Brewster Vacation Rentals

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USA > Massachusetts > Brewster

Make Brewster your next getaway—choose from 7 great vacation rentals

Enjoy an atmospheric glimpse of 19th century New England in Brewster, the historic "Sea Captains' Town" of Cape Cod known for its grand old mansions, picturesque streets, and tranquil coastline on the edge of Cape Cod Bay. Originally settled in 1659, this one-time hub of shipping and salt is now home to more than 325 acres of beach and marshland, 24 ponds of at least 10 acres in size, and a population of just under 10,000 residents, which doubles in the sparkling summer months. Plan an escape to one of our vacation rentals to enjoy a holiday full of scenic beaches, serene nature, and the irresistible charm of Cape Cod.

Explore Brewster house rentals, condo rentals, apartments, and more


House rentals

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Condo rentals

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Brewster vacation rentals for every getaway

Dog-friendly Hot tub Internet
Ocean Edge Retreat 3D Tour
1 Bedroom | 2 Bath | Sleeps 6 (4 Adults Max)

Ocean Edge Retreat - Brewster, MA

From $112
Paradise by the Bay 3D Tour
3 Bedroom | 2 Bath | Sleeps 10

Paradise by the Bay - Brewster, MA

From $162
Relaxing Cape Getaway 3D Tour
1 Bedroom | 2 Bath | Sleeps 6

Relaxing Cape Getaway - Brewster, MA

From $98
The Grounds 3D Tour
2 Bedroom | 2 Bath | Sleeps 5

The Grounds - Brewster, MA

From $157
John Hazelnut 3D Tour
2 Bedroom | 1 Bath | Sleeps 4

John Hazelnut - Brewster, MA

From $180

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Recent Brewster vacation rental reviews

The home was very clean and the description in the listing was accurate. Three couples, all of us over 76 years of age, had to be careful navigating the steps to enter/exit the home and basement laundry room. Several throw rugs had to be taken up and put away to avoid any tripping. All appliances were in good shape and the coffee maker that quit functioning was quickly replaced by the local contact. A very nice experience at a great time of year.
Dewey D. | Sep 2021
this home is located in a private area with great walking (running) trails. If you are a golfer it is perfect. We were in the area for a family gathering. It gave the convenience of location and a quiet place to return to at night. the accommodations were adequate, but not updated. I especially liked sitting on the patio in the sun reading.
elizabeth s. | Sep 2021
Such a comfortable condo - kitchen equipped with everything you need, lots of towels, sofas in each bedroom and living room. The neighborhood is located right off the Cape Cod Rail Trail and restaurants of all sorts are nearby. We’d gladly stay here again! The WiFi was terribly slow but we were assured that this problem was being remedied.
Meg H. | Sep 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Brewster, MA?

This Lower Cape town hugs the southern edge of Cape Cod Bay, just north of the Mid-Cape Highway at the point where the hook begins to rise. You'll be seven miles north of the tranquil village of Harwich, nine miles northwest of quaint downtown Chatham, and 15 miles northeast of the commercial and transportation hub of Hyannis.

Going to the Beach in Brewster, MA

The Old Kings Highway, also known as Route 6A, is lined with art galleries, antique shops, and historic mansions-turned-restaurants, inns, and shops. But it's also the access point for Brewster's saltwater beaches - all of which sit on the coast of Cape Cod Bay.

Guests at our vacation rentals in Brewster can spend their days on Paine's Creek Beach, Mant's Landing Beach, Saint's Landing Beach, Breakwater Beach, Point of Rocks Landing Beach, Ellis Landing Beach, Linnell Landing Beach, or Crosby Landing Beach (listed from west to east). And if you time your visits for low tide, you'll find that you can often walk nearly one mile out into the lovely bay water.

Interested in exploring a few other nearby beaches? You can admire the open Atlantic Ocean on Lighthouse Beach or swim in Nantucket Sound at Harding's Beach, both of which are just 10 miles southeast in Chatham. You'll also find sections of the stunning Cape Cod National Seashore beginning 10 miles east. 

Things to Do in Brewster, MA

With more than one-third of Brewster's 23 square miles designated as open space, protected watershed, and recreational land, visitors are never more than a few miles from outdoor splendor. 

Spend a day (or several) wandering the 1,900-acre expanse of Nickerson State Park, which features an amphitheater, hiking trails, and an eight-mile biking path that connects with the famous 22-mile Cape Cod Rail Trail. Higgins Pond is perhaps the park's most popular spot for trout fishing, while Flax Pond is an ideal place for freshwater swimming and canoeing. Among Brewster's other scenic ponds, you'll find summer lifeguards on duty at Long Pond Beach and the historic Stony Brook Grist Mill & Museum on the edge of Mill Pond. 

Interested in playing a round of championship golf? The Captains Golf Course offers the 18-hole Port Course and the 18-hole Starboard Course, a staff of PGA professionals, and a well-stocked pro shop - all of which are open to the public. The baseball lovers in your family can also spend the summer cheering for the Brewster Whitecaps, the local Cape Cod Baseball League team that makes its home at Stony Brook Field.

Plan a trip to Brewster and let our vacation rentals show you how much family fun can be had in Cape Cod!

Brewster travel inspiration

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Photo Credit: Maya Bialik via Flickr