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Dorset vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Dorset vacation rentals

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

Top guest favorite
A modern cabin is situated among snow-covered trees, showcasing large windows that reflect the evening sky. The triangular roofline and dark exterior contrast with the white snow, while a cozy glow emanates from within.
Home in Peru
5 out of 5 average rating, 10 reviews

Highland Haus: stunning ski getaway with hot tub

ChristopherRating, 5 stars1 month ago
Beautiful home that is about 15min from Manchester, which is wonderful to walk around (shops, restaurants). The home is secluded on a nice piece of property in the woods. It was a charming getaway with a wood-burning fireplace and great amenities (games, dart board, hot tub, etc). Highly recommend!
Guest favorite
Home in Monroe
4.93 out of 5 average rating, 14 reviews

The Camp

BrendaRating, 5 stars2 months ago
We enjoyed a short ski trip to Berkshire East. M's place was comfortable, spacious and clean. The kitchen had everything we needed to cook and make coffee. They even had dog bowls and treats for our pup! Snow removal was completed early, allowing us to get out and on the slopes for the day. As M says in the description, you definitely need a vehicle with AWD or 4X4 since you are nestled in the mountains. We enjoyed the bountiful binder with history of the small town and local attractions. I would caution people with young children and older folks about the steep staircase to the 2nd floor where the bedrooms are. The 1 full bath is on the first floor so if you're like me, you need to navigate the stairs in the middle of the night. We didn't mind this since it is part of the charm of a historic building and our family of four including two teens had no problems. We enjoyed our stay and would love to return!
Guest favorite
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
5 out of 5 average rating, 9 reviews

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!
Guest favorite
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
4.89 out of 5 average rating, 71 reviews

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.
Guest favorite
Home in Wilmington
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.
Top guest favorite
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
5 out of 5 average rating, 16 reviews

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!
Guest favorite
An indoor pool area features large windows that bring in natural light, showcasing winter scenery outside. Comfortable lounge chairs and a table with an umbrella are arranged around the pool, creating a serene space for relaxation.
Condo in Killington
4.96 out of 5 average rating, 27 reviews

Modern Dog-Friendly/Fireplace/Spa/Pool/Tennis/AC

ChrisRating, 5 stars3 weeks ago
What a great place. It was very enjoyable for the whole family. There were plenty of board games, and an arcade game (packman along with many other old game's to choose from). It was sleek, it was spotless and had everything we needed. We loved the area and spa. Thanks and we will hopefully see your great place again soon.
Superhost
An outdoor area features several black Adirondack chairs arranged around a fire pit. In the background, a wooden pavilion is seen, along with a structured tiny home beneath a colorful sky at dusk. Lush greenery surrounds the space, enhancing the natural setting.
Tiny home in Fort Edward
4.86 out of 5 average rating, 58 reviews

Tiny Home In Paradise “The Big Dipper”

AlannaRating, 5 stars9 months ago
If you’re looking for a quiet place to get away for the weekend, look no further!! Pete was so nice and incredibly responsive. My fiancée and I will definitely be staying here again!

Quick stats about vacation rentals in Dorset

  • Total rentals

    90 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Dorset?

    Yes! Work meets play with ease at over 50 vacation rentals in Dorset featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Dorset?

    Four-legged friends are welcome in Dorset. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Dorset?

    Experience the best of Dorset with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Dorset have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Dorset. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dorset have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Dorset. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dorset have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Dorset. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Dorset?

    Dorset has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Dorset?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 50 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Bennington County
  5. Dorset