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

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53 Best Family Vacation Rentals in Breakwater Vineyards (Starting from $168)

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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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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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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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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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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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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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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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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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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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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Rockland Home w/ Deck 5 Mins to Historic Downtown!
Rockland Home w/ Deck 5 Mins to Historic Downtown!
House
Rockland, ME, 04841, United States
2.1k from Breakwater Vineyards center

AC, Dryer, Extra Bed, Fireplace, Kitchen, Laundry, Microwave, No Smoking, TV

3 Bedrooms8 Guests
9.6

Exceptional

42 reviews

$472
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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Dynamite Beach Cottage
Dynamite Beach Cottage
Cottage
Owls Head, ME, 04854, United States
2.3k from Breakwater Vineyards center

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

3 Bedrooms5 Guests
9.8

Exceptional

29 reviews

$361
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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In-town, coastal + relaxing in Rockland
In-town, coastal + relaxing in Rockland
House
Rockland, ME, 04841, United States
2.5k from Breakwater Vineyards center

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

2 Bedrooms5 Guests
10.0

Exceptional

42 reviews

$435
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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Private Beach, ideal water's edge beach house, best wraparound views!
Private Beach, ideal water's edge beach house, best wraparound views!
House
Owls Head, ME, 04854, United States
3.2k from Breakwater Vineyards center

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

3 Bedrooms5 Guests
9.2

Superb

16 reviews

$809
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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Hawkweed Cottage on the Water - Salt Air and Sunshine!
Hawkweed Cottage on the Water - Salt Air and Sunshine!
Cottage
South Thomaston, ME, 04858, United States
3.4k from Breakwater Vineyards center

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

3 Bedrooms5 Guests
10.0

Exceptional

50 reviews

$179
Average price / night
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Lovely Waterfront Owls Head Home with Own Beach
Lovely Waterfront Owls Head Home with Own Beach
House
Owls Head, ME, USA
3.8k from Breakwater Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$317
Average price / night
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Owls Head Village Post Office
Owls Head Village Post Office
Apartment
Owls Head, ME, 04854, United States
3.6k from Breakwater Vineyards center

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

2 Bedrooms6 Guests
10.0

Exceptional

170 reviews

$234
Average price / night
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Owls Head Village Home, Water view, The Real Maine
Owls Head Village Home, Water view, The Real Maine
House
Owls Head, ME, 04854, United States
3.8k from Breakwater Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

82 reviews

$299
Average price / night
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Tranquil waterfront near Rockland, Camden-dog friendly \n
Tranquil waterfront near Rockland, Camden-dog friendly \n
House
South Thomaston, ME, 04858, United States
3.8k from Breakwater Vineyards center

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

3 Bedrooms8 Guests
10.0

Exceptional

94 reviews

$381
Average price / night
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Lovely Waterfront Owls Head Home w/ Own Beach
Lovely Waterfront Owls Head Home w/ Own Beach
House
Owls Head, ME, 04854, United States
3.8k from Breakwater Vineyards center

Dryer, Fireplace, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

65 reviews

$462
Average price / night
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Owls Head Studio - Walk to Beach & Lighthouse!
Owls Head Studio - Walk to Beach & Lighthouse!
Apartment
Owls Head, ME, 04854, United States
3.8k from Breakwater Vineyards center

Crib, Extra Bed, Free Parking, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$168
Average price / night
Check Availability
Close to Rockland,  large mid coast home in quiet neighborhood
Close to Rockland, large mid coast home in quiet neighborhood
House
South Thomaston, ME, 04858, United States
4.0k from Breakwater Vineyards center

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

5 Bedrooms10 Guests
10.0

Exceptional

21 reviews

$599
Average price / night
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Weskeag Cottage - Arcade, Fire Pit, Clean, Bright, Nearby Coastal Activities
Weskeag Cottage - Arcade, Fire Pit, Clean, Bright, Nearby Coastal Activities
House
South Thomaston, ME, 04858, United States
4.0k from Breakwater Vineyards center

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

3 Bedrooms6 Guests
9.8

Exceptional

20 reviews

$334
Average price / night
Check Availability

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 Family Vacation Rentals in Breakwater Vineyards.

Breakwater Vineyards Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 53 verified family-friendly vacation rentals in Breakwater Vineyards. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Breakwater Vineyards vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $168 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Breakwater Vineyards offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Breakwater Vineyards are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Breakwater Vineyards often include amenities such as Child Friendly, Fireplace/Heating, and Kitchen. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.