10 Best Airbnb Vacation Rentals In Williamstown, Massachusetts - Updated 2024

| 5 min read

Williamstown’s rolling hills, its picturesque hiking trails, green-fringed streets, and rich carpeting of nature wherever your eyes turn, underscore the allure of nature. A walk down Pine Cobble, looking over the stunning Purple Valley, soothes every city-weary soul. It is no wonder the northern Massachusetts town has earned the epithet of “The Village Beautiful.” But apart from the scenic beauty, the city is also known for its fine-arts collection. The Williams College Museum of Art and The Clark offer some exemplary exhibits. If you are looking for a laid-back holiday, Williamstown is the place to visit. Planning to go here on vacation? Check out some of the best Airbnb vacation rentals in Williamstown, Massachusetts, and enjoy high-end amenities providing utmost comfort.

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 09, 2024.

1. Contemporary Cape Cod home

Hardwood floors, marbled and tiled baths, and upscale furniture give a chic look to this three-bedroom house. Situated close to famous art galleries, popular restaurants, and shopping destinations, this property is the ideal base for exploring Massachusettes. The chef’s kitchen inside makes cooking hassle-free. The spacious deck outside offers a perfect spot to start the day, eating your breakfast against a lush green backdrop of trees. Air-conditioning and heating keep the interiors pleasant in all weathers. Wi-Fi and cable TV keep you entertained all through your stay.

Stayed at this property?
Williamstown, Massachusetts, United States
6.78 km (4.3 mi) from MASS MoCA
55 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
comfortable beds and furniture
nice outside space and large open living room
very nice clean comfortable home with a beautiful back deck overlooking attractive yard
comfortable beds and bedding
we had a very relaxing and a comfortable stay
very clean and thoughtfully appointed
it was spotlessly clean and the beds were very comfortable
very clean and neat and stylish space
well-decorated very clean modern nice supply of towels linens etc
bathrooms are very clean
host is very attentive and responsive
he was very responsive and helpful host
adrian was super responsive to any questions we had
finally kudos to adrian who was a wonderful responsive host
friendly professional hosts who responded extremely quickly to all our communications
great location—convenient to amazing hikes rail trail museums etc
great place so well cared for and comfortable super great location for williams college fans
this place was really nice welcoming and in great location
great stylish place a short drive from the main streets in both williamstown and north adams
clean well located and comfortable - we hope to stay again soon
Read more reviews

2. Rustic style cabin near Jiminy Peak Ski Resort

The wooden walls, stone cladding, and tiled floors add touches of rustic charm to this three-bedroom cottage, creating the perfect setting for a forest holiday. It does not compromise luxury. Spread across three floors, it offers ample space for eight people to rest in comfort. World-class appliances in the kitchen make cooking a breeze. A stone fireplace creates a cozy ambiance in the living room, where a Smart TV provides round-the-clock entertainment. The stone patio in front, with its fire pit, and the wraparound deck at the back, let you spend time outdoors, soaking up nature’s splendor all around. Plenty of seating allows you to sit back and relax. You can also use the gas grill for a fun barbecue picnic.

Stayed at this property?
Williamstown, Massachusetts, United States
14.98 km (9.4 mi) from MASS MoCA
71 reviews   Superhost Wifi Available
Entire cabin 4 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
a great kitchen with all the gear and a generous deck with a solid bbq
fireplace and chef kitchen make it the perfect getaway
plus plenty of room for lawn games in a stunningly beautiful setting
the cabin is the perfect mix of rustic & modern has a the perfect layout & stunning kitchen
we had a wonderful cozy stay at emily's cabin over thanksgiving week
sparkling clean cozy full equipped kitchen
very clean comfortable and well-equipped
very spacious comfortable clean and beautiful yard/property
we loved our stay here the house is so cute and was extremely clean
emily is a great and attentive host
very friendly host
emily is a very generous and kind host - very responsive
hosts were extremely friendly and dropped off food from their farm
emily was so kind and responsive and the house was great
great location and cozy
ideal for those looking for a stay close to jiminy peak
great location and beautiful chefs kitchen
excellent location for hiking and a visit to the clark art institute
it’s so close we easily came home for lunch and went back
Read more reviews

3. Cute apartment by the Green River (from USD 178)

Brightly colored accents contrasting against the pastel-hued walls create a captivating decor in this three-bedroom apartment. The claw-footed bathtub reminds you of a bygone way of life. Although, a washer/ dryer, air-conditioning, heating, and Wi-Fi make sure you don’t have to miss modern conveniences during your stay. The gurgling river sings a soothing lullaby, promoting restful sleep, further aided by room-darkening shades. When you want to enjoy the scenery outside, you can choose to cook on the deck, or just lounge back and take in the tranquil river views. Baby-safety gates, children’s books and toys are available for families traveling with kids.

Stayed at this property?
Williamstown, Massachusetts, United States
7.15 km (4.5 mi) from MASS MoCA
198 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 5 Guests 3 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
oh and the wifi is the best
we had plenty of space in the kitchen and enjoyed the cozy living room
we enjoyed staying in molly’s apartment in an old farm house along the banks of the river
great kitchen with a view of the green riververy convenient to a thriving tcollege community
the beds were so comfortable and the kitchen well-stocked
very clean and well stocked
clean comfortable with really nice touches all around
the apartment was clean and very well appointed
the apartment was clean airy and thoughtfully decorated and stocked
the apartment is clean and nice is right above the green river
great host and super responsive
great host very responsive
molly was a great host and very responsive to any questions
molly was a great host and gave us lots of recommendations
molly was an excellent host
the location was perfect
charming cute spacious apartment in central williamstown location
perfect location right in the center of williamstown
this location was ideal for a visit to williamstown ma located in the heart of the town
walking distance to everything and easy drive to massmoca
Read more reviews

4. Dewey House

Roomy spaces for people to spread out without feeling overcrowded are the hallmark of this historic home, sleeping up to 12 guests. If you are looking for a vacation with your large group of friends or planning a family reunion, this property is your ideal choice. The kitchen stocks enough tableware for large groups to sit down together for dinner, making interesting family conversations. The availability of travel cots and children’s books and games helps even young families settle in and feel at home. The barbecue grill on the patio outside creates the right setting for family picnics.

Stayed at this property?
Williamstown, Massachusetts, United States
7.22 km (4.5 mi) from MASS MoCA
31 reviews   Wifi Available
ENTIRE HOME 8 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
dining room chairs definitely need cushions and tv room needs more reading lights
the kitchen was large with great counter space and easy to use appliances
bathrooms and bedrooms are roomy and the linens are very nice
the house was spotlessly clean and easy to enjoy
the bathrooms & bedrooms are clean & spacious as well
the house is very very clean
geraldine is a terrific host who responded immediately to any questions
geraldine is a most thoughtful and accommodating host
geraldine was terrific as a host very responsive and easy to communicate with
geraldine was great and attentive hostess
meanwhile the location was the best
the house is in an excellent location
geraldine’s place is loaded with character and couldn’t be located better
being so close to the college is a tremendous bonus
beautiful and spacious home walking distance to campus and spring street shops and restaurants
Read more reviews

5. Charming in-law cottage offering complete privacy (from USD 100)

Situated in a family-friendly neighborhood, this two-bedroom duplex-style home is perfect for up to four guests or families with kids. A separate entrance lends this in-law cottage privacy. The living room is lit up by the warm sun rays during the day, while a fireplace keeps it toasty at night. You will find every modern appliance in the kitchen, helping you prepare the meals of your choice, not letting you miss home. The television streams Netflix with its high-speed Wi-Fi connection, keeping you entertained. A remarkable advantage of selecting this accommodation is that you can bring a small pet along on your trip.

Stayed at this property?
Williamstown, Massachusetts, United States
6.23 km (3.9 mi) from MASS MoCA
170 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
great comfortable place with plenty of space and a well appointed kitchen and plenty of natural light
the kitchen is well equiped including a nice variety of coffee options
kitchen is well equipped and living room has good space with fireplace
clean and roomy
it was very clean and well maintained
the rooms were clean & spacious
the house was very clean
fantstic find very clean and well kept place
they were very responsive to our questions
the time flexibility was extremely helpful
hosts were good communicators and flexible with our plans
the hosts were quick to respond to our messages and made us feel welcome
hosts were very easy to communicate with the space felt very private
great location in a quiet neighborhood
this place is within easy walking distance to town
the location couldn’t be better
location is great close to town and about 25 min from jiminy mountain for skiing
the location is excellent very peaceful quiet and convenient we could walk to town
Read more reviews

6. Country bungalow with pool access (from USD 137)

With bright sunshine pouring in through the front porch’s glass front, the spacious living areas create an inviting ambiance in this two-bedroom bungalow. On the one hand, hiking trails, skiing, and the town’s notable tourist spots are close by. On the other, a pool with a slide and toys and a patio with a grill for cooking delicious barbecue meals entice you to stay on the premises. A fire pit creates the ideal setting for travel buddies to gather together, sharing fun chitchat. A Smart TV, Wi-Fi, and a hot tub add to the attractions. A piano bar outbuilding with stereo and internet connection is also a major draw.

Stayed at this property?
Williamstown, Massachusetts, United States
7.44 km (4.7 mi) from MASS MoCA
201 reviews   Superhost Wifi Available
Entire bungalow 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
wifi was great lots of outlets
all the rooms have comfy furniture and interesting art
window a/c kept the rooms cool and comfortable for sleeping
the furniture and appliances were not modern per se but certainly comfortable enough
the back bedroom mattress was super cozy and we both had a fantastic sleep
it was clean and spacious
clean so important during these times
everything was clean and tidy when we arrived
the bungalow was clean and cozy
and everything was super clean
dianna is a great host
diana is a wonderful thoughtful and helpful host
diana is very responsive and gracious
diana was a great host meeting us at check-in and very responsive whenever we had questions
diana(the host) does an amazing job creating a pleasurable environment
great location in beautiful williamstown
an immensely unique location that is amazing for its price
the location is gorgeous and it is super close to a lot of fun hiking spaces
it was a fantastic location
great hiking trails nearby one being a 2 minute walk to get to
Read more reviews

7. Renovated farmhouse with forest views (from USD 158)

If you are looking for solitude and romance, this is the place for you. Right from the decor inside, to the wooden surroundings, this property creates the ideal “nature escape” ambiance. Deer may come to say hello as you eat your meals in the dining area, where you can enjoy the greenery and watch out for multicolored birds. If you want to head into town to explore the famous tourist destinations, this accommodation offers easy access to everything. Although, you might also prefer to pick up a book and curl up on the cozy bed, spend fun moments indoors with your loved ones playing board games, or enjoy impromptu barbecue sessions outside. The kitchen is also fitted with the necessary facilities for your convenience.

Stayed at this property?
Williamstown, Massachusetts, United States
5.84 km (3.7 mi) from MASS MoCA
122 reviews   Wifi Available
ENTIRE HOME 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the house was very lovely and spacious with a beautiful view from the kitchen
kitchen had nice table and chairs
we spent 7 weeks at the house and it was very comfortable
the beds are comfortable the driveway can be passed easily in the dark just a heads up
it was clean and well kept
place was super clean francine was great on communication very comfy beds
our stay at francine’s was wonderful very clean and everything just as described
it was clean and had everything we needed
clean spacious and comfortable with bonus snacks
the hosts are friendly and thoughtful
francine was a wonderful host she was quick to reply and incredibly accommodating
the owners were super responsive and helpful
host was very easy to communicate with
francine is an extremely responsive host
the house is 4 min drive from main st and location was perfectly easy
nice place to stay not too far from downtown williamstown
the house is charming and in an extremely convenient location
great place and location francine was very responsive and helpful
Read more reviews

8. Two-story cottage close to Berkshires attractions (from USD 237)

Offering plenty of sleeping arrangements in the bedrooms and seating in the dining space, this property is suitable for eight guests. Its proximity to the principal attractions of the region makes it the ideal base for your Williamstown exploration. Skiing at Jiminy Peak is also close by. A book with guides to the local hiking trails and menus for nearby restaurants are the small touches that make the accommodation adorable. If you prefer home-cooked meals, you will find all your cooking needs in the kitchen. You can also organize cookouts in the porches outside. Although the charm is that of a grandma’s cottage, you will get all the modern facilities here, making your holiday enjoyable.

Stayed at this property?
Williamstown, Massachusetts, United States
6.8 km (4.3 mi) from MASS MoCA
86 reviews   Superhost Wifi Available
Entire cottage 5 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the amenities were appreciated -- laundry coffee maker (with amazing local coffee) air conditioning hair dryer wi-fi etc
amy’s cottage is charming & very comfortable
super clean uncluttered and relaxing space
very clean and well stocked with linens dinnerware and cleaning supplies
the property and house were exceptionally clean neat and well maintained
beautiful and sparkling clean home that had everything we needed
a beautiful and impeccably clean house in a great location
we thoroughly enjoyed our stay amy was very friendly and communicative
amy was very responsive and we enjoyed our stay
wonderful location for exploring the area
fantastic location walking distance to downtown williamstown and a short drive to n
the location was great too
a perfect location for golfing taconic and close by to some great restaurants
an ideal location for a visit to williamstown
Read more reviews

9. Renovated sun-kissed barn (from USD 190)

The open wooden beams of this renovated barn, matching wood-finish furniture, and wooden flooring give the cottage a fascinating look and distinctive style. Fitted with two beds, this studio-style accommodation offers plenty of space for four guests staying together. Large windows all around make the living area washed with sunlight, creating a welcoming atmosphere. The high ceiling keeps the interior cool even in the summers. You can light up the fire pit in the garden and spend quality time with your loved ones roasting s'mores and picking out the constellations in the clear night sky. The kids will also enjoy the toys and books available onsite, while the stroller, high-chair, and travel cot keep them safe and comfortable.

Stayed at this property?
Williamstown, Massachusetts, United States
8.94 km (5.6 mi) from MASS MoCA
126 reviews   Superhost Wifi Available
Entire guesthouse 2 Beds 4 Guests 0 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
lovely deck off the kitchen
ethan and marion made our stay easy and comfortable we would definitely stay here again
pretty much like a studio apartment with a full bathroom
ethan & marion's apartment was the perfect place for our 2 night stay in williamstown
we had a wonderful stay at ethan and marion's barn apartment
clean and very relaxing
the apartment was sparkling clean quiet and tastefully decorated
the apartment was very clean and we felt very comfortable our whole stay
this is a beautiful private sparkling clean space on a lovely property
clean and quiet space with the perfect blend of old and modern aesthetics
ethan and marion were also wonderful hosts
ethan and marion are wonderful hosts
ethan & marion are warm and thoughtful hosts
the owners are amazing and the trail is right next to their store
ethan and marion very welcoming and kind
great location and exactly as expected
the location was perfect for exploring the area
the location is very serene and peaceful and within walking distance of williams college and downtown williamstown
very close to williams and the town center and convenient to restaurants shopping museums and even great hikes
this was an ideal location - close to the venue and a wide variety of restaurants
Read more reviews

10. Waterfront studio apartment for three (from USD 130)

The moment you see the flowering garden outside the entrance, your mood will get better. You will fall even more in love with the place when you reach the Green River flowing down the back of the property. The wooden riverbank invites you to sit on the conveniently set Adirondack chairs, lost watching the sundown views. A picnic table lets you enjoy your coffee outside, morning and evening, creating a romantic setting for heart-to-heart conversations with your partner. The quiet neighborhood adds to the peaceful feeling of solitude. The queen-size bed and inflatable mattress make the accommodation suitable for three people traveling together.

Stayed at this property?
Williamstown, Massachusetts, United States
7.05 km (4.4 mi) from MASS MoCA
298 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the picnic table and chairs in the backyard at the creek were wonderful
the amenities were all we could expect and the bed was exceptionally good
and the room was perfect for the two of us
my stay at william’s apartment was great
everything was clean & organized
clean relaxing and convenient studio space
immaculately clean and very well-provisioned
the unit was clean and comfortable
it was also super clean and very cozy
host was very responsive
quick and very clear response from host when booking
bill was a fantastic host
thank you to the hosts for a lovely stay
william is a fantastic and responsive host who made sure all our needs were met
the location was perfect
great little spot walking distance to town and a short drive to everything else
close to good food and nice hikes
great quaint little spot within walking distance to everything you need really enjoyed the location to downtown williamstown
excellent location for in town and surrounding experiences
Read more reviews

Take a break from city life

Even if you are not on vacation, visiting Williamstown to meet your college-student relative, or for work, the serene greenery and nature’s beauty all around will revive your spirits. The vacation homes in the city perfectly complement Williamstone’s delightful milieu. Check out some amazing vacation rentals in the area, and spend some days relaxing in the lap of nature.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Sebanti, a dedicated writer and traveler, has extensively explored India and Europe, delving into both wild spaces and urban environments. Regularly contributing to online publications focused on...Read more

 Want to contribute as a Local Expert?
Explore Williamstown
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.