Dorset vacation rentals

5 out of 5 average rating, 10 reviews

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes

VanessaRating, 5 stars1 month ago

There is not a shortage of things to do at Anthony's place. The game tables, sauna and hot tub made the weekend really fun, especially for the non skiers of the group. The view from the house is also spectacular! We would definitely rent this place again.

4.81 out of 5 average rating, 133 reviews

Home in Tinmouth

Vermont Lakefront Getaway "The Wild Loon"

WilliamRating, 5 stars2 months ago

The place was perfect for our winter family vacation. The home was as described in a beautiful setting with a great view. If staying in the winter months having a vehicle with at least all wheel drive is helpful, as this is Vermont. The home is out of the way, but easy driving distance to ski and explore the nearby towns.

4.85 out of 5 average rating, 13 reviews

A well-maintained entryway showcases wooden steps leading up to the front door, accompanied by a railing featuring horizontal cable wiring. Lush greenery and colorful flowers are planted alongside the steps, enhancing the welcoming approach to the home.

Home in Hoosick Falls

Enjoy Fall & Experience Beautiful Changing Colors

AnthonyRating, 5 stars2 months ago

We stayed here for a few months while we looked for a home to buy after a work move. Over these months Delia and the home were great. The house provided everything we needed, was well kept, and everything we needed was provided for us while our things were in storage. Delia was communicative throughout and helped us when we needed to stay longer. A great property with great views and a great host.

5 out of 5 average rating, 5 reviews

A serene outdoor space features two Adirondack chairs positioned around a fire pit, surrounded by lush green grass and a backdrop of dense trees. The calming natural setting invites relaxation and outdoor gatherings.

Cottage in Mendon

The Mendon Cottage: Cozy Home. Killington / Pico

SeanRating, 5 stars2 months ago

The Mendon Cottage is clean, cozy and private. It’s just a 15 minute drive to Killington base, even in a fairly decent snow storm. There are trails behind the property that offered some good hiking for our doggo (they’re made for snowmobiles, but we didn’t spot one during our stay). The property delivers on its main promise: a less pricey alternative to staying at Killington, with very little inconvenience for the ski bums. Unless you simply can’t live without the ability to take the shuttle and ski off the mountain to your rental, you really can’t go wrong with this property. (It snowed our entire stay and the private road and driveway were plowed repeatedly and always navigable.)

4.93 out of 5 average rating, 107 reviews

A serene exterior view of the condo is reflected in the calm waters of a scenic pond. Lush green vegetation surrounds the property, with trees providing a natural backdrop. The building features a modern architectural style with large windows and a prominent chimney.

Home in Killington

Glamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

MattRating, 5 stars1 week ago

The condo was very nice and just like it was described. Easy to find everything, quiet neighborhood and great for dogs. The sauna was a great amenity, made the trip even more relaxing. The condo was close to downtown and easy access to the local restaurants, shops and outdoor activities. Would definitely stay again

4.91 out of 5 average rating, 134 reviews

An open door leads to a private balcony, where a serene tree offers shade. A large, relaxed dog rests on the balcony floor. Bright greenery is visible, enhancing the tranquil outdoor atmosphere.

Apartment in Wilmington

Globetrotter Retreat too - Minutes to the Mountain

XianlongRating, 5 stars3 weeks ago

Thanks for the host making this place like home. Furnitures are well organized. My partner and I love the sofa in the living room. There is a big sofa and single arm chair sofa. It’s good for staying with partner to kiss cuddle and more. We love the well organized kitchen. Very well-equipped. They even have some stock of food, coffee and tea bags just in case if you are hungry in mid night. We came here for skiing trip. It’s just 15 min to Mt Snow, 1.5h to Okemo. Stratton is also around this area. Great location for mountain staycation.

4.91 out of 5 average rating, 100 reviews

Cabin in Bridgewater

100 Acres Views & Creek near Woodstock/Killington

ChristopherRating, 5 stars1 month ago

Had a great stay with friends at Laura’s place. Laura was friendly flexible and reached out to make sure we didn’t have any issues checking in. Very nice place with a nice Vermont feel. 10-15 minutes from skyeship base. Had a great weekend. Would stay again.

A quiet mountain home is softly illuminated against a backdrop of tall trees and freshly fallen snow, capturing a peaceful winter night. The surrounding landscape showcases a blanketed yard, providing a serene atmosphere for a cozy retreat.

5 out of 5 average rating, 26 reviews

Kiki's Mountain Chateau

DanielRating, 5 stars2 months ago

We highly recommend this house! Great space with everything we needed. The hot tub and fire place was a huge bonus. We had a 4W car and had no trouble driving through the back roads up to the house even during snow/sleet. Stephanie was fantastic- communicated well, helpful, accommodating and a pleasure to rent from.

4.8 out of 5 average rating, 10 reviews

A spacious family room features a large, light-colored couch and a cozy area rug. A stone fireplace serves as the focal point, surrounded by large windows that provide a view of the wooded surroundings. A coffee table and an armchair enhance the inviting atmosphere.

Home in Hartford

Pet-Friendly, Mountainside Home | Treetop Lodge

AnneRating, 5 stars4 months ago

We stayed here while visiting family in Hanover forThanksgiving. A spacious house nestled within an amazing wooded area. We had the pleasure of waking up to all the trees covered in fresh snow. All the more perfect because the house has huge windows lots of natural light. Highly recommend.

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What guests are saying

Okemo <12 min Game room~Hot tub~Fire pit~Mtn Views

4.98 out of 5 average rating, 48 reviews1 month ago

Awesome place! All the games in the basement gave us something to do while hanging inside the house. It’s great being able to come back after a long day of snowboarding and relaxing in the hot tub. The kitchen had everything we needed to cook. Only thing “negative” I could say is we couldn’t find any trash bags for the trash cans but obviously not that big of a deal. Overall I would 100% recommend and would definitely stay here again, without a doubt

Home in Cavendish

What guests are saying

Sowilo Retreat All-Inclusive Maple House

4.98 out of 5 average rating, 47 reviews2 weeks ago

I had an absolutely wonderful stay! The place is incredibly clean and well-maintained, making it feel like a true home away from home. The host was amazing—so welcoming, kind, and attentive. They made me feel comfortable from the moment I arrived. One of the highlights of my stay was the delicious food they prepared. Every meal was cooked to perfection, and you can tell they put a lot of love and care into it. It truly elevated my experience! I highly recommend this place to anyone looking for a cozy and memorable stay. I would definitely love to come back again.

Tiny home in Cambridge

What guests are saying

Modern Chalet-private deck/firepit/ clubhouse pool

5 out of 5 average rating, 70 reviews2 months ago

Michelle and this property are absolute gems. The place is spotless, full of clean and well-maintained pots, pans, kitchen utensils, appliances, and tableware. All the rooms are well appointed and comfortable. We have learned from past rentals that the home is not always cleaned properly. So we normally wipe down all the counters, faucets and tables prior to use. This is the only home that we’ve rented that came away with ZERO dirt. Michelle’s very prompt communication contains very detailed information regarding the house and things to-do around the area. We are in awe of this house and Michelle. We hope that all future renters continue to respect the property so that many more can continue to enjoy it for years to come.

Cabin in Wilmington

What guests are saying

Comfortable Vermont Getaway. Three bedroom home.

4.93 out of 5 average rating, 14 reviews2 months ago

Robyn and her family are great hosts. She and her son were there when we arrived shoveling the drive way, gave us some helpful tips about the house, very friendly and accommodating - we were able to check in a couple of hours early and really made us feel right at home. Beautiful house with all amenities: Kitchen had everything would need to cook for several days (pots, pans, utensils, glass/coffee mugs, and even provided coffee and filters) - we only needed to bring food to prepare. Stores were close by and easy to get to. Bathrooms were pristine with plenty of towels and toiletries, bedrooms were spotless and comfortable, and had a great fireplace that was very useful during some cold days. About 15-20 minutes to Killington Mountain - easy drive. Fantastic property and we had an amazing stay, would definitely come back!

Home in Rutland

What guests are saying

A quiet x in VT to Ski, Hike, Hot tub~3m Quechee

4.92 out of 5 average rating, 12 reviews2 months ago

I visited Thatcher and Lisa's place for a few days in February with 5 friends. It was an incredible experience overall. The home was a perfect peaceful getaway, with awesome amenities like multiple private rooms, a well-stocked kitchen, hot tub, and games. It is also very nicely located, providing a peaceful rural setting while also having great access to nearby areas like Woodstock, Hanover, and Killington (where we spent ~3 days skiing). Additionally, Lisa and Thatcher really went above and beyond as hosts. They left very clear instructions and recommendations, made sure that we arrived smoothly in the face of inclement weather, and even shipped home an item we left behind. I definitely recommend staying here for your next Vermont adventure!

Home in Hartland

What guests are saying

All things nature-Open Concept Spacious Comfy&Cozy

5 out of 5 average rating, 33 reviews1 month ago

This house was lovely! Perfect location for skiing Okemo. Had everything our group of 5 needed for our stay. While I am giving this Airbnb a 5 star rating I think there's some things a future guest should be aware of. 1. The temperature of the house is VERY warm and you cannot change it. The heating is through the nest app that the host does not give you access to. It was fine for us, but just an FYI to future guests. 2. There was no can opener so make sure you bring your own. We learned the hard way LOL. Other than that the host was very responsive and the house was beautiful! They even left us a nice welcome gift which was lovely. Highly recommend!

Townhouse in Danby

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Popular amenities for Dorset vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Dorset's top sights

Dorset Quarry68 locals recommend

Emerald Lake State Park53 locals recommend

The Dorset Inn49 locals recommend

Dorset Theatre Festival39 locals recommend

Barrows House Inn & Restaurant38 locals recommend

Chantecleer Restaurant37 locals recommend

Other great vacation rentals in Dorset

A wooden deck offers a serene escape surrounded by lush greenery. Comfortable seating is provided with blue and green armchairs facing a central table. A chiminea adds a cozy touch, inviting relaxation in this peaceful outdoor setting.

5 out of 5 average rating, 14 reviews

Spring Hiking Pet Retreat I Game RM l ChimneyHill

LynnRating, 5 stars2 months ago

Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!

5 out of 5 average rating, 12 reviews

A wooden railing frames the outdoor balcony, offering views of the calm lake. Sunlight glimmers on the water's surface, with green hills visible in the background. A few boats are moored nearby, and the scene conveys a serene outdoor environment.

Home in Wells

Breathtaking Lakeside Retreat!

BrianRating, 5 stars2 months ago

Second year renting. Great place, definitely would recommend. Hope to return next year. Brooke is a fantastic host. Thank you

5 out of 5 average rating, 8 reviews

A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating is arranged to foster conversation, complemented by a central coffee table. The wood-beamed ceiling adds a rustic touch, while plush rugs enhance the cozy ambiance.

Home in Bellows falls

Amazing Views, Skiing Nearby and Amenities Galore!

GillianRating, 5 stars2 months ago

We absolutely loved our stay at Barbara’s home! It was spacious enough to accommodate 6 adults and 1 child with no issue. The kitchen is well appointed, allowing us to cook meals throughout our stay. We had a small storm roll through, which dropped 5” of snow overnight (great for our next day on the mountain!), and we were thrilled to see that the driveway and walkway had been cleared prior to 7am. The bedrooms were comfortable and the view from the great room is truly stunning. Would love to stay here again! Thank you, Barbara!

4.86 out of 5 average rating, 35 reviews

An aerial view captures the expansive Wilburton resort, surrounded by lush greenery and mountains. The scenic landscape features a serene outdoor pool, with inviting lounge chairs arranged around it. The main house displays elegant architecture, harmonizing with the beautiful natural surroundings.

Home in Manchester

Your VT Dream House: Fireplace, Pool, Dogs

AtulRating, 5 stars8 months ago

Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.

4.89 out of 5 average rating, 71 reviews

A hot tub is situated on a wooden deck, surrounded by a misty forest of bare trees. Snowflakes lightly cover the edge of the tub, while steam rises gently from the water, creating a serene winter atmosphere.

Home in Dover

Large Mount Snow Ski House with Hot Tub

AndyRating, 5 stars1 month ago

Big group of friends and I stayed at Michele's place for a ski-weekend at Mount Snow. House was comfortable and fun with lots of games in the basement and space for us to hang out as a group in the main living area. Hot tub was 🧑‍🍳 perfection. Michele was responsive and helpful via messages.

4.88 out of 5 average rating, 105 reviews

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

JamesRating, 5 stars1 week ago

Place was great! Less than 10 minutes to Mount Snow. We had fun playing ping-pong, air hokey, pool, and darts! Relaxed by the wood burning stove. Lots of rooms and beds.

5 out of 5 average rating, 16 reviews

A spacious kitchen and dining area is seen, featuring a large granite island with bar seating. Open shelving and modern appliances are present. A staircase with wooden steps and metal railings leads to the upper level, while large windows invite natural light into the room.

Home in Plymouth

Luxury Modern Cabin near Okemo & Killington

TariQRating, 5 stars1 month ago

Stephanie was an Incredible host! The listing matched her description and the property looked even better upon checking in. Stephanie maintains this property really well and I couldn’t have felt any more at home. The home was clean and had a perfect cozy feeling to it. In addition, this was really close to the mountain, which made the getaway even better. I enjoyed the privacy and waking up to a nice snow dusting before my trip to the mountain. I highly suggested staying at Stephanie’s property if you’re looking for a quick getaway. I certainly will be looking to book again soon. Thank you Stephanie!