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Shaftsbury holiday lettings

We found 226 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 5 homes and other holiday rentals in Shaftsbury that are perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • 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, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Delight in the majestic landscape of Shaftsbury

Enjoy the history and other features of Shaftsbury. Revered for its coffee shops, 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

Are you hoping to find things to do during your stay? Venture out of your cosy holiday rental and check out everything that makes Shaftsbury a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Shaftsbury. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Grafton Lakes State Park (20.3 mi / 32.7 km)
  • Lake Raponda (21.1 mi / 33.9 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 centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Albany, NY (ALB-Albany Intl.), which is 35.9 mi (57.7 km) away.

Frequently asked questions

What is the best area to stay in Shaftsbury when booking a holiday rental?

Among the most sought-after neighbourhoods to get a holiday 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 holiday rental accommodation in Shaftsbury?

Houses are the most popular style of holiday 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 holiday rental in Shaftsbury?

A number of factors affect how much you pay for a holiday rental in Shaftsbury, including the type of property, length of stay and season. However, all our holiday 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 holiday 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 holiday 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 holiday 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 holiday rentals, you'll find options to suit your style and taste, whether you're going on a holiday with relatives, friends or even pets.

Are there large group holiday rentals in Shaftsbury?

Shaftsbury has two holiday 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 holiday rentals in Shaftsbury that welcome kids?

With 10 family-friendly holiday 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 holiday in Shaftsbury is simple with these leading family-friendly attractions:

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

Are there one-bedroom holiday 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 holiday property is ideal if you're travelling 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 holiday rentals in Shaftsbury?

Gather your besties and enjoy a relaxing escape in one of the two two-bedroom holiday properties Shaftsbury has to offer.

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