
Waterfront vacation rentals in Brewster
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Top-rated waterfront accommodations in Brewster
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Waterfront apartment rentals

Cape Cod Canal Home
You could not select a better location than this, with access to the Cape, beaches, and the Canal road for biking and walking. The apartment is modern and immaculate with a nice deck on which to relax. To top it off you could not find more pleasant hosts than Diane and Barry. We will surely visit again!

On Eel Pond: Woods Hole Waterfront Retreat
This is our favorite place to stay each year. It is a wonderful place and Elizabeth is a PERFECT host.

King bed/Hot Tub/Waterfront-The Lotus
We had a fantastic trip! The host was responsive and made the whole process smooth and easy. The house was spotless, well-maintained, and had everything we needed. The location was perfect, in a quiet, peaceful neighborhood. We couldn't have asked for a better experience. I highly recommend it! Thank you, Tara.

☀️ Spacious and Bright -- The Sailboat Suite
This was my 6th year staying with Carolyn, in 3 different units. Carolyn is professional, and accommodating. I love the decorations, but the apartment is not cluttered, but the details are thoughtfully provided. Onset is my hometown so I am not impartial about the location. She responds promptly to questions and needs and checks in but does not hover. Carolyn is an excellent host and I am always happy to support her business.

Beautiful Creekside Apartment in Wellfleet Center
This was going to be our second time staying at Anne’s beautiful Air BnB. Unfortunately issues at the building the day we were due to check in required Anne to cancel our stay. This is still an all five-star rating because Anne was fast to communicate the problem. She even contacted another host to put an alternative place on hold for us while we decided what to do. At each step of the way Anne was wonderfully responsive. While it was not an ideal situation, knowing Anne was available to take our calls and answer our questions while we worked to pivot took away the stress of losing your planned getaway spot. We decided not to stay at the alternative spot, but I commend Anne for having a place on hold. It allowed us to take the time to look and consider all options, which removed any and all frustration that could have easily colored the day and our weekend. We plan to return sometime in the future.

Harbor view apartment, a quick walk from the ferry
I had a restful stay at Mark's place. It's in walking distance to the ferry along with other amenities like bike rental, supermarket, local restaurants, the Net Result, as well as the ferry terminal. It's a great option for anyone who wants to visit MV without a car as local buses are also nearby. Mark tends to his home with care. It's a distinctive place with tons of character, just like MV, which is why I've been returning to the island for 30+ years. I'll be back!

Cozy Apt in Snug Harbor Duxbury
Excellent location right in the heart of Duxbury harbor with harbor views. Super comfortable apartment with plenty of room and high end appliances. This was the second time I've stayed at Richard's place and will keep booking with him. As a side bonus, I was able to get my haircut downstairs in his daughter's salon just in time for an important meeting. Great place that is a favorite with displaced locals coming home for visits.

Penthouse with Private Roofdeck on Plymouth Harbor
The most perfect spot for my daughter’s wedding week! Gorgeous property in a fantastic location. So clean and the amenities were endless. We will definitely be back! Our new favorite property!!
Waterfront house rentals

Waterfront Home in Onset for Happy Memories
The place was great. The backyard was the perfect spot to cook burgers and hang out. The space can just be a little cold outside the summer months so prepare to dress warmer.

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C
Prescott’s house is such a relaxing place to stay with a big group. The house has a very pretty view and is very clean and peaceful. We are very grateful for such a nice stay at this beautiful house. The BBQ outside didn’t work great but other than that we had a wonderful time! Thank you Prescott.

Waterfront New Cottage Private Beach
What a cool spot! Stayed a couple nights with friends for a "Book Retreat" and had the best time reading in the Hammock, chatting by the fire pit, and cooking together in the kitchen.

Our families slice of heaven
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

Waterfront Fun Dogs Welcome!
My large family and I had a great stay during a recent wedding in town. The house was large and offered everyone their own privacy but also extremely cozy. Beds were comfortable. Bathrooms were clean. Kitchen was expansive. Views were beautiful. We will 100% book again in the future!

Water Front Pond House - 3 acre Cape Cod Sanctuary
This pond side house is perfect for a family vacation. If one enjoys water and serenity, this is the place to be. The house is located in a very private lot and well-appointed inside. It's well equipped with kayak, canoe and paddle boards for everyone. And fishing is great for kids and adults in the nice pond with super clear water. Luther, the host, is also very friendly and considerate. Highly recommend for anyone looking for a getaway on cape.

Private Waterfront Home on Picturesque Pond
This property was stunning! As described. Brenda was extremely responsive to messages. My family appreciated the labeling she had done, it made everything very easy to find. Anything you could want this place has it, from super comfortable beds, tons of space, clean, and beautiful views! We will definitely be back!

Quaint Oceanside Cottage with Boat Mooring
Beautiful location with great views while sitting by fire pit or even from inside house. Split level allows for some alternative sleeping arrangements which worked great for us. Listing spot on with description and photos. As advertised. Host quick to respond to inquiries. I would highly recommend. I would to stay here again. Thank you
Waterfront condo rentals

Clear Pond Pet Friendly Inn
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.

Studio steps to a private beach!
Book it!! Just do it! After staying in Air BnBs throughout the US and in many other countries I have to stay Marc was the best host! Extremely responsive, helpful, and went above and beyond for us. His place was perfect and he even had one of our favorite games, Skip Bo available! Overall, fantastic experience.

Steps to Private Beach in Chatham
We absolutely loved our stay at Julia’s home! It was in amazing location close to the beautiful downtown but also very private. The private beach is hard to beat! The space was clean, exactly as pictured, and was stocked with anything you could need. Julia was an amazing host who provided clear instructions and responded quickly. We can’t wait to return for our next stay here. Thanks again Julia!!

Hidden Hideaway
The location is fabulous and very close to many amenities - coffee, groceries, restaurants and the beach. While it was a small space, it was well laid out, comfortable to be in, very clean and had a respectable kitchen for its small size (which I used). Devon was very proactive and friendly when I asked him about the microwave not working - I had missed that it wasn't plugged in! The condo was very quiet at night even though it is close to a road. I will definitely return to Devon's place should I need to travel there and it is available.

Renovated West-end Condo on the Bay w/ Parking
Jack was fantastic. Not only was the place gorgeous and comfortable, a snowstorm hit while we were there and he helped us navigate that and offered what he could do to help us out. Wonderful location, amazing views, and comfy home. 10/10

LOCATION LOCATION!! Ocean- View TOP Floor Condo
Heather's place is beautiful! An amazing location with close proximity to the OB steamship authority station, a number of bus lines, and the beach! The view and location are unbeatable! Heather was also super responsive in terms of coordinating flexible check-in/check-out times which was very much appreciated. Overall, would definitely recommend to anyone visiting OB :)

Captain's Lodge- #1, Plymouth Water Front Condo
Great space, close walk to all the places we needed to go. Loved the open layout of the kitchen and living room areas, awesome to lounge around during our downtimes. Bathrooms fit our needs and beds were comfortable. Nice and thoughtful amenities such as the Dove body soap and toothpaste. TV cable was much appreciated as well as the electric piano! Thanks for a great stay, would book again.

Summer @ Serenity By The Sea, Mashpee , MA
Our second visit. We love the place. Quiet but close to great beaches and the Popponesset Marketplace is 2 minutes walk away, with fish restaurants and small stores with necessities (including wine and beer!). A highlight of this visit was sitting on the patio in the morning and 3 times seeing an osprey dive to the pond and catch a fish.
Quick stats about waterfront rentals in Brewster
Total rentals
40 properties
Nightly prices starting at
$152 CAD before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Cape Cod National Seashore
- Craigville Beach
- Duxbury Beach
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Coast Guard Beach
- Pinehills Golf Club
- Nickerson State Park
- Chapin Memorial Beach
- Grey's Beach
- Scusset Beach
- Corn Hill Beach
- Minot Beach
- Earle Road Beach
- Cahoon Hollow Beach
- Wompatuck State Park