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Shaftsbury vacation rentals

We found 239 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.
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Find out more about Shaftsbury

Find out more about Shaftsbury

Why visit Shaftsbury

  1. Outdoor Adventure: Enjoy skiing, hiking, and exploring the beautiful lakes and parks in the picturesque landscape of Shaftsbury.
  2. Cultural Experiences: Visit vibrant arts centers and historical sites that showcase the town's rich heritage.
  3. Cozy Accommodations: Choose from a variety of vacation rentals, including charming holiday homes and spacious condos.
  4. Family-Friendly Atmosphere: Experience a welcoming environment perfect for family vacations and activities.
  5. Scenic Photography: Capture stunning natural scenery that offers tranquility and breathtaking views.

Popular types of accommodation in Shaftsbury

Planning a getaway to Shaftsbury? You're in for a treat! This charming destination offers a variety of vacation rentals to suit your needs, including cozy condos, spacious private homes, and inviting apartments. Whether you're searching for a holiday home or a unique stay at Whitebridge Farm, Shaftsbury has the perfect accommodation waiting for you. Discover the ideal place to unwind and create lasting memories!

  • Condos: The top choice for vacation rentals in Shaftsbury, offering modern amenities and convenient access to local attractions.
  • Houses: A popular option for families or groups, providing a home-like atmosphere with privacy and space.
  • Apartments: Ideal for solo travelers or couples, these cozy spaces offer comfort close to the heart of Shaftsbury.
  • Cabins: A charming choice for nature lovers, perfect for a rustic getaway surrounded by the beauty of Vermont.
  • Cottages: Quaint and inviting, these rentals provide a peaceful retreat for those seeking tranquility.**

Top attractions in Shaftsbury

Shaftsbury, Vermont, offers a fantastic blend of outdoor adventure and cultural experiences, making it ideal for ski and sports vacations. Visitors can explore local attractions such as national and state parks, beautiful lakes, and vibrant arts centers. Whether you're seeking thrilling adventures or a peaceful photography retreat, Shaftsbury has something for everyone to enjoy amidst its stunning natural scenery.

  1. Stratton Mountain Resort: Located 16 miles from Shaftsbury, this premier ski resort offers exhilarating outdoor adventures year-round, from skiing and snowboarding in the winter to mountain biking and hiking in the summer, all amidst breathtaking mountain scenery.
  2. Bennington College: Situated 6 miles away, this historic institution is renowned for its vibrant arts culture and beautiful campus, providing a unique opportunity to explore galleries, attend performances, and absorb the creative atmosphere.
  3. Lake Shaftsbury State Park: Nestled within Shaftsbury, this national park features serene lake views, hiking trails, and picnic areas, perfect for outdoor enthusiasts seeking adventure and picturesque scenery.

Things to do recommended for couples

For a romantic getaway in Shaftsbury, consider skiing at Mount Snow or Stratton Mountain Resort for thrilling outdoor adventures. Take the Stratton Mountain Summit Gondola for stunning views and a cozy ride together. Enjoy the snowy landscapes and create unforgettable memories with your partner!

Things to do recommended for families

Your family will love visiting Dana L. Thompson Memorial Park for relaxation, exploring The Georgi Museum for a cultural experience, and enjoying the thrills of the Bromley Alpine Slide, all within a short drive from Shaftsbury. These activities promise fun and memorable moments for everyone!

Things to do recommended for groups

In Shaftsbury, groups can visit the Sugar Shack for local treats, enjoy a round of golf at the Golf Club at Equinox, or shop at the Manchester Designer Outlets for a fun-filled day of family entertainment and unique finds.

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, it's important to use the appropriate filters to match your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Shaftsbury with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Shaftsbury with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Shaftsbury: For many families, a vacation isn’t truly fulfilling without their furry companions. If that resonates with you, explore Vrbo properties that are pet-friendly. Many of these accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Shaftsbury: If you're searching for vacation rentals that offer discounts for month-long stays, 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 consider additional amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Shaftsbury

Shaftsbury, Vermont, offers a delightful mix of adventure and relaxation for travelers. Nestled in a picturesque landscape, this charming town is perfect for skiing and outdoor sports. Explore the rich history and family-friendly atmosphere, or unwind in cozy holiday homes. Nearby attractions boast a romantic vibe, while the beauty of Shaftsbury invites you to discover its scenic surroundings. Whether you're seeking excitement or tranquility, Shaftsbury promises an unforgettable vacation experience.

  • Manchester: Located 13 miles from Shaftsbury, Manchester is a charming city known for its outdoor adventure opportunities. The area is a haven for ski enthusiasts, with numerous resorts and ski fields nearby. Beyond skiing, visitors can enjoy breathtaking views of the surrounding mountains and lakes, perfect for hiking, fishing, and picnicking. Manchester also boasts a quaint downtown area filled with unique shops, restaurants, and art galleries, making it a delightful place to unwind after a day of adventure.
  • Williamstown: Situated 20 miles from Shaftsbury, Williamstown offers a blend of cultural experiences and outdoor fun. Home to the renowned Williams College, visitors can explore the historic campus and the exceptional Clark Art Institute, which showcases an impressive collection of European and American art. The town is surrounded by stunning mountains and lakes, providing ample opportunities for skiing and outdoor activities. Williamstown's vibrant arts scene, coupled with its scenic beauty, makes it a must-visit destination for travelers seeking both education and adventure.
  • Bennington: Just 8 miles from Shaftsbury, Bennington is a picturesque town that embodies the spirit of Vermont. Known for its rich history and beautiful landscapes, this area offers an array of outdoor experiences, including skiing, hiking, and exploring local parks. Visitors can enjoy the scenic Bennington Battle Monument and the charming downtown area filled with shops and eateries. With its combination of natural beauty and historical significance, Bennington is an excellent spot for travelers looking to immerse themselves in Vermont's culture and outdoor activities.

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 LowModerately High
February23.4°F (-4.8°C)Light RainMostly CloudyAverageModerately High
March31.5°F (-0.3°C)Light RainMostly CloudyAverageAverage
April43.7°F (6.5°C)Light RainMostly CloudyAverageModerately Low
May56.5°F (13.6°C)Light RainMostly SunnyAverageModerately Low
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 HighModerately Low
October49.3°F (9.6°C)Light RainMostly CloudyAverageAverage
November36.9°F (2.7°C)Light RainMostly SunnySlightly LowAverage
December28.2°F (-2.1°C)Light RainMostly CloudySlightly LowModerately High

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that meets your budget, simply use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway at the best price!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner truly has its rewards! When you join our travel rewards program, One Key, you'll gain immediate access to exclusive member savings and the opportunity to earn and redeem OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area for you to plan new trips, refine your existing plans, or manage your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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:

  • Stratton Mountain Resort (16 mi / 25.7 km)
  • 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)

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)
  • Hedges Lake (11.9 mi / 19.1 km)
  • Equinox Preservation Trust (12.3 mi / 19.8 km)
  • Battenkill River (13.8 mi / 22.2 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?
South Shaftsbury is one of the more desired neighborhoods for a vacation home in Shaftsbury. Stay here and delight in the convenience and privacy that comes with having an entire place to yourself.
What is the most popular type of vacation rental accommodation in Shaftsbury?
The most in-demand types of vacation rentals in Shaftsbury are cabins. Searching for something different? Vrbo has plenty of options to match the needs of our guests, so you’ll see vacation homes in loads of sizes and shapes. The perfect home away from home is waiting for you — lock in yours today.
How much does it cost to rent a vacation rental in Shaftsbury?
The average price for a vacation rental in Shaftsbury is determined by several factors, like length of stay, season and property type. Whether you’re searching for a sprawling villa with space for the whole family or an apartment ideal for just you and the kids, just add your dates of travel to find some great-value stays.
How much does it cost to rent a beach house in Shaftsbury?
When you travel and the style and size of the property will influence the cost of your beachside stay. Put in your Shaftsbury travel dates to see all your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the amenities and features you want in your rental.
Are there pet-friendly vacation rentals in Shaftsbury?
Good news! Yes. You’ll have your pick of 10 vacation rentals that allow pets in Shaftsbury. Many of our pet-friendly vacation rentals even have a garden for your four-legged fur baby to play in, dog beds, complimentary treats and proximity to parks. Apply the “Pets allowed” filter to find your pawfect pad on Vrbo.
Can I rent a house with a pool in Shaftsbury?
Tick the “pool” box in our handy filter tool and choose from four houses with private pools in Shaftsbury on Vrbo. Morning swim, afternoon splash or midnight soak? Leisure time is up to you when your vacation property has its own swimming pool.
What are popular rental amenities in Shaftsbury?
A nearby river, a barbecue grill and a fireplace are rated the most popular rental amenities in Shaftsbury. Whether you’re taking to the road alone, with your other half or a group of family members, Vrbo will help you find a vacation rental that fits your tastes with all the extras you’re looking for.
Are there large group vacation rentals in Shaftsbury?
You can choose from three vacation homes in Shaftsbury that can accommodate a group of 10 or more people. Whether you’re organizing a trip with the family or some kind of special event, there’s enough space to get your group together under the same roof.
Are there vacation rentals in Shaftsbury that welcome kids?
Shaftsbury has 10 family-friendly vacation rentals. And tracking down a stay that welcomes children is super easy with Vrbo’s “Properties good for families” filter. In addition to having the entire place to yourselves, you’ll also get conveniences and perks like bunk beds, kitchens and pools.
What are the top attractions for families in Shaftsbury?
Treat the kids to a day out at these top family-friendly attractions in Shaftsbury:

  • Robert Frost Stone House Museum
  • Lake Shaftsbury State Park

Are there one-bedroom vacation rentals in Shaftsbury?
There are four one-bedroom properties in Shaftsbury to select from. A one-bedroom vacation rental is a great option if it’s just you and your sweetheart or if you’re traveling alone. Toss in more privacy, space and convenience compared to a hotel, and you’re sure to have an unforgettable break.
Can I find two-bedroom vacation rentals in Shaftsbury?
Take off with your besties and relax in total privacy and comfort in one of the two two-bedroom vacation rentals Shaftsbury has to offer.
Are there vacation rentals with WiFi in Shaftsbury?
Pick from eight vacation rentals with WiFi in Shaftsbury. If you’d like to disconnect from the world during your escape, but still want to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Shaftsbury?
You can choose from nine Vrbo vacation homes with air conditioning in Shaftsbury providing that gentle, cool breeze and extra level of comfort. Simply enter your preferred travel dates and then take advantage of our filter tool to search for stays with air conditioning.
How old do you have to be to rent a vacation rental in Shaftsbury?
The minimum required age is usually 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your chosen Shaftsbury stay before booking your stay.
How long can I rent a vacation rental in Shaftsbury for?
The amount of time you can stay in a Shaftsbury vacation home for depends on each property. Just tap in your dates of travel to view options that offer extended stays. They have all you require to make your extended break more enjoyable and convenient, such as kitchens and air conditioning. Some vacation homes might also offer weekly or monthly discounted prices, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Shaftsbury?
On Vrbo, we’ve got some fantastic discounts and bargains for Shaftsbury. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re planning a mini getaway or an extended stay, Vrbo has a variety of options for all budgets and styles.

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