Cottage vacation rentals in Dorset

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Popular amenities for Dorset 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.
The exterior of the building is adorned with string lights, creating a warm ambiance at night. A wooden seating area is visible alongside a grassy lawn, with a few chairs positioned nearby for relaxation.
Cottage in Bolton
4.67 out of 5 average rating, 15 reviews

Beautiful 2 bedroom cottage . With lake view

ZoeRating, 5 stars9 months ago
Great location, close to town and anything else you could need in Bolton! House was very clean, had everything you could need. Definitely would stay here again if coming back up to Lake George!
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
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.
Top guest favorite
A cozy cottage is positioned amidst a lush field of wildflowers, with vibrant greenery surrounding it. The blue exterior of the cottage complements the clear blue sky and mountains in the background, creating a serene and inviting environment.
Cottage in Pownal
4.98 out of 5 average rating, 40 reviews

Beautiful, 100 Acre Retreat, Williamstown 10 Mins

CalebRating, 5 stars3 months ago
Loved our stay! Very clean and quiet. Nice and private as well. They allow pets which is awesome. Would love to stay here again.
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, 222 reviews

Newly Renovated, Hot tub, 2min to Killington lift

LailaRating, 5 stars2 weeks ago
Great place! Big rooms & very clean. The kitchen is well stocked. Great hiking spots in the area... Close to Woodstock/Rutland for summer and VERY close to Killington for Winter. There was an issue with the drive way due to all the rain the Northeast has been getting and Russ was proactive in letting us know. Thanks Russ for being a great host!
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, 33 reviews

3BR lakefront with dock, swim platform, & firepit

EricRating, 5 stars2 months 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

Top guest favorite
The exterior of the cottage features dark blue siding with white window frames. Two windows are adorned with flower boxes, while two green chairs are positioned on the patio. A small deck is visible to the left, surrounded by lush greenery.
Cottage in Reading
4.94 out of 5 average rating, 160 reviews

Shattuck Hill Cottage

SandyRating, 5 stars3 weeks ago
Dear Sandra, The cottage was great. It is less than 5 miles from our family in Reading. We came to visit our daughter and her family, our only 3 grandchildren. Everything we needed was available. Every morning I had my coffee while enjoying the beautiful view. My husband has mobility problems, and he was able to get around fine. Shattuck Hill will be our only place to stay when we visit. Thank you, Sandy & Steve Parker
Guest favorite
The living area features a cozy sofa adorned with decorative pillows, positioned around a central coffee table. Natural light enters through a large window beside the door, illuminating the wood-paneled walls and rustic floor. A simple area rug adds texture to the space.
Cottage in Hartland
4.93 out of 5 average rating, 119 reviews

Adorable Dog Friendly Cottage w/FIOS

DylanRating, 5 stars1 day ago
Very cute cottage with lots of privacy and beautiful surroundings. Lulu was friendly and very accommodating with everything.
Top guest favorite
The exterior of Maple Cottage is showcased, featuring a brown wooden structure with a bright red door. Surrounding greenery includes trees and flowers, while a wooden deck is visible in the foreground, creating a welcoming entrance to the property.
Cottage in Wells
4.94 out of 5 average rating, 34 reviews

Private cottage in the woods

SergeyRating, 5 stars4 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.
Superhost
An aerial view showcases a peninsula extending into the calm waters of Lake George, surrounded by lush greenery and distant mountain ranges. Gentle waves can be seen along with boats navigating the lake, highlighting the tranquil atmosphere of the area.
Cottage in Queensbury
4.83 out of 5 average rating, 203 reviews

Idyllic Lake Cottage | Bay Views | Cozy Fireplace

MichaelRating, 5 stars3 weeks ago
Mary was very helpful with recommendations of where to go to launch a kayak and very responsive with other questions and inquiries
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, 234 reviews

Cozy Vermont Antique Sugar House with Fireplace

ArielRating, 5 stars2 days ago
Lenore's place was very cozy. We felt right at home. We added guests (including a dog) after initially making our reservation and it was no problem with the host. Just a note, it costs a fee to add more guests on Airbnb. Overall our stay was lovely and our hosts were very nice, responsive, and welcoming. 10/10, would recommend.
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 yellow cottage is set amidst lush greenery, featuring a wooden deck that extends from the house. A spacious yard with well-maintained grass surrounds the property, while a firepit is positioned on the ground, providing a focal point in the outdoor setting.
Cottage in Monroe
4.87 out of 5 average rating, 132 reviews

Pumpkin Pine Cottage: your next adventure awaits!

AliciaRating, 5 stars1 week ago
Thoroughly enjoyed my stay at Deb's cabin. We had 3 adults and a dog and the space was perfect. Deb is a great host and wonderful with communication. The cabin itself is so quaint and cute. The fire pit and patio space are wonderful to enjoy and if you love bird watching, they have a very busy feeder! House was stocked with essentials and extras - we had everything we could need. North Adams is a short drive away as well as some gorgeous parts of VT. The distillery on the Hogback Mountain overlook is must-do as well as the Wigwam Western Summit store on the Mohawk Trail - just gorgeous views. Highly recommend this listing!
Guest favorite
A cozy cabin is nestled in a snow-covered landscape, featuring a blue hammock hanging from the porch. Snowflakes gently fall around a dog wearing a blue coat, playing in the deep snow in front of the entrance. Wooden stools are positioned near the entrance.
Cottage in Jamaica
4.83 out of 5 average rating, 526 reviews

Cottage 7min to Ski Stratton-WoodStove,Views,DogOK

RebekkahRating, 5 stars3 days ago
We really enjoyed our stay here! The swimming hole across the road was a huge hit with our kids and we spent hours down there. Surroundings were so beautiful and the general store being nearby was helpful. The cabin was rustic and cozy. The porch hammocks were also a favorite as was a visit from the owner's friendly dog. All the amenities listed were included and everything worked great. Detailed notes and instructions throughout the cabin made using things easy and Jason was great at communicating with us. The price was amazing for everything included and we would definitely recommend!

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, 78 reviews

Moon Beam Cottage--A cozy and welcoming retreat

KristenRating, 5 stars1 month ago
We so enjoy staying at Melissa’s place. It has everything you could need and is an amazing location. We discovered the catamount xc trail is only a short distance away.
Top guest favorite
Cottage in Greenwich
5 out of 5 average rating, 38 reviews

Cozy Country Cottage

JenniferRating, 5 stars2 weeks ago
This was our second stay and we will always choose to stay here when in the area. Inside and outside are wonderful and relaxing places to be. We could totally live there. Highly recommend.
Superhost
The cozy living area is centered around a stone fireplace, featuring wooden beams overhead. Equipped with a smart TV, the space includes comfortable seating on striped sofas and chairs, along with a wooden dining table. Natural light filters in through multiple windows.
Cottage in Manchester
4.67 out of 5 average rating, 30 reviews

Carriage House in Manchester Village

RitaRating, 5 stars7 months ago
The perfect stay. Convenient for a wedding we attended at Inn at Manchester. The place was so charming, clean, and unique!
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 private outdoor patio features white Adirondack chairs positioned around a circular fire pit. A large, shaded umbrella provides cover, while manicured shrubs frame the brick-paved area. The glass doors of the cottage offer a view into the bright, welcoming interior.
Cottage in Eagle Bridge
5 out of 5 average rating, 29 reviews

The Crik House: modern digs, American farm country

MattRating, 5 stars2 weeks ago
We really enjoyed out stay and hope to return again in the future. The place had great light and was just a very peaceful place to hang out and relax. Its a beautiful area and we found some great food and beer and was also enjoyed cooking at home and enjoying the home. The owner was very accommodating and had great communication throughout our stay... I would highly recommend it for anyone looking to stay in the area.
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.
Guest favorite
Snow-covered mountains dominate the landscape, showcasing several ski trails that wind down the slopes. Leafless trees frame the foreground, creating a serene wintry scene, with an expansive blanket of snow covering the ground.
Cottage in Londonderry
4.87 out of 5 average rating, 71 reviews

Vermont Country Cottage(Near Village w/Magic View)

DonnaRating, 5 stars2 days ago
The little white cottage was lovely with everything we needed for a comfortable relaxing weekend. Like every other weekend this spring...it rained...but the cottage was still bright and cheery. So much to do , see, and eat so close by. We'll be back!
Top guest favorite
A modern kitchen is showcased with a blue island featuring multiple storage drawers. Large windows allow natural light to illuminate the space, revealing a cozy living area with a stone fireplace in the background. Fresh fruits are arranged on the countertop, enhancing the inviting atmosphere.
Cottage in Bennington
4.99 out of 5 average rating, 89 reviews

Cozy, bright 3-bedroom Cottage with fireplace.

Yvonne PerryRating, 5 stars2 weeks ago
Pack your slippers! (I write this first so that future AirBnB'rs will notice. The floors are all tile and it was chilly on our tootsies - none of us brought slippers and wish we had!) Quite honestly, this was one of the most beautiful AirBnB's I've ever stayed in. Tucked away at the end of a dead-end road under a small mountain in VT, this guest house was beautifully appointed and well designed. A perfect 3 BR, with a king, a queen and two twins, plus an open floor plan wonderful for hanging out. Adele added thoughtful details - from welcome chocolates, to a basket of cozy blankets. Lovely towels and sheets. Spotlessly clean. Amazingly quiet. Gorgeously decorated. There were 3 of us on a girls wknd retreat, and we spent many hours drinking wine in the cozy LR. This area of VT has so-so eating. If you don't want a diner, pub fare or pizza, you're a bit out of luck. But we packed plenty of our own snacks and goodies, kitchen was well stocked. This place was PERFECTION.

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