Massachusetts is a great place for a fun holiday. This beautiful and culturally diverse state offers a range of activities that everyone and anyone can enjoy. Whether you like to go shopping and venture around town or want to immerse yourself in nature and be one with the trees, Massachusetts has it all. But this exciting destination aside, there’s something else to consider when going on holiday. Nothing ruins a good vacation more than a bad accommodation. We know how important it is to have a calming space where you can relax and recharge after a winding day of fun and adventure. That’s why we’ve listed the best places to stay in Massachusetts. This state is riddled with a variety of spaces. From cottages to loft penthouses, you can definitely find your ideal accommodation. Here are the best Airbnbs in Massachusetts, USA.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 08, 2024.
1. Cosy, private room in a Victorian townhouse in Boston (from USD 58)
Located in one of Boston’s interesting neighbourhoods, this private room in an 1880 Victorian-inspired townhouse is the perfect place to relax and unwind. The entire house is decorated with beautiful eclectic and vintage decor, and you can bet your room is no different. The comfortable private room comes with a queen-sized bed that accommodates two and an en-suite bathroom with a shower. This accommodation also comes with a number of amenities, such as WiFi, breakfast, and cable TV, to add more R & R to your stay.
Top guest reviews
Amenities & Room:
the cape cod room has all the amenities to relax and get great sleepamazing amount of breakfast cereals fruit and snacksbill and corey’s place was amazing the cutest room best amenities in the kitchen and room etcthey have a variety of breakfast choices drinks and most importantly a stocked coffee/tea barbeautiful spread for breakfast which was much appreciatedCleanliness:
the place was clean and communication was always promptthe whole house was very clean the bed was very comfortablevery clean and decorated in the most tasteful wayit is cosy clean quiet and well equippedthe house very beautiful and cleanHost:
friendly and helpful hostsan amazing home with outstanding hoststhe hosts are very nicegreat hosts in every single waythe host corey is a fabulous host who makes you feel instantly at homeRead more reviewsLocation:
location here is very nice on the red line(station is about 5 mins walk)the location is in a quiet neighborhood yet safe and not too far from downtown bostoneasy journey into central boston on the redlinethe location was good and easy to find parking spotreally beautiful victorian house in an interesting neighbourhood
2. Pristine apartment near the beach in Winthrop (from USD 110)
If you’re looking to spend most of your time by the beach, then this is definitely the accommodation for you. This is a lovely one-bedroom apartment that features a number of amenities, such as a Nespresso machine, a smart TV, and an array of complimentary snacks and drinks. This is a quiet and serene room and despite being fairly close to the city’s metropolitan, it still feels like a peaceful space. Located in a convenient location, you are just a short walk away from the beach, parks, and a number of restaurants.
Top guest reviews
Amenities & Room:
very clean room with the amenities i neededcomfortable and clean with many amenities and thoughtful touchesthe room was very clean and the space was utilized well with appliances and amenitiesthe bed was extremely comfortable and added to the overall homey feel of the roomCleanliness:
clean and cozy spaceexceptionally clean and well-presentedvery clean and comfortableplace was really clean and comfortablethe room was clean cozy and beautifulHost:
these hosts were super accommodatingwould recommend great hoststhank you so much for being amazing hosts john and arturo) hosts are quick to respond and very kindfantastic stay and great hostsRead more reviewsLocation:
location is beautiful and close to the airport toogreat location near the baythe location was ideal for being close to the airport which was only a 20 minute drive awayreally cute and comfortable apartment in such a beautiful locationloved the location and scenery around deer island
3. Enchanting retreat with nature views in Ashfield (from USD 310)
Truly a one-of-a-kind experience you can’t get anywhere else, this charming pond house serves as the ultimate nature escapade. This is a screened pond house where you can relax and recuperate. With no electricity or WiFi, you are truly immersed in nature and can revel in the scenic views. This cabin is a large open space that has two beds and several couches. There is a bathroom that is a two-minute walk from the cabin and whilst there is no kitchen, you have access to an open fire pit that’s perfect for grilling. A true luxurious glamping site, there’s no better place to unwind and unplug than in this magical pond house.
Top guest reviews
Amenities & Room:
the beds and furnishings are beautiful and super comfortableyou do hear nature - but it is precious and sure beats the sound of hotel air conditioningbetter then your typical a/cequipped with beautiful furniture fluffy pillows and a very comfortable king bedthere are lots of cozy pillows and blankets and the mattress was quite comfortableCleanliness:
the bedding was clean and luxuriousthe bathroom was clean and the shower was stocked with nice shampoos and soapsgayle provided us with many utensils and made clean up a breezeour stay was amazing magial very clean host very friendlyHost:
gayle was the most gracious hostgayle and peter were wonderful hosts and we wanted for nothinggayle and peter were exceptional hosts with great recommendations for dining and a perfect waterfall hikehosts easy and interestingone of a kind experience that we will always rememberRead more reviewsLocation:
plenty of interesting shops and restaurants are close byit’s a perfect place to goshelburne falls an interesting place to eat and shop if you wantthe pond house is even more beautiful in person and so quiet and surrealif you're hesitant about staying in this beautiful place don't be
4. Upscale loft penthouse with ocean views in Swampscott (from USD 174)
Guaranteed a luxurious experience, this loft penthouse is the perfect stay for a relaxing holiday. The loft has a calming design with white interiors and decor and dark hardwood floors, and of course, tall windows that provide a stunning view of the ocean. Make sure to wake up early and walk out to the deck for a beautiful view of sunrise. The loft has one bedroom with a queen-sized bed and a small kitchenette. It also has a luxurious bathroom equipped with a spring jetted tub. This simple yet upscale loft penthouse is the ideal destination for a calm and peaceful vacation.
Top guest reviews
Amenities & Room:
soft furnishings were oh so comfortableevery detail is so well thought out the furniture is comfortable couch arm chair bedthe place is ultra comfortable with high quality bed and furniture for relaxingthe place is very comfortable nicely appointed and has a great view of the baythe tv and wi-fi worked very well and natasha (host) was very friendly and helpfulCleanliness:
it was very clean beautiful and you woke up to the ocean wavesthe space is clean and welcomingthe space is beautiful clean and brightand it was all sparkling cleanthe interior is bright clean and beautifulHost:
attentive and friendly hostshe is great at responding quickly and is very accommodatingwould highly recommend- natasha is a wonderful host and the apartment is amazingsuch a gorgeous space and awesome hostnatasha is an excellent hostRead more reviewsLocation:
amazing location easy check inexcellent location to experience the various seaside towns and conveniently close to boston as wellgreat walking path across the streetperfect location outside the city on the north shorei highly recommend natasha's house in this idyllic location
5. Spacious cottage with nature views in Eastham (from USD 140)
Ideal for anyone looking to disconnect from the metropolitan and connect with nature, this adorable cottage is a cosy getaway from the worries of the city. This cottage accommodates five guests and has two bedrooms; one with a queen-sized bed and another with two twin beds. They also have an extra sofa bed in the living because the more the merrier. You also have access to a small kitchen, a living area with a smart TV, and a minibar. There is also a beautiful outdoor space where you can have dinner and catch up with your friends and family under the starry sky. Immerse yourself in the beauty of nature by staying at this stylish and charming cottage.
Top guest reviews
Amenities & Room:
we loved the deck and outdoor showermike's cottage was adorable and comfortablefor a small space it feels very open and comfortablethe cottage is cozy and comfortable with an awesome porch and deckand of course the outside shower which was such a treatCleanliness:
clean quiet and comfortablevery clean quiet and comfortablethe cottage was clean and charminggreat house really comfy and clean and funguests are supposed to clean the place before they check outHost:
mike is a great hostmike was a great hostmike was very responsive regarding any questionsmike is a kind and gracious hostmike is very helpfulRead more reviewsLocation:
excellent location on the capethe location is great: close to everything and peacefuleastham is a great location on cape codeasy walk to thumpertown beachawesome place peaceful and well located in the middle of the cape
6. Comforting and warm private studio in the middle of town in Boston (from USD 98)
Located right in the heart of the charming city of Boston, this small, private studio serves as the perfect space to relax amidst your fun city adventures. This space is relatively straightforward, equipped with all the essentials for a short city trip. The space has a queen-sized bed that accommodates two people. It also has a bathroom with a shower equipped with shampoo and conditioner. You also have access to a microwave and a mini-fridge that’s stocked with a small selection of drinks. This private studio will definitely make you feel like you’re staying at a hotel.
Top guest reviews
Amenities & Room:
really classy amenities and so cozya wonderful room and great touches and amenities in a perfect locationriyo’s place was as comfortable as it sounded on the listingvery comfortable mattress that is firm enough to provide good support to my backwonderfully appointed cozy efficient space conveniently located to transit coffee restaurants etcCleanliness:
a very clean and quiet placecharming and clean highly recommendthe space was very clean and comfortablegreat place very clean and quietclean and full of thoughtful little touchesHost:
thank you riyo for being such a great hostparking is very easy and the host was very helpful and nice when we had questionsriyo is an excellent hostthanks so much for being so kind and thoughtful riyothank you riyo for being friendly and hospitable in our one-night stayRead more reviewsLocation:
very cute room in a great locationan excellent location in a vibrant neighborhoodfantastic location to explore boston close to everything you will needgreat place and perfect locationwe liked the location very near the orange line to downtown for exploring boston
7. Oceanview hideaway in Swampscott best for couples
Perched high on the hill, this modern, airy, and breezy home in Swampscott, Massachusetts, offers a private and secluded haven for couples on a romantic weekend getaway. It features an air-conditioned bedroom with large glass windows and sliding doors that lead to a balcony overlooking the ocean, a cozy bed, and a sitting area. While it is completely off the road, it is still just a stroll away from the beaches, restaurants, and shops. Aside from its great location, the house also has an excellent kitchen, a private outdoor spa, an indoor hot tub for two, and a wood-burning fireplace.
Swampscott, Massachusetts, United States
57.22 km (35.6 mi) from Breakout Games - Boston (Marlborough)Accommodates: 2
Top guest reviews
Amenities & Room:
fantastic views hot tub and jacuzzi for relaxing and great kitchenthe view is amazing comfortable bed & we loved the hot tubwe also caught the most picturesque sunrise from the bed and multiple sunsetsthis is an amazing place great views lots of room and everything you need for a romantic getawaythis place is a gem lovely apartment with beautiful viewsCleanliness:
clean and well appointedalso the bathtub is very spacious and very clean for two great lighting and standing shower as wellthe place was lovely clean and very quiet and intimate although there are other tenants downstairsextremely clean and stylish home with a modern kitchen and every cooking utensil you could needthe whole apt is very cozy and well furnished and extremely cleanHost:
ivan is a great host and readily available for questionsivan is a great host super responsive and helpfulivan is a great host and his house is impeccableivan was a great host and made everything so easy for usterrific place with an accommodating hostRead more reviewsLocation:
it was a great location walking distance to the beachgreat place in a nice relaxing locationthis is a wonderful location to stay at in swampscott mai chose this location for a peaceful get away- and peace is exactly what i gottruly relaxing close to everything you could need or want to do
8. Traditional log house near Cape Cod (from USD 145)
This Airbnb is perfect for mid-sized families looking for an all-in vacation in Plymouth. The beautiful log house has two bedrooms and two beds that can sleep six persons comfortably. It also has a kitchen where guests can cook their own meals, a spacious living area with a large flat-screen TV with free streaming internet services like Netflix and Amazon Prime. There is also a deck with a barbecue where your family can enjoy hanging out. It is located minutes away from the historic Plymouth, gorgeous beaches, and the Cape.
Top guest reviews
Amenities & Room:
great place lots of space with fresh flowers on the tablethe beds and bedding were super comfortablewe especially enjoyed the heat lamps in the bathroomthe house is just as pictured a beautiful rustic log cabin- very cozy yet spaciouswe enjoyed all the thoughtful touches - fresh flowers homemade bread & breakfast fixingsCleanliness:
the cabin was clean and had nice finishing touchesclean beautiful spacious very quietthe house was clean and exactly as describedeverything was so clean and neatthe cabin is beautiful and clean and the homemade cranberry bread was a charming touchHost:
garett was a wonderful hostgarrett is a great hostthe host was great including fresh baked bread to enjoy for breakfastgarrett was a fantastic hostgarrett is the greatest host i have ever encounteredRead more reviewsLocation:
cute rustic cabin in a pretty locationvery cute modern log cabin close to lots of shops and restaurantsthe location was beautiful and the house was comfortable and spaciousvery cozy and relaxing while being close to all of the attractions in plymouthit was comfortable close to a variety of wonderful points of interest family friendly and a great value
9. Secluded cottage with hot tub in the Berkshires
Perfect for couples, a small family, or any group of up to four, this private Airbnb home in Otis offers a peaceful getaway in the Berkshires. It’s only a few minutes away from top nature attractions including the Appalachian trail, Otis Ridge, and the Otis Reservoir. Since it is secluded in a private acre (0.4 hectares) of land, it is within walking distance to the Farmington River. Restaurants, bars, and shops can be accessible with a short drive. The cottage has two bedrooms and a master loft with a king bed. You and your family can cozy up around the fireplace in the living room or enjoy a good meal prepared in the home’s fully stocked kitchen. Outside, you can enjoy the hot tub that fits four persons, the grill, and the fire pit.
Otis, Massachusetts, United States
125.34 km (77.9 mi) from Breakout Games - Boston (Marlborough)Superhost
Accommodates: 4
Top guest reviews
Amenities & Room:
the beds were like clouds all of the furnishings were beautiful and good qualityperfect for a relaxing getaway the bed and couch are both very comfortableeach room had a special touch that was warm and invitingthe bed was super comfy allowing for a great night's sleepCleanliness:
it was very clean and comfortablea great airbnb very clean and perfect for a weekend awayupon our entering we noticed how clean there place wasit was so clean and just what we were looking for to get out of the citywe had a wonderful trip super clean and cozyHost:
hosts were very responsive and helpfuljay and heather are great hoststheir welcome gifts are a lovely start to your getaway and show what caring hosts they areheather and jay were very responsive and the house had so many thoughtful touchesjay and heather are wonderful hosts their country cottage is beautiful open warm and tranquilRead more reviewsLocation:
great location for usgreat place to stay close to lots of hikingthe fire pit is beautiful and the location is remote but not too far from good foodan amazing place to get away relax and do some exploring
10. Lakeside cottage with mountain views in Orange (from USD 130)
Built and designed with comfort and inspiration in mind, this Airbnb, lovingly nicknamed ‘The Writer’s Retreat’, offers more than just a bed to sleep at night. Having only a single bedroom with a queen bed, this 325-square-foot (30-square-meter) lakeside cottage is perfect for couples or lone travelers looking for inspiration or doing some soul searching. The salvaged barn wood, up-cycled maple floors, and custom-built furniture and lighting all add to its magical appearance as it stands beside the shallow and weedy clear waters of Tully Pond. You can use the fully equipped kitchen to cook meals and relax in the living room fitted with a cable TV. If you want to go swimming, you can visit the nearby Tully Lake.
Top guest reviews
Amenities & Room:
the cabin itself is comfortable with heat/air conditioning that works wellan amazingly comfortable and relaxing cottagevery comfortable bed and sitting on the deck is so relaxingthe cabin is cozy and warm with the most amazing view of tully pondwe loved the hand-made furniture - especially the bedside convertible cabinet-side tables with outlets for chargeablesCleanliness:
very clean and comfortablevery clean charming and cozy cabinthe house was sparkling clean and lovelythe entire place was sparkling clean stylish and comfortablethe cabin is totally updated and very clean and easy to live inHost:
patti is a wonderful responsive hostpatti and her husband were very responsive to our questions about the property and are really nice peoplepatti is a wonderful host and her place was lovely to spend the weekend inpatti was very responsive with the two questions i hadpatti was warm kind helpful and receptive to my questionsRead more reviewsLocation:
excellent location right on tully's pondthere are many antiques stores close by and the amazing montague bookmill is just 30 minutes awaythis place was amazing loved the location and the cabinwonderful place to get away for a few daysthis place was really cute and great place to go during warmer weather
11. Charming cottage with nature views in Tyringham
Surrounded by trees and greenery all around, this charming cottage is the perfect getaway from the bustling city. Get ready for a magical and enchanting experience and to be one with nature in this lovely cottage studio. This cottage features one bedroom with a canopy queen bed fit for two with a massive window that overlooks the lush trees and a lily pond. This Airbnb also has a quaint living room, a kitchenette equipped with a fridge, coffeemaker and toaster, and a bathroom with a shower. Expect to wake up to nature sounds and open the windows to fresh, clean air. Truly revel in nature at this one-of-a-kind cottage.
Tyringham, Massachusetts, United States
134.4 km (83.6 mi) from Breakout Games - Boston (Marlborough)Top guest reviews
Amenities & Room:
it was a lovely setting and we enjoyed sleeping in the canopy bedupstairs was a bit chillier but the mattress heater and blankets made it very cozy and comfortablewe came durning a heat wave and were pleasantly comfortable sleeping among the trees at nightwe coordinating bringing our almost 2 year old son (the pack n play fit perfectly in the room)Cleanliness:
super clean and accuratethe space is clean cozy and interestingthe bed was comfortable and property cleanstaying at denise and dennis' airbnb is such a treat: clean cozy and cuteHost:
the hosts were very graciousthe owners are beyond graciousgreat getaway with lovely hostsdenise is a great hostthe host is so accommodating and you will be welcomed with hospitalityRead more reviewsLocation:
the location was perfect for exploring local antique stores and restaurantsa truly unique place to stay with a great locationit was great to be able to walk to the trail from santarellagorgeous ethereal tower in a quiet serene locationit was a great location to visit all the great towns in the berkshire
12. Large, classy downtown apartment in Ipswitch
With so much room to accommodate the whole family, this should definitely be your next destination for a fun and exciting family vacation. This beautiful downtown apartment has one large bedroom with two beds and several pullout beds in the common room and living room. This apartment has a fully equipped kitchen where you can cook a delightful and delicious family meal. You also have access to a charming back porch and a vast backyard that’s perfect for several outdoor activities.
Ipswich, Massachusetts, United States
71.61 km (44.5 mi) from Breakout Games - Boston (Marlborough)Top guest reviews
Amenities & Room:
with tv internet and cooking amenities it's perfectthe apartment was stocked with things like coffee and shampoo deodoranta nice extra heater in the living room keeps you toasty warm in winterthe apartment could use more closet and drawer space but everything else was perfectapartment gets a little warm so you might want to open windows before heading out on your adventuresCleanliness:
very clean and quietthe place was clean and comfortablehouse was very clean spacious and organizedthe place is clean and well equippedit's very clean and arranged perfectlyHost:
she is a very kind and thoughtful hostmolly was an amazing host and her home was greatthank you molly for being an awesome hostshe is swift to respond and very friendlymolly is an amazing host very friendly and very knowledgeable of the areaRead more reviewsLocation:
great location and cozy spacenice apartment in great location near train and historic downtown ipswichwhat a beautiful home great location and very comfortablei also loved how close the train station was to the airbnbvery nice place in a great location
13. Countryside cottage with landscape views in Williamstown
Surrounded by nature and water streams, this is a country cottage serves as a beautiful destination to unwind amongst nature. This space is a quaint cottage studio with a small loft. There are two beds that can accommodate three guests and a small bathroom with a shower. There is no kitchen in this cottage but there are a number of restaurants just a short drive away. From the cottage, you can get a wonderful view of the scenic landscape. There are a number of beautiful hiking trails nearby that you can venture on or otherwise stay indoors and enjoy a peaceful holiday amongst the trees.
Williamstown, Massachusetts, United States
138.27 km (86.0 mi) from Breakout Games - Boston (Marlborough)Top guest reviews
Amenities & Room:
great nature views a cast iron stove and close to mass mocaa lovely cast iron gas stove adds warmth and atmospherethe space was quiet and cozy with a beautiful view of the streamthe bridge anddwoods are beautiful and the cottage is cozypeaceful and cozy place if you want to just relax enjoy nature and take a hike in the forestCleanliness:
every inch was absolutely clean and comfortablesparkling clean small place with two beds comfortable accommodationinteroir is simple & cleanthe bed was comfy everything was very clean and well maintainedthe cottage was clean and very cozyHost:
fall asleep to the sound of the babbling brook charming small coachhouse behind the hosts homewonderful well-maintained space and very gracious hostskatherine and her husband were very nice and responsive hostsreally nice place to empty your mind :) katherine and jerry are very responsive and super accommodatingRead more reviewsLocation:
simply a great location minutes from downtown williamstownvery beautiful location we hope we can come back in the summertimeawesome location by nature and close to a college we went to visitthe location is perfect for green mountain national parkthe location was fabulous just a short drive to many of the berkshires main draws
14. Comfortable suburban home in Westborough
This cosy accommodation welcomes you with freshly baked banana bread and an assortment of tea and will let you experience a true suburban home. The apartment has one bedroom with a queen-sized bed, a fully equipped kitchen, and bathroom with a full-size bathtub. You also have access to an array of streaming services, such as Hulu and Netflix, for a truly relaxing experience. This is the perfect place to unwind after a busy and winding day exploring Massachusetts.
Westborough, Massachusetts, United States
4.34 km (2.7 mi) from Breakout Games - Boston (Marlborough)Accommodates: 2
Top guest reviews
Amenities & Room:
all of the amenities were perfect--coffee tea homemade banana bread the bed was so comfortablewe highly recommend this abb place a small apartment with all the amenities - kitchen living tv bathroom bedroombed is comfortable and living room space is perfect for relaxingthis a great space for a quick overnight stay or extended full apartment with all the comforts of homethe space is cute and comfortable complete with the infamous homemade banana bread with each visitCleanliness:
very clean with several extra personal touchesbeautifully clean and cosythe apartment was clean and spotlessthe appartment is clean and comfyvery clean place very nice areaHost:
perfect handmade banana bread was from the owner as a complimentkate was a wonderful host & very attentivekate is absolutely an amazing hostkate is a wonderful host kind and attentivekate was a perfect hostRead more reviewsLocation:
haha close enough but far enough away from the major roads to get lost in a peaceful neighborhoodnice place and a great locationwe loved the location for our needs and we look forward to staying againthe bed was so comfy and the location was really peacefulthis location was quiet and comfortable - exactly what i needed between hours on the road and business meetings
15. Romantic studio with skyline views in Boston's South End
Located right in the middle of the historic South End district, this one-bedroom condo unit can be accessed by going up three flights of stairs of a building built in the 1800s. While it seems a bit tiring, the place is absolutely worth the lost calories. Featuring a modern, industrial, and minimalist design, the unit has white walls and thoughtfully assigned furnishing and decors which make the space bright and airy. Having one king bed and one sofa bed, this is perfect for couples or a group of up to three persons. It features an amazing roof deck that gives its guests one of the best views there is of the Boston skyline. Since it is in the city center, you are basically within walking distance from a lot of shops, restaurants, and attractions.
41.36 km (25.7 mi) from Breakout Games - Boston (Marlborough)Accommodates: 3
Top guest reviews
Amenities & Room:
there’s a nice tv in the living room and a great view from the rooftop deckbeautiful apartment in an awesome location the rooftop deck really does have an incredible view of the cityfront door access and wifi communication could have been easier but matt was responsive and helpfulthe bed was comfortable and supportivethe bed is a very comfortable king with a high-end memory foam mattressCleanliness:
clean and well equippedeverything is very clean and modernstylish apartment in a clean neighborhoodthe apartment was very clean modern and had all the basic necessitiesthe cleanliness was top notch and the people in the neighborhood seemed friendly and considerateHost:
matthew was very responsive and provided everything we neededmatt was a great host and responded to needs immediatelymatthew was an amazing host he was quick to reply to any questions or messages and was very personablea great host and a great place to staymatt's also a great host -- i'd definitely stay here againRead more reviewsLocation:
fabulous location and a great apartmentgreat location and a very stylish unitgreat location and great spacegreat location and a nice placeexcellent location and within easy walking distance to all that boston has to offer
A great selection of various accommodations
Massachusetts is a wonderful state with so much to do. Whether you want to hit the town or escape to nature, there are a number of beautiful places that will fit your ideal vacation. From nature cottages to modern apartments, you’ll surely find your perfect space where you can relax and unwind.
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