Brewster, MA, USA

Brewster, MA, USA

We found 3,564 vacation rentals — enter your dates for availability


Find the best place to stay — Brewster

Where to stay near Brewster, MA?

Our 2018 property listings offer a large selection of 3,564 vacation rentals near Brewster. From 2,623 houses to 423 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Brewster for a holiday or a weekend are on HomeAway.

Brewster offers the perfect, tranquil getaway

The ocean breeze is salty in Brewster, Massachusetts, where Cape Cod truly comes to life. For a much-needed break from the bustle of the city, pause a moment to inhale the Atlantic breeze before taking in everything this wonderful town has to offer. Popularly known as “the sea captain’s town,” it’s dotted with elegant mansions built by sea captains after they’d made their fortune. So, when staying at one of the many Brewster vacation rentals on offer, be it beside a placid lake or on the waterfront looking out over the boundless ocean, you could find yourself staying in a piece of local history.

Go with the flow or take It easy in Brewster

Cape Cod is a popular summer spot, but that doesn’t mean lazing around is on the cards! Lace up your hiking boots and check out Brewster’s spectacular trails at the wonderfully tranquil Punkhorn Parklands, or hop on a bike and head down the Cape Cod Rail Trail: a 22-mile former railroad that runs from Dennis to Wellfleet. Spend the afternoon working on your swing at the renowned Captains Golf Course, or simply take some downtime and wander around the many antique stores along the Old King’s Highway.

Go on an aquatic adventure in Brewster

Brewster boasts Breakwater Beach: one of the area’s most attractive beaches. For foodies in search of fresh seafood, New England is a crustacean paradise: gather the whole family for a clam bake, treat yourself to Atlantic lobster, or opt for a romantic dinner with a dozen Wellfleet oysters. If keeping the kids entertained is a priority, take a tour of the Cape Cod Museum of Natural History, featuring an enchanting and immersive butterfly house, and a fascinating aquarium, or delve into the past at the Stony Brook Grist Mill.

Brewster springs into life in full color

Don’t be fooled into thinking that Cape Cod is just for the summer. Although most opt for July/August stays, spring in Brewster has pleasantly mild temperatures and the added attraction of Brewster in Bloom, an annual 3-day event in the first weekend of May celebrating the arrival of spring. Why not choose one of the many Brewster vacation rentals featuring cozy family spaces as well as decks and gardens for the warmer periods? Fall remains mild well into October, long after the mainland starts feeling the chill, so keep this in mind when planning your trip.

You’re guaranteed a whale of a time in Brewster

Nickerson State Park with its impressive 1,900-acres is just a stone’s throw from the bay. Rich with flora and brimming with a whole host of fish, endangered marine mammals and birds, not to mention the majestic humpback whales that migrate there to feed, Brewster vacation rentals put you in the heart of Cape Cod’s wildlife. It’s worth making the trip just to witness the upstream herring run at Stony Brook, a herald of spring in this charming little town that seems a world away from mainland Massachusetts.