Boston holiday lettings

We found 84 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of holiday rentals in Boston that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, including parking and a garden. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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

Choose a holiday rental for your Boston getaway

Learn about the unique charm of Boston with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Boston

Are you searching for attractions to see in the area? Venture out of your cosy holiday rental and experience everything that Boston has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Heaven Hill Bourbon Heritage Center (11.3 mi / 18.2 km)
  • My Old Kentucky Home State Park Golf Course (11.8 mi / 19 km)
  • Heartland Golf Club (11.4 mi / 18.3 km)
  • Chuckleberry Farm & Winery (16.5 mi / 26.5 km)
  • McIntyre's Winery & Berries (16.8 mi / 27.1 km)
  • Forest Edge Winery (9.5 mi / 15.2 km)

Exploring the natural landscape of Boston

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Boston is a great place to spend some time outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Bernheim Arboretum and Research Forest (8.9 mi / 14.4 km)
  • Freeman Lake Park (11.8 mi / 19 km)
  • My Old Kentucky Home State Park (11.9 mi / 19.1 km)
  • Elizabethtown Sports Park (14.1 mi / 22.7 km)
  • Elizabethtown Nature Park (11.5 mi / 18.5 km)
  • Elizabethtown City Park (11.3 mi / 18.2 km)

How to get to and around Boston

The nearest airport is in Louisville International Airport (SDF), located 27.8 mi (44.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Louisville, KY (LOU-Bowman Field), which is 30.1 mi (48.4 km) away.

Frequently asked questions

How much does it cost to rent a holiday rental in Boston?

The average price for a holiday rental in Boston can vary depending on factors like season, length of stay and property type. Whether you're looking for a sprawling villa with room to move around or a cosy cabin that's perfect for two, just enter your travel dates to see stays that offer great value.

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

Prices for beach houses in Boston can differ depending on the style and size of the property and when you plan to travel. 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 the filters to refine your search by amenities, ratings, nearby activities and more.

How old do you have to be to rent a holiday rental in Boston?

The age limit can differ across properties on Vrbo, so check the rules of the holiday rental in Boston you're interested in. But in general, it's 16, 18 or 21.

How long can I rent a holiday rental in Boston for?

The amount of time you can stay in a Boston holiday home for is up to the property. Just put in your travel dates to view options that offer extended stays. They have all you need to make your extended trip more convenient and enjoyable, such as air conditioning and kitchens. Some Vrbo holiday rentals may also offer weekly or monthly discounts, so you can stick around for longer for less.

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