Oceanfront Rentals in Breakwater Beach, MA: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Massachusetts

  5.  Brewster
  6.  Breakwater Beach

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520 Best Oceanfront Rentals in Breakwater Beach (Starting from $312)

Rainbow Cottage
Rainbow Cottage
House
Brewster, MA, USA
2.6k from Breakwater Beach center

Internet, Air Conditioner, Oceanfront, Ocean View, Parking, Private Beach, View

2 Bedrooms4 Guests
New to Booking
$563
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

$757
Average price / night
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Walk to Private Bayside Beach
Walk to Private Bayside Beach
House
Brewster, MA, USA
2.6k from Breakwater Beach center

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

3 Bedrooms6 Guests
New to Booking
$312
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

$1883
Average price / night
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The Mansion at Ocean Edge Resort & Golf Club
The Mansion at Ocean Edge Resort & Golf Club
Resort
Brewster, MA, USA
2.8k from Breakwater Beach center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, 5-star, Lodgings, Beach

70 Bedrooms22 Guests
8.5

Very Good

80 reviews

$790
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

23 reviews

$510
Average price / night
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Peaceful Retreat on Chilton Lane
Peaceful Retreat on Chilton Lane
House
Brewster, MA, USA
2.8k from Breakwater Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

2 Bedrooms5 Guests
New to Booking
$508
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

$866
Average price / night
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The Villages at Ocean Edge Resort & Golf Club
The Villages at Ocean Edge Resort & Golf Club
Resort
MA, USA
2.8k from Breakwater Beach center

Accommodations, Pools, Resorts, Parking, Spa, Golf, Romantic, 3-star, Lodgings

247 Bedrooms51 Guests
8.5

Very Good

280 reviews

$364
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
$330
Average price / night
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The Brewster Pearl
The Brewster Pearl
House
Brewster, MA, USA
4.1k from Breakwater Beach center

Oceanfront, Air Conditioner, Ocean View, Internet, View, Barbecue/Outdoor Cooking, Guest Services

1 Bedroom8 Guests
New to Booking
$350
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
$746
Average price / night
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Cape Landing Cottage
Cape Landing Cottage
House
Brewster, MA, USA
4.1k from Breakwater Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$660
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

$969
Average price / night
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Family Lakeside Escape with Private Beach and Calm Waters
Family Lakeside Escape with Private Beach and Calm Waters
House
Harwich, MA, USA
5.5k from Breakwater Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Family

3 Bedrooms6 Guests
New to Booking
$405
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

4 Bedrooms10 Guests
10.0

Exceptional

23 reviews

$658
Average price / night
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Walk to Skaket Beach Charming Cottage with Deck
Walk to Skaket Beach Charming Cottage with Deck
House
Orleans, MA, USA
6.4k from Breakwater Beach center

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

3 Bedrooms6 Guests
New to Booking
$629
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

$383
Average price / night
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Cape Cod heated Pool, Putting Green, Speak Easy, Game room,
Cape Cod heated Pool, Putting Green, Speak Easy, Game room,
House
Harwich, MA, USA
6.6k from Breakwater Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$743
Average price / night
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Bay views and Private beach
Bay views and Private beach
Condo
Brewster, MA, 02631, United States
0.9k from Breakwater Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$810
Average price / night
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Namskaket Retreat
Namskaket Retreat
House
Orleans, MA, USA
6.6k from Breakwater Beach center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$619
Average price / night
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Heart of Brewster .5 Miles to Beach!
Heart of Brewster .5 Miles to Beach!
House
Brewster, MA, 02631, United States
1.0k from Breakwater Beach center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms7 Guests
9.6

Exceptional

14 reviews

$363
Average price / night
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2BR 1BA Quintessential Cape Cod Beach Budget Getaway!
2BR 1BA Quintessential Cape Cod Beach Budget Getaway!
House
Brewster, MA, 02631, United States
1.1k from Breakwater Beach center

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

2 Bedrooms4 Guests
New to Booking
$430
Average price / night
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Robinson Road Beach House
Robinson Road Beach House
House
Brewster, MA, 02631, United States
1.1k from Breakwater Beach center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom10 Guests
New to Booking
$777
Average price / night
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Sunny Days Ahead! .6 Mile to Breakwater Beach
Sunny Days Ahead! .6 Mile to Breakwater Beach
House
Brewster, MA, 02631, United States
1.1k from Breakwater Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
9.6

Exceptional

10 reviews

$443
Average price / night
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BREWSTER PARK PRIVATE BEACH ASSOCIATION, BOAT MOORING AMENITIES GALORE!
BREWSTER PARK PRIVATE BEACH ASSOCIATION, BOAT MOORING AMENITIES GALORE!
House
Brewster, MA, 02631, United States
1.1k from Breakwater Beach center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms10 Guests
New to Booking
$523
Average price / night
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Private beach, hot tub, and dog friendly – The Keeper!
Private beach, hot tub, and dog friendly – The Keeper!
House
Brewster, MA, 02631, United States
1.1k from Breakwater Beach center

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

4 Bedrooms15 Guests
9.8

Exceptional

17 reviews

$1190
Average price / night
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Pro Tip:
VacationByOwnerRentals 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 Oceanfront Rentals in Breakwater Beach.

Where to stay in Breakwater Beach? Best neighborhoods & areas

Breakwater Beach Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 520 verified oceanfront rentals in Breakwater Beach. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Breakwater Beach vary depending on the property size, exact beachfront location, and season. Rates typically start from around $312 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Breakwater Beach offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Breakwater Beach welcome pets. Currently, 20 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Breakwater Beach often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.