through two windows with sheer curtains, which create a bright ambiance. A small round table sits at the center, complemented by a decorative shelving unit in the corner.
Cottage in Dover
5 out of 5 average rating, 14 reviews

Cottage in Private Village 5-min to Mt Snow!

DavidRating, 5 stars2 months ago
Extremely responsive and thoughtful hosts. Clean and nice place, would stay again. Thanks!
Guest favorite
A wooden bench with colorful striped pillows is positioned on a porch, providing a view of the surrounding landscape. A framed artwork hangs on the wall above, and a black cat sits calmly nearby. Sunshine casts gentle shadows on the wooden deck.
Cottage in Putney
4.92 out of 5 average rating, 65 reviews

Sunny 1-Bedroom on Hilltop Farm. "Wyngate Cottage"

JohnRating, 5 stars3 months ago
This was the second time we stayed at Sarah's at Christmastime. It's so nice and peaceful and comfortable, and the surrounding countryside is so pretty, the little town is so nice, that we returned for this second time. It felt like coming home for the holidays.

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