
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.

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

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!

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!

Waterfront Vermont Lake House w/ Panoramic Sauna
We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

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!

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.

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.

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.

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 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.

A-Frame | Floor-to-Ceiling Windows, Bromley 1mi
Floor-to-ceiling windows, soaring wood-paneled ceiling, and a natural brook outside the door. Classic Vermont A-Frame on a quiet gravel road in Peru — 1 mile from Bromley Mountain and the Appalachian Trail. King master with its own fireplace and French doors to the backyard. Living room fireplace, renovated kitchen and baths, lofted twin bedroom. Fast WiFi. Superhost Michael, 5.0 communication rating.

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.
Popular amenities for Dorset vacation rentals
Other great vacation rentals in Dorset

Charming Vermont Schoolhouse

Pond House... on a farm, by a pond

Bromley Barn

Dorset Hollow House

Newly Renovated Cottage

Home in the Heart of Dorset Village

Idyllic Dorset Home: Serene Escape w/amazing views

Dragonfly Cottage - Mountain View A-Frame
When is the best time to visit Dorset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,197 GYD | G$66,851 GYD | G$53,690 GYD | G$45,751 GYD | G$48,049 GYD | G$50,138 GYD | G$52,227 GYD | G$53,272 GYD | G$53,481 GYD | G$53,481 GYD | G$56,614 GYD | G$65,180 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°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 20 homes with a bbq area, over 50 homes with air conditioning, over 60 homes with wifi, 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 G$16,713 GYD 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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