Search Cottages in Southeast Massachusetts

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

25 Rab. II - 27 Rab. II

In two weeks

2 Jum. I - 4 Jum. I

In one month

16 Jum. I - 18 Jum. I

In two months

13 Jum. II - 15 Jum. II

Compare 199 Cottages in Southeast Massachusetts with updated reviews, rates, and availability.

"The sofa could be bigger and L- shaped. The wicker chair in the corner could be a corner electric fireplace. The lighting outside is not good. Could be put a motion sensor or timer. I'm sure you probably don't get a lot of winter guests. But the steps down weren't cleaned off and no railings down. Having said that the location is absolutely beautiful. And we had a good time. "

SAR 1,185 total

includes taxes & fees

24 Apr - 25 Apr

"The boat house was wonderful. It was perfect for me, right on Long Pond, everything I needed, within distance of all the places I went, the fall foliage was lovely and Lynn was fabulous. "

"We spent about a month in this absolutely wonderful home on Nantucket. When we arrived, it was clear the house has been professionally cleaned and was spotless. The kitchen is great for cooking for meals in. The tv room has a ton of natural light & was a great place to hang out as a family. There are 2 bedrooms, one on main floor which is easily accessible and 1 in the loft which is a steep staircase (fine for us as we have no mobility issues but bear this in mind). The little patio on the side...

"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "

" "

On the beach, sun loungers, beach towels

"To stay a block from the beach and look out the window at the water is the ultimate vacation! Even in winter this place is warm and inviting! The hosts are caring and communicative - just the best! This cottage lets you do just that"

"Everything else we read about this place was true. The heat on first floor didn’t work initially but the caretaker was on it quickly to get the heat restored. Wish we could have stayed longer!"

SAR 2,779 total

includes taxes & fees

23 Apr - 24 Apr

"As always the perfect place to be in April. Thanks to our hostess for graciously assisting us when needed. "

SAR 3,043 total

includes taxes & fees

14 May - 15 May

"Our second year visiting and just wonderful! Hope we can always make this our fall getaway!!"

"Lizzie’s cottage was very clean and well stocked ! It had everything we needed for a 4 night visit, even bathrobes ! Location was excellent . Walk or bike to everything . We enjoyed our stay. "

SAR 2,800 total

includes taxes & fees

4 May - 5 May

"Perfect getaway"

"It was wonderful for two people! The property is close to beach, downtown and the free public buses. The property was clean, well equipped and easy to navigate. Loved our stay, and look forward to a return trip. Cudos to VRBO owner!"

"My wife and my Yorkie, and I loved our stay. This is a beautiful home with the best views of Swan Pond. The entire back of the home has floor to ceiling windows so you can see the pond from the living area and the bedroom. We are looking forward to next year’s stay! Thank you, "

"The cottage was perfect. The owner was very accommodating and welcoming. My husband and I stayed for a short honeymoon and it was just the right amount of space. The property was clean and had everything you would need. We truly loved this cottage and hope to return again. Truly a beautiful gem! "

"We had such a wonderful time here. The only problem was that we weren't able to stay longer. My wife runs each morning and she was able to run through downtown PTown with ease; so very, very close but far enough away so there are no crowds. A perfectly beautiful beach with great views and privacy - just perfect. Not a big please so pay attn to the Host's words but very clean, very "Cape Cod" so if you're looking for true "Cape" then this is it - sand in the toes, wind in your face, salt air,...

"This apartment is perfect for a couple and a perfect location within a short walking distance from town. We stayed here for my husband's milestone birthday and Thanksgiving and we didn't want to leave. Thank you for a special weekend! We hope to be back and stay here again! "

SAR 1,153 total

includes taxes & fees

21 Apr - 22 Apr

"We had a lovely time celebrating our 40th birthdays and taking a Mom break at this beautiful property! Clean and comfortable, we could walk into town easily. Kendra was a delight to work with, super responsive, and flexible as we arrived earlier than expected. Such a gem - we will be back for sure!"