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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Top guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 372 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Guest favorite
A spacious deck is presented with a wooden table and several chairs, overlooking a verdant landscape. The scene is complemented by a backdrop of rolling hills under a partly cloudy sky, showcasing the natural beauty of the surrounding area.
Home in Dorset
4.9 out of 5 average rating, 122 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 favorite
Apartment in Manchester
4.99 out of 5 average rating, 116 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 favorite
A spacious deck is shown with wooden railing and metal accents, overlooking a green landscape dotted with trees. In the background, mountains are visible under a blue sky with scattered clouds, creating a serene environment.
Barn in Manchester
4.98 out of 5 average rating, 107 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 favorite
The open living area is highlighted by large windows that allow natural light to fill the space. Comfortable seating is arranged around a wooden coffee table, with a kitchen area visible in the background featuring modern appliances and a dining counter with bar stools.
Guest suite in Manchester
4.92 out of 5 average rating, 165 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 favorite
Home in Mount Tabor
4.99 out of 5 average rating, 284 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 favorite
An open living space features a large wooden dining table with six chairs, surrounded by a comfortable seating area that includes a couch and two armchairs. Natural light floods in through large windows, illuminating the rustic wooden flooring and colorful artwork displayed on the walls.
Barn in Manchester
4.99 out of 5 average rating, 296 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 favorite
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.

Top guest favorite
An elevated deck is softly illuminated by hanging lights, featuring a hot tub and a panoramic barrel sauna. Snow covers the ground, and the landscape is filled with distant hills under a twilight sky, creating a serene outdoor retreat.
Cottage in Shaftsbury
4.98 out of 5 average rating, 765 reviews

Schoolhouse Spa Retreat on a Vermont Farm

Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

Guest favorite
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 favorite
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 favorite
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, 292 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR5,987 ZARR5,220 ZARR4,845 ZARR3,573 ZARR3,752 ZARR3,915 ZARR4,078 ZARR4,160 ZARR4,176 ZARR4,176 ZARR4,421 ZARR5,090 ZAR
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 60 homes with wifi, over 20 homes with a bbq area, over 50 homes with air conditioning, 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 R1,305 ZAR 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Dorset vacation rentals include wi-fi 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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