Discover a selection of 3,500 vacation rentals in Brewster, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including air conditioning and swimming pools. Prices start at $115 per night, and houses and cottages are popular options for a stay in Brewster. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Brewster
Destination guide

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.

Things to do

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.

Natural features

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.

How to get there

Transportation options to and around Brewster

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 12.3 mi (19.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Provincetown, MA (PVC-Provincetown Municipal), which is 22.9 mi (36.9 km) away.

What are the top vacation rentals in or near Brewster?

The heart wants what it wants, and right now it's craving a vacation. It's time to pack your bags and retreat to one of these top vacation rentals in or near Brewster:

  • Make use of conveniences like towels and a nearby bay at "Luxurious Estate Includes - Tennis Court". Located around 17 miles from Brewster, this property has 6 bedrooms and is a hit with guests.
  • "Oceanfront Contemporary Home - Breathtaking Views" also promises a memorable getaway, offering 3 bedrooms, nearby museums, an iron and ironing board and more. It's around 20 miles from Brewster.

For even more great options, use the search bar at the top of the page to find the perfect Brewster vacation rental for you.

What are the best tiny house vacation rentals in or near Brewster?

You need only step inside one of Vrbo's tiny house vacation rentals in Brewster to figure out that awesome things really do come in small packages. Sensibly designed to make use of every square inch of space, these pocket-sized digs deliver a big vacation experience:

  • Escape from the world and disappear to "Marion Village's Very Best Cottage - Tiny Home Living Close To The Town Beach". This property in Marion Center packs plenty of comforts into its small space, such as a kitchen and a garden.
  • "Stay In A Tiny House 0. 4mi To Beach Village Restaurants Pet Friendly 2 Bikes" has many conveniences, including a living room and nearby birdwatching activities. Located in Dennis Port, you'll be able to live big in this small but cleverly designed hideaway.

Can I find log cabins to rent in or near Brewster?

Choose a wonderful log cabin from the many dotted in or around Brewster and you'll soon be inside your wooden hideaway, vino in hand, unwinding next to a blazing fire. But adventure will be right there on your doorstep too. These cabins promise the perfect blend of comfort and fun:

  • "Spacious Wellfleet Tree Top Log Cabin Great For Families And Reunions": Enjoy a week or so relaxing at this terrific cabin surrounded by nature. Once you're feeling revitalized, enjoy sailing or windsurfing, which are among the fun things to do in this region.
  • "Rustic Cozy Log Cabin": After a busy day of trying out some popular local pastimes, such as cross-country skiing and snowboarding, recharge your batteries at this cozy getaway.

What are the top-rated vacation rentals for weekend getaways in or near Brewster?

Nothing's better than squeezing in a quick break to blow away the cobwebs. Pack your carry-on bag and take a breather at one of these superb weekend getaways in and near Brewster:

  • Leave the hustle and bustle behind at "Exceptional - Waterfront Home", which is around 25 miles to the southwest of central Brewster. There's lots of adventure and nature to keep you busy here. Go basketball and snorkeling or simply delight in the sights of King Richard's Faire and Brown's Bank.
  • Alternatively, switch into vacation mode at "Water View - Walk Town/beach, Pets Considered". Approximately 7 miles southeast of Brewster, activities around here include windsurfing and snorkeling. Rather see the sights? Find time in your schedule for Popponesset Beach and Thumpertown Beach.

Can I find studio apartments for rent in and around Brewster?

Enjoy the vibe and culture of Brewster from the comfort of a studio apartment. Whether you're eager to take time out on your own or have fun with a few pals, you'll find the perfect studio apartment in and around Brewster:

  • Unpack your suitcase at "Bright, Comfortable 1 - Bedroom". Amenities including a fridge and a TV help make guests feel right at home here.
  • "Cape Cod/oceanfront On Nantucket Sound W" is another appealing option. Make yourself comfy and enjoy the use of a beach view, a microwave oven and more.

When you're ready to step foot outside your studio apartment and do some exploring, there's loads to keep you on the move around Brewster. Into culture? Plan a visit to Somerville Theatre and New Repertory Theatre.

Can I find short term rentals in or near Brewster?

Short-term rentals abound in and around Brewster. Stay for a night or two in an upmarket bed & breakfast, a cozy cottage or a house that fits the whole family. Whatever type of property you're after, you'll have lots to choose from with Vrbo. These are a few of our favorites:

  • "Located Steps Away To Main Street And. 7 Miles From Surf Drive Beach" is near the center of Brewster, which means there are tons of things to keep you busy. Visit leading attractions like Walden Pond and Louisa May Alcott's Orchard House when you're not enjoying the comforts of your cozy digs.
  • "Water View - Walk Town/beach, Pets Considered" is another appealing option. We suggest adding Old Manse and Concord Visitors Center to your must-do list when you're ready to sightsee.

What are the best romantic weekend getaways in or near Brewster?

Whether spent in a rustic cabin or a luxury condo, a romantic weekend getaway is a wonderful way to add some zing to your relationship. Whisk your sweetie off for a couple of leisurely days at one of these top escapes in or near Brewster:

  • Located around 17 miles from Brewster, "Luxurious Estate Includes - Tennis Court" is the perfect place for doting couples. A nearby bay and a fireplace are some of the many amenities here.
  • Otherwise, spend your mini break sipping wine and canoodling at "Oceanfront Contemporary Home - Breathtaking Views", around 20 miles from Brewster. Beauty services and winery tours will help set the scene for romance.

Are there mansions for rent in or near Brewster?

You'll find some superb mansions for rent in and around Brewster. If you're after somewhere with lots of space as well as a large serve of wow factor, these stunners will tick your boxes:

  • Approximately 25 miles to the west of Brewster is "Mansion With Heated Pool Near Ocean". Along with its grand design and classy interiors, you'll be impressed by its first-class amenities, such as a fireplace and a swimming pool.
  • Alternatively, score some major Brownie points with a stay at "West Yarmouth Waterfront Mansion Right On The Ocean With Million". It's about 12 miles to the southwest of Brewster and offers amenities like a fireplace, a garden and more.

What are the best large group vacation rentals in or near Brewster?

Browse these large group vacation rentals in or near Brewster where you won't have to leave anyone off your guest list:

  • You'll have plenty of room to move at "Luxurious Estate Includes - Tennis Court". Around 17 miles west of Brewster, this generous property has 6 bedrooms that sleep up to 14 guests. It comes with a host of amenities, including a firepit and a garden.
  • Nothing takes priority over hanging out with loved ones, and "Water View - Walk Town/beach, Pets Considered" is the ideal place to do that. Located around 7 miles to the southeast of Brewster, as many as 14 guests can stay in this vacation rental which has 5 bedrooms. A water view and a swimming pool are among the numerous amenities on offer here.

What are the best houses for rent with a pool in or near Brewster?

Of all the conveniences a vacation rental can have, a pool is one of the most coveted. Have a look at these houses for rent with a pool in or near Brewster and spend your time splashing about. Just remember to take your inflatable pizza slice:

  • Round up your gang and enjoy an unforgettable break at "New House, Steps To Beaches, Main St". There's a lot to love about this retreat besides its pool, such as outdoor furniture and a dining table.
  • Otherwise, spend your break at "Hóll Adventure House - Perfect For Groups". Along with a refreshing pool, you'll also have use of a smart TV and a video library.

Brewster has a humid subtropical climate, with average summertime temperatures fluctuating between 65 ºF and 70 ºF. But there's no need to wait until summer to visit. Check out the search bar at the top of the page and adjust the filters to find the perfect Brewster vacation rental and organize your getaway for whenever you like.