Owner Direct Vacation Rentals in Breakwater Beach

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  2. Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  Brewster
  6.  Breakwater Beach

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913 Breakwater Beach Vacation Homes From $243

Looking for the ideal vacation rental in Breakwater Beach? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Heart of Brewster 5 Miles to Beach
Heart of Brewster 5 Miles to Beach
House
Brewster, MA, USA
1.0k from Breakwater Beach center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms7 Guests
9.3

Superb

3 reviews

$548
Average price / night
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Four bedroom home within walking distance to Bayside Brewster beaches!
Four bedroom home within walking distance to Bayside Brewster beaches!
House
Brewster, MA, 02631, United States
0.3k from Breakwater Beach center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$595
Average price / night
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Enjoy Brewster With Years Of Family Charm
Enjoy Brewster With Years Of Family Charm
House
Brewster, MA, USA
1.0k from Breakwater Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
New to Booking
$593
Average price / night
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Breakwater Acres 164-B  Luxurious Estate by the Bay in Brewster
Breakwater Acres 164-B Luxurious Estate by the Bay in Brewster
House
Brewster, MA, 02631, United States
0.4k from Breakwater Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

8 Bedrooms20 Guests
9.6

Exceptional

15 reviews

$2070
Average price / night
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Cape Cod Cottage with Fire Pit - Walk to Beach!
Cape Cod Cottage with Fire Pit - Walk to Beach!
House
Brewster, MA, USA
1.0k from Breakwater Beach center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$243
Average price / night
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Family Friendly Home on Cobbs Pond and 100 yards from Cape Cod Bay in Brewster!
Family Friendly Home on Cobbs Pond and 100 yards from Cape Cod Bay in Brewster!
House
Brewster, MA, 02631, United States
0.6k from Breakwater Beach center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$532
Average price / night
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Close to Bayside Game Room w Pool Table
Close to Bayside Game Room w Pool Table
House
Brewster, MA, USA
1.5k from Breakwater Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms9 Guests
5.5

Review score

2 reviews

$499
Average price / night
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Tranquil home close to Bay beaches and historic downtown Brewster. Gazebo and outdoor shower!
Tranquil home close to Bay beaches and historic downtown Brewster. Gazebo and outdoor shower!
House
Brewster, MA, 02631, United States
0.6k from Breakwater Beach center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms12 Guests
New to Booking
$704
Average price / night
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Less Than 1 Mile to Beach with Custom Fire Pit
Less Than 1 Mile to Beach with Custom Fire Pit
House
Brewster, MA, USA
1.6k from Breakwater Beach center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms5 Guests
9.3

Superb

7 reviews

$467
Average price / night
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Private Beach Access, Great Family Get Away.
Private Beach Access, Great Family Get Away.
House
Brewster, MA, 02631, United States
0.7k from Breakwater Beach center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

24 reviews

$598
Average price / night
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John Hazelnut
John Hazelnut
House
Breakwater Beach, Brewster, Massachusetts, USA
1.7k from Breakwater Beach center

Air Conditioner, Parking, Balcony/Terrace, Kitchen, Laundry, Wheelchair Accessible, Internet

2 Bedrooms4 Guests
8.0

Good

1 reviews

$417
Average price / night
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Private Beach, Sweeping Water Views, Game Room!
Private Beach, Sweeping Water Views, Game Room!
House
Brewster, MA, 02631, United States
0.8k from Breakwater Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms8 Guests
New to Booking
$1231
Average price / night
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Pond Front Home with Private Dock
Pond Front Home with Private Dock
House
Brewster, MA, USA
1.8k from Breakwater Beach center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$683
Average price / night
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Beautifully decorated Brewster Home
Beautifully decorated Brewster Home
House
Brewster, MA, 02631, United States
0.8k from Breakwater Beach center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.2

Superb

11 reviews

$957
Average price / night
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Haven Cottage
Haven Cottage
House
Brewster, MA, USA
1.8k from Breakwater Beach center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Accessible hotels

4 Bedrooms10 Guests
8.0

Good

3 reviews

$281
Average price / night
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Short Walk to Private Association Beach!
Short Walk to Private Association Beach!
House
Brewster, MA, 02631, United States
0.9k from Breakwater Beach center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$371
Average price / night
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Water Views Walk to Beach Dogs Welcome
Water Views Walk to Beach Dogs Welcome
House
Brewster, MA, USA
1.9k from Breakwater Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1078
Average price / night
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NEW FOR 2026 - Classic Cape antique meets coastal convenience in the heart of Brewster
NEW FOR 2026 - Classic Cape antique meets coastal convenience in the heart of Brewster
House
Brewster, MA, 02631, United States
0.9k from Breakwater Beach center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

5 Bedrooms11 Guests
New to Booking
$823
Average price / night
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Large Brewster home on historic 5 acre property, close to beach w club access
Large Brewster home on historic 5 acre property, close to beach w club access
House
Brewster, MA, 02631, United States
0.9k from Breakwater Beach center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms10 Guests
9.6

Exceptional

5 reviews

$1069
Average price / night
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Classic Cape: Huge Yard, Walk to Beaches, Brewster Flats, Restaurants & Bars
Classic Cape: Huge Yard, Walk to Beaches, Brewster Flats, Restaurants & Bars
House
Brewster, MA, 02631, United States
0.9k from Breakwater Beach center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

23 reviews

$741
Average price / night
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Less Than 1 Mile to Point of Rocks Beach (2186)
Less Than 1 Mile to Point of Rocks Beach (2186)
House
Brewster, MA, 02631, United States
0.9k from Breakwater Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
9.4

Superb

12 reviews

$375
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Breakwater Beach.

Breakwater Beach Vacation Rentals on the Map

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Endless Variety

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Frequently Asked Questions

There are a lot of options in Breakwater Beach. If you plan on staying in the Breakwater Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Breakwater Beach

You can explore 913 verified vacation rentals in Breakwater Beach. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Breakwater Beach vary depending on the season, property size, and location. Rates typically start from around $243 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Breakwater Beach include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Breakwater Beach welcome pets. Currently, 43 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Breakwater Beach often include amenities such as Fireplace/Heating, View, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.