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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 / 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 - 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 / 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 / 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 - Condo
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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 / 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 - 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 - 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 / 23

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
Rustic yet charming, this lakefront cottage provides privacy and spectacular waterviews from every room. Pets are welcome! Multiple sliding doors open to a private wrap around deck with lounge chairs, dining table, g...
Brewster Massachusetts Vacation Rentals - Home
1 / 15

Brewster Home
6 BR / 3 BA / Sleeps 12 6 12 7 night min stay
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 3 bathrooms Sleeps 12
Dishwasher • Microwave • Washer/Dryer
Dramatic six- level contemporary home with association access to the freshwater of Blueberry Pond- - just two- tenths of a mile to The Cape Rail Trail. A great room with cathedral ceiling, skylights and hardwood floori...
Brewster Massachusetts Vacation Rentals - Home
1 / 32

Brewster Home
5 BR / 5 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 5 bathrooms Sleeps 10
Dishwasher • Microwave • Washer/Dryer
Waterfront on Cape Cod Bay! Absolutely fantastic beachfront home with private stairway down to its own sandy shore of Breakwater Beach on Cape Cod Bay. This exquisite property is ideal for the larger gathering offering ...
Brewster Massachusetts Vacation Rentals - Home
1 / 21

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
165 Mill Pond Drive, Brewster MA (ID# 106329) ~ Mil Pond and Paines Creek AreaLovely, like- new spacious Cape near the Mill Ponds in Brewster for fresh water sports including kayaking, canoeing, sailing fishing and s...
Brewster Massachusetts Vacation Rentals - Home
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Brewster Home
3 BR / 1 BA / Sleeps 7 3 7 Min stay varies
Home / 3 Bedrooms / Sleeps 7
3 bedrooms 1 bathroom Sleeps 7
Dishwasher • Microwave • TV (Cable/Satellite)
NOTE: Rates Listed Reflect Reductions Up to $200 for Available Peak Summer Weeks! Elegantly Renovated Cottage, Walk 3 Min. to Beach 113- BVacation at this upscale, elegantly renovated cottage, surrounded by 10 acres ...
Brewster Massachusetts Vacation Rentals - Home
1 / 18

Brewster Home
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
Dishwasher • Microwave • TV (Cable/Satellite)
Comfort & Convenience in the Heart of BrewsterPeak Weekly Summer Rates: $2, 500 - $2, 700This modern comfortable home is located in the heart Brewster, close to the beach, biking and several restaurants. Nestled in ...
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 / 27

Brewster Home
3 BR / 3 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
Dishwasher • Microwave • TV (Cable/Satellite)
Bright, Fresh, Airy, Comfortable, 1 Minute Walk to Private Brewster Neighborhood Beach$4, 500- $4, 800 PRIME SUMMER WEEKLY RATENote: This property rents Sunday to SundayAbout as close to the water as you can be wi...
Brewster Massachusetts Vacation Rentals - Home
1 / 31

Brewster Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
Dishwasher • Microwave • DVD Player
Elevated Lake Views with Upscale PrivacyThe home is directly on Blueberry Pond, a 25- acre fresh water lake. The lake is great for canoeing, fishing and relaxing. A canoe is provided for guests. The location is very pr...
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 / 27

Brewster Home
4 BR / 4 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
Dishwasher • Microwave • DVD Player
New Listing for 2016Brand New, Upscale, Saltwater Views, 3 Minute Walk to Beach (Pets Considered)Peak Summer Weekly Rates: $4, 800 - $5, 200 (Sunday - Sunday rental)Built in 2015, this brand new home with central...
Brewster Massachusetts Vacation Rentals - Home
1 / 18

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
100 Pilots Way, Brewster MA (ID#121126) ~Pineland Park Association Beach1920’s classic bungalow, completely modernized and now air conditioned! Gem of the neighborhood in family- friendly Pineland Park. Less than 1/...
Brewster Massachusetts Vacation Rentals - Home
1 / 31

Brewster Home
4 BR / 4 BA / Sleeps 12 4 12 7 night min stay
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 4 bathrooms Sleeps 12
Dishwasher • Microwave • TV (Cable/Satellite)
New & Upscale, Near Lakes, Bike Trail, Sleeps 12$4, 700 PRIME SUMMER WEEKLY RATEIf you’ ve got a group of up to 12 and want a new home with upscale amenities throughout, this could be your best vacation choic...
Brewster Massachusetts Vacation Rentals - Home
1 / 37

Brewster Home
4 BR / 2 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Secluded home on the beach on Cape Cod Bay! $5, 500 - $5, 700 PRIME SUMMER WEEKLY RATEWhat a great location! Dune Road is an unpaved quiet road that runs parallel to the beach. The house sits on a private treed lot ...
Brewster Massachusetts Vacation Rentals - Home
1 / 41

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
Dishwasher • Microwave • TV (Cable/Satellite)
Upscale cottage, right on the beach! $8, 500 PRIME SUMMER WEEKLY RATEIf you' re looking for the ultimate beachfront experience, consider Summerwinds, this one- of- a- kind upscale bungalow on the Bay in Brewste...
Brewster Massachusetts Vacation Rentals - Home
1 / 40

Brewster Home
3 BR / 2 BA / Sleeps 9 3 9 3 night min stay
Home / 3 Bedrooms / Sleeps 9
3 bedrooms 2 bathrooms Sleeps 9
Dishwasher • Microwave • TV (Cable/Satellite)
Renovated beauty on the beach in Brewster$5, 800 PRIME SUMMER WEEKLY RATEThe property is as close to the water as you can get! 4 steps from the main level deck brings you to the private stairs down to the private beach...
Brewster Massachusetts Vacation Rentals - Home
1 / 30

Brewster Home
3 BR / 1 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 1 bathroom Sleeps 6
Dishwasher • Microwave • TV (Cable/Satellite)
Cheery Cape Beach Cottage Directly On Cape Cod Bay$3, 800 Prime Summer Weekly Rate$4, 000 Super Prime Weekly Rate - - July 23 - August 13a Classic, Yet Updated Cape Cod Cottage, Directly On A Perfect Sandy, Privat...
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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.