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!

what a lovely retreat! I was there with my 5 year old son and we both gasped when we walked in--the cottage was perfectly laid out and so comfortable. Everything was as expected and there were super thoughtful touches throughout. The space was very relaxing--we'd love to go back sometime!

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!

We traveled to Provincetown in April with our 7-year-old and our pup. Michael was a such a great host. He was friendly, helpful and proactive! The location was amazing. It’s right across the street from a delicious restaurant (that serves food and drink from breakfast through dinner!), 1 min walk from a bike rental shop, 5 min walk to the heart of town and 10 min walk to the dog beach! It was ideal for us! The place was very cozy. We mostly used the upstairs. The beds were insanely comfy and the bathroom was really new (and had heated floors and an amazing shower 🚿). Overall wonderful!

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.

Cannot say enough good things about the stay and the hosts. The place was beautiful and clean, conveniently located and we loved the short walk to the beach. We spent each day exploring a different city, and we felt perfectly located to be in a comfortable, peaceful area away from everything but not too far from anywhere we wanted to go. Pups loved the yard, lots of room for them to run and play. The hosts were friendly and helpful. Couldn’t have picked a better place for the first vacation with our baby.

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!

This was the absolute perfect find for our family to spend just shy of a week for our kids spring break from elementary school. being from Connecticut we really enjoy spending time at the Cape and have been a number of times mostly utilizing Airbnb. usually we travel in a group of 8 to 10 but only had five of us this time. This place was the perfect size and layout for our needs and the hot tub was a special plus that came in handy after spending time on the local beaches taking walks and playing with kids. The beds were comfy and the technology (TV, WiFi, and climate control) we're nicely up to date and worked great. The hot tub & fire pit were easy to operate and added a luxury feel! The hosts were very responsive and super polite and helpful. My son left something behind and they were very responsive, diligent in finding it, and went out of their way to make sure we got it back. We will definitely keep this place and hosts as a favorite for future visits to Sandwich!!

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 a great time here - the house has everything you could need and is very cozy. Comfortable beds and a large couch! The hot tub was great, too. We would stay here again when in the area.

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! 💕

Beautiful cottage nestled in a quaint private community. So close to the water and a small convenience store nearby, but already stocked with pretty much everything we needed. Had to look around for toilet paper and would have loved a hair dryer but overall had a great stay. Would recommend to anyone! :) Note: unless you’re strictly thinking local beaches in the area then I would definitely recommend a car.

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 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 is beautiful, peaceful, and amazing. My friends and I had such a wonderful time relaxing and enjoying a much needed getaway from everyday life. I highly recommend staying with Marilyn! She was responsive and helpful and accommodating. Can’t wait to return! Thank you!

Stephanie's place is cozy, peaceful and homey. There are lots of gorgeous nature around, and a small town feel. I felt right at home, Stephanie was super friendly and responsive, which made our stay even greater. Thanks, Stephanie! We'll defijitely be back for summertime 😊