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- Massachusetts is home to sandy beaches, beautiful mountains, and many historical landmarks.
- Because experts say it’s safe to stay in an Airbnb, we rounded up some of the best across the state.
- Our picks are Enhanced Clean Airbnbs and appeal to all travelers, from couples to families.
Massachusetts offers a rich array of choices no matter the time of year or region you visit. Explore the pristine coastline and beautiful beaches of Cape Cod in summer, while in winter, the Berkshires offer some of New England’s best skiing. Autumn sees spectacular leaf-peeping, and year-round, uncover incredible history from Boston’s Freedom Trail to the Revolutionary War sites of Concord.
I’ve taken advantage of these attractions year after year, from visiting family in Boston’s Beacon Hill to summering on the Cape, and learning to ski in the Berkshires.
Based on that background, and because Airbnb continues to be a popular travel choice, I rounded up some of the best Airbnb homes you can rent in the state’s most desirable regions.
Browse all listings below, or jump to a specific area:
- Cape Cod and the islands
- North Shore
- Berkshires and Hampshire County
- Boston area
- FAQ: Massachusetts travel
- More of the best Airbnbs in the Northeast
Here are the best Airbnbs in Massachusetts, sorted by region and price.
Cottage with a tennis court in Orleans
One of the Cape’s best beaches, Nauset Beach, is within walking distance of this home, located on a large, beautifully landscaped plot that also includes two historic cottages, converted horse stables, and a private tennis court.
The open-plan living/dining/kitchen area feels spacious thanks to high, beamed ceilings and white shiplap walls, while a gas fireplace and personalized decor keep things homey.
The main bedroom has a California King bed and French doors leading to a sunny patio, while the finished basement, lined entirely in traditional pine, is ideal for kids with two twin beds and a half-bath. Note that the other cottages on the property occasionally are occupied by family members in the spring and fall.
Gingerbread cottage on Martha’s Vineyard
Set among the colorful vintage homes of Oak Bluffs, which offers year-round ferry service from the mainland, this charming cottage is within walking distance to downtown restaurants and shopping and is just five minutes by foot to the beach.
The home, which dates from the late 1800s, features many original details including huge, Gothic-style windows, wood floors, and vaulted beamed ceilings in the upstairs bedrooms, but it also has been updated with modern conveniences like central AC. Relax with an afternoon cocktail on the rocking chairs on the front porch, then head to the back deck to grill up a meal and dine alfresco. The cozy living room is outfitted with bright, beachy accents, while the eat-in kitchen has a big table for playing board games from the well-stocked collection.
The home is ideal for groups or families, with one bedroom equipped with a double bed and single bed plus a screened-in porch, and two more bedrooms, each with two single beds.
Vintage beachfront cottage in East Sandwich
If you don’t want to battle summer traffic to the Outer Cape, know that the towns of Sandwich and East Sandwich are just over the Sagamore Bridge and offer miles of lovely, family-friendly, bayfront beaches.
Exceedingly private, with just one other home nearby, this vintage cottage is nestled among the dunes with direct stairway access to the wide beaches of Cape Cod Bay. It features rustic interiors complemented by shabby-chic furnishings and an updated kitchen with modern gadgets.
Outside is where this home really shines, with a big beachfront deck and seating/dining area complete with a gas fire pit that’s a prime spot to soak up the sunrise.
The house has no central heat (or central AC) but a gas Franklin stove in the living room keeps things cozy on chillier spring and fall evenings.
Midcentury modern townhouse in Provincetown
Located at the northernmost tip of Cape Cod, Provincetown is an artsy seaside haven best known for its LGBTQ-friendly vibe. The waterfront town centers around Commercial Street and is divided into two parts: the lively West End, with a concentration of bars, restaurants, nightclubs, and shopping, and the sleepier East End, home to art galleries, B&Bs, and quaint cottages.
This recently renovated, two-story townhome is located in the West End, a short walk to Commercial Street and area beaches. Offering plenty of indoor/outdoor entertaining space, the upper level features an open-plan living room with a wood-burning fireplace and direct access to a large wood deck with an outdoor dining table and separate lounging area. It’s ideal for small groups wanting a bit of privacy, with one ensuite bedroom with a King-sized bed upstairs, and a lower-level ensuite with a Queen-sized bed, plus a kitchenette and private brick patio.
There are many thoughtful touches, including a Nespresso machine and SodaStream in the fully-equipped eat-in kitchen, a Sonos music system, memory foam mattresses, sustainably sourced bath products, and an outdoor shower.
Modern home with pool and ocean views on Nantucket
Find this Airbnb on the south shore of Nantucket island, in a neighborhood made up of newer homes nestled alongside acres of wooded conservation land. A private path leads to the beach, which, because it’s not easily accessible to those not staying in the area, means you’ll likely have this stretch of sand all to yourself.
While the exterior resembles the typical gray-shingled, Nantucket-style cottage, inside, the home is wonderfully modern, with an open-plan design featuring high ceilings and tall windows. The contemporary furnishings suit the clean architectural lines, and magnificent views of the ocean can be had from the entire upper level. Outside, there’s a large in-ground pool, with multiple seating areas to enjoy the ocean breezes.
The home feels remote yet it’s just a five-minute drive to all the restaurants of Siasonset Village (known familiarly as Sconset) and about 15 minutes to Nantucket town.
Centrally-located apartment in historic Newburyport
Just 45 minutes north of Boston, the former shipping and whaling town of Newburyport is now a major tourist destination, brimming with art galleries, antique stores, smart boutiques, and beautiful 19th-century mansions. Not far away are the pristine, wild beaches of Plum Island, which are surrounded by nature preserves and birdwatching.
This elegant, one-bedroom apartment set in an 1840s row house is steps from downtown Newburyport’s lively dining and shopping district and near the waterfront promenade. The sunny living room is pleasingly decorated with a mix of contemporary and traditional furnishings and features an exposed brick wall and an original (non-working) fireplace. Off the modern kitchen is a private deck with a gas grill and deck chairs, plus a large shared backyard patio with seating. On the lower level are the bathroom and bedroom, outfitted with a King-sized bed and facing the backyard for a quiet sleep.
Beach chairs, towels, and a cooler are provided for a day at Plum Island beach.
Gothic-themed apartment in Salem
The site of the 1692 witch trials and a favorite Halloween destination, Salem plays up its haunted history with all manner of stores, museums, and guided tours dedicated to witchcraft, ghosts, and magic.
Designed to get you into the spooky spirit, this spacious apartment features eclectic, gothic-inspired dark and moody decor. There is a Victorian-style reading room, outfitted with cozy antique armchairs and a gallery wall of curios, and a dramatic bedroom with black walls, black bedding, quirky candelabras, and a raven-sculpted lamp. The apartment is a short walk to downtown and all its haunted happenings.
Harborfront condo in Rockport
Set on the rugged coast of Cape Ann, about 40 miles northeast of Boston, Rockport is easily the North Shore’s prettiest town. Its scenic main harbor is dotted with old fishing and lobstermen’s shacks that now house a charming mix of local eateries, art galleries, and boutiques, and it’s a short walk to several sandy beaches.
This harborfront condo sits in the heart of Bearskin Neck’s dining and shopping and overlooks Rockport’s most iconic and photographed site, an old brick-red fishing shack known as Motif #1. While the condo measures just 550 square feet, the open-plan design, minimalist furnishings, and clever built-in features make it feel larger. Off the kitchenette, which has a small breakfast bar, is a petite patio with lovely harbor views.
From the cozy upstairs bedroom with a Queen-sized bed, you can open the windows to catch the fresh ocean breezes. (The condo does not have air-conditioning.) Two beach cruisers are provided and you can coordinate with the owner to borrow a two-person kayak.
Modernized historic home in North Adams
While most Berkshires towns have a quaint, nostalgic feel, post-industrial North Adams is distinctly edgy. Chief among its attractions is MASS MoCa, a contemporary art museum housed in a massive converted factory complex. It anchors the town’s burgeoning cultural district, which counts numerous art galleries, artist studios, breweries, and coffee shops.
A five-minute drive from the museum is this circa-1875 home that’s been entirely remodeled but still features many original details. The look is a mix of contemporary and farmhouse-style furnishings with gleaming wood floors and wood accents throughout. A large back deck with a grill allows plenty of space for entertaining.
Note that the upstairs bedrooms, which have low ceilings, are only reachable by a spiral staircase, so this property may not be a fit for everyone.
Apartment on historic Main Street in Stockbridge
Lovingly depicted by longtime resident Norman Rockwell, Stockbridge is the quintessential New England town brimming with historical buildings, quaint shops, and Gilded Age mansions. One of his most famous paintings is of Main Street, where you’ll find this apartment, set inside a bright yellow house dating back to 1845.
Thoroughly modern, this roomy one-bedroom has a retro vibe with vintage furniture filling the large, open-plan living room/kitchen and King-sized bedroom. Big living room windows overlook a tranquil, tree-filled backyard. Common outdoor spaces include a paved backyard patio with seating and an idyllic front porch with rocking chairs.
This home is steps away from the downtown historic district and a five-minute drive to the Norman Rockwell Museum, the botanical garden, and other attractions. It’s also close to several Berkshires ski resorts including Bousquet, Butternut, and Catamount.
Designer retreat in downtown Northampton
Located in central Massachusetts’ Hampshire County, artsy Northampton is best known as the home of Smith College. The town has a distinct counter cultural bent, with lots of eclectic restaurants and bars, art galleries, theaters, museums, and unique independent shops.
One such place is Sticks and Bricks, a shop on downtown’s historic Market Street that crafts furniture using reclaimed materials. Just above the store — and entirely furnished with its handmade rustic pieces — is this sunny, serene, two-bedroom apartment. As you’d expect, the design is outstanding, particularly in the dining room, with its large reclaimed wood table and expertly mismatched chairs. A three-season porch, private patio, and shared courtyard garden provide plenty of outdoor seating options.
Large colonial in Lenox
Lenox offers a wealth of attractions year-round, from magnificent Gilded Age mansions — including Edith Wharton’s The Mount — to summer music at Tanglewood, and visiting the Berkshires’ many ski resorts.
This two-story colonial is a particularly good choice for families with four large bedrooms configured with a mix of Queen and double beds. There is also a spacious, fully-equipped eat-in kitchen, a large living room, separate dining room, and a private backyard with deck. The home is within walking distance of downtown Lenox and its many dining and shopping options.
Pond-front apartment in Concord
This Airbnb makes a great base to see Concord’s many Revolutionary War sites, as well as historic attractions like Walden Pond and Sleepy Hollow Cemetery, where notable writers including Thoreau, Emerson, and Louisa May Alcott are buried.
Simply yet comfortably furnished, this first-floor unit features a spacious living room with a pull-out sofa, a separate eat-in kitchen, and two bedrooms with Queen-sized beds. It overlooks bucolic Warner’s Pond and guests can request access to the tranquil, waterfront backyard garden.
Walk to the small village of West Concord with a nice selection of independent shops, restaurants, and bakeries, or take a short drive to historic Concord, with museums, old churches, and well-preserved homes of famous 19th- and 20th-century authors.
Boston is a half-hour drive from Concord or the commuter train takes approximately 40 minutes.
Stylish, renovated condo in Beacon Hill
Tucked inside a 19th-century brownstone in one of Boston’s oldest, prettiest neighborhoods, this renovated condo is within walking distance of many major attractions including the Boston Common, the Boston Public Garden, and the Charles River Esplanade. Charles Street, with its abundance of antique stores, art galleries, and restaurants, is just a block away.
High ceilings and tall windows give the small space an airy, open feel, and the crown molding and decorative fireplace create a strong sense of place. It’s smartly decorated with modern, functional furnishings, like a desk in a sunny alcove that provides an ideal working area. The rental includes thoughtful amenities like a full-sized dishwasher, washer/dryer, and a Pack ‘n Play crib for families.
Designer one-bedroom in Cambridge
From the bright pink and green kitchen cabinetry to the fun, tropical-themed bathroom wallpaper, this petite pad packs in a lot of personality. Smart design choices maximize its 500-square-foot footprint, like a built-in breakfast bar with room for four in the sunny kitchen. The bedroom’s big bay windows, complete with a cozy seating area, provide great views of the neighborhood and Boston beyond.
The apartment is close to Inman Square’s restaurant and club scene and is well connected to the rest of the city by bus, and is walking distance to the subway.
The space is intimate and best suited to a couple or solo traveler. And guests should be fit, as there are four flights of stairs to climb to reach the top-floor apartment. This home, and all others in Cambridge, is also really meant for long-term rentals as Cambridge enforces a 90-day policy on Airbnb.
Large townhouse in Brookline
Featuring multiple indoor/outdoor entertaining areas spread across several levels, this converted 1890s carriage house is perfect for larger groups like multi-generational families or pods of friends.
On the main floor, the sprawling, open-plan kitchen/dining/living room is beautifully designed with vaulted beamed ceilings, gleaming cherry-wood floors, and exposed brick walls. Big windows and a skylight keep things bright. There’s another seating area on the lower level, plus a shady rooftop deck with a grill for more hangout space.
Three spacious bedrooms have different configurations of Queen-sized beds, two roll-away single beds, and a pull-out couch.
Red Sox fans will appreciate the short 12-minute walk to Fenway Park, and the home is also close to all the green space of the Emerald Necklace parks.
FAQ: Massachusetts travel
Can I travel to Massachusetts right now?
The state of Massachusetts currently has a travel advisory that advises travelers who have not been vaccinated to quarantine for 10 days.
Travelers are exempt from this advisory if they have a negative COVID-19 test result that has been administered up to 72 hours prior to their arrival in the state. If not obtained before entry to Massachusetts, a test may be obtained after arrival, as long as travelers quarantine until a negative test result has been received.
How do I book a vacation rental in Massachusetts on Airbnb?
You may search for homes on Airbnb and filter results based on location, price, date, the number of bedrooms or bathrooms, amenities, and more. Once you’ve found a home you want, check for cancellation policies, and review your price in full. For more information on how to book on Airbnb, click here.
What is Airbnb’s cancellation policy?
Cancellation policies on Airbnb are different for every home and set by each host. For a full breakdown of Airbnb’s cancellation policies, click here.
Is it safe to stay in an Airbnb home right now?
Experts say that private home rentals on Airbnb are safe, especially when compared to hotels. They eliminate interactions with others, and hosts must follow enhanced cleaning procedures. The CDC also now says it’s safe for fully vaccinated individuals to travel domestically in the US.
However, there are still risks associated with traveling and we recommend following CDC guidelines, practicing social distancing, wearing a mask, and washing hands frequently.
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