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Shaftsbury vacation rentals

We found 315 vacation rentals — enter your dates for availability

Nestled in the breathtaking landscapes of Vermont, Shaftsbury is a paradise for adventure enthusiasts and culture seekers alike. With its charming neighborhoods and rich history showcased through museums and parks, the destination offers diverse outdoor adventures, from skiing to serene lakeside retreats. Choose from spacious homes, cozy condos, or charming cabins that accommodate families and groups, ensuring a comfortable and convenient stay. Embrace the home-like experience of a vacation rental, where every moment feels like a getaway.

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Find out more about Shaftsbury

Why visit Shaftsbury

  • Outdoor Adventures: Shaftsbury is perfect for skiing and exploring beautiful landscapes, making it a haven for adventure seekers.
  • Cultural Experiences: Enjoy historic houses, museums, and national parks that showcase the rich history of the area.
  • Charming Neighborhoods: Discover the quaint neighborhoods of South Shaftsbury, offering scenic views and recreational spots.
  • Diverse Accommodations: Choose from private homes, cozy condos, or charming cabins to suit your vacation needs.
  • Scenic Beauty: Experience breathtaking natural beauty, perfect for relaxation and picturesque outings.

Popular types of accommodation in Shaftsbury

If you're planning a getaway in Shaftsbury, VT, you'll find a variety of vacation rental options to suit your needs. Our most popular choices include houses, cozy condos, and charming cabins. Whether you're searching for a spacious home for rent or a pet-friendly bedroom apartment, Shaftsbury has something for everyone. Enjoy your stay with the comfort and flexibility that these accommodations provide.

  • Houses: The top choice for visitors in Shaftsbury, offering spacious accommodations ideal for families, groups, or couples seeking a home-like atmosphere.
  • Condos: A popular option for those wanting modern amenities and shared facilities, perfect for a convenient and comfortable stay.
  • Cabins: A favorite among nature enthusiasts, these cozy retreats provide a rustic experience amidst beautiful surroundings.
  • Apartments: A practical choice for travelers looking for a simple, self-catering option close to local attractions.
  • Chalets: These charming dwellings offer a unique alpine ambiance, ideal for a picturesque getaway.**

Top attractions in and around Shaftsbury

Shaftsbury, Vermont, is an ideal destination for outdoor enthusiasts and adventure seekers, offering activities like skiing and exploring stunning natural landscapes. Visitors can enjoy a variety of attractions, including national and state parks, historic houses, and museums, providing a rich cultural experience. Whether you're traveling solo, with family, or in a group, Shaftsbury promises a memorable getaway filled with scenic beauty and engaging activities.

  • Lake Shaftsbury State Park: Enjoy a serene escape with beautiful scenery, outdoor adventures, and a tranquil lake perfect for swimming, fishing, and picnicking.
  • Golf Club at Equinox: Experience the thrill of golf at this stunning course, located 13 miles away, offering breathtaking views and a challenging layout amidst a picturesque landscape.
  • Hildene: Discover the rich history and culture of the Lincoln family at this historic estate, located 11 miles away, featuring beautiful gardens and stunning architecture.

Things to do recommended for couples

Escape to Shaftsbury for a romantic getaway. Explore the serene beauty of Shaftsbury State Park, enjoy wine tasting at local vineyards, or cozy up by the fireplace in charming inns. Don’t miss a scenic drive along the Green Mountain Byway for breathtaking views together.

Things to do recommended for families

Families will love exploring Shaftsbury State Park, featuring scenic trails and picnic spots. Kids can enjoy fishing at the local ponds or visiting nearby Bennington for family-friendly museums. Don’t miss the charming shops and eateries that make for a delightful day out.

Things to do recommended for groups

Explore the scenic trails of the Green Mountain National Forest, enjoy a group picnic at Shaftsbury State Park, or visit the Bennington Museum to learn about local art and history. Don't miss the chance to experience the charm of downtown Shaftsbury with its quaint shops and eateries.

*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 Shaftsbury

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters for your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Shaftsbury with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Shaftsbury with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Shaftsbury: For many families, a vacation just isn’t the same without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Shaftsbury: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can easily discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Shaftsbury

Experience the charm of Shaftsbury, Vermont, where outdoor adventures meet rich history. From thrilling ski slopes to serene landscapes, this destination offers a perfect blend of excitement and relaxation. Explore the nearby South Shaftsbury and discover quaint neighborhoods, scenic views, and recreational spots. Whether you're seeking budget-friendly excursions or a historical journey, Shaftsbury and its surrounding areas promise an unforgettable vacation filled with adventure and picturesque scenery.

  • Manchester: Manchester is a vibrant city located 13 miles from Shaftsbury, known for its stunning mountain views and exciting outdoor adventures. Visitors flock here for skiing, with several ski resorts and fields nearby that cater to all skill levels. Beyond winter sports, Manchester offers access to beautiful lakes and the picturesque Green Mountain National Forest, perfect for hiking, fishing, and exploring. The charming downtown area features local shops, restaurants, and cultural attractions, making it a delightful stop for travelers looking to experience both adventure and local flavor.
  • Bennington: Situated 8 miles from Shaftsbury, Bennington is a city rich in history and outdoor activities. The area is popular for skiing and boasts several ski resorts that provide exhilarating winter fun. The surrounding natural beauty includes stunning lakes and the serene Bennington Battle Monument, which offers panoramic views of the landscape. Visitors can explore local art galleries, enjoy scenic hiking trails, and take part in seasonal festivals that celebrate the region's heritage. Bennington is the ideal destination for those seeking a blend of outdoor adventure and cultural experiences.
  • Manchester Center: Located 14 miles away from Shaftsbury, Manchester Center is a charming city that serves as a gateway to outdoor recreation and adventure. Known for its ski resorts and fields, it's a popular choice for winter sports enthusiasts. The area is surrounded by beautiful lakes and the expansive Green Mountain National Forest, providing ample opportunities for hiking, biking, and nature exploration. The quaint village atmosphere is complemented by unique shops, cozy eateries, and local art, making Manchester Center a perfect spot for relaxation and adventure alike.

Best time to go to Shaftsbury

If you're planning a trip to Shaftsbury, 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
January21.2°F (-6.0°C)Light RainMostly CloudySlightly LowSlightly High
February23.4°F (-4.8°C)Light RainMostly CloudyAverageSlightly High
March31.5°F (-0.3°C)Light RainMostly CloudyAverageAverage
April43.7°F (6.5°C)Light RainMostly CloudyAverageSlightly Low
May56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
June63.9°F (17.7°C)Light RainMostly SunnyAverageAverage
July70.0°F (21.1°C)Light RainMostly SunnySlightly HighAverage
August68.2°F (20.1°C)Light RainMostly SunnySlightly HighAverage
September61.0°F (16.1°C)Light RainMostly SunnySlightly HighSlightly Low
October49.3°F (9.6°C)Light RainMostly CloudyAverageSlightly Low
November36.9°F (2.7°C)Light RainMostly SunnySlightly LowAverage
December28.2°F (-2.1°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? Being open to adjusting your travel dates can help, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient area for you to create new travel plans, manage your existing itineraries, or review your bookings. The properties you’ve saved or reserved are now neatly categorized into Potential, Upcoming, or Current Trips. To check out Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Delight in the majestic landscape of Shaftsbury

Enjoy the history and other features of Shaftsbury. Well-liked for its coffeehouses, mountain views and sporting events, this city is both relaxing and welcoming. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Shaftsbury

Do you want to find top things to see and do while you're in town? Venture out of your cozy vacation rental and check out everything that Shaftsbury has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Sugar Shack (6.2 mi / 9.9 km)
  • Prospect Mountain Nordic Ski Center (10.3 mi / 16.6 km)
  • Prospect Mountain Cross-Country Ski Center (10.9 mi / 17.5 km)
  • Golf Club at Equinox (12.6 mi / 20.3 km)
  • Mount Snow (14.2 mi / 22.9 km)
  • The Hermitage Club (15.7 mi / 25.3 km)

Exploring the natural landscape of Shaftsbury

Whether you're an active traveler or just want to spend some time taking in the scenery, Shaftsbury is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Lake Shaftsbury State Park (1.3 mi / 2.1 km)
  • Mount Equinox (8.8 mi / 14.2 km)
  • Lye Brook Falls (11.8 mi / 19 km)
  • Equinox Preservation Trust (12.3 mi / 19.8 km)
  • Battenkill River (13.8 mi / 22.2 km)
  • Lye Brook Falls (14 mi / 22.6 km)

How to get to and around Shaftsbury

The nearest airport is in Glens Falls, NY (GFL-Floyd Bennett Memorial), located 31.2 mi (50.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Albany Intl. Airport (ALB), which is 35.9 mi (57.7 km) away.

Frequently asked questions

What is the best area to stay in Shaftsbury, Vermont, United States of America when booking a vacation rental?
When considering the best area to stay in Shaftsbury, Vermont, the neighborhood surrounding the scenic Shaftsbury State Park is a fantastic choice. This area not only offers easy access to the park's beautiful hiking trails and serene landscapes but also provides a charming rural atmosphere ideal for relaxation and outdoor activities.

In addition to the park, visitors can explore local attractions such as the historic Shaftsbury Center, where you can appreciate the town's rich history and picturesque architecture. The nearby Bennington Battle Monument is another highlight, offering stunning views of the surrounding countryside and a glimpse into the area's Revolutionary War history.

The number of vacation rental properties in this area is quite varied, allowing travelers to find a cozy cabin, a spacious home, or even a charming cottage that suits their needs.
How much does it cost to rent a vacation home in Shaftsbury?
Prices for vacation rentals in Shaftsbury 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 Shaftsbury 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 Shaftsbury vacation house rentals?
You can find great discounts on house rentals in Shaftsbury 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 Shaftsbury ski resort rentals?
For the best ski resort rentals near Shaftsbury, Vermont, travelers should explore options in the nearby town of Bennington and the surrounding areas. Bennington offers a variety of vacation rentals, including cozy cabins and spacious homes, many of which come with amenities like wood-burning fireplaces, fully equipped kitchens, and outdoor decks with scenic views of the Green Mountains. These properties provide a comfortable base for skiers and snowboarders looking to hit the slopes at nearby resorts like Mount Snow and Stratton Mountain, which are just a short drive away.

In addition to the accommodations, the Bennington area features local attractions such as the Bennington Battle Monument and the Bennington Museum, allowing guests to enjoy both winter sports and cultural experiences. Rentals often include convenient access to local shops and restaurants, enhancing the overall travel experience. The picturesque countryside surrounding Shaftsbury also offers opportunities for winter hiking and cross-country skiing, making it an ideal destination for those who appreciate both downhill skiing and a serene winter landscape.
What is the most popular type of vacation rental accomodation in Shaftsbury?
In Shaftsbury, vacation houses are the most popular rental option, with several available throughout the area. These properties typically offer spacious living arrangements, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a cozy feel. Many vacation houses also feature outdoor spaces, such as patios or gardens, providing a serene environment to relax after a day of exploring the scenic surroundings. Additionally, there are several apartments available, which offer a cozier alternative for smaller parties or couples.
Are there any family house rentals in Shaftsbury?
In Shaftsbury, Vermont, there are several family-friendly house rentals available, making it a great choice for those traveling with kids. Visitors can find accommodations that often include spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore. Many properties also offer amenities such as Wi-Fi and cozy fireplaces, ensuring a comfortable stay throughout the year.

The charming surroundings of Shaftsbury provide access to beautiful parks and recreational areas, superb for outdoor activities. Nearby attractions include the scenic Shaftsbury State Park, where families can enjoy hiking trails and picnicking, as well as the picturesque views that Vermont is known for.
Can I find long-stay vacation rentals in Shaftsbury?
A long-stay vacation rental in Shaftsbury 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 Shaftsbury?
In Shaftsbury, Vermont, there are several pet-friendly house rentals available, offering a comfortable stay for travelers with furry companions. Many of these rentals come equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups. Some properties may even feature fenced yards or nearby trails for easy access to outdoor activities with pets.

The picturesque surroundings of Shaftsbury provide a tranquil atmosphere, great for enjoying nature walks or simply relaxing in a peaceful setting. Nearby attractions, such as the Bennington Battle Monument and the scenic Green Mountain National Forest, offer opportunities for outdoor exploration, with pet-friendly trails available for those looking to take their dogs along.
Are there any remote work vacation rentals in Shaftsbury?
In Shaftsbury, Vermont, there are several vacation rentals that cater to remote work needs. Travelers can expect properties that offer high-speed Wi-Fi, dedicated office spaces, and comfortable work areas, making it ideal for those looking to combine work and leisure. Many accommodations feature cozy living environments with amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces to relax in after a day of work. The serene surroundings of Shaftsbury provide a peaceful backdrop, enhancing productivity while allowing for exploration of the beautiful Green Mountains and nearby attractions. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Shaftsbury vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Shaftsbury 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 Shaftsbury?
In Shaftsbury, popular rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals during their stay. Many rentals also feature blenders for making smoothies or other beverages, and a selection of books for children to keep younger guests entertained. Outdoor spaces, such as decks or patios, provide a nice area for relaxation and enjoying the natural surroundings. Additionally, many properties include a desk, offering a dedicated space for work or planning activities.
When is the best time to visit Shaftsbury for a vacation rental?
The peak season for visiting Shaftsbury, Vermont, spans from July to September, with August being the most popular month. This vibrant time of year draws travelers eager to enjoy the stunning landscapes and outdoor activities that the Green Mountain State has to offer. With warm temperatures typically ranging from the mid-60s to the high 70s Fahrenheit, visitors can comfortably explore the area's picturesque hiking trails, charming villages, and scenic parks.

During these summer months, Shaftsbury comes alive with events and activities, providing ample opportunities for sightseeing and outdoor adventures. From leisurely walks along the Battenkill River to exploring the historic sites in nearby Bennington, there's plenty to keep you entertained while soaking in the natural beauty of the region.

For those looking for a more budget-friendly experience, consider planning your trip in December. While this month is part of the low season, it offers a unique charm with the possibility of snow-covered landscapes and cozy winter activities like cross-country skiing and snowshoeing. Plus, you'll have the chance to enjoy a quieter atmosphere and potentially lower rental rates.
How early should I book a Shaftsbury vacation rental?
Book your Shaftsbury 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 Shaftsbury, Vermont, United States of America?
In Shaftsbury, Vermont, visitors can enjoy a blend of natural beauty and historical charm. The Shaftsbury Historical Society offers insights into the area's rich history, while the nearby Bennington Battle Monument provides a stunning view of the surrounding landscape and commemorates a pivotal moment in American history. Nature enthusiasts can explore the scenic trails at the nearby Green Mountain National Forest or relax by the serene waters of Lake Shaftsbury State Park, which features picnic areas and opportunities for kayaking. The picturesque countryside and quaint charm of the town make it a lovely destination for those looking to experience Vermont's rural beauty.
Can I change or cancel my Shaftsbury home rental booking on Vrbo?
To find Shaftsbury 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 Shaftsbury 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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