
Cottage holiday rentals in Dorset
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Dorset
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Dorset
Cottage rentals with a hot tub

Cute Cool Cabin! Plymouth, Vermont.
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.

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

2 person SunCottage - Hot Tub Solar Geothermal
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!

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

Country Chalet, HotTub, 8 Mins to Skyeship Gondola
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.

Beautiful, 100 Acre Retreat, Williamstown 10 Mins
Loved our stay! Very clean and quiet. Nice and private as well. They allow pets which is awesome. Would love to stay here again.

Newly Renovated, Hot tub, 2min to Killington lift
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!

3BR lakefront with dock, swim platform, & firepit
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

Shattuck Hill Cottage
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

The Crik House: modern digs, American farm country
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.

Adorable Dog Friendly Cottage w/FIOS
Very cute cottage with lots of privacy and beautiful surroundings. Lulu was friendly and very accommodating with everything.

Private cottage in the woods
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.

Idyllic Lake Cottage | Bay Views | Cozy Fireplace
Mary was very helpful with recommendations of where to go to launch a kayak and very responsive with other questions and inquiries

Cozy Vermont Antique Sugar House with Fireplace
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.

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

Dorset Hollow Cottage
Supremely clean, super comfy beds and tranquil setting. Love the sound of the stream that runs behind the house.
Private cottage rentals

Cozy Country Cottage
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.

Carriage House in Manchester Village
The perfect stay. Convenient for a wedding we attended at Inn at Manchester. The place was so charming, clean, and unique!

Stratton Mountain Cottage
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!

Quaint stone house!
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.

Riverside Cottage - Bridgewater Vermont
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.

Sandsend Cottage - Lakefront Serenity
Beautiful property, highly recommend! Ian and Steph were communicative and friendly and helpful, and the location right on Tinmouth Pond is gorgeous.

Vermont Country Cottage(Near Village w/Magic View)
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!

Meadow Cottage
We had a wonderful time at Mary’s place. The house was warm and inviting, clean and had everything we needed and more. The surrounding area was peaceful, beautiful, and the perfect getaway from the city for us and our dogs. Mary was welcoming and responded promptly whenever we had questions. Highly recommend!
Destinations to explore
- Hudson Valley Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Québec City Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Jiminy Peak Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Berkshire East Mountain Resort
- Lake George Expedition Park
- Dorset Field Club
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Pineridge Cross Country Ski Area
- Clarksburg State Park
- Brattleboro Ski Hill
- Bretwood Golf Course