Find Vacation Rentals in Brewster

Highlights Brewster

  • New England
  • Biking and hiking trails
  • Seafood and clam chowder
  • Sea Captain’s Town
  • Shopping

Best Vacation Rentals in Brewster

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 6 Guests in Brewster, Cape Cod
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Brewster, Cape Cod
Vacation Rental • 1389 ft² • 3 Bedrooms
Amazing Bayside home in Ocean Edge with pool, tennis and beach privileges - enjoy the best of all worlds!​​​​​​​Please call the office for winter ratesLocated on Mariner Court, this lovely townhome features renovated bathrooms and kitchen, all new hardwood flooring, central AC and 2 king size beds. Upstairs, you'll find the primary bedroom with a king bed and TV, as well as a second bedroom with 2 twin beds, and a full bath. On the main floor is a 3rd bedroom with a king bed and TV. There is a fully equipped kitchen with drip coffee maker, a sun-filled dining area, and a comfortable living ...
from $312 / night
Vacation Rental for 6 Guests in Brewster, Cape Cod
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Brewster, Cape Cod
Vacation Rental • 1195 ft² • 3 Bedrooms
(16 reviews)
Interested in a renting a month off season November to April. Pricing $3250 for 30 nights, contact me for quote. Gas Heating in house.Just remodel the beautiful home, major upgrades. New straight stairs, brand new Kitchen, flooring and new gas heating and A/C system. Added duct system in house, all rooms have vents, for A/C and heat. One of the few Units on property (on Cape) with Central A/C (60,000 BTU) , plus gas heat in the cooler months.This is a beautiful and stylish 3 bedroom, 2 bath townhouse in prestige Ocean Edge Resort. Check-in and make yourself at home! The community has wonder...
from $236 / night
Vacation Rental for 4 Guests in Brewster, Cape Cod
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Brewster, Cape Cod
Vacation Rental • 1023 ft² • 2 Bedrooms
(13 reviews)
You'll love vacationing in this nicely furnished and well maintained 2 bedroom 1.5 bath townhouse located in Billington Village in beautiful Ocean Edge Resort in Brewster MA. Short walk to Arbor pool. This C-style unit has two bedrooms and a full bath upstairs. Downstairs has a living/dining area, full kitchen with updated appliances, half bath, and private patio with gas grill. New central A/C. New living room furniture, HD TV/DVD in living room with additional HD TVs in each bedroom. Unit also has WiFi, full sized washer and dryer, dishwasher, coffeemaker, microwave. No pets allowed. Pati...
from $109 / night

Prices and availability

Current Vacation rental prices Brewster

$534for 3 Jun - 10 Jun
$570 annual average
Average price per week

Current vacation rental availability Brewster

40%for 3 Jun - 10 Jun
28% annual average
Percentage of available rentals

Vacation rentals in Brewster

Experience Brewster with a vacation rental An overview on beautiful Brewster

The coastal town of Brewster is a true blue New England gem that waits to be explored. Come for the charming cafés, antique shops, and palatial homes built by prosperous sea captains in Downtown Brewster. Outdoorsy travelers will love the protected beaches, biking trails, and lush wood lands. Live music, Farmers Markets, antique shows, and festivals are a year round affair, and there’s always something going on. Moreover, with Brewster as your base, it’s easy to explore the surrounding Cape Cod towns of Dennis, Chatham, and Harwich. A vacation rental is the best way to discover this stunning corner of New England.

Comfy vacation properties for all tastes and budgets

Even during the peak of summer when New England’s beaches start filling up, Brewster maintains its serene and laidback charm. Vacation rentals here are perfect for groups of friends, solo travelers, and families with kids and pets. Many are equipped with functional kitchens, sunny patios, and barbecue pits. High-speed Wi-Fi, television, and air-conditioning assure guests a hassle-free stay. Holidu rentals in Downtown Brewster will fetch you proximity to all those charming ol’ pubs and seafood restaurants. Those looking for sea-facing rentals with direct beach access could check out the nearby town of Dennis. Breezy ocean-facing properties will have you waking up to the sound of the waves.

Travelers and activities

A foodie getaway Culture and history abound

A great starting point to discover 19th century Cape Cod life is at the Stony Brook Grist Mill and Museum. Weaving demonstrations, a historic mill, and even sun-basking turtles keep visitors engaged. The Brewster Historical Society meanwhile is home to the Cobb House Museum – a restored sea captain’s historic home filled with fascinating marine exhibits. Make sure to check out the 18th century Higgins Farm Windmill and the old Blacksmith Shop at Windmill Village. Another heavyweight is Crosby Mansion, a Victorian home that oozes sophistication and craftsmanship with its numerous fireplaces and luxurious rooms. A viewing tower here provides sweeping coastal views.

Wine and dine like locals do

Brewster’s dining scene is no doubt defined by its classic New England fare. Kick start the day at the curiously-titled Eat Cake 4 Breakfast Bakery. Their quiches, pies, and melt-in-your-mouth pastries are to die for. Cobie’s Clam Shack meanwhile has been a Brewster tradition since 1948 serving up delectable lobster rolls, fried clams, crab meat, and shrimp. Their smoothies and soft serve ice cream are refreshing. For an elegant dinner, try the Brewster Fish House whose entrées and lobster bisque are highly sought after. They have vegetarian options too. Follow it up with live jazz music at Bayzo’s Pub. You can even catch the latest game here on their flat screens.

Travelers and activities

A destination for outdoor lovers Fun for the entire family

Brewster is such a great family-friendly destination because its protected beaches are calmer and warmer than those on the Atlantic ocean-facing side of the cape. So come, build sandcastles, play Frisbee, or just sun-bask at the tranquil Breakwater Beach or Crosby Landing Beach. Older kids will love the Harbor Lights Mini Golf course where they can try their hand at golf and savor the waffle cone ice creams and sundaes here. For a glimpse at “the world's only authenticated pirate treasure,” head to the Whydah Pirate Museum in Yarmouth. Kids can reinvent themselves as swashbuckling pirates at this fun museum. Another gem is the Cape Cod Museum of Natural History with its magnificent whale exhibits, interactive displays, and guided walks.

Adventures in the wild

A top attraction is the Brewster Flats, a phenomenon that unfolds when the ocean pushes back almost a mile exposing clam beds, sand bars and shiny tidal pools filled with curious marine creatures. Get that camera along – this is a spectral experience! Next is the popular Cape Cod Rail Trail, an old railroad route that weaves through a series of Cape Cod towns. You can bike, ride a horse, or enjoy a leisurely jog along this well-marked trail. Spread over 1900 lush acres, the Nickerson State Park boasts wooded trails with several picturesque lookout points en route. The park’s crystal clear freshwater ponds are chock full of fish and anglers will be happy. You can swim canoe and kayak to your heart’s content here.

Did you know that Brewster got its name from one of the original Pilgrims William Brewster who arrived here on the Mayflower?

Top 5 travel tips for Brewster

Farmer’s Market delights

The weekly Brewster Farmers Market at Windmill Village is your to-go place for all artisanal and organic goodies – seafood, pastries, fruits, and more. There’s live music and plenty of good cheer at this family-friendly event.

Theater by the sea

Cape Rep Theater boasts an exciting lineup of local productions from classic musicals to outdoor children shows and Puppet Theater. It’s a terrific way to spend an evening under their stars at their intimate outdoor theater.

Drummer Boy Park

Flea markets, craft fairs, and festivals such as Kid Fest and the Cape Cod Fine Art and Craft Festival are regularly held at the Drummer Boy Park. During summer, concerts take place at the park’s gazebo and the atmosphere is convivial.

Shop for antiques and bric-a-brac

Housed inside an ex sea captain’s home, this antique shop is full of little treasures – crystal paperweights, jewelry, porcelain, glassware, and even glass candlesticks. The quaint Brewster Store meanwhile feels right out of a movie set with its original décor. Their fudge and candy are excellent.

Embark on a lobster roll cruise

A perfect end to your Brewster sojourn would be to head down to Sesuit Harbor in Dennis, and set out on an atmospheric lobster roll cruise. Enjoy the picturesque Cape Cod coastline and golden sunsets while feasting on lobster rolls. Memories for a lifetime guaranteed!

FAQs: Vacation Rentals in Brewster

On average, how much do vacation rentals in Brewster cost?

At an average cost of $449 per night, Brewster lies at the upper end of the price range for vacation rentals in the USA.

What time of year offers, on average, the best vacation rental prices in Brewster?

If it is your aim to save as much as possible during your visit to Brewster, go there in February ($384 per night on average), May ($401), or March ($402), to find the lowest prices for the whole year.

During which months are vacation rentals more expensive in Brewster?

It can be concluded, by analyzing the data from the previous year, that costs per night for accommodation here are usually higher, on average, during the months of August ($515), December ($508), and July ($490).

Is Brewster a good location for a last-minute getaway?

We recommend you to book in advance in Brewster as only 18% of the properties remain free throughout the year, following the data observed in the previous year.

Which months offer the highest availability?

The most available months are, on average, October (with an availability of 39%), September (36%), and November (33%), according to the trends observed in the prior year.

How many rentals are there in Brewster?

In Brewster we have an extensive catalog of around 900 properties, with options of all kinds, thanks to our 2 local and international providers.

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