Brewster Vacation Rentals

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Bayside beach-fun in your Brewster vacation rental

One of the Cape's gems, Brewster sits on Cape Cod Bay near the elbow of the island. There are tons of restaurants and outdoor activities in town, but by far the attraction of this classic New England town is its bayside beaches. Affectionately known as "Brewster Flats", booking a vacation rental near a string of beaches is a good life decision. The beaches include Crosby Landing (more on that below!), Linnell Landing, Breakwater Beach, and Paine's Creek, among others.

Route 6a or "Old King's Highway" runs through Brewster and is the focal point of shops and restaurants that provide beachgoers and families all the options they'd want. You literally can have a whole week stay here and never leave Brewster.

Even if you book a rental in a nearby town, we strongly recommend you catch a sunset from one of Brewster's great beaches. First thing is first, start the search today by reaching out to one of our Brewster vacation rentals!

Brewster, MA travel advice

Call us bias because we love the Cape's bayside beaches, but you really can't go wrong booking a rental in Brewster. We recommend you try reserving a vacation house as close to the "Brewster Flats" (more on that below!) as possible, especially if you're bringing a family. If you can't or the vacation rental you do get is a drive from Brewster's beaches, don't fret. There's parking passes available, and in fact, are required from June 1 until after the day before Labor day. Sorry, dogs are not allowed on the public beaches in town.

Top attractions

The bayside of the Cape offers some of the best sunset views on the east coast of the US. And Crosby Landing Beach in Brewster fits the bill. It's part of the famous "Brewster Flats", which is created when the tides roll back into Cape Cod Bay, revealing over a mile of sandbars and clam beds. This is a picturesque beach with light colored sands and wood-planked fences lining dunes leading up to the beach. Low tide brings lots of space for family-friendly tide pooling and seashell hunting.

Brewster's beaches offer some of the finest shorelines and beach days on the Cape. But there's plenty to do in this quaint and classic town.

Cape Cod Museum of Natural History on Main Street offers a fun combination of activities indoors and outdoors. There are guided tours and talks, or you're free to roam the over 400 acre space, which is conserved by law. The events run beyond the summer including very family-friendly ones like the Halloween Treat Trail and some super educational options like a symposium on Plimoth Colony and the earliest settlers on Cape Cod.

Theater lovers have a haven in Brewster with the Cape Rep Theatre, also on Main Street. They've put on some great shows in the past including Shakespeare and Mama Mia! so check the calendar and buy tickets ahead of time.

Ok, so we recommend booking one of our great vacation rentals in Brewster but for your nature buffs who insist on camping during your vacation, check out Nickerson State Park. It features over 400 campsites amidst almost 2,000 acres of pine and oak forests and multiple freshwater ponds. Even if you're not camping here, there are hiking trails, bike paths that connect to the over 20 mile long Cape Cod Trail, and other recreational activities.

Annual events

When winter melts into spring, Brewster springs to life. And to mark this transition there's Brewster in Bloom, an annual Cape festival started in the 1980s that celebrates the start of spring. It's a 3-day festival in May -- most of the shops and restaurants in Brewster are open -- where tourists and locals alike hit the streets. It's a festive way to start the season so if you book a rental in here, be sure to attend Brewster in Bloom if you can.

If one of your things is to find local artists wherever you take a vacation, then Brewster has a great option for you. Check out the Annual Society of Cape Cod Fine Art and Craft Festival, which has been featuring local artists across multiple mediums for over 67 years. It usually runs in early August during the week.

Drummer Boy Park is a venue for many events so if your vacation rental is in or near West Brewster, definitely make it a point to visit here. There's an old mill and fun events like live music with the Brewster Band Concert.

Recommended food and restaurants

Brewster is vacation town with a quaint, local feel. So it's not a surprise that many of its great restaurants have similar appeal. If you're able to book a vacation house between "Old King's Highway" (aka route 6a) and the bay in Brewster, you'll have no shortage of options.

JT's Seafood has great outdoor seating and, despite the counter-service featuring fried clams and lobster rolls, also serves wine and beer. The Island Blue Crab is American-style goodness. It's great for families and has outstanding shrimp cocktail, oysters, fresh homemade pasta and more.

The Snowy Owl and its staff make it the spot in town to get a coffee drink, tea and/or light bites -- and they've made the transition to safe, outdoor-only takeout. Highly recommended.

There are two notable exception to the casual dining options we mention above:

The Brewster Fish House is in a classic Brewster cottage (if it wasn't, it'd be a fine addition to our selection!). This place offers great seafood, but in bit more of a refined environment and style. They're opened during shoulder season too, which is a plus.

And then there's Chillingsworth. If you like to treat yourself on vacation, then this fine dining spot with French cuisine should do nicely. Be sure to lock down a reservation shortly after you book your Brewster vacation rental. Outdoor dining available and desirable with a nice green rustic feel to it with plants, bushes and trees that make for a natural, wild environment.

Brewster vacation rentals on Cape Cod Vacation Rentals

Vacation rentals in Brewster on will save you up to 30% over other sites. And, we have a great range of inventory offering houses for rent that are great for any group size or traveler tastes. Have the best Cape trip ever and start looking for your rental today!