Discover a selection of 2,000 vacation rentals in Boston, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $199 per night, and houses and condos are popular options for a stay in Boston. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Boston
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Destination guide

History and culture near Boston vacation home rentals

As the oldest American city, Boston is immensely proud of its history, and the role it played in the Revolution. Today, the city pays homage to its past with an array of monuments to former residents and national heroes, cobblestoned streets that lead to designated historical sites, and, perhaps most notably, the Freedom Trail. This 2.5-mile walk introduces visitors to 16 truly historic spots, while weaving among some of the city's best restaurants, bars, and markets. Book a Boston vacation rental on the harbor or in the heart of downtown, and prepare to learn about the city without even realizing it.

Things to do

Tourist attractions near Boston vacation rentals

When it comes to museums, we're not exaggerating when we say: there is something for everyone. From the Museum of Fine Arts to the Isabella Stewart Gardner Museum to the Institute of Contemporary Art, art lovers will be more than content. Take the kids to the interactive exhibits at the Museum of Science, or visit the Boston Children's Museum. Visits to the Old State House, the Boston Tea Party Ships and Museum, and the John F. Kennedy Presidential Library and Museum are also most certainly in order.

Activities

Activities near Boston vacation homes

From Beacon Hill to Back Bay, Boston's neighborhoods are perfect for shopping, so be sure to leave plenty of space in your suitcase for bringing home souvenirs. Though the city does offer a comprehensive public transit system, you'll get to know the streets so much better on foot or by bike, so consider a walking or bike tour to take you around. The city shines when the weather warms up, which means a picnic on Boston Common, al fresco dining by the harbor, or a Boston vacation rental with guaranteed outdoor space are a must.

Weather

Best time to travel to Boston vacation homes

Summers in Boston are an absolute delight, with sunny days and warm evenings. Naturally, this also lines up with peak travel season and, as such, peak prices. Instead, consider booking your Boston vacation rental in late spring or early fall for similar weather and lower prices. Late autumn is also a dream in New England, when the leaves turn from green to vibrant reds, yellows, and oranges. Winters in Boston are notoriously harsh, but if you don't mind the heaps of snow and ice, then you're most likely to find a deal.

Natural features

Water is for more than just tossing in tea

Situated on Massachusetts Bay and around the Charles River, more than one quarter of Boston is comprised of water. It's the only state capital in the contiguous lower 48 states that shares a border with the ocean. As an already active and outdoorsy city, the large amounts of water encourage plenty of water sports, from sailing to rowing to fishing. A variety of parks and gardens are scattered throughout the city, full of wild birds, small wildlife, and flowers that bloom when the weather allows.

How to get there

Transportation to and around Boston

Fly into Logan International Airport (BOS), the closest airport, located 2.2 mi (3.5 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 1.6 mi (2.6 km) away.

If you're traveling by train, North Station, South Station and Back Bay Station are the main stations that serve the city. You can see more of Boston by catching a ride on the metro at Government Center Station, State St. Station or Bowdoin Station.

Family friendly

Kid-friendly attractions near Boston vacation homes

Boston has an array of kid-friendly attractions for kids of all ages. Vacation homes are available near places like the New England Aquarium, a marine center with large tanks filled with vibrant marine life, and the Harvard Museum of Natural History, a museum with an extensive collection of natural science exhibits like animals and minerals. Kids will also like the Franklin Park Zoo, which houses global wildlife species in a huge parkland.

Good for couples

Couple's vacation homes in Boston

If you're looking for a fun couple’s retreat, Boston has numerous romantic locations. Vacation homes can be found near places like Rose Kennedy Greenway, a string of parks with a carousel, grassy areas, and contemporary art exhibitions, and Newbury Street, a hip street with chic boutiques, hip cafés, and upscale eateries. You'll also like Spectacle Island, a harbor island with sandy beaches, a marina, and stunning city views.

What are the top vacation rentals in or near Boston?

Whatever you're looking for in a getaway, you'll find a rental property in or around Boston that's right up your alley. Here are some of our faves:

  • "Oceanfront Contemporary Home - Breathtaking Views" is a popular choice. Around 50 miles from Boston, it has 3 bedrooms and lots of useful amenities, including books and games.
  • "Luxurious Estate Includes - Tennis Court" also promises an awesome stay, offering 6 bedrooms, a games room, free WiFi and more. It's around 55 miles from Boston.

For even more great options, use the search bar at the top of the page to find the perfect Boston vacation rental for you.

What are the best tiny house vacation rentals in or near Boston?

Punching above its weight when it comes to character, a tiny house vacation rental in Boston puts you on the doorstep of big adventure. Shut off your gadgets and switch your focus to Mother Nature at one of these pint-sized stays:

  • Escape from the world and disappear to "Marion Village's Very Best Cottage - Tiny Home Living Close To The Town Beach". This retreat in Marion Center packs plenty of comforts into its cozy space, such as an oven and heating.
  • "Stay In A Tiny House 0. 4mi To Beach Village Restaurants Pet Friendly 2 Bikes" in Dennis Port is another excellent pick. A toaster and shopping will help make your getaway even more comfortable.

Can I find log cabins to rent in or near Boston?

Whether you want to spend your vacation chasing outdoor adventure or unwinding with your friends, Vrbo has attractive log cabins where you can do both. Pack your suitcase and check out these top picks in and around Boston:

  • "Spacious Wellfleet Tree Top Log Cabin Great For Families And Reunions": This is an ideal base to experience some of the superb outdoor activities offered in this region, including sailing and fishing.
  • "Rustic Log Cabin On The Lake": Stay in and enjoy the quiet atmosphere or get out and try some fun activities nearby, such as cycling and snorkeling. You can be as active or chill as you like.

What are the top-rated vacation rentals for weekend getaways in or near Boston?

Nothing tops squeezing in a short break to make you feel alive again. Pack your overnight bag and take five at one of these enticing weekend getaways in and near Boston:

  • Spend your whirlwind escape at "Periwinkle Cottage #1 - Open All Year", which is around 30 miles to the northeast of central Boston. There's plenty of nature and adventure to keep you on the go here. Go golf and sailing or just appreciate the sights of Spectacle Island and Sagamore Spring Golf Club.
  • "4 Bedroom Lux House/with Pool Next Door" will also make you feel comfortable. Around 25 miles northeast of Boston, use it as a base to try some kayaking or fishing. Irish Heritage Trail and Joppa Flats Education Center and Wildlife Sanctuary should also be on your itinerary if you stay here.

Can I find studio apartments for rent in and around Boston?

Studio apartments are a hard act to beat when it comes to convenience, character and location. Choose one of these studio apartments for rent in or near Boston and enjoy a taste of the local culture and vibe:

  • Throw your bags down at "Historic Home At Freedom Trail". Amenities including a stovetop and WiFi will make you feel at home here.
  • "Periwinkle Cottage #1 - Open All Year" is another tempting option. Get comfy and take advantage of a microwave oven, shopping and more.

With the cash you save on your studio apartment, you'll be able to discover even more of Boston. Cultural attractions like The Silver Buffalo Gallery and Great Scott will help you get a feel for the character of this destination.

Can I find short term rentals in or near Boston?

Just because you only have a few days free doesn't mean you have to spend it in a soulless hotel room. Take a vacation but still have the home comforts you need at one of these short-term rentals in or around Boston:

  • Close to the heart of Boston, "Near Boston Historic Two - Bedroom With Modern Amenities" is ideal for a short and sweet break. While you're in the area, be sure to visit well-known attractions like Walden Pond and Louisa May Alcott's Orchard House.
  • "Historic Home At Freedom Trail" is another wonderful option. Don't forget to add Old Manse and Concord Visitors Center to your must-do list when it's time to sightsee.

What are the best romantic weekend getaways in or near Boston?

Forget chocolates and flowers. Sometimes all you need is to escape for the weekend, just you and your honey. At Vrbo, we've got romantic getaways in and around Boston that would make Cupid green with envy. Here are some to tempt you:

  • Put on some relaxing tunes and chill together at "Near Boston Historic Two - Bedroom With Modern Amenities". Around 4 miles from Boston, this property has everything you need for a couple's weekend away, including a dining table and a balcony.
  • Another option where you can spend a few precious days together is "Historic Home At Freedom Trail". Located around 1 mile from Boston, beauty services and a restaurant dining guide add to the atmosphere here.

Are there mansions for rent in or near Boston?

You'll find some impressive mansions for rent in and around Boston. If you're after somewhere with lots of room as well as that extra wow factor, these architectural stunners will not disappoint:

  • Elegance, charm and oodles of character — "Historic Brick Federal Period Mansion On Fabled Chestnut Street" has it all with some to spare. Approximately 14 miles northeast of Boston and offering golf and a fireplace, this showstopper is hard to beat.
  • Alternatively, score some serious Brownie points and spend a few days at "1855 Grand Mansion In Historical Charlestown" 6 Bed 4. 5 Bath Renovated 2021". It's about 1 mile to the north of Boston and offers amenities like a firepit, golf and more.

What are the best large group vacation rentals in or near Boston?

Vacation with others and boost your odds of having fun. Whether you're organizing an epic escape with pals or a family reunion, you'll have your choice of large group vacation rentals in and around Boston:

  • You'll have ample space to sprawl out at "History Lover’s Escape, 3 Modish Units". Around 1 mile southwest of Boston, this generous retreat has 3 bedrooms sleeping up to 12 guests. Amenities include off-street parking options and fitness facilities.
  • Invite up to 16 of your favorite folks to "Historic Brownstone Townhouse, 7 Beds" and fill the place with love and laughter. This top option has 7 bedrooms and is around 2 miles to the west of Boston. It's packed with features to keep a large group happy and comfortable, including a kitchen and off-street parking options.

What are the best houses for rent with a pool in or near Boston?

Nothing screams good times like a pool. Pump up your unicorn floatie and browse these rental houses in or near Boston that feature this vacation must-have:

  • Say hello to "4 Bedroom Lux House/with Pool Next Door", where your top priority will be enjoying the pool. Amenities including towels and cable/satellite TV services help make this retreat a guest favorite.
  • Alternatively, unpack your bags at "Good Harbor Beach House". Along with a refreshing pool, you can also make use of a garden and childrens activities.

Boston has a humid continental climate, with average summertime temperatures fluctuating between 65 ºF and 80 ºF. But you don't have to wait until summertime to visit. Take a look at the search bar at the top of the page and adjust the filters to find the perfect Boston vacation rental and plan your escape for whenever you like.

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