Family-friendly vacation rentals in Brewster

We enjoyed our stay—it was a quick 5-minute car ride to Main Street. We also enjoyed watching wildlife in the river! I wish we had brought our binoculars!

The Penny's House is close to all the beaches, great restaurants and the bike path is accessible via the back of the property which we loved. Her house is beautiful and the kitchen was fully stocked with all cookware you needed to make family dinners together. My family was very comfortable with out stay here! Thanks, Kathleen,Jack and family

Great stay! Place is in a quiet residential area, yet centrally located and easy to get places. Nice yard and hot tub was a plus (clean and good temp). We didn’t have a chance to use the fire pit, but outdoor furniture and sitting area was nice with space for everyone. House was very clean, beds comfortable. Host was very responsive. Would definitely stay again.

Nice private house with lots of bedrooms, a pool and nice grounds. House was very clean. We had a great time with our family. Can walk to a few places in town, but need to get into the car for most. The Dennis beaches were great and just a short drive away. Would recommend this place for families. The house has access to Scargo Lake, which is nice, but it is a bit of a hike down a good-sized hill. Host was nice and responsive to questions.

I had a wonderful experience staying at this Airbnb. The place was exactly as described—clean, cozy, and well-stocked with all the essentials. The host was friendly, responsive, and made check-in and out super easy. The neighborhood was quiet and felt very safe, with great local spots just a short walk or drive away. I’d absolutely stay here again and recommend it to anyone looking for a comfortable and convenient stay!

It was a beautiful and peaceful place to land after our wedding! We are grateful for the time and would love to come back some day. Sharon, Deb and Rhianna are the most wonderful hosts, very helpful and kind. We will always have lovely memories from here!!

We loved our stay here! Spent the weekend on the Cape for a bachelorette getaway. This home was very spacious for our group of 9. The home was very clean and comfortable. The location is great, only about 1.5 miles from Chatham Main Street. Overall, our stay was very easy and we enjoyed spending the weekend here.

We stayed at this home with a group of five people and the home fit everyone great. The view from the home of the marsh is beautiful and we spent Saturday hanging out on the dock. It is really peaceful and we had an amazing time. Michele was a pleasure to work with and was very accommodating with being flexible for check in and check out times. Thank you again!

Great stay! The place was clean, cozy, and just like the photos. The host was kind and helpful. I’d definitely stay here again.

We loved our weekend at Karen's place! The house was cozy and clean, and had everything we needed for a comfortable stay (including treats for our pup)! The yard and deck were nice and private, and the house was conveniently located to many restaurants, shops, and not far from the water. Karen made us feel right at home!

We had a wonderful time at this place. The house was comfortable and spacious, the kitchen was well-stocked and easy to cook in, and we loved walking around the area. The road away from the highway was a quiet, peaceful place to walk, and we had nice runs down the north and south Pamet Roads. It was perfect for our family of four.

We stayed at Rob's place for a few days for New Year's Eve and it was great. The house was very comfortable for a few couples to hang out, cook some meals and enjoy the beautiful views. At low tide you can walk from the house down to the marsh and follow some rough trails or walk a little further to Lt. Island for some sandy beach. The wood stove made it great winter haven, to sit by the fire and enjoy the views of the tides rolling in and out. The architecture of the house is also interesting and reminiscent of other Wellfleet modernist homes.

Sue's place was perfect for our mother-daughter weekend. Sue provided a comprehensive list of restaurants in the area, but we prepared all of our meals in the kitchen, which was well-appointed, very much appreciated. We enjoyed daily walks to the beach. Though it was off-season and overcast, inside it was perfectly cozy. The fireplace was great to return to. Sue was quick to return texts, and very welcoming. The snack basket was well received! Would highly recommend.

We traveled to the cape for a youth soccer tournament and wanted to find a place with room for our family and dog. Daniel's cottage was perfect for our family of 4 - a nice cozy cottage with beach access, all the comforts of home, and a great location. Daniel was a great host - proactive friendly location and a clean house with everything we needed.

We had a lovely stay. It was easy to check in and out, ideal location, and everything we needed was in the loft. Thank you!

Absolutely adorable! Would stay here again! Be sure to read the details when you get there (my fault I learned you can’t take 2 hot showers back to back…they do tell you that but I missed it). Great location. Perfect crash pad for a weekend as wedding guests!

Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G

Amazing stay and great host, thanks Eleonora!

We stayed in the tree house suite. It had a lovely deck surrounded by trees and a great view of the sky. Craig and Ginny are as friendly a couple you will ever meet--always quick to answer questions and offer some great suggestions, Craig even offered to drop us off at a few places. They were so kind they felt like old friends. The beach is beautiful and a five minute walk away--which is great because they charge 25 bucks to park. So do the easy walk, and Ginny will provide chairs, towels, and umbrellas. Hyannis itself is a great place to walk around with lots of shops and great restaurants. We also took a ferry to Nantucket which was delightful, as well. I would visit them again without question. Go. You won't be disappointed. Michael and Rebecca

Barbara’s condo was roomy and comfortable. We fell in love with the screened in porch. Lovely room for a cup of coffee in the mornings and a glass of wine in the late afternoon. We took a short ride through the woods to the town beach which led us to beautiful views of Tashmoo. We had a great time!

Super responsive, great host. Very friendly, offered us the local newspaper with deals on places to go and everything. incredible space, right along the water. Thank you, Ron!

Great place to stay for our family. It's peaceful and quiet with the golf course directly outside the back door. The place had everything our family needed including ample places to sleep, fully stocked kitchen, Weber grill, and comfortable furniture for resting after our busy and fun days on Cape Cod. Unit was comfortably air conditioned as well. Location is great as well. Brewster is a nice community and there are restaurants, coffee shops, and access to the Cape Cod Rail Trail in the area. Communication from the owner was great. Everything we needed to know was communicated before arrival. Overall, we had a great experience.

The Condo was clean & comfortable. Having two bedrooms with queen beds was perfect for us, and sharing the 1 bathroom worked fine. The price was better than most other options. It was peaceful, and very quiet during our stay (in early May). Having the pool available would be very nice in summer months.

We loved our stay! The house is super family-friendly, the pool was amazing, and we found the house very cozy. There were plenty of cooking utensils/pots, which made cooking easy and a great grill and fire pit. Communication with Joe was super easy too.