Dorset vacation rentals

We found 709 vacation rentals — enter your dates for availability

Discover a selection of 26 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:May 15 - May 22

Image gallery for Stylish Mountain Getaway w/ Hot Tub & Firepit Near Stratton

Spacious living room
9.8 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Stylish Mountain Getaway w/ Hot Tub & Firepit Near Stratton

Winhall

9% off
Price is $783
$5,480 for 7 nights
All fees included
Stylish Mountain Getaway w/ Hot Tub & Firepit Near Stratton

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Find out more about Dorset

Why visit Dorset

  • Outdoor Adventure: Dorset is perfect for outdoor enthusiasts, offering skiing, hiking, and adventure sports amidst stunning mountain scenery.
  • Charming Neighborhoods: Explore quaint neighborhoods with cozy vacation rentals, ideal for both families and couples.
  • Scenic Parks: Visit local state parks and scenic rivers for breathtaking views and recreational opportunities.
  • Diverse Accommodations: Choose from a variety of rentals, including private homes, cabins, and condos to suit your vacation needs.
  • Relaxation and Fun: Enjoy a perfect blend of relaxation and adventure in this picturesque Vermont destination.

Popular types of accommodation in Dorset

Looking for the perfect getaway in Dorset? You're in the right place. Our most popular vacation rental options include houses, cozy cabins, and charming condos. Whether you're interested in house rentals, luxurious villas, or delightful holiday cottages, Dorset has something for everyone. Explore our selection of Dorset cottages and Vermont guest houses to find your ideal home away from home.

  • Houses: The top choice for visitors to Dorset, these homes offer spacious accommodations perfect for families or groups seeking comfort and privacy.
  • Condos: A popular option for those wanting a blend of convenience and community, condos provide modern amenities in a shared setting.
  • Cabins: Ideal for an authentic escape, cabins offer a cozy, rustic atmosphere amidst nature.
  • Cottages: These charming retreats provide a quaint and intimate experience for couples or small families.
  • Chalets: A delightful option for winter sports enthusiasts, chalets combine comfort with stunning mountain views.**

Top attractions near Dorset

Dorset, Vermont, is a fantastic destination for outdoor enthusiasts, offering a variety of activities such as skiing and adventure sports. Visitors can explore local attractions like state parks, ski resorts, and scenic rivers. Whether you're traveling with family or seeking a cultural experience, Dorset provides a perfect blend of outdoor fun and relaxation, making it an ideal spot for a memorable vacation.

  • Golf Club at Equinox: Located 7 miles from Dorset, this picturesque golf course offers a unique blend of challenging play and stunning scenery, perfect for golf enthusiasts. With its adventure vibes, you can enjoy a round while soaking in the beautiful surroundings.
  • Stratton Mountain Resort: Situated 14 miles from Dorset, this ski resort is a winter wonderland, featuring fantastic ski slopes and outdoor activities. Its adventurous atmosphere makes it a great destination for thrill-seekers and families alike.
  • Equinox Preservation Trust: Just 6 miles from Dorset, this nature reserve is ideal for family-friendly adventures. Explore its trails and enjoy the beauty of the outdoors while connecting with nature.

Things to do recommended for couples

Experience romance in Dorset, Vermont. Hit the slopes at Bromley Mountain Ski Resort, only 8 miles away, or explore Stratton Mountain Resort and its adventurous outdoor vibes, just 14 miles from town. Don't miss the thrilling ride on the American Express Ski Lift, also 14 miles away.

Things to do recommended for families

During your family vacation in Dorset, Vermont, explore the serene Dana L. Thompson Memorial Park for relaxation and recreation, just 5 miles away. For some excitement, head to the Bromley Alpine Slide, located 8 miles from Dorset, offering a thrilling amusement ride for all ages.

Things to do recommended for groups

In Dorset, groups can shop at the Manchester Designer Outlets for a fun day of retail therapy, catch a performance at the charming Dorset Playhouse for a dose of culture, and hike the scenic Lye Brook Falls Trailhead for an adventurous outdoor experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When traveling with a group, family, pets, or planning for extended stays, it's important to prioritize your preferences in the search. Here are some helpful Vrbo booking tips for you.

  • Traveling to Dorset with a group: Think about how many bedrooms you’ll require, as well as additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Dorset with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with amenities that are suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Dorset: For many, a family vacation isn’t truly complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Dorset: If you're searching for vacation rentals with 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 rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Dorset

Dorset, Vermont offers a picturesque escape for those seeking adventure and relaxation. With its friendly atmosphere and stunning mountain scenery, it's perfect for group stays or a romantic getaway. Explore charming neighborhoods nearby, where you can find cozy vacation rentals and enjoy outdoor activities like skiing. Whether you're looking for a secluded retreat or a lively adventure, Dorset promises an unforgettable travel experience in the heart of Vermont.

  • Manchester: Located 6 miles from Dorset, Manchester is a vibrant city known for its outdoor adventure and sports experiences. Nestled in the picturesque Green Mountains, visitors flock here for world-class skiing opportunities at nearby ski resorts. Beyond the slopes, the area offers stunning landscapes, including lakes, mountains, and valleys, perfect for hiking, biking, and exploring. The charming downtown features unique shops, cozy cafés, and local dining options, making it a great spot to unwind after a day of adventure.
  • Manchester Center: Also situated 6 miles from Dorset, Manchester Center shares the same adventurous spirit as its neighboring city. This quaint community is a hub for skiing and outdoor activities, boasting easy access to some of the best ski fields in Vermont. The stunning natural surroundings include breathtaking lakes and mountains, ensuring ample opportunities for hiking and photography. The area is also home to artisan shops and eateries, providing a delightful mix of local culture and cuisine to explore.
  • East Dorset: Just 5 miles away from Dorset, East Dorset is a charming town that offers a blend of outdoor adventure and natural beauty. Known for its skiing opportunities, visitors can enjoy a variety of outdoor activities in the nearby national state park, where hiking trails and scenic views abound. With serene lakes and lush valleys, East Dorset is perfect for those looking to immerse themselves in nature. The town itself features a relaxed atmosphere, making it a great spot to recharge after exploring the great outdoors.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Looking to save money on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your whole booking. It truly benefits you to be the organizer. By enrolling in our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on qualifying reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's innovative Trip Board offers you a convenient way to plan your travels. You can easily create new trips, pick up right where you left off, or organize your existing plans. All the properties you've saved or booked are now neatly categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/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:

  • Stratton Mountain Resort (14.3 mi / 23.1 km)
  • Okemo Mountain Resort (21.7 mi / 34.9 km)
  • 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)

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, Vermont, United States of America when booking a vacation rental?
When considering the best area to stay in Dorset, Vermont, the charming village center is an excellent choice for vacation rentals. This picturesque neighborhood is known for its beautiful landscapes and quaint New England charm. Here, you'll find a mix of cozy cottages and elegant homes, superb for anyone looking to immerse themselves in the local culture.

One of the top attractions in this area is the Dorset Theatre Festival, which showcases a variety of performances and is a highlight for both locals and visitors. Additionally, the scenic Dorset Quarry, known for its stunning views and refreshing swimming opportunities, is a great spot for relaxation and recreation.

In terms of vacation rentals, the village center offers a variety of properties, allowing you to choose an option that suits your needs, whether you prefer a rustic retreat or a more modern residence.
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 areas of Manchester and Stratton. In Manchester, you'll find a variety of cozy cabins and luxurious lodges that cater to different group sizes. Many of these properties come equipped with amenities like fully stocked kitchens, wood-burning fireplaces, and outdoor hot tubs, ideal for relaxing after a day on the slopes. The proximity to local shops and restaurants adds convenience, as visitors can easily enjoy the vibrant downtown area.

Stratton, located a short drive away, is home to a range of ski-in/ski-out accommodations that provide direct access to the mountain. Here, travelers can expect modern condos and charming chalets featuring high-end amenities such as heated pools, fitness centers, and ski storage. These properties often cater to families and groups, offering spacious living areas and multiple bedrooms.

In addition to skiing, the surrounding Green Mountain National Forest presents opportunities for hiking and snowshoeing during the winter months. Rentals in the Dorset area also provide stunning views of the picturesque landscape, with many properties featuring large windows or outdoor decks where guests can enjoy the natural beauty of Vermont.
What is the most popular type of vacation rental accomodation in Dorset?
In Dorset, vacation houses are the most popular type of rental, with approximately 24 available throughout the area. These houses often come with spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for enjoying the picturesque Vermont landscape. Many of these homes are located in serene surroundings, making them ideal for families or groups seeking a peaceful retreat. Additionally, there are several apartments, cottages, and condos, which provide a variety of choices for different preferences.
Are there any family house rentals in Dorset?
In Dorset, Vermont, there are some family-friendly house rentals available, with around 14 options throughout the area. This charming town is known for its picturesque landscapes and outdoor activities, making it an ideal setting for families. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to enjoy.

Visitors can easily access local attractions, such as the Dorset Playhouse, which hosts family-friendly performances, and nearby hiking trails that showcase the natural beauty of the Green Mountains. Additionally, the area is close to the Manchester shopping district, where families can explore boutiques, restaurants, and cultural sites.
Can I rent a vacation home with a pool or hot tub in Dorset?
In Dorset, Vermont, travelers can find several vacation homes available for rent that feature pools or hot tubs, making it an appealing destination for those seeking relaxation and leisure. The charming village offers a mix of rustic and modern accommodations, many of which are located amidst the scenic Green Mountains. Properties often come equipped with inviting amenities such as outdoor hot tubs, private swimming pools, and spacious decks ideal for enjoying the beautiful surroundings.

Visitors can expect fully equipped kitchens great for family meals, cozy living areas with fireplaces for chilly evenings, and sometimes even game rooms for entertainment. The surrounding area provides opportunities for outdoor activities, including hiking and skiing in the winter months, ensuring a well-rounded vacation experience.
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, travelers can find a variety of pet-friendly house rentals, with around 21 options available. Many of these vacation homes come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces like patios or decks, superb for enjoying the beautiful Vermont scenery. Some properties also feature cozy fireplaces and private yards where pets can play freely.

The area is known for its picturesque landscapes, and there are several outdoor activities nearby that are pet-friendly. The nearby Green Mountain National Forest offers hiking trails that welcome dogs, allowing for enjoyable outdoor adventures with your furry companions. Additionally, the charming village of Dorset itself has local parks and green spaces, making it a great destination for those traveling with pets.
Are there any remote work vacation rentals in Dorset?
In Dorset, Vermont, there are numerous remote work vacation rentals available, with around 26 options to choose from. This charming town, known for its picturesque landscapes and vibrant fall foliage, offers a serene environment that is conducive to productivity. Many of these rentals come equipped with amenities that cater to remote workers, including high-speed internet and Wi-Fi, ensuring you stay connected throughout your stay.

Travelers can expect properties featuring comfortable workspaces, cozy living areas, and often a peaceful ambiance superb for focusing on work tasks. Additionally, the scenic surroundings provide opportunities for outdoor activities to enjoy during breaks, whether it's hiking in the nearby Green Mountains or exploring the local art galleries and shops. 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 cater to a variety of traveler needs. Many properties feature fully equipped kitchens, allowing guests to prepare their own meals during their stay. For those traveling with pets, several rentals permit pets, making it convenient for families who want to bring their furry friends along. Outdoor spaces such as decks or patios are common, offering a superb spot to relax and enjoy the fresh air. Additionally, many rentals include cozy fireplaces, creating a warm atmosphere during cooler months. Onsite parking is also a common amenity, providing ease of access for guests with vehicles.
When is the best time to visit Dorset for a vacation rental?
The best time to visit Dorset for a vacation rental is during the summer months, particularly in July. This is when the town comes alive with vibrant activities and warm weather, making it great for outdoor enthusiasts and families seeking adventure. Visitors can enjoy the lush green landscapes, partake in local festivals, and explore the beautiful hiking trails that surround this charming Vermont town.

Peak season in Dorset runs from July to September, attracting travelers who are eager to experience the stunning natural beauty of the Green Mountains. During this time, the climate is generally pleasant, with temperatures averaging in the mid-70s to low 80s Fahrenheit, creating ideal conditions for sightseeing, biking, and enjoying the outdoors. The lively option during these months is great for those looking to engage with the local community and participate in seasonal events.

For those mindful of their budget, visiting in November can be a great alternative. While the summer crowd has dispersed, you can still appreciate the stunning autumn scenery and the tranquility of the area. This quieter month presents a unique opportunity to enjoy the beautiful fall colors, cozy up in a vacation rental, and explore the local shops without the hustle and bustle of peak tourist traffic.

Ultimately, your choice of when to visit Dorset will depend on your preference for lively summer activities or the peacefulness of a late autumn getaway.
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, Vermont, United States of America?
In Dorset, Vermont, visitors can enjoy a variety of attractions that highlight the area's natural beauty and historical charm. The Dorset Playhouse is a great cultural venue that hosts a range of performances and events throughout the year. Nearby, you can explore the picturesque Dorset Quarry, which offers a scenic spot for swimming and relaxation during the summer months.

The town is also home to the elegant H. Morgan House and the Dorset Historical Society, where travelers can learn about the local history and heritage. For outdoor enthusiasts, the surrounding Green Mountains provide ample opportunities for hiking, especially on trails leading to stunning vistas like those found at the nearby Bromley Mountain Ski Resort during the winter season.

Additionally, the charming village center features quaint shops, local eateries, and the iconic Dorset Union Store, making it a superb spot for leisurely exploration.
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 cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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