Apartment holiday rentals in Western Massachusetts

Find and book unique apartments on Airbnb

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Popular amenities for Western Massachusetts apartment rentals

Weekly apartment rentals

Top Guest favourite
Apartment in Canaan
4.99 out of 5 average rating, 144 reviews

West Main

AlexisRating, 5 stars3 weeks ago
Loved this little apartment. It has everything you need and more.
Superhost
Apartment in Beacon
4.83 out of 5 average rating, 681 reviews

Top Floor 2BR - Just Renovated!

SamanthaRating, 5 stars2 weeks ago
The apartment was beautiful and exactly as described. It was newly renovated, clean, easy to locate, and in a prime location. We met Graham when we got there. He was outside working on more renovations, and he became a friendly face and helpful resource throughout our stay. The patio was definitely worth it. It was so peaceful and serene to just sit in the hot tub and stare off at the creek and mountains. The less than 10 minute walk to town on the abandoned tracks was so easy, romantic, and fun. This is a great place to stay for couples or families!
Guest favourite
Apartment in Whately
4.93 out of 5 average rating, 209 reviews

Cozy, Private, Central 1 Bdrm, Large Yard

RobinRating, 5 stars2 weeks ago
We had such a great stay! The house was incredibly comfortable—spacious, peaceful, and beautifully maintained. It felt private and tucked away, but was still just minutes from family on Christian Lane and so many fun local spots. The yard and gardens were absolutely lovely. We visited Tree House Brewery for amazing beer and pizza, made a stop at Tom’s Hot Dogs, and couldn’t resist a trip to Yankee Candle. It was the perfect mix of cozy, quiet, and convenient. We’d absolutely love to come back!
Top Guest favourite
Apartment in Northampton
4.95 out of 5 average rating, 246 reviews

Cedar Wet Room w Soaking Tub

JazzRating, 5 stars2 days ago
Always a pleasure to stay here. Clean and quiet spot with everything you might need to make your stay pleasurable. I look forward to returning.
Guest favourite
Apartment in Northampton
4.96 out of 5 average rating, 289 reviews

Top floor heart of downtown historic architecture

JamesRating, 5 stars2 weeks ago
Great place to stay in downtown Northampton! My coworkers and I stayed here for a conference. Plenty of room, great looking place. Right in downtown so you can walk anywhere.
Guest favourite
Apartment in Northampton
4.87 out of 5 average rating, 403 reviews

Large Quirky Sunny Farmhouse Apartment

IsabelRating, 5 stars3 days ago
The apartment was great. Very spacious especially for one person. It was super clean and is in an easy relaxed location. Very easy self-check in. They also have some great books to look at !
Top Guest favourite
Apartment in New Britain
4.95 out of 5 average rating, 193 reviews

Spacious Cozy Guest Suite

AlbertRating, 5 stars1 week ago
We booked this place to be close the the festival downtown and it was. 1.3 miles or 25 minutes walk. Perfect for us. The Airbnb was clean and spacious. Shower is a little small but ok. King bed is very comfortable. Yummy welcome treats on the table was a nice touch. Keurig pods and maker available for your pleasure. Well lit and very secure. Felt safe at all times. Great place to book if you need to stay in this area.
Top Guest favourite
Apartment in Sheffield
5 out of 5 average rating, 367 reviews

Hideaway with Spectacular Berkshire Views

HadleyRating, 5 stars1 week ago
I’ve visited many, many AirBNB’s over the years and Elisabeth and Ricky’s was one of the best. The accommodation is beautiful, it’s a lovely little converted flat above the garage, settled into the woods and garden. We were greeted by their corgi and by Elisabeth who both made us feel at home. We were able to wander their gardens, drink gin and tonics in the sun and generally make ourselves at home. A lovely couple and a highly recommended Airbnb.

Private apartment rentals

Guest favourite
Apartment in Townshend
4.93 out of 5 average rating, 240 reviews

Private Apt. on Farm, Hot Tub with views!

MathildeRating, 5 stars3 weeks ago
Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!
Top Guest favourite
Apartment in New Paltz
4.97 out of 5 average rating, 545 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

StephenRating, 5 stars2 weeks ago
Such a perfect location for a weekend in new paltz and the views from the patio/hot tub are absolutely spectacular. Ami was a great host!
Top Guest favourite
Apartment in Brattleboro
4.9 out of 5 average rating, 369 reviews

Quiet St in Town, gardens, terrace

CicilyRating, 5 stars1 week ago
I made the right decision when I chose to stay at Jaki's place. The kitchen was fully equipped so that I could prepare my meals at home and the private deck was a bonus. The location was quiet and felt tucked away, while only being a five-minute walk to downtown. The check-in process was super easy and Jaki made it her priority to ensure I had everything I needed for a pleasant stay.
Guest favourite
Apartment in Northampton
4.96 out of 5 average rating, 316 reviews

Roost House (2 BR Apt. downtown)

JonRating, 5 stars2 weeks ago
Great stay and easy to find. Right in the downtown area. Short walk to many local restaurants.
Top Guest favourite
Apartment in East Chatham
4.95 out of 5 average rating, 121 reviews

Bennett Abode

AmandaRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay at the Bennett’s Abode! Larry and Lana’s airbnb had just about everything a visitor would need and they even included a detailed binder full of information and ideas pertaining to the area. Larry was so prompt with his responses and always kept us in the loop. He even provided several great hiking ideas that we utilized throughout our stay at his home. We were so grateful for the overall experience and left with incredible memories!
Top Guest favourite
Apartment in North Adams
4.99 out of 5 average rating, 138 reviews

Whiteley Hideaway- walk to Mass MoCA and Downtown

SeanRating, 5 stars8 months ago
Brent's place was everything we were looking for! We were hoping to have a cozy base to explore Mt. Greylock, Mass MOCA, and Williamstown, and this spot couldn't have been better. Plus, the property itself was fantastic -- spacious, incredible views, and a wonderful outdoor kitchenette/sitting area. Brent is also a very responsive, very nice host.
Top Guest favourite
Apartment in Northampton
4.98 out of 5 average rating, 175 reviews

Bright and Modern Condo in Downtown Northampton

RobRating, 5 stars3 weeks ago
Eric was a great host and Carolina was super easy to work with. Instructions were clear and detailed making getting settled in great. The location is perfect with a lot of things to do within walking distance. The apartment is beautifully remodeled and very spacious for 4 adults. I would definitely stay again given the great experience we had.
Top Guest favourite
Apartment in Kingston
4.97 out of 5 average rating, 665 reviews

Colonel Hasbrouck’s 1735 Stone House, Street Level

ArtemyRating, 5 stars4 days ago
A beautiful place that has been thoroughly and lovingly rebuilt by the owners. Really cozy house and a great location for doing things in town and exploring the valley.

Apartment rentals with a hot tub

Guest favourite
Apartment in Gansevoort
4.89 out of 5 average rating, 468 reviews

The Yay Frame - Hot Tub & Sauna! Arcade Staycation

JayeRating, 5 stars1 week ago
The Yay Frame lived right up to its name. My only regret was not being able to there sooner to spend more time in this oasis. From the hot tub, to the hooting owls, from the sauna to the arcade room with its arsenal of amazing books and games, this is a place I will rebook and consider every time I’m in the area. I would love to experience this home in the winter under a blanket of snow and after a day on the slopes. Shane is an excellent host. I left an item behind and he went above and beyond to make sure I could easily pick it up on my way back thru town.
Top Guest favourite
Apartment in Acra
4.99 out of 5 average rating, 157 reviews

Burnt Knob Mountain Escape

MatthewRating, 5 stars4 months ago
Theresa was an amazing host, she clearly communicated with us along the way, and made sure we had our privacy & provided the upmost comfort. Her space was well kept and full of considerate touches to facilitate a relaxing stay, the subtleties go a long way. We enjoyed the hot tub in the snow, shared a few stories of skiing adventures & loved the friendly visits from Ben. The views were picturesque to boot, we definitely plan to come stay in other seasons.
Guest favourite
Apartment in Brewster
4.88 out of 5 average rating, 107 reviews

The Hideaway

MackenzieRating, 5 stars1 month ago
Very quaint little spot! Located in a very quiet, serene area. We absolutely loved the yard and the trails behind the house, my dog felt right at home! Renee was very responsive when needed but otherwise felt we had plenty of privacy despite being on the same property. Space was clean and charming and everything we needed for a quick wedding weekend! Would definitely recommend for a relaxing quiet weekend!
Guest favourite
Apartment in Lake George
4.83 out of 5 average rating, 327 reviews

Hot Tub 2 br King Suite in Lake George

StaceyRating, 5 stars3 weeks ago
We had an excellent stay at Jills. The space was very clean and well equipped with everything needed. The Hot tub was very enjoyable. Jill was a wonderful host and went above and beyond to assure our stay was great!
Guest favourite
Apartment in Londonderry
4.96 out of 5 average rating, 582 reviews

Vermont Getaway Apartment

AshleyRating, 5 stars1 week ago
The getaway apartment was just as described. Peaceful, private, and with ample space and amenities for a family of three. We enjoyed our weekend!
Guest favourite
Apartment in Tannersville
4.88 out of 5 average rating, 324 reviews

Mountain Top Hot Tub Suite Hiking & Falls 5 min

TracyRating, 5 starstoday
This was a great weekend getaway! The place is very clean, safe, and close to local restaurants and Haines Fall! I would recommend to anyone. The hot tub made it magical, it was perfect at the end of a long day of hiking. The hosts respond quickly and I didn’t need to ask any questions because everything was explained well and there were helpful tips throughout the room. No complaints!
Guest favourite
Apartment in Newburgh
4.94 out of 5 average rating, 250 reviews

Sweet Victory Suite

AmberRating, 5 stars3 weeks ago
Melissa was an amazing host from the minute we booked the reservation. Her home was beautiful and provided a sense of peace. The binder with local activities as well as restaurants was extremely helpful and although it rained our whole weekend we didn't mind because the hot tub area was so nice. Will definitely be back again!
Superhost
Apartment in Kingston
4.9 out of 5 average rating, 230 reviews

Dog Friendly Hudson Valley Escape with Hot Tub

ClaydonRating, 5 stars2 weeks ago
Responsive host, with a conveniently-located rental suite close to amenities. Kingston has trains running in this general area throughout the night so VERY light sleepers might want to choose their location carefully, but al of us slept well. Overall a great experience!

Destinations to explore