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Vacation rentals in Dorset

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Top-rated vacation rentals in Dorset

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.
Cabin in Londonderry
4.95 out of 5 average rating, 243 reviews

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Top guest favourite
Cabin in Rupert
4.99 out of 5 average rating, 118 reviews

Elegant & Rustic Cabin - A Peaceful VT Getaway.

Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!

Guest favourite
A comfortable living area features a sectional sofa adorned with soft pillows and a wooden coffee table. Natural light floods in through a large window, highlighting the wooden wall paneling. A decorative rug rests under the table, adding warmth to the space.
Home in Dorset
4.89 out of 5 average rating, 113 reviews

Mountain View Getaway

Escape to our cozy, inviting home nestled on the side of a mountain in East Dorset, VT. This peaceful getaway features 2 spacious bedrooms and 1.5 modern bathrooms, perfect for families or couples. Enjoy a fully equipped kitchen, a relaxing living area, and a beautiful backyard with a deck for outdoor dining. Explore nearby hiking trails, skiing, swimming, local attractions, or simply relax in nature's beauty. Easy check-in and check-out. No smoking Well trained pets only No large parties

Top guest favourite
The entrance of the Bonnet St Barn features a deep red exterior with a sloping roof and an overhang. A small chair is positioned beside the door, framed by lush greenery and blooming flowers, enhancing the welcoming entryway.
Apartment in Manchester
4.99 out of 5 average rating, 112 reviews

Bonnet St Barn

Keep it simple at the peaceful, cozy and centrally-located Bonnet St Barn. Conveniently located steps from Manchester’s landmark 'Northshire Bookstore', restaurants and delightful shopping. The apartment is on the main floor of the two-story barn and features a king-size bed, a smaller second bedroom with a twin bed, AC, high speed WiFi, TV and a full kitchen for relaxing mealtimes. Less than 30-minute drive to Bromley & Stratton ski areas. Enjoy the Green Mountains of southern Vermont!

Top guest favourite
A deck area features four comfortable chairs surrounding a glass-topped table. Lush greenery and trees with autumn foliage create a colorful backdrop, while a clear blue sky adds to the inviting outdoor setting.
Barn in Manchester
4.98 out of 5 average rating, 103 reviews

Cozy Barn home w/ Mountain Views

Newly renovated cozy Vermont barn with views of Mount Equinox. This unique barn includes a full kitchen, bedroom, bath, smart TV, and wifi. Conveniently located 2.5mi to downtown Manchester and 3.7mi to the Dorset Town Green. Come hike, golf, ski, dine, shop, or take a stroll on the Manchester Rail Trail. 15min drive to Bromley and 25mins to Stratton. Relax with a cup of coffee or glass of wine on the deck while looking out at the mountains, or cozy up with a book by the electric fireplace.

Top guest favourite
An open living space is depicted, featuring a kitchen area with a stove and a kettle. A cozy sofa is positioned nearby, with large windows allowing natural light to fill the room. A staircase leads to a sleeping loft, visible above, with a unique railing design.
Guest suite in Manchester
4.91 out of 5 average rating, 164 reviews

Bright Manchester Studio with Sleeping Loft

Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

Top guest favourite
A charming red barn with a pitched roof is prominently displayed against a backdrop of rolling hills and cloudy skies. A welcoming sign featuring a cow stands at the entrance next to a gravel drive, inviting guests to explore the countryside.
Home in Rutland
4.99 out of 5 average rating, 283 reviews

Cow Barn Lodge

Our home is located in MT. Tabor, Vermont, just off of Route 7, in a country setting with beautiful Mountain views of the Green Mountain National Forest, Dorset and Danby Mountains. The house is an old barn converted into a beautiful spacious home, on 4 acres. Snowmobiling from our place, plus 4 major ski areas less than 30 miles away. Hiking, fishing, swimming, golfing, and the Equestrian horse show are all nearby. as well as shopping in nearby Manchester and Rutland Vermont.

Top guest favourite
The green barn structure features a deck with white railings, providing access through double doors. Lush grass surrounds the building, with trees framing the background. A gradient sky at sunset displays soft hues of pink and orange, creating a serene outdoor setting.
Barn in Manchester
4.99 out of 5 average rating, 295 reviews

Big Green Barn - Manchester Village Vermont

Unique Vermont Barn Experience! 1880s restored barn on 2 acres in Manchester Village across from Southern Vermont Arts Center. Converted to a photo studio in 2004 when we moved from NY; spacious, comfortable, solar-powered, approx. 1 mile to Main St. (town roads, no sidewalk), close to shopping, restaurants, golf, hiking, skiing, etc. Beautiful views, Mount Equinox front, the Green Mountains back. No pets. Not suitable for children under 12. (License number MRT-10126712)

Top guest favourite
A mid-century styled home is set within a lush green landscape, flanked by trees. A hammock is positioned on the lawn in the foreground, inviting relaxation. A spacious deck extends from the house, surrounded by well-maintained flower beds and stones, enhancing the serene outdoor environment.
Home in Dorset
4.98 out of 5 average rating, 142 reviews

The Nest at Birch Quarry

Our home is located mid-way between Dorset and Manchester VT. This mid 70's style home has been remodeled and updated. The rooms are tastefully decorated. New baths, a well appointed kitchen, large dining area, vaulted ceilings, large deck & marble patio w/ fire pit. Private setting surrounded by woods and quarry pond. The access is flat and off a paved road. 3 min to Dorset. 5 min to Manchester. 10 min to VT Horse Show. 15 min to Bromley. 25 min to Stratton.

Guest favourite
The historic two-story house features a blue exterior complemented by a white porch adorned with hanging flower baskets. A pathway lined with greenery leads to the entrance, enhancing the inviting appearance of the home surrounded by mature trees.
Guest suite in Dorset
4.9 out of 5 average rating, 201 reviews

Guest Suite in historic 1804 tavern, w/ Breakfast.

You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

Top guest favourite
A cozy living room features two inviting sofas with a plaid throw, a wooden desk, and a rocking chair. A fireplace is framed by built-in shelves, adorned with decorative items and books. Natural light enters through a window dressed with patterned curtains.
Townhouse in Dorset
4.98 out of 5 average rating, 250 reviews

Sunny, charming, quiet get-a-way

Come relax and recreate in a classic Vermont Village setting. This 2 BR, 1.5 Bath inviting ski vacation home borders the Green Mt. Forest and is close to prime ski areas, VT Summer Festival, Dorset Theatre, Emerald Lake State Park, and Manchester shopping and dining.

Top guest favourite
A cozy living space is presented with a light-colored sofa and a brown accent chair, complemented by a wooden coffee table. Shelving is visible in the background, showcasing decorative items, while a dining area with metal chairs can be seen in the distance.
Apartment in Manchester
4.98 out of 5 average rating, 285 reviews

Style and Comfort- Perfect Year Round Location

Amazing location in Downtown Manchester Center. Walking distance to the outlets, bars and restaurants. Less than 30 minutes away from three Ski Mountains. Fully renovated unit within a charming old farmhouse with your own private entrance and front porch.

Popular amenities for Dorset vacation rentals

When is the best time to visit Dorset?

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Avg. price$371 CAD$441 CAD$354 CAD$302 CAD$317 CAD$331 CAD$345 CAD$352 CAD$353 CAD$353 CAD$374 CAD$430 CAD
Avg. temp-5 °C-4 °C1 °C8 °C14 °C18 °C21 °C20 °C16 °C9 °C4 °C-2 °C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Dorset?

    Four-legged friends are welcome in Dorset. Choose from more than 50 vacation rentals for guests traveling with pets.

  • 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 family-friendly house rentals in Dorset?

    Dorset has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 air conditioning?

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

  • Do house rentals in Dorset have wifi?

    Absolutely! We offer over 60 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.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 60 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Dorset

  • Total vacation rentals

    Explore 90 vacation rentals in Dorset

  • Nightly prices starting at

    Dorset vacation rentals start at $110 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Dorset vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Dorset rentals

  • 4.9 Average rating

    Dorset stays are highly rated by guests—averaging 4.9 out of 5!

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