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Brewster Massachusetts Vacation Rentals - Cottage
1 / 20

Brewster Cottage
1 BR / 2 BA / Sleeps 9 1 9 7 night min stay
Cottage / 1 Bedroom / Sleeps 9
1 bedrooms 2 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
Main house with a large bedroom (king bed) and a bathroom, new kitchen and large great room. Patio is perfect for ourdoor cooking, eating and relaxing. very close to main house (not attached) is a cottage or 'Bunkie ' ...
Brewster Massachusetts Vacation Rentals - Home
1 / 12

Brewster Home
3 BR / 3 BA / Sleeps 7 3 7 Min stay varies
Home / 3 Bedrooms / Sleeps 7
3 bedrooms 3 bathrooms Sleeps 7
Dishwasher • Microwave • Washer/Dryer
Finicky renters please apply. Unwind and relax in this light filled contemporary 2 level home on the pond! Open family room/dining area/kitchen allow for great entertaining. Dine out on the deck or lower patio in this q...
(2) Excellent (2 reviews)
Brewster Massachusetts Vacation Rentals - Home
1 / 24

Brewster Home
4 BR / 2 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Traditional home that has been completely updated with gourmet kitchen (2 ovens- silestone counters- great eat- in space), wood floors with braided rugs, updated bath upstairs, new bedroom with full bathroom in baseme...
Brewster Massachusetts Vacation Rentals - Home
1 / 14

Brewster Home
4 BR / 2 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
51 Puritan Drive Brewster MA (ID# 49063) ~ Close to BeachesSpacious 4BR/2BA Cape style home close to Linnell Landing Beach on the bayside of Brewster! This home offers air conditioning, WIFI and convenience to beaches,...
Brewster Massachusetts Vacation Rentals - Home
1 / 37

Brewster Home
3 BR / 3 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Read The Reviews To See What A Perfect Spot This Is For You. On Long Pond, Ready For You To Swim, Kayak, Fish, Or Bring Your Own Boat. Cozy Home With Indoor And Outdoor Fireplace, Large Cook- In Kitchen, Ro...
(17) Excellent (17 reviews)
Brewster Massachusetts Vacation Rentals - Condo
1 / 23

Brewster Condo
2 BR / 2 BA / Sleeps 6 2 6 3 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
We are inviting you and your family to spend a great time in this cute Ocean Edge condo. It is clean, comfortable and very well maintained. This garden end unit features 2 bedrooms, 2 updated full bathrooms, bright an...
Brewster Massachusetts Vacation Rentals - Home
1 / 14

Brewster Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Beautiful renovated home with all the amenities. Stainless steel appliances, lovely furnishings, master bath with whirlpool tub and separate shower. The separate guest suite has 2 bedrooms, one with a double bed and o...
(3) Excellent (3 reviews)
Brewster Massachusetts Vacation Rentals - Home
1 / 19

Brewster Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
This 3 bedroom ranch is located in a very quiet Brewster neighborhood. Very safe for walking and biking around the neighborhood. The house will sleeps 6. The entire interior has been re- painted within the last year. The...
(8) Excellent (8 reviews)
Brewster Massachusetts Vacation Rentals - Home
1 / 10

Brewster Home
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
This 3 Bedroom home sleeps 6 and is on 3/4 Acres and offers a private quiet area. There is a fully equipped kitchen with a Lobster Pot, a large Deck With a barbecue grill , an outdoor shower, a washer and dryer, wire...
(1) Excellent (1 review)
Brewster Massachusetts Vacation Rentals - Home
1 / 13

Brewster Home
3 BR / 2 BA / Sleeps 7 3 7 7 night min stay
Home / 3 Bedrooms / Sleeps 7
3 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
Located north of 6A and a short walk to Crosby Landing beach, this 3 bedroom 2 bathroom ranch is located on a quiet road abutting state park land. Nickerson State Park, Cape Cod Rail Trail, Cape Cod league baseball, ...
(2) Excellent (2 reviews)
Brewster Massachusetts Vacation Rentals - Condo
1 / 15

Brewster Condo
2 BR / 1.5 BA / Sleeps 5 2 5 7 night min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 1.5 bathrooms Sleeps 5
Dishwasher • Microwave • Washer/Dryer
We continue to improve and invest in our home with the following updates... New for 2013 - New slider (mstr bedroom) and windows (kitchen and kids room), wireless internet, new HD flat panel TV (in living area) an...
Brewster Massachusetts Vacation Rentals - Home
1 / 20

Brewster Home
6 BR / 3 BA / Sleeps 13 6 13 3 night min stay
Home / 6 Bedrooms / Sleeps 13
6 bedrooms 3 bathrooms Sleeps 13
High Speed Internet • Dishwasher • Microwave
This spacious home has recently been renovated. There is central AC and WiFi throughout. Walk or bike to beautiful Cape Cod Bay’s Sea Street and Cold Storage Beaches or the harbor approx one mile away. This home is sit...
Brewster Massachusetts Vacation Rentals - Home
1 / 8

Brewster Home
1 BR / 1 BA / Sleeps 4 1 4 7 night min stay
Home / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
419 Paines Creek, Brewster - (ID# 29143)Summer- time condo duplex only 2/10 of a mile to Paines Creek Beach. One bedroom, one bath with living room/ kitchen area, sleeping porch and patio off of the back provide addit...
Brewster Massachusetts Vacation Rentals - Home
1 / 12

Brewster Home
3 BR / 3 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Beautiful, Comfortable home. 4/10ths to Ellis Landing, Cntrl AC and more! Beautiful, updated and very comfortable Cape Cod Summer Rental home ideal for families and larger groups. Come enjoy this fantastic location a...
Brewster Massachusetts Vacation Rentals - Home
1 / 23

Brewster Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
108 King Fisher Cartway Brewster MA (ID# 18141) ~Waterfront on Cape Cod Bay! This charming and traditional waterfront home overlooks Cape Cod Bay! You will find panoramic waterviews, beautiful sunsets, and sunrises a...
Brewster Massachusetts Vacation Rentals - Home
1 / 9

Brewster Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
25 Oak Lane Brewster MA (ID#18523) ~ Wonderful Home in Brewster with Central Air close to Nickerson State Park and the Bike TrailComfortable and inviting vacation home in a large residential neighborhood. Gourmet kitchen...
Brewster Massachusetts Vacation Rentals - Home
1 / 28

Brewster Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Washer/Dryer • Air Conditioning
Attractive, well maintained, comfortable Cape in a quiet neighborhood convenient to Captain's Golf Course, Long Pond, Sheep Pond, Nickerson State Park and the Cape Cod Rail Trail Trail. It has a lovely sunroom, pat...
Brewster Massachusetts Vacation Rentals - Home
1 / 13

Brewster Home
2 BR / 1 BA / Sleeps 4 2 4 7 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Washer/Dryer • Air Conditioning
Enjoy vacation in a homey ambiance, located just a short drive from Brewster's Bay beaches, ponds, golfing and the Cape Cod Rail Trail. The kitchen has been updated with new appliances and tile work and a colorfully f...
Brewster Massachusetts Vacation Rentals - Home
1 / 19

Brewster Home
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
This Brewster home, located in a quiet neighborhood, offers an open feel with cathedral ceilings in the livingroom and kitchen. The property offers three bedrooms, one with a king sized bed, one with a queen sized be...
Brewster Massachusetts Vacation Rentals - Home
1 / 18

Brewster Home
4 BR / 3 BA / Sleeps 10 4 10 7 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
139 Nelson St., Brewster - (ID# 95702) ~ Private Association Beach 2/10 mileThis great vacation home is 2/10 of a mile to a private association beach on Cape Cod Bay! This quintessential beach cottage has distant views...
Brewster Massachusetts Vacation Rentals - Home
1 / 30

Brewster Home
4 BR / 3 BA / Sleeps 9 4 9 7 night min stay
Home / 4 Bedrooms / Sleeps 9
4 bedrooms 3 bathrooms Sleeps 9
High Speed Internet • Washer/Dryer • Air Conditioning
This immaculate Brewster home sits directly on Upper Mill Pond, one of the largest kettle ponds on the Cape. Come and enjoy the beautiful view and great swimming right in back of the house! The winding stairway in back...
Brewster Massachusetts Vacation Rentals - Home
1 / 13

Brewster Home
5 BR / 2 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Short walk to a private path to Cape Cod Bay. Extensive renovations make this home the perfect place for your vacation. This classic summer home sits at the end of a sandy lane. Updated from stem to stern this great home...
Brewster Massachusetts Vacation Rentals - Home
1 / 21

Brewster Home
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Updated Cape Cod Vacation Rental home in Brewster with Central Air and Wifi. Peak Summer Weekly Rates:last week of June until the first week in September: $1, 600/week. All amenities including Central AC and flat screen...
Brewster Massachusetts Vacation Rentals - Home
1 / 12

Brewster Home
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
This charming, immaculately kept Cape is about 2 miles to Captain’s Golf Course, just over a mile to swimming, boating and fishing on Pleasant Bay, and a short drive to Harwich or Orleans shopping centers, theater...
Brewster Massachusetts Vacation Rentals - Home
1 / 17

Brewster Home
4 BR / 3 BA / Sleeps 10 4 10 7 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
This quintessential beach cottage has views of Cape Cod Bay from the front yard. Gorgeous vacation home just . 1 mile to a private association beach on Cape Cod Bay! You will love the screened in porch, a wonderful out...
Brewster Massachusetts Vacation Rentals - Home
1 / 18

Brewster Home
2 BR / 1 BA / Sleeps 4 2 4 7 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Microwave • Washer/Dryer
Waterfront on Black Pond and Long Pond this cottage has 2 docks. Yes 2 Docks! ! Inside you will find the charm of Cape Cod from the moment you open the door. Nautically inspired interior design with a focus on maximized...
Brewster Massachusetts Vacation Rentals - Home
1 / 13

Brewster Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
190 Paines Creek Road, Brewster, MA (ID# 80504) ~ Close to Paines CreekThis ideal home, fully open and beautifully restored, boasts 3 bedrooms, including a private second floor master bedroom suite with Queen bed an...
Brewster Massachusetts Vacation Rentals - Home
1 / 17

Brewster Home
4 BR / 2 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
This large 4 bedroom house is located on a one acre wooded lot adjacent to Nickerson State Park and close to all the amenities of beautiful Cape Cod. The house has an open space floor plan on the first floor, all hardwo...
Brewster Massachusetts Vacation Rentals - Home
1 / 12

Brewster Home
2 BR / 1 BA / Sleeps 6 2 6 7 night min stay
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Dishwasher • Microwave
24 Old North Road, Brewster MA ~ Firndale Cottage ~ (ID# 21525) Close to Bay BeachesKnown as "Firdale Cottage, " this lovely Cottage is 7/10ths of a mile to Point of Rocks Beach. Close- by are antique shops, great res...
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About Brewster

Brewster, Massachusetts on Cape Cod was once home to wealthy sea captains and is now an ideal vacation spot for those who enjoy the ocean and a simpler lifestyle. With quaint salt-box homes and cottages, there are a number of options to choose from when searching through Brewster vacation rentals.

Things to Do

The Cape Cod Museum of Natural History is located in Brewster. There you'll find stunning views and delightful walking trails. There's a boardwalk through the salt marshes and excellent bird watching. Visitors to the Cape also enjoy Nickerson State Park's 1,900 acres of piney woods, a departure from the Cape's usual sand dunes and salt marshes. The Stony Brook Grist Mill and Museum offers a look back at how mills used water power to grind corn into meal. Don't miss the herring run across the street.  The herring will "run" the fish locks made from stones in the stream when the air temps are above 50 degrees. It's a spectacle humans and sea gulls enjoy, but for different reasons.

Families spending time in nearby Brewster vacation rentals will be happy to know that there are several beautiful beaches in the area. Crosby Landing Beach is a great beach for kids because of its low waves and ample flats. During low tide, large sandbars form and are the perfect hangout spot on a hot summer day. Paine’s Creek is another wonderful, family-friendly beach, featuring tidal pools, an abundance of horseshoe crabs, and gentle surf. 

Transit

The Cape offers a leisurely lifestyle where most people staying at a Brewster vacation rental enjoy walking and bike riding along the Cape Cod Rail Trail. However, if you'd like to explore the villages in this area, having a car is handy but not necessary. You can take a shuttle from Boston's Logan Airport or take the Cape Flyer (train) from a number of suburbs with service during the summer on Friday-Sunday. The Flyer offers free WiFi and pets are welcome. The Cape Cod Regional Transit Authority also provides limited year-round Cape bus and Trolley service.   

Climate

Brewster experiences all four seasons. Winter temps average in the 30s, while late spring brings a pleasant average in the 60s. Summer daytime temps are in the 70s but the water is chilly. Fall offers crisp, light-jacket weather in the 50s.

Events

Brewster in Bloom is a multi-day festival put on by the Chamber of Commerce. Winters are long here and by early May the town awakens to a carpet of colorful daffodils. To celebrate, the town hosts a golf tournament, antiques and arts fair, a free band concert, a 5K, Kidsfest, craft show, and parade. Each summer, the town of Brewster celebrates homemade arts and crafts made by more than 50 local vendors at the Brewster Oceanside Arts & Crafts Show. In early December the town enjoys another three-day festival, Brewster for the Holidays. This event includes an illumination ceremony, a concert, craft show, and gallery stroll. There's even a special Family Party at the Cape Cod Natural History Museum.

Shopping

Brewster offers a number of unique shopping opportunities, including galleries with works from local artisans, antique stores, and fine gift boutiques. There are also a number of dining choices, including purveyors of the famous Brewster oysters, which have a unique "bite" derived from the clean, clear water of the Cape Cod Bay and the Brewster Flats.

A Brewster vacation rental allows you to enjoy the Cape and feel more like a resident and less like a tourist. You can easily explore the winding roads and salt marsh views on a bike or by foot. No matter whether you visit during summer's prime time or enjoy the quiet of the off-season, it's a vacation you'll remember.