Family-Friendly Vacation Rentals in Head Beach, ME: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Maine

  5.  Boothbay Harbor
  6.  Head Beach

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32 Best Family Vacation Rentals in Head Beach (Starting from $106)

Escape to Positive Outlook
Escape to Positive Outlook
House
Phippsburg, ME, USA
3.1k from Head Beach center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$106
Average price / night
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Cottage in Phippsburg, Maine
Cottage in Phippsburg, Maine
Cottage
Phippsburg, ME, 04562, United States
1.5k from Head Beach center

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

4 Bedrooms10 Guests
9.6

Exceptional

8 reviews

$689
Average price / night
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Fantastic Waterfront Views
Fantastic Waterfront Views
House
Phippsburg, ME, USA
3.1k from Head Beach center

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

1 Bedroom8 Guests
9.3

Superb

3 reviews

$340
Average price / night
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Exceptional Private Oceanfront Home, Magnificent Views, 5 Bed, 4 Bath, & More...
Exceptional Private Oceanfront Home, Magnificent Views, 5 Bed, 4 Bath, & More...
House
Phippsburg, ME, 04562, United States
3.2k from Head Beach center

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

5 Bedrooms10 Guests
10.0

Exceptional

27 reviews

$1374
Average price / night
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Mermaid
Mermaid
House
Head Beach, Phippsburg, Maine, USA
4.4k from Head Beach center

Laundry, Kitchen, Balcony/Terrace, Parking, Internet, Child Friendly

3 Bedrooms12 Guests
New to Booking
$855
Average price / night
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Oceanfront, private home, 3 Bed, 3 Baths, near beaches, golf, dining & more.
Oceanfront, private home, 3 Bed, 3 Baths, near beaches, golf, dining & more.
House
Phippsburg, ME, 04562, United States
3.6k from Head Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$627
Average price / night
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Spinneys Guesthouse & Beach Cottages
Spinneys Guesthouse & Beach Cottages
House
Phippsburg, ME, USA
6.6k from Head Beach center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Beach, Places to stay

14 Bedrooms30 Guests
8.6

Fabulous

33 reviews

$288
Average price / night
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Popham Beach Family-Friendly Home
Popham Beach Family-Friendly Home
House
Phippsburg, ME, 04562, United States
4.2k from Head Beach center

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

5 Bedrooms8 Guests
9.6

Exceptional

18 reviews

$508
Average price / night
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Sea At Last
Sea At Last
House
Phippsburg, ME, USA
6.6k from Head Beach center

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

4 Bedrooms12 Guests
5.5

Review score

2 reviews

$853
Average price / night
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6 BR in 2 Updated Cottages on an ocean cove in \"off-the-grid\" Phippsburg
6 BR in 2 Updated Cottages on an ocean cove in \"off-the-grid\" Phippsburg
Cottage
Phippsburg, ME, 04562, United States
4.3k from Head Beach center

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

6 Bedrooms12 Guests
New to Booking
$1117
Average price / night
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Kennebec River Retreat Less Than 5 Mi to Popham Beach
Kennebec River Retreat Less Than 5 Mi to Popham Beach
House
Phippsburg, ME, USA
7.6k from Head Beach center

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

4 Bedrooms8 Guests
New to Booking
$2576
Average price / night
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Charming, quiet 3-BR cottage; private access to cove and forest trails
Charming, quiet 3-BR cottage; private access to cove and forest trails
Cottage
Phippsburg, ME, 04562, United States
4.6k from Head Beach center

Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$506
Average price / night
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Harpswell Retreat
Harpswell Retreat
House
Cundys Harbor, ME, USA
9.2k from Head Beach center

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

2 Bedrooms4 Guests
7.8

Good

6 reviews

$593
Average price / night
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3 charming cottages sleeping 14 on an ocean cove, 21-acre forest property
3 charming cottages sleeping 14 on an ocean cove, 21-acre forest property
Cottage
Phippsburg, ME, 04562, United States
4.6k from Head Beach center

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

7 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$1143
Average price / night
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Tide's Edge
Tide's Edge
House
Cundys Harbor, ME, USA
9.5k from Head Beach center

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

4 Bedrooms10 Guests
New to Booking
$2069
Average price / night
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Private Bayfront Home 2 mins from Popham Beach with Hot Tub
Private Bayfront Home 2 mins from Popham Beach with Hot Tub
House
Phippsburg, ME, 04562, United States
4.7k from Head Beach center

AC, Dryer, Extra Bed, Heater, Hot Tub, Internet, Kitchen, Laundry, No Smoking

3 Bedrooms9 Guests
10.0

Exceptional

5 reviews

$903
Average price / night
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Renovated, Family Friendly Home With Ocean & Golf Views
Renovated, Family Friendly Home With Ocean & Golf Views
Cabin
Phippsburg, ME, 04562, United States
5.3k from Head Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

21 reviews

$561
Average price / night
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Family Retreat near the Beach
Family Retreat near the Beach
House
Phippsburg, ME, 04562, United States
5.6k from Head Beach center

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

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$361
Average price / night
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Waterfront Estate in Popham Beach
Waterfront Estate in Popham Beach
House
Phippsburg, ME, 04562, United States
6.1k from Head Beach center

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

7 Bedrooms16 Guests
9.8

Exceptional

9 reviews

$1959
Average price / night
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Surf and Seabirds!
Surf and Seabirds!
Cottage
Phippsburg, ME, 04562, United States
6.4k from Head Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$316
Average price / night
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3 bedroom cottage only 187 steps away from Popham Beach!
3 bedroom cottage only 187 steps away from Popham Beach!
Cottage
Phippsburg, ME, 04562, United States
6.5k from Head Beach center

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

3 Bedrooms4 Guests
10.0

Exceptional

69 reviews

$402
Average price / night
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Spectacular Ocean Beach and tennis court
Spectacular Ocean Beach and tennis court
Cottage
Phippsburg, ME, 04562, United States
6.6k from Head Beach center

Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

38 reviews

$498
Average price / night
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New Listing - Island View Cottage
New Listing - Island View Cottage
House
Phippsburg, ME, 04562, United States
6.9k from Head Beach center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

64 reviews

$409
Average price / night
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Waterfront 4-bed 3-bath home 7 acres Phippsburg Maine sleeps 11
Waterfront 4-bed 3-bath home 7 acres Phippsburg Maine sleeps 11
House
Phippsburg, ME, 04562, United States
7.3k from Head Beach center

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

4 Bedrooms11 Guests
10.0

Exceptional

3 reviews

$549
Average price / night
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Cozy Maine Cottage - Close to Popham Beach - SUN-SUN weeks during July & August
Cozy Maine Cottage - Close to Popham Beach - SUN-SUN weeks during July & August
House
Phippsburg, ME, 04565, United States
7.3k from Head Beach center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
9.6

Exceptional

86 reviews

$307
Average price / night
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The Topsider-panoramic of the Atlantic Ocean, 2 lighthouses, and Popham beach
The Topsider-panoramic of the Atlantic Ocean, 2 lighthouses, and Popham beach
House
Georgetown, ME, 04548, United States
7.4k from Head Beach center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

50 reviews

$221
Average price / night
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Water views! Private community beach! Pet friendly
Water views! Private community beach! Pet friendly
House
Georgetown, ME, 04548, United States
7.5k from Head Beach center

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

3 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$436
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 Family Vacation Rentals in Head Beach.

Head Beach Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 32 verified family-friendly vacation rentals in Head Beach. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Head Beach vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $106 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Head Beach 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 Head Beach 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 Head Beach often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. 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.