Cottage vacation rentals in Massachusetts

Beautiful, peaceful and one of the very best place to stay for tranquility. Host was very responsive and notified us that we could check in early without having to request. Such a wonderful message to receive to start a nice weekend away. Making us so comfortable to stay at this amazing cottage. If anyone reading this is looking for a relaxing, cozy cottage with a great host, then this is your place!

We had a wonderful stay at Victoria’s place. The cottage was very clean and had everything we could need. We love that it is pet friendly as our dog travels with us everywhere. We love the extra added touches of treats for us and our dog. The lake and surrounding area is absolutely beautiful and the neighborhood was very peaceful. This is our second stay at Victoria’s place and we will definitely be staying again!

We would definitely recommend Deb’s and Sharon’s cottage as a place to stay. The location is great, as it is within walking distance to shopping, restaurants, and the water, but is tucked away in a quiet little neighborhood so it still also offers plenty of privacy. They were wonderful and responsive hosts and checked on us throughout our stay, though we didn’t end up needing a thing. They were gracious enough to allow our dog Bella join for the weekend too, which we appreciated very much as she goes everywhere with us. Overall, we had a lovely stay and would definitely look to book again if we make our way back to the beautiful island!

Beautiful place to stay in Provincetown. Loved the space and decor. Excellent host and extremely accommodating . Right near Liz Cafe for an awesome breakfast. So close to beach to walk our dogs. So glad we found this special place.

The cottage is cozy and comfortable, including the beds. It's in a quiet neighborhood yet very accessible to hiking trails, beaches, restaurants, and shops. Fiona was extremely friendly and helpful. She is definitely a Super Host! We would happy have stayed longer if we could have! For those who like to ride your bike: Rt. 127, the main road that goes around Cape Ann, is very narrow and has no shoulder, so I don't recommend planning to bike there.

I stayed at the Chatham Cottage for three nights with my sister and niece. It was a girls’ weekend in late March. The neighbors and street traffic were quiet. We stayed in most of the time watching movies. There are a few restaurants close by and we went out a couple of times to eat. The beach is close and walkable from the cottage. All the rooms were very clean. The beds were very comfortable and there was plenty of linens and towels. The kitchen had essentials, coffee, olive oil, salt, etc. We brought all our food and snacks from home, even though there is a Stop and Shop nearby. Anything you may have forgotten to bring will probably be in the cottage. Meaghan offered early check in and late checkout since the cleaners finished early and were returning after 11:00 on the check out day. We all enjoyed our stay.

We had a wonderful stay with our two small dogs. The home was small but perfect for us to attend a family baby shower. The neighborhood is a great place to walk the dogs without a lot of traffic. The owners were responsive to questions and suggestions. We would definitely stay here again.

This tiny house was perfect for a couple and our two dogs! It’s a unique spot that’s tucked into a small compound in a neighborhood, so very quiet, but less than five minutes’ walk to Commercial St. We had everything we needed and check in/out was a breeze. We’re extremely grateful for Leslie’s flexibility with early check in, it truly made a difference for us. There is some minor cosmetic wear which I only mention in case that is important to you, but the space was very clean and comfortable.

We had a wonderful night! The house was charming, the bed was super comfortable (best nights sleep I’ve had away from home in a very long time!), and the jacuzzi was relaxing! We especially loved all the fireplaces and are looking forward to coming back at a nicer time of year to make better use of the outdoor space!

Great place to stay! Calm environment,close to restaurants and a great place to stay if you have pets!

We had a wonderful weekend away. The location is amazing with a short walk to the beach. The house was exactly as described and we were so impressed with the quick communication!

We had a wonderful stay here! The space was spotless and very comfortable, perfect for a couple. We loved having friendly neighbors nearby, which made it feel even more welcoming. The hot tub was a highlight—such a relaxing touch! Overall, a cozy and enjoyable spot.

We had such a great time visiting Cape Cod. Christina was an awesome host, and the home was lovely. My kids loved the hot tub, and the costal decor. I appreciated the well stocked kitchen and personal touches. Great mid cape location!

We had a wonderful stay at the Front Cottage on Monomoscoy Island. a very cozy and comfortable space for our family of four + pup. We spent a 3-day weekend for my birthday. Slight mixup when we arrived but Ann was very responsive and everything was cleared up quickly. We really appreciated that. Takeout from nearby Moto Pizza the first night was spectacular. Day 2 was breakfast at Moonakis Cafe and a stop at Coffee Obsession in Falmouth, definitely recommend both of those. We took in the winter beach scenery at Mashpee town beach in the afternoon and then snacks, games, and beer flights at Bad Martha's - such a fun spot! Movie on the cozy couch and ice cream sundaes later for my birthday. Day 3 was sleet / rain so we stayed in with coloring books, board games and puzzles, watched the rain on the water and the ducks playing. It cleared up enough in the evening for the grownups to enjoy the hot tub. Checkout was easy and late enough for us to have a relaxing final morning!

Our stay was perfect! Everything was as Mikhail said. Care was taken to ensure that our stay was not only comfortable but easy to navigate - simple check-in, ice at the ready, Sonos speakers for music and charging cords always nearby. The cottage was welcoming - bright and sunlit whether it was morning or afternoon, comfortable furniture for reading and vases of fresh flowers in every room. Mikhail was quick answering any questions we had and gave us a great list of suggestions for a variety of restaurants. Wonderful place to stay; great host!

This house is gorgeous right on the lake in the winter was so beautiful. The home was clean and had everything you needed. Absolutely loved Catherine’s guidebook so well written and amazing communication. I would recommend this stay for anyone who loves a staycation!! Thank you for an amazing weekend! 💕

We loved our stay at Amy's cottage! It was exactly what we wanted, private and romantic and a perfect base to explore the Cape. If you appreciate the extra touches like real cotton sheets and a homey but tasteful atmosphere you will not be disappointed. Would highly recommend!

We had a perfect week at Bo’s place. The weather was beautiful and the walk to the beach was nice. We loved how close to lots of activities we wanted to do the cottage was. The cottage itself was cute and just the right size for my sister and I. The outdoor shower was awesome!! I would definitely book this place again. Sharon and Lynne

we had an absolutely lovely stay! the place was beautiful and it was a perfect little getaway, highly recommend!

Visit on October 2024. The place was really cute, private, surrounding area very peaceful and beautiful, accommodated us (3 persons) really well. Very close to all important locations in Wellfleet. Host was very good at proactively providing guidance.

We spent a weekend in this beautiful house in early spring. The house is amazing and has everything you need. The view is amazing and the pond invites you to fish or watch birds. It‘s calm and relaxing. Would love to come back here soon and spend more time. Kelly and Claire have been amazing hosts and a nice contact.

Great stay at Maria’s cute little cottage by the water. Beautiful private location, perfect for kids to play in the yard.

Marilyn’s cottage was a perfect weekend getaway retreat! Although the weather was cold & rainy, the cottage was super cozy. And Marilyn was very responsive to questions. I hope to definitely return!

Stephanie's Cider Cottage is one of our favorite places to be. We stay each time I am back in MA to visit family, and I look forward to this quiet, lovely respite for which Stephanie, an excellent host, is an incredible steward.