Vacation rentals in Dorset Hill

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Popular amenities for Dorset Hill vacation rentals

Other great vacation rentals in Dorset Hill

Top guest favorite
An attic space is depicted with wooden walls and floors. A billiards table occupies the center, surrounded by comfortable seating options. Two flat-screen televisions are mounted on the walls, and a large window allows natural light to fill the space, adding to its inviting ambiance.
Barn in Manchester
5 out of 5 average rating, 37 reviews

Bromley Barn

AndrewRating, 5 stars2 months ago
We had the best stay at Frank and Diane’s place. It was so beautiful and clean with everything we needed. We kept saying “we can’t wait to get back to the Airbnb”. It was so cozy and the pool table was the perfect activity after hitting the slopes. You can’t ask for better hosts than Frank and Diane. Between Frank greeting us when we arrived, their sweet dogs Molly and Percey, the delicious blueberry muffins and our shared hometown connection we felt right at home. We can’t wait to visit again next year and will definitely tell our friends about this great find!
Guest favorite
Apartment in Mount Tabor
4.93 out of 5 average rating, 97 reviews

Green Mtns of VT/ 20 Min to Manchester and Rutland

KateRating, 5 stars3 weeks ago
My friend and I booked a stay here on Memorial Day weekend when it became clear our camping trip would be rained out. We had such a wonderful time at Dana’s place! The space was immaculate and the bedrooms were very comfortable. The skylights throughout provide natural light, which contributes to the calm atmosphere. Even though we weren’t able to camp, we were still able to make s’mores on the fire pit and got some great hiking in nearby. Dana was a wonderful attentive host, and provided great recommendations for things to do in the area. We would definitely return!
Superhost
Townhouse in Dorset
4.82 out of 5 average rating, 34 reviews

Mountain House (VT Summer Horse show/mtn biking)

VladlenaRating, 5 stars7 months ago
We visited Vermont with our two kids for foliage and stayed at Galina's house. Check in was very easy, house is located on the top of the mountain and has beautiful views, at the same time it is very close to all kinds of restaurants and cafes. We loved the area, took a hike straight from the house to the caves, hike from the house to the lake is about 1 hour each way. We explored local restaurants in Manchester and Dorset and even checked out some galleries and Southern Art center. Kitchen had everything we needed, even bread maker. Our kids enjoyed pinball pastime in Manchester with antique arcades machines and local farms withe fresh cow's milk and eggs. Late nights were spend by the fire pit, roasting marshmallows. The whole family enjoyed the stay and the house up in the mountains.
Top guest favorite
A charming building with a wooden façade and a red overhang stands amid lush greenery. A stone bench sits on a manicured lawn in front, providing a tranquil spot to enjoy the surroundings. Large windows allow natural light to fill the interior.
Guest suite in Dorset
5 out of 5 average rating, 46 reviews

Private Retreat Steps from Dorset Village Green

RachelRating, 5 stars5 months ago
I can’t say enough wonderful things about our stay in Dorset at Anne and Neil’s place. We stayed for two nights over New Year’s Eve and had the best start to 2025 in their comfortable, cozy, and thoughtfully designed guest house. We enjoyed the homes’ close proximity to hiking trails/nature and also the quaint historical town of Dorset. Anne and Neil provided local recommendations for restaurants and reservations to get in advance which were wonderful. We slept great in their King sized bed with luxurious bedding. Run, don’t walk to book your stay in Dorset at Anne and Neil’s home!
Guest favorite
The image captures an open doorway framed by wooden doors, revealing a scenic view of rolling green hills and trees. A small outdoor seating area with flowers is visible, complementing the natural surroundings. The wooden floor adds warmth to the space.
Tiny home in Cambridge
4.91 out of 5 average rating, 76 reviews

A Bedroom in the woods with lovely views!

EricaRating, 5 stars4 weeks ago
Beautiful view! It was like we were one with nature🌲
Top guest favorite
A modern cabin is framed by expansive glass windows, offering views of the surrounding nature. The outdoor area features a wooden deck and two Adirondack chairs positioned on gravel, inviting relaxation amidst the lush greenery.
Place to stay in Middletown Springs
5 out of 5 average rating, 13 reviews

Off-Grid Meadow Cabin Glamping Retreat

CoreyRating, 5 stars5 months ago
The Meadow Cabin was amazing. I wanted to go somewhere off-grid for a night and couldn’t have asked for a better place. There is a great story behind this cabin as well! I had everything I needed and nothing I didn’t. I spent about 24hrs in total there and never felt the need to play music or open a book. I just enjoyed the space, indoor and out, and took in the scenery. Will absolutely go back next time I need to disconnect!
Top guest favorite
A modern two-story structure is positioned among trees, featuring a gray exterior with large windows. A vehicle is parked in front of the garage, and a pair of black Adirondack chairs is located on a grassy area, inviting outdoor relaxation.
Cabin in Manchester
5 out of 5 average rating, 51 reviews

Private Rustic Modern Loft

Michael & PaulaRating, 5 stars1 month ago
Came to town to see Palmyra and Joseph Terrell play a house show at Billsville. Lucas’ place was right around the corner which was very convenient. The loft was cozy, spacious, well equipped and the bed was very comfortable. Lucas was responsive to our questions. Would definitely stay here again if the opportunity arises.
Guest favorite
Cabin in Winhall
4.91 out of 5 average rating, 68 reviews

A frame cabin with Hot tub near Stratton, VT

MeganRating, 5 stars3 days ago
Had a lovely couples weekend getaway at this airbnb! The place was very cute and cozy with a nice large kitchen - we enjoyed making meals together and there was plenty of space for all of us. It really nice to have a separate bathroom for each couple and the bedrooms were comfy with a really nice bathtub setup upstairs! The location was great - we did some hiking nearby and it was very quick to drive into the town and get groceries. Overall, had a great stay and would highly recommend staying here!

Destinations to explore

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