
Holiday rentals in Massachusetts
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Massachusetts
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Massachusetts holiday rentals
Other great holiday rentals in Massachusetts
Top guest favourite

Guest suite in Topsfield
5 out of 5 average rating, 23 reviewsprivate suite w/king bed
PaulRating, 5 stars1 week ago
We had a great time at Jackie and Mike‘s house. We loved the quiet and beautiful neighborhood. The suite itself was super clean and has a very nice and modern interior. It was also equipped with everything you need, and they even provided snacks and drinks. The communication was awesome, and we felt very welcome. Great hosts! Thanks again for sharing your home with us.
Guest favourite

Guest house in New Braintree
4.97 out of 5 average rating, 76 reviewsFern Valley Frame
JadenRating, 5 stars3 weeks ago
Absolutely loved our stay! The Cabin super cozy. Sarah was incredibly welcoming and checking in was super easy. Super peaceful place loved the river:) we recommend and would definitely stay again!

Cabin in Monterey
4.87 out of 5 average rating, 235 reviewsSecluded cabin with babbling brook
CoriRating, 5 stars3 weeks ago
Truly a magical spot. We’ve stayed at many unique Airbnbs, and this one is up there as a favorite. It’s so peaceful and beautiful; the walk down makes it feel like you are truly remote and alone. The screened porch is perfect for listing to the stream at all points of the day. The cabin itself is furnished in a quirky and cozy way, and the beds are very comfortable. The full kitchen had everything needed. The host was super friendly and responsive. We would absolutely would recommend to others!
Top guest favourite

Cottage in Norton
5 out of 5 average rating, 18 reviewsLakeside Cottage
JacquelineRating, 5 stars1 week ago
This place was incredibly beautiful and peaceful no matter what time of day it was. The space felt spacious, private and clean, making it extremely easy to relax and settle in. It is also very close to the Xfinity center while being far removed from the chaos that comes with it. I cannot recommend that you stay here enough!
Guest favourite

Cabin in Plainfield
5 out of 5 average rating, 6 reviewsPeaceful Lakeside Cabin
ChristopherRating, 5 stars7 months ago
This little lakeside cabin was a perfect retreat. it's exactly as described and pictured. Bed was comfortable. Heat worked well. Kitchen was well equipped. attractive art and furnishings. It was obvious from the interaction that Deborah wanted us to be comfortable and happy there.
Top guest favourite

Home in Holliston
4.97 out of 5 average rating, 86 reviewsAll New Private Country Setting (2 Level-No Share)
JenRating, 5 stars1 week ago
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.
Guest favourite

Home in Plymouth
4.86 out of 5 average rating, 36 reviewsBeautiful Ocean Front Home.
CaitlinRating, 5 stars3 weeks ago
AMAZING!!! Booked here last minute for my graduation and birthday!! AND he left a gift for me 🥹!!!!! Beach is right across the street. Beautiful view from the second floor. Huge space upstairs- got a whole big group playing Just Dance on the TV together 😀😀😀
Top guest favourite

Home in Dennis
5 out of 5 average rating, 61 reviewsBeachfront· Sauna· Screened Patio· 2Kings· DogsYes
JoRating, 5 stars3 days ago
We just finished a 4 night girls getaway for my Mom’s birthday. We can’t say enough about Adrianna and Tara’s cottage! We felt right @ home and there was such a peaceful vibe to the cottage. We were able to really relax and enjoyed beautiful sunsets with the fire pit going and wrapped in comfy blankets that they provided. They have thought of everything! The sauna experience followed by the outdoor shower was heavenly. We plan to make this an annual trip and this place is a 5+++, such an amazing stay🌸
Destinations to explore
- Cottage rentals Massachusetts
- Guest house rentals Massachusetts
- Beachfront rentals Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Hotel rentals Massachusetts
- Rentals with breakfast Massachusetts
- Family-friendly rentals Massachusetts
- Barn rentals Massachusetts
- Luxury rentals Massachusetts
- Rentals with lake access Massachusetts
- Bungalow rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Family-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with a kayak Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Lakehouse rentals Massachusetts
- Farm stay rentals Massachusetts
- Rentals with a sauna Massachusetts
- Flat rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Townhouse rentals Massachusetts
- Beach house rentals Massachusetts
- Rentals with beach access Massachusetts
- Rentals with a hot tub Massachusetts
- Waterfront rentals Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Rentals with a firepit Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with a patio Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Chalet rentals Massachusetts
- Rentals with pools Massachusetts
- Smoking-friendly rentals Massachusetts
- Private suite rentals Massachusetts
- Rentals with a cinema Massachusetts
- Boutique hotel rentals Massachusetts
- Apartment rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Cabin rentals Massachusetts
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Massachusetts
- Tours Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Nature and outdoors Massachusetts
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States