Brewster Vacation Rentals

Compare 14 vacation rentals.
USA > Massachusetts > Brewster

Make Brewster your next getaway

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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Popular amenities for Brewster vacation rentals

Dog-friendly Hot tub Internet
Cozy Charming Cottage
3 Bedroom | 2.5 Bath | Sleeps 8

Cozy Charming Cottage - Brewster, MA

$395 avg / night
Sand, Shells & Sunsets
2 Bedroom | 2 Bath | Sleeps 6

Sand, Shells & Sunsets - Brewster, MA

$199 avg / night
Ocean Mandevilla
2 Bedroom | 2 Bath | Sleeps 6

Ocean Mandevilla - Brewster, MA

$186 avg / night
Cape Landing Cottage
4 Bedroom | 2 Bath | Sleeps 8

Cape Landing Cottage - Brewster, MA

$357 avg / night
Haven Cottage
4 Bedroom | 2 Bath | Sleeps 10

Haven Cottage - Brewster, MA

$324 avg / night

View 9 more homes

Recent Brewster guest reviews

A charming home. Everything was very clean. Would like to stay again.
sandra t. | Jun 2024
Great little condo. Room for 5 kids in one bedroom. Well equipped kitchen, comfortable living room but tiny bathrooms
doriean m. | Jun 2024
We liked the spacious layout of the rooms to accommodate three generations. As the grandparents, we were happy to have the ground floor master bedroom and bathroom, which was also available to the other guests with a separate door for the toilet. Upstairs was our daughter and family. Good AC units throughout the house and plenty of windows kept everyone comfortable. The stairs to the second floor were challenging for our 3 year old grandson, so an adult was needed for the journey. Location was ideal for our needs. The Brewster mudflats at low tide are exceptional, a 3 minute walk from the house.
Bruce R. | Jun 2024
Brewster vacation rental FAQ

Yes, 68 of our Brewster homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 266 of our Brewster vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Brewster vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Brewster team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Brewster, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
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Seamless check-in
Vacasa Guest Value Prop Icons 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

Best Small Beach Towns on the East Coast

Photo Credit: Maya Bialik via Flickr