Vacation Rentals in Breakwater Vineyards, ME: Compare 10+ Sites & Save

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166 Best Vacation Rentals in Breakwater Vineyards (Starting from $164)

Lupine Cottage
Lupine Cottage
House
Owls Head, ME, USA
1.4k from Breakwater Vineyards center

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

2 Bedrooms4 Guests
9.2

Superb

4 reviews

$263
Average price / night
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Estate Coastal Vacation Home
Estate Coastal Vacation Home
House
Owls Head, ME, 04854, United States
0.0k from Breakwater Vineyards center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$937
Average price / night
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Charming Owls Head Retreat 2 Mi to Rockland Coast
Charming Owls Head Retreat 2 Mi to Rockland Coast
House
Owls Head, ME, USA
1.6k from Breakwater Vineyards center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$233
Average price / night
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GOLDEN OWL - Town of Owls Head
GOLDEN OWL - Town of Owls Head
House
Owls Head, ME, 04854, United States
0.4k from Breakwater Vineyards center

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

6 Bedrooms10 Guests
New to Booking
$736
Average price / night
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Tideview
Tideview
House
Owls Head, ME, USA
1.6k from Breakwater Vineyards center

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

3 Bedrooms6 Guests
9.8

Exceptional

5 reviews

$418
Average price / night
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Beautiful Private beach house on 2 acres Located in Owls Head❤️
Beautiful Private beach house on 2 acres Located in Owls Head❤️
House
Owls Head, ME, 04854, United States
0.5k from Breakwater Vineyards center

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

3 Bedrooms8 Guests
10.0

Exceptional

41 reviews

$654
Average price / night
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Rockland Home with Deck 5 Mins to Historic Downtown!
Rockland Home with Deck 5 Mins to Historic Downtown!
House
Rockland, ME, USA
2.1k from Breakwater Vineyards center

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

3 Bedrooms8 Guests
9.5

Superb

2 reviews

$256
Average price / night
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Serene Coastal Haven in Owls Head, ME
Serene Coastal Haven in Owls Head, ME
House
Owls Head, ME, 04854, United States
0.8k from Breakwater Vineyards center

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

2 Bedrooms4 Guests
10.0

Exceptional

8 reviews

$164
Average price / night
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Montgomery Cottage
Montgomery Cottage
House
Rockland, ME, USA
2.1k from Breakwater Vineyards center

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

3 Bedrooms6 Guests
New to Booking
$249
Average price / night
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Luxury Oceanfront Home Overlooking Rockland Harbor and Lighthouse
Luxury Oceanfront Home Overlooking Rockland Harbor and Lighthouse
House
Owls Head, ME, 04854, United States
0.8k from Breakwater Vineyards center

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

4 Bedrooms10 Guests
9.6

Exceptional

87 reviews

$521
Average price / night
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The SeaMeadow
The SeaMeadow
House
Owls Head, ME, USA
2.4k from Breakwater Vineyards center

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

3 Bedrooms6 Guests
New to Booking
$513
Average price / night
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Comfortable, Close to Town Home, with Oceanview.
Comfortable, Close to Town Home, with Oceanview.
House
Owls Head, ME, 04854, United States
0.8k from Breakwater Vineyards center

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

3 Bedrooms6 Guests
9.6

Exceptional

88 reviews

$410
Average price / night
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Windows on the Sea
Windows on the Sea
House
Rockland, ME, USA
2.6k from Breakwater Vineyards center

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

2 Bedrooms5 Guests
8.5

Very Good

4 reviews

$170
Average price / night
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Ocean View, minutes from downtown Rockland, sleeps 7
Ocean View, minutes from downtown Rockland, sleeps 7
House
Owls Head, ME, 04854, United States
0.9k from Breakwater Vineyards center

Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms7 Guests
New to Booking
$408
Average price / night
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Trade Winds on the Bay
Trade Winds on the Bay
Apartment
Rockland, ME, USA
3.2k from Breakwater Vineyards center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Hot tubs

20 Bedrooms32 Guests
8.0

Good

182 reviews

$788
Average price / night
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Wide ocean views from almost every room.
Wide ocean views from almost every room.
Cottage
Owls Head, ME, 04854, United States
1.1k from Breakwater Vineyards center

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

4 Bedrooms8 Guests
9.8

Exceptional

11 reviews

$489
Average price / night
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Serenity Now & Ever
Serenity Now & Ever
House
Owls Head, ME, USA
3.3k from Breakwater Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$346
Average price / night
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SEAFARER - Town of Owls Head
SEAFARER - Town of Owls Head
House
Owls Head, ME, 04854, United States
1.2k from Breakwater Vineyards center

Breakfast Available, Dryer, Free Parking, Laundry, Microwave, No Smoking, TV, Washer

4 Bedrooms6 Guests
New to Booking
$590
Average price / night
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Rockland Paradise
Rockland Paradise
Apartment
Breakwater Vineyards, Owls Head, Maine, USA
3.4k from Breakwater Vineyards center

Parking, Air Conditioner, Internet, Kitchen, Child Friendly

4 Bedrooms8 Guests
8.6

Fabulous

5 reviews

$361
Average price / night
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Spectacular views, close to down town Rockland
Spectacular views, close to down town Rockland
House
Owls Head, ME, 04854, United States
1.2k from Breakwater Vineyards center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$204
Average price / night
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Captain Hugo's Guesthouse
Captain Hugo's Guesthouse
House
Rockland, ME, USA
3.6k from Breakwater Vineyards center

Air Conditioner, Parking, Fireplace/Heating, Breakfast, Guest Services, Internet, View

1 Bedroom2 Guests
New to Booking
$166
Average price / night
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Oceanfront with Spectacular Views of Penobscot Bay
Oceanfront with Spectacular Views of Penobscot Bay
Cottage
Owl's Head, ME, 04854, United States
1.3k from Breakwater Vineyards center

Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
9.8

Exceptional

46 reviews

$187
Average price / night
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COOPERS BEACH COTTAGE - Town of Owls Head
COOPERS BEACH COTTAGE - Town of Owls Head
Cabin
Owls Head, ME, 04854, United States
1.4k from Breakwater Vineyards center

Barbecue, Breakfast Available, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms6 Guests
New to Booking
$446
Average price / night
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A STONES THROW - Town of Owls Head
A STONES THROW - Town of Owls Head
Cabin
Owls Head, ME, 04854, United States
1.5k from Breakwater Vineyards center

Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, TV

4 Bedrooms8 Guests
New to Booking
$560
Average price / night
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Genuine Maine Coast Cottage Experience - Stunning views of Penobscot Bay
Genuine Maine Coast Cottage Experience - Stunning views of Penobscot Bay
Cottage
Owls Head, ME, 04854, United States
1.5k from Breakwater Vineyards center

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

3 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$307
Average price / night
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SEASIDE COTTAGE - Town of Owls Head
SEASIDE COTTAGE - Town of Owls Head
House
Owls Head, ME, 04849, United States
1.6k from Breakwater Vineyards center

Balcony, Breakfast Available, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms5 Guests
New to Booking
$421
Average price / night
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Schooners Landing - Luxury Oceanfront Home With Lighthouse Views
Schooners Landing - Luxury Oceanfront Home With Lighthouse Views
House
Owls Head, ME, 04854, United States
1.6k from Breakwater Vineyards center

Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms12 Guests
10.0

Exceptional

58 reviews

$763
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 Vacation Rentals in Breakwater Vineyards.

Breakwater Vineyards Vacation Rentals on the Map

Frequently Asked Questions

You can explore 166 verified vacation rentals in Breakwater Vineyards. 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 Vineyards vary depending on the season, property size, and location. Rates typically start from around $164 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 Vineyards 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 Vineyards welcome pets. Currently, 27 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 Vineyards often include amenities such as Fireplace/Heating, Laundry, and Kitchen. 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.