Osterville which includes a small town or village

Vacation Homes in Massachusetts

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Top Cities in Massachusetts

Quincy Market showing a city, an administrative buidling and heritage architecture

Vacation Homes in Massachusetts

"We loved staying at Judith's place! Much recommended!"

SAR 519 total

includes taxes & fees

28 Sep - 29 Sep

"Perfect location. "

"Beautiful cottage , great location. Would love to stay again "

SAR 2,897 total

includes taxes & fees

12 Oct - 13 Oct

"Magnificently well maintained home near everything. Great for a large family vacation. "

"Great cottage, everything we needed for a really relaxing time. Good location close to everything we needed (by car). "

"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "

"Lau was wonderful and communicated so quickly. The house is in a great location, easy walk to the beach. "

"Perfect spot for a few days away with the kids. The house had everything we needed and was in a great location! Would definitely rent again. "

SAR 1,340 total

includes taxes & fees

15 Oct - 16 Oct

"We stayed here for four days. It’s very clean nice beautiful place."

"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."

"The apt was spotlessly clean and comfortable including the bedding. Having the two bedrooms, separate livingroom with the large tv, and the full kitchen with the coffee setup was so nice. We really enjoyed and appreciated your accommodations. "

"Great stay, would stay again "

"We had such an amazing stay! The house was absolutely beautiful and had so much space for our family to relax and enjoy. The pool was incredible — the kids practically lived in it the whole trip! The hot tub was also a wonderful bonus! Everything was clean, comfortable, and even better than expected. The hosts were fantastic — quick to answer any questions and made sure we had everything we needed. We would definitely stay here again and highly recommend it to anyone looking for a perfect...

"We thoroughly enjoyed our two nights and are sad to leave. The property is iconically Nantucket. Its location - and the views- is spectacular. It is well equipped for a relaxing family or couples vacation. Hope we can make it back. "

"The property was perfect for our family. It’s in a great location. We rented bikes and enjoyed being able to walk and bike to the beach and market. Thanks for letting us stay!"

"The property is exceptional. Great location, clean, lots of space for our large group. It had everything we needed including ample parking in the back of the building. Maya is a wonderful host and was very accommodating with our requests. I would stay here again in a heartbeat."

"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"

SAR 2,941 total

includes taxes & fees

15 Oct - 16 Oct

"Very clean, comfortable, with cute decor. 3 minute walk from an excellent bakery and coffee shop that serves breakfast sandwiches, we walked there every morning. Also close to the beach. Neighborhood was quiet. "