Sherborn holiday rentals

We found 159 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
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Scroll through and select from holiday rentals in Sherborn to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
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Choose a holiday rental for your Sherborn getaway

Learn about the unique charm of Sherborn with a stay in a holiday home rental. Renowned for its shopping, restaurants and sporting events, this city welcomes all visitors. Fenway Park and Gillette Stadium are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Sherborn

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

  • Massachusetts Horticultural Society's Gardens at Elm Bank (4.1 mi / 6.5 km)
  • Fore Kicks Sports Complex and Golf Course (11 mi / 17.6 km)
  • Apex Entertainment Center (13 mi / 20.9 km)
  • Blue Hills Ski Area (13.1 mi / 21 km)
  • Supercharged Entertainment (13.9 mi / 22.3 km)
  • Samuel Adams Brewery (14.6 mi / 23.5 km)

Exploring the natural features in Sherborn

Whether you're an active traveller or just want to take in the scenery, Sherborn is a great place to get outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Copley Square (16.9 mi / 27.1 km)
  • Boston Common (17.5 mi / 28.1 km)
  • Cochituate State Park (4.9 mi / 7.8 km)
  • Hopkinton State Park (8.3 mi / 13.3 km)
  • Arnold Arboretum (13.2 mi / 21.3 km)
  • Walden Pond (13.9 mi / 22.4 km)

Transport options to and around Sherborn

The nearest airport is in Norwood, MA (OWD-Norwood Memorial), located 10.5 mi (16.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Bedford, MA (BED-Laurence G. Hanscom Field), which is 16.1 mi (25.9 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Sherborn?

Houses are the most popular kind of holiday home in Sherborn, according to our data. Even if you have a different idea about what you want, Stayz has holiday homes in many shapes and sizes. Browse our options to find your perfect match.

How much does it cost to rent a holiday home in Sherborn?

A range of factors influence what you'll pay for a holiday home in Sherborn, like the type of property, season and length of stay. Still, all Stayz homes have something in common — excellent value. Just enter your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Sherborn?

When you travel and the size and style of the property will influence the cost of your beachside holiday home. Click on your Sherborn travel dates to see your options on Stayz. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to select the features and amenities you want in your beach house.

What are popular home amenities in Sherborn?

A swimming pool and an oven are two of the most popular home amenities guests are searching for in Sherborn. Stayz holiday homes come in many shapes and sizes and have an array of features to make your time away relaxing and comfortable.

What are the top attractions for families in Sherborn?

There are plenty of cool things to see and do with the family in Sherborn, such as:

  • Fun and Games Family Entertainment Centre
  • Wayland Town Beach
  • Museum of World War II

How old do you have to be to rent a holiday home in Sherborn?

We recommend checking with the Sherborn holiday property you want on Stayz as age restrictions vary. However, it's typically 16, 18 or 21.

How long can I rent a holiday home in Sherborn for?

It's really down to the Sherborn property. To browse a list of options offering extended stays, simply enter your travel dates and number of people into the Stayz search page. You can look forward to having the whole place to yourself, along with amenities such as air conditioning, a kitchen and outdoor spaces where the kids can run around and play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.

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