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Dorset vacation rentals

We found 667 vacation rentals — enter your dates for availability

Discover a selection of 20 homes and other vacation rentals in Dorset that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll find the amenities you need and want, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Dorset

Showing deals for:Nov 14 - Nov 21

Image gallery for Luxury Ski In/Out House w/ Private Hot Tub

Interior
9.4 out of 10 rating
Exceptional
(6 reviews)

Luxury Ski In/Out House w/ Private Hot Tub

Stratton, VT

9% off
Price is $2,839
$19,875 for 7 nights
All fees included
Luxury Ski In/Out House w/ Private Hot Tub

Image gallery for UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Living room as part of an open flow design. French door to deck and hot tub
10 out of 10 rating
Exceptional
(17 reviews)

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Arlington, VT

17% off
Price is $816
$5,714 for 7 nights
All fees included
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Image gallery for Farmhouse; <2 Miles to Stratton Mtn.; 4 bedrooms, 3 bathrooms; Winter Season opt

Dining room, looking into kitchen with the original 1940 roof detail over bar
10 out of 10 rating
Exceptional
(6 reviews)

Farmhouse; <2 Miles to Stratton Mtn.; 4 bedrooms, 3 bathrooms; Winter Season opt

Jamaica, VT

21% off
Price is $582
$4,075 for 7 nights
All fees included
Farmhouse; <2 Miles to Stratton Mtn.; 4 bedrooms, 3 bathrooms; Winter Season opt

Image gallery for Newly Renovated! North Brookwood Area 1 Minute To Stratton 4 Bedrooms

Living Room
9.6 out of 10 rating
Exceptional
(19 reviews)

Newly Renovated! North Brookwood Area 1 Minute To Stratton 4 Bedrooms

Bondville, VT

8% off
Price is $865
$6,054 for 7 nights
All fees included
Newly Renovated! North Brookwood Area 1 Minute To Stratton 4 Bedrooms

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Find out more about Dorset

Find out more about Dorset

Why visit Dorset

  1. Outdoor Adventures: Enjoy a variety of activities like skiing, hiking, and exploring national parks surrounded by stunning natural beauty.
  2. Picturesque Scenery: Take in the breathtaking views of serene lakes and picturesque rivers, perfect for a relaxing getaway.
  3. Charming Neighborhoods: Discover the friendly atmosphere and quaint charm of Dorset's neighborhoods, ideal for leisurely strolls.
  4. Cozy Accommodations: Choose from a range of vacation rentals, including private homes and charming cabins for a memorable stay.
  5. Vermont Hospitality: Experience the warmth and friendliness of the local community, making your visit truly special.

Popular types of accommodation in Dorset

When planning your getaway to Dorset, Vrbo offers a variety of vacation rental options, including private homes, condos, and cozy cabins. Whether you're seeking outdoor seating for al fresco dining or an ideal house rental for family fun, we have something for everyone. Explore our selection of vacation rentals and find the perfect spot for your next adventure in beautiful Dorset!

  • Houses: The top choice for visitors in Dorset, these homes offer spacious accommodations ideal for families, groups, or couples looking for comfort and privacy.
  • Condos: A popular option, condos provide modern amenities and easy access to local attractions, perfect for a hassle-free stay.
  • Cabins: Cozy and rustic, cabins in Dorset allow you to immerse yourself in nature while enjoying a warm and inviting atmosphere.
  • Cottages: Quaint and charming, cottages offer a delightful retreat for those seeking a peaceful getaway.
  • Chalets: These mountainous lodgings present a unique blend of style and comfort, often featuring stunning views and ski-in/ski-out access.**

Top attractions near Dorset

Dorset, Vermont, is an ideal destination for outdoor enthusiasts and adventure seekers. With its stunning national parks, picturesque rivers, and serene lakes, it offers a variety of attractions that highlight the region's natural beauty and cultural experiences. Whether you're skiing, hiking, or simply enjoying the scenic views, Dorset provides a perfect backdrop for a memorable vacation, appealing to families and solo travelers alike.

  1. Golf Club at Equinox: Located 7 miles from Dorset, this golf club offers a stunning course set against the backdrop of the Green Mountains. Enjoy artful design and adventurous play, perfect for both seasoned golfers and beginners.
  2. Vermont Summer Festival: Just 5 miles from Dorset, this vibrant fairground hosts exciting outdoor events, making it ideal for family fun. Experience thrilling shows, local vendors, and a lively atmosphere.
  3. Equinox Preservation Trust: Situated 6 miles away, this beautiful nature reserve features trails for hiking and exploration, combining art and adventure in a family-friendly environment, perfect for outdoor enthusiasts.

Things to do recommended for couples

For a romantic getaway in Dorset, explore the stunning slopes of Stratton Mountain Resort or Bromley Mountain Ski Resort, both offering thrilling skiing experiences. Take a scenic ride on the Stratton Mountain Summit Gondola for breathtaking views and unforgettable moments together amidst the beautiful Vermont landscape.

Things to do recommended for families

Your family will delight in the tranquility of Dana L. Thompson Memorial Park, just 5 miles from Dorset, perfect for relaxation. For some excitement, head to the Bromley Alpine Slide, located 9 miles away, offering thrilling rides for all ages!

What do I need to keep in mind when booking a vacation in Dorset

If you're traveling with a group, with family, bringing pets, or planning an extended stay, it's important to use the right filters to meet your priorities. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Dorset with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor areas for group activities. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Dorset with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you should think about how close you are to family-friendly attractions.
  • Taking your pets with you to Dorset: For many, a family getaway isn't truly fulfilling without their furry companion by their side. If that resonates with you, be sure to explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Dorset: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Dorset

Dorset, Vermont, offers a delightful escape for those seeking outdoor adventures and a friendly atmosphere. Whether you're skiing in the winter or exploring charming neighborhoods, you'll find a perfect blend of relaxation and romance. Nearby regions boast scenic views and secluded spots, ideal for a weekend getaway. Experience the warmth of Vermont's hospitality while discovering vacation ideas and real estate gems that capture the essence of this enchanting area.

  • Manchester: Nestled approximately 6 miles from Dorset, Manchester is a charming city that serves as a gateway to outdoor adventures. Known for its vibrant ski culture, visitors flock here for exhilarating winter sports, including skiing at local resorts. Beyond the slopes, the city offers stunning views of the surrounding mountains, lakes, and valleys, making it a picturesque destination year-round. Enjoy cozy lodges, unique shops, and delicious dining options that capture the essence of this quintessential New England town.
  • Manchester Center: Just 6 miles from Dorset, Manchester Center is a quaint community that perfectly blends small-town charm with outdoor excitement. This city is renowned for its proximity to excellent ski resorts and adventure sports, attracting outdoor enthusiasts in both winter and summer. Explore the scenic landscapes of nearby mountains and lakes, or take advantage of the local shops and eateries that provide a warm, inviting atmosphere. Manchester Center is an ideal spot for those looking to immerse themselves in nature while enjoying the comforts of a close-knit community.
  • Peru: Located about 10 miles from Dorset, Peru is a beautiful city that offers a serene escape for those seeking adventure and relaxation. Known for its ski resorts and outdoor sports, Peru is a favorite among winter sports enthusiasts. The area is surrounded by breathtaking mountains and lakes, providing ample opportunities for hiking, fishing, and exploring. With its tranquil atmosphere and stunning natural scenery, Peru is perfect for visitors looking to unwind and reconnect with nature while enjoying all the excitement that the region has to offer.

Best time to go to Dorset

If you're planning a trip to Dorset, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January19.0°F (-7.2°C)Light RainMostly CloudySlightly LowModerately High
February20.5°F (-6.4°C)Light RainMostly CloudyAverageModerately High
March28.0°F (-2.2°C)Light RainMostly CloudyAverageAverage
April39.9°F (4.4°C)Light RainMostly CloudyAverageModerately Low
May52.7°F (11.5°C)Light RainMostly CloudyAverageModerately Low
June60.1°F (15.6°C)Light RainMostly CloudyAverageAverage
July66.0°F (18.9°C)Light RainMostly SunnySlightly HighAverage
August64.2°F (17.9°C)Light RainMostly SunnySlightly HighAverage
September57.6°F (14.2°C)Light RainMostly SunnySlightly HighModerately Low
October46.8°F (8.2°C)Light RainMostly CloudyAverageAverage
November34.5°F (1.4°C)Light RainMostly CloudySlightly LowAverage
December26.1°F (-3.3°C)Light RainMostly CloudySlightly LowModerately High

Booking with Vrbo is a breeze

Are you eager to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices can fluctuate. Additionally, you can enjoy considerable savings by opting for an extended stay. To discover a Vrbo property that meets your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect match for your travel needs!

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. Being the planner certainly has its perks! Enroll in our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash™ on eligible stays. Sign up today and begin reaping the benefits!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, or organize your reservations. Your saved and booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for easier navigation. To check out Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to friendly Dorset

Enjoy the theater scene and other features of Dorset. Travelers appreciate the parks in this welcoming city. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Dorset

Do you want to find things to do in the area? Venture out of your vacation home and check out everything that Dorset has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Golf Club at Equinox (6.6 mi / 10.6 km)
  • Bromley Mountain Ski Resort (8.4 mi / 13.6 km)
  • Sugar Shack (12 mi / 19.2 km)
  • Stratton Mountain Golf Course (13.2 mi / 21.2 km)
  • Stratton Mountain Resort (14.3 mi / 23.1 km)
  • Jamaica State Park (16.4 mi / 26.4 km)

Exploring the natural landscape of Dorset

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Dorset is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Emerald Lake State Park (5.1 mi / 8.1 km)
  • Green Mountain National Forest (5.7 mi / 9.2 km)
  • Battenkill River (6.2 mi / 10 km)
  • Equinox Preservation Trust (6.3 mi / 10.2 km)
  • Lye Brook Falls (9 mi / 14.6 km)
  • Mount Equinox (9.6 mi / 15.4 km)

How to get to and around Dorset

The nearest airport is in Rutland, VT (RUT-Rutland Southern Vermont Regional), located 20.4 mi (32.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Glens Falls, NY (GFL-Floyd Bennett Memorial), which is 26.1 mi (42.1 km) away.

Frequently asked questions

What is the best area to stay in Dorset when booking a vacation rental?
When considering a vacation rental in Dorset, Vermont, the Dorset Village area stands out as an ideal choice. This charming village offers a picturesque setting with its historic buildings and lovely green spaces. Staying here puts you in close proximity to wonderful attractions such as the Dorset Theatre Festival, where you can enjoy high-quality performances and community events, and the nearby H.H. Bennett Studio, which showcases local art and history.

Another excellent option is the East Dorset area, which provides a more tranquil atmosphere while still being near the heart of the action. Here, you can explore the stunning landscapes that surround the neighborhood, superb for those who enjoy outdoor activities like hiking and biking. The area is also home to the beautiful Little Rock Pond, a great spot for a peaceful day of fishing or kayaking.

Overall, Dorset has a variety of vacation rental properties, with several options available in both the village and East Dorset, ensuring you'll find something that suits your needs.
How much does it cost to rent a vacation home in Dorset?
Prices for vacation rentals in Dorset vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Dorset to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Dorset vacation house rentals?
You can find great discounts on house rentals in Dorset on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Dorset ski resort rentals?
For the best ski resort rentals near Dorset, Vermont, travelers should focus on the nearby Stratton Mountain area, which is approximately a 30-minute drive away. This region offers a variety of accommodations, including luxury condos and cozy chalets, many of which are ski-in/ski-out, providing easy access to the slopes. These properties often feature amenities such as hot tubs, fireplaces, and full kitchens, making them great for relaxing after a day of skiing.

Additionally, the quaint town of Manchester, just a short drive from Dorset, offers a selection of charming vacation rentals, including historic inns and modern cabins. Many of these rentals come equipped with essentials like Wi-Fi, spacious living areas, and outdoor decks that showcase the stunning winter scenery. The area also boasts local dining and shopping options that enhance the overall experience for visitors.

For those looking to explore beyond skiing, the Green Mountain National Forest nearby offers numerous trails for snowshoeing and cross-country skiing.
What is the most popular type of vacation rental accomodation in Dorset?
In Dorset, vacation houses are the most popular type of accommodation, with about 19 available throughout the area. These homes typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and cozy living areas, making them great for families or groups. Many also come with outdoor spaces such as decks or patios, allowing guests to enjoy the scenic views of the Green Mountains. Additionally, there are several apartments and cottages that offer a more intimate setting, often equipped with essential amenities like kitchenettes and private entrances.
Are there any family house rentals in Dorset?
In Dorset, Vermont, there are some family-friendly vacation rentals available, providing a superb getaway for those traveling with children. The area features charming homes located in picturesque surroundings, often with spacious living areas that cater to families. Many properties come equipped with full kitchens, allowing for easy meal preparation, and outdoor spaces where kids can enjoy fresh air and play.

Dorset is known for its scenic beauty and proximity to various attractions. Visitors can explore nearby hiking trails, such as the Dorset Peak Trail, which offers stunning views and is suitable for all ages. The local town center, with its quaint shops and eateries, is just a short drive away, making it easy to experience the community's charm. See all family-friendly rentals in Dorset.
Can I rent a vacation home with a pool or hot tub in Dorset?
In Dorset, Vermont, there are several vacation homes available for rent that feature pools and hot tubs, providing a superb retreat for relaxation after exploring the beautiful Green Mountains. The area is known for its picturesque landscapes and charming small-town atmosphere, making it a desirable destination for families and groups.

Travelers can expect amenities such as spacious outdoor decks, private pools, hot tubs, and fully equipped kitchens in many of these rentals. Some properties may offer additional comforts like game rooms, fireplaces, and proximity to hiking trails, allowing guests to enjoy both leisure and adventure during their stay. Find your rental in Dorset with a pool or a hot tub.
Can I find long-stay vacation rentals in Dorset?
A long-stay vacation rental in Dorset is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Dorset?
In Dorset, Vermont, there are several pet-friendly house rentals available, offering a charming getaway for travelers with furry companions. Many of these rentals feature amenities such as fully equipped kitchens, cozy fireplaces, and outdoor spaces where pets can roam. The picturesque setting of Dorset provides a tranquil environment, with homes often set against a backdrop of beautiful mountain views and lush greenery.

The area is known for its outdoor recreational opportunities, including nearby hiking trails that are superb for exploring with pets. Additionally, the town has a welcoming community and a variety of local shops and eateries that may allow pets, enhancing the overall experience for those traveling with their four-legged friends. See all pet-friendly rentals in Dorset.
Are there any remote work vacation rentals in Dorset?
In Dorset, Vermont, there are numerous vacation rentals well-suited for remote work, with around 19 options available. Travelers can expect properties equipped with essential amenities for productivity, including Wi-Fi, dedicated office spaces, desks, desk chairs, and even computer monitors in some locations. This makes it easy to maintain a work-life balance while enjoying the beauty of Vermont's Green Mountains.

The area is known for its picturesque landscapes, charming small-town feel, and access to outdoor activities. Nearby attractions include the Dorset Quarry and the scenic hiking trails of the Green Mountain National Forest, offering superb breaks from work. Many rentals feature cozy living areas, fully equipped kitchens, and outdoor spaces, providing an ideal environment for both work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dorset vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Dorset with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Dorset?
In Dorset, popular vacation rental amenities include WiFi, kitchens, blenders, coffee and tea makers, and patios. Many of the rentals are designed to provide a comfortable and convenient stay, allowing guests to enjoy home-cooked meals and relax in outdoor spaces. These amenities cater well to families and groups looking to unwind after exploring the picturesque surroundings of Vermont.
When is the best time to visit Dorset for a vacation rental?
July marks the height of the travel season in Dorset, Vermont, drawing visitors eager to embrace the vibrant summer atmosphere. This is the ideal time for outdoor enthusiasts, as the region comes alive with opportunities for hiking, biking, and exploring the picturesque countryside. With pleasant temperatures ranging from the mid-60s to upper 70s Fahrenheit, the weather is superb for enjoying the charming local festivals and events that showcase the best of Vermont's culture.

As summer transitions into early fall, the months of August and September also offer delightful experiences, albeit with slightly fewer crowds than July. These months are particularly enjoyable for those interested in scenic drives and apple picking, as the landscape transforms with the onset of autumn colors.

For travelers seeking a more budget-friendly option, November presents a unique opportunity to experience the quieter side of Dorset.
How early should I book a Dorset vacation rental?
Book your Dorset vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Dorset?
In Dorset, Vermont, visitors can enjoy a charming selection of attractions that highlight the area's natural beauty and historical significance. The town is known for its picturesque landscapes and outdoor activities, making it ideal for nature lovers. The Dorset Quarry, a historic marble quarry, offers swimming and exploration opportunities in a unique setting. Nearby, the H. M. G. C. is a beautiful site for hiking, providing trails with scenic views of the surrounding mountains.

For those interested in history, the Dorset Historical Society features exhibits that showcase the region's rich past and cultural heritage. The area also hosts the Dorset Theatre Festival, which attracts theater enthusiasts during the summer months.
Can I change or cancel my Dorset home rental booking on Vrbo?
To find Dorset vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Dorset vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.