Photo by Hannie

Shaftsbury vacation rentals

We found 252 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Shaftsbury that are perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as a fireplace and a washer and dryer. At the end of the day, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Shaftsbury

Showing deals for:Nov 14 - Nov 21
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Shaftsbury

Find out more about Shaftsbury

Why visit Shaftsbury

  1. Outdoor Adventures: Enjoy activities at serene Lake Shaftsbury, perfect for kayaking, fishing, and hiking.
  2. Rich History: Explore historic houses and cultural landmarks that showcase Shaftsbury's heritage.
  3. Charming Neighbourhoods: Wander through friendly local areas, highlighting unique character and community spirit.
  4. Artistic Vibes: Experience local arts centres that celebrate creativity and community events.
  5. Diverse Accommodations: Choose from cozy cabins, private homes, and welcoming condos for your stay.

Popular types of accommodation in Shaftsbury

Are you curious about the types of vacation rentals available in Shaftsbury? Look no further! Our platform offers a range of popular accommodations, including houses, cozy condos, and charming cabins. Whether you’re searching for a Shaftsbury house, a welcoming Shaftsbury home, or a unique stay in Shaftesbury, we have options that provide transparency, savings, and reassurance for your perfect getaway.

  • Houses: The top choice for visitors to Shaftsbury, offering spacious and comfortable spaces ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities, perfect for couples and small families wanting a convenient stay.
  • Cabins: These charming retreats provide a rustic experience, nestled in nature for a peaceful getaway.
  • Apartments: A practical choice for travellers looking for self-catering options with easy access to local attractions.
  • Cottages: Quaint and inviting, these accommodations offer a lovely ambiance for a romantic or cozy stay.**

Top attractions in Shaftsbury

Shaftsbury, Vermont, is an ideal destination for those seeking ski, adventure, and sports vacations. Visitors can explore a variety of attractions, including national parks, historic houses, and arts centres. This charming area offers a blend of culture, outdoor activities, and stunning scenery, making it perfect for travellers looking to immerse themselves in nature and history. Whether you’re travelling solo, with family, or friends, Shaftsbury has something for everyone.

  1. Green Mountain National Forest: Experience stunning landscapes and outdoor adventures just 11.3km from Shaftsbury. Enjoy hiking, camping, and breathtaking scenery amidst diverse wildlife.
  2. Bennington College: Located 9.7km away, this historic institution boasts a vibrant cultural atmosphere with beautiful architecture and art, fostering a creative community.
  3. Bennington Battle Monument: Standing 12.9km from Shaftsbury, this monument commemorates a pivotal Revolutionary War battle, offering historical insights and impressive views of the surrounding area.

Things to do recommended for couples

For a romantic getaway in Shaftsbury, embrace the thrill of skiing at Mount Snow or Challenger Ski Lift, both a short drive away. Alternatively, enjoy the serene beauty of Prospect Mountain Cross-Country Ski Center for a more laid-back experience. Adventure awaits!

Things to do recommended for families

Families visiting Shaftsbury can enjoy a relaxing day at Dana L. Thompson Memorial Park or explore the wellness vibes at The Georgi Museum, both perfect for unwinding. For adventure, the Bromley Alpine Slide offers thrilling amusement just a short drive away for everyone to enjoy!

Things to do recommended for groups

Groups visiting Shaftsbury can enjoy local flavours at the Sugar Shack, located 9.7km away. For outdoor enthusiasts, Harmon Hill offers beautiful scenery and adventure vibes, while the Harmen Hills Trail provides an exciting hiking experience, both situated 14.5km from Shaftsbury.

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

If you're travelling with a group, family, or pets, or if you're considering extended stays, it's important to refine your search according to your specific needs. Here are some helpful tips for booking on Vrbo.

  • Traveling to Shaftsbury with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these features and more on Vrbo.
  • Traveling to Shaftsbury with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Shaftsbury: For many families, a trip isn't truly finished without their furry companion by their side. If that resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Shaftsbury: If you're seeking vacation rentals with special offers 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 amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Shaftsbury

Discover the charm of Shaftsbury, Vermont, where adventure meets history. Explore the serene Lake Shaftsbury, perfect for outdoor activities, or wander through the quaint streets of the town. Experience the friendly atmosphere of Shaftsbury Estates and the unique character of local neighbourhoods. Whether you're seeking thrilling sports or a peaceful retreat, Shaftsbury offers a delightful blend of excursions and artistic vibes for an unforgettable vacation.

  • Manchester: Nestled 20.9km from Shaftsbury, Manchester is a vibrant city that serves as a hub for outdoor enthusiasts and adventure seekers. With its picturesque landscapes, including stunning mountains and serene valleys, Manchester is ideal for skiing and a variety of sports. The local ski resorts provide exceptional experiences for both beginners and seasoned skiers alike. Beyond winter sports, visitors can explore charming shops, dine at local eateries, and take in the beauty of nearby lakes, making it a well-rounded destination for all types of travellers.
  • Bennington: Located just 12.9km from Shaftsbury, Bennington is a charming city rich in history and natural beauty. This destination attracts those who enjoy skiing and outdoor adventures, with several ski fields and resorts nearby. Visitors can take in the breathtaking views of the surrounding mountains and lakes, while also exploring the historic college university that adds a unique cultural touch to the area. Bennington offers a delightful mix of outdoor activities, scenic landscapes, and historical landmarks, making it a perfect stop on your Vermont journey.
  • Manchester Center: Situated 22.5km from Shaftsbury, Manchester Center is a quaint city known for its outdoor adventures and stunning landscapes. Ski enthusiasts will find excellent opportunities at the nearby ski resorts, while the surrounding valleys and mountains offer fantastic hiking and exploration options. The town also features a selection of shops and restaurants that reflect the local culture. With its combination of recreational activities and charming atmosphere, Manchester Center is an inviting destination for those looking to enjoy the beauty of Vermont.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to save on your upcoming journey? It may be beneficial to remain flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform for planning your upcoming travels. You can effortlessly create new trips, pick up from where you last paused, or manage your existing plans. All your saved or booked properties will be neatly sorted into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/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 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)
  • Stratton Mountain Resort (16 mi / 25.7 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 when booking a vacation rental?
Among the most sought-after neighborhoods to get a vacation home in Shaftsbury is South Shaftsbury. Find your dream stay with Vrbo and explore this area like a local.
What is the most popular type of vacation rental accommodation in Shaftsbury?
Houses are the most popular style of vacation rental in Shaftsbury, according to our data. Even if you've got something a little different in mind, Vrbo has properties in loads of shapes and sizes. Browse our many options to find your ideal fit.
How much does it cost to rent a vacation rental in Shaftsbury?
A number of factors affect how much you pay for a vacation rental in Shaftsbury, including the type of property, length of stay and season. However, all our vacation homes have one thing in common — unbeatable value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Shaftsbury?
When you travel and the size and style of the property will help determine the cost of your beachside escape. Click on your Shaftsbury travel dates to view your options on Vrbo. Can't live without a private pool? Use our filters to pick the features and amenities you need.
Are there pet-friendly vacation rentals in Shaftsbury?
Happily, yes. Pick from 10 stays that allow pets in Shaftsbury on Vrbo. Our furry kids also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where your pup can lap up the good times.
Can I rent a house with a pool in Shaftsbury?
Pack your swimwear and pool noodle, because there are four houses with a private pool in Shaftsbury. Book one of these terrific vacation rentals and every day will be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find a place to make a splash!
What are popular rental amenities in Shaftsbury?
When it comes to rental amenities that guests are searching for in Shaftsbury, mountain views, a nearby river and a firepit rank the highest. With Vrbo vacation rentals, you'll find options to suit your style and taste, whether you're going on a vacation with relatives, friends or even pets.
Are there large group vacation rentals in Shaftsbury?
Shaftsbury has two vacation rentals that can accommodate 10 or more guests. These stays come with all the space you need to enjoy good times with family and friends.
Are there vacation rentals in Shaftsbury that welcome kids?
With 10 family-friendly vacation homes available in Shaftsbury, now is a fantastic time to introduce your children to the magic of travel. Check our "Properties good for families" filter to browse stays packed with amenities ideal for families on the move, like extra bedrooms, private pools, bunk beds and hot tubs.
What are the top attractions for families in Shaftsbury?
Keeping the kids happy during your vacation in Shaftsbury is simple with these leading family-friendly attractions:

  • Lake Shaftsbury State Park
  • Bennington Center for the Arts
  • Norman Rockwell Exhibition

Are there one-bedroom vacation rentals in Shaftsbury?
Yes, Shaftsbury has four one-bedroom rentals available. Often situated in sought-after areas because of their smaller size, a one-bedroom vacation property is ideal if you're traveling with a buddy or your partner. And with comforts such as air conditioning and more privacy than a standard hotel, you'll be able to relax while exploring this amazing destination.
Can I find two-bedroom vacation rentals in Shaftsbury?
Gather your besties and enjoy a relaxing escape in one of the two two-bedroom vacation properties Shaftsbury has to offer.
Are there vacation rentals with WiFi in Shaftsbury?
Shaftsbury has seven vacation rentals with WiFi, so you'll be able to stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Shaftsbury?
Decide on your travel dates and then use the filter tool to locate vacation rentals with ac in Shaftsbury on Vrbo. With seven air-conditioned properties available, you can enjoy a cool and comfy break.
How old do you have to be to rent a vacation rental in Shaftsbury?
The minimum age is generally 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your chosen Shaftsbury stay before you book.
How long can I rent a vacation rental in Shaftsbury for?
It's really down to the Shaftsbury property. To browse available options offering extended stays, simply enter your travel dates and guest number into Vrbo. You can enjoy having the entire place to yourself, along with comforts such as a full kitchen, air conditioning and outdoor spaces where your little ones can play. Keep an eye out for any long-term stays that offer weekly or monthly discounts.

People also search for

More Vacation Rentals ideas