Surry vacation rentals

We found 53 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of vacation rentals in Surry that are perfect for your trip. Vacation rentals offer the amenities you expect for your stay with friends, family, or just your pet, such as a hot tub and a washer and dryer. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.

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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
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Book a vacation rental for your Surry getaway

Learn about the unique charm of Surry with a stay in a private vacation home. This city has something for everyone. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around Surry

Do you want to find things to do in the city? Venture out of your cozy vacation rental and experience everything that Surry has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Vermont Country Store (15.5 mi / 24.9 km)
  • Monadnock State Park (16.8 mi / 27 km)
  • Brentwood Golf Course (2.7 mi / 4.3 km)
  • Friendly Farm (13.6 mi / 21.8 km)
  • Scott Farm Orchard (14.8 mi / 23.8 km)
  • Brattleboro Country Club (16.5 mi / 26.6 km)

Exploring the natural features in Surry

Whether you're an active traveler or just want to spend some time taking in the scenery, Surry is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Spofford Lake (9.7 mi / 15.6 km)
  • Madame Sherris Castle Ruins (14.6 mi / 23.5 km)
  • Brattleboro Common (16.4 mi / 26.4 km)
  • Monadnock State Park (16.8 mi / 27 km)
  • Crescent Lake (17.7 mi / 28.4 km)
  • Chesterfield Gorge Natural Area (8.3 mi / 13.4 km)

Traveling to and around Surry

The nearest airport is in Springfield, VT (VSF-Hartness State), located 24.7 mi (39.7 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Manchester-Boston Regional Airport (MHT), which is 45.1 mi (72.5 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Surry?

The average price for a vacation home in Surry is based on several factors, including property type, season and length of stay. Whether you're dreaming about a villa with space for extended family or a comfy cabin for you and your other half, just add your dates of travel to view stays with unbeatable value.

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

Prices for beach houses in Surry may vary depending on the size and type of the property and time of year you're traveling. All you need to do is enter your travel dates into Vrbo and how many guests to see your options and prices. From there you can use our filter tool to refine your search by ratings, amenities, nearby activities and more.

What are the top attractions for families in Surry?

Keeping the kids happy during your Surry vacation is a snap with these awesome family-friendly attractions:

  • Historical Society of Cheshire County
  • Cheshire Childrens Museum
  • Stonewall Farm

How old do you have to be to rent a vacation rental in Surry?

The minimum required age is normally 16, 18 or 21. It can vary across properties on Vrbo, so look at the rules of your chosen Surry vacation home before booking.

How long can I rent a vacation rental in Surry for?

The length of time you can book a vacation rental in Surry depends on the property. Just enter your selected travel dates to see a list of options offering extended stays. With loads of creature comforts like washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to discover someplace just right to call your home away from home in Surry.