Family-Friendly Vacation Rentals in Pebble Beach, MA: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  Rockport
  6.  Pebble Beach

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128 Best Family Vacation Rentals in Pebble Beach (Starting from $238)

Ocean Front Cottage - Long Beach
Ocean Front Cottage - Long Beach
House
Rockport, MA, USA
1.3k from Pebble Beach center

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

5 Bedrooms10 Guests
9.0

Fabulous

6 reviews

$570
Average price / night
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Spectacular views of Thatcher Island and the Atlantic Ocean
Spectacular views of Thatcher Island and the Atlantic Ocean
House
Rockport, MA, 01966, United States
0.7k from Pebble Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

36 reviews

$622
Average price / night
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Inviting Rockport Rental with Deck Walk to Beach!
Inviting Rockport Rental with Deck Walk to Beach!
House
Rockport, MA, USA
1.6k from Pebble Beach center

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

3 Bedrooms8 Guests
New to Booking
$648
Average price / night
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A Beautiful \"WEE \" Place By The Sea in Rockport
A Beautiful \"WEE \" Place By The Sea in Rockport
Cottage
Rockport, MA, 01966, United States
0.9k from Pebble Beach center

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

2 Bedrooms5 Guests
8.6

Fabulous

41 reviews

$238
Average price / night
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Rockport Cottage with Patio - Steps to Beach!
Rockport Cottage with Patio - Steps to Beach!
House
Rockport, MA, USA
1.6k from Pebble Beach center

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

5 Bedrooms11 Guests
9.0

Fabulous

2 reviews

$752
Average price / night
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Inviting Rockport Rental w/ Deck: Walk to Beach!
Inviting Rockport Rental w/ Deck: Walk to Beach!
House
Rockport, MA, 01966-2260, United States
1.6k from Pebble Beach center

AC, Balcony, Crib, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$735
Average price / night
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Willow Cove
Willow Cove
House
Rockport, MA, USA
2.4k from Pebble Beach center

Security/Safety, Barbecue/Outdoor Cooking, Balcony/Terrace, Air Conditioner, Sports/Activities, Guest Services, Fireplace/Heating

3 Bedrooms6 Guests
8.4

Very Good

5 reviews

$452
Average price / night
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Spacious Modern Beach House- Steps to Long Beach and Good Harbor
Spacious Modern Beach House- Steps to Long Beach and Good Harbor
House
Gloucester, MA, 01930, United States
1.9k from Pebble Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

48 reviews

$726
Average price / night
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Ocean Breeze-8min Walk to Beach
Ocean Breeze-8min Walk to Beach
Apartment
Gloucester, MA, USA
2.5k from Pebble Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

1 Bedroom4 Guests
9.6

Exceptional

32 reviews

$249
Average price / night
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Family Friendly Townhouse 75 steps from Long Beach
Family Friendly Townhouse 75 steps from Long Beach
House
Gloucester, MA, 01930, United States
1.9k from Pebble Beach center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$489
Average price / night
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High Street Hideaway
High Street Hideaway
House
Rockport, MA, USA
2.6k from Pebble Beach center

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

4 Bedrooms9 Guests
8.0

Good

3 reviews

$497
Average price / night
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Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil
Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil
House
Gloucester, MA, 01930, United States
2.0k from Pebble Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater

6 Bedrooms15 Guests
9.4

Superb

29 reviews

$1130
Average price / night
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Olde New House
Olde New House
Apartment
Rockport, MA, USA
2.7k from Pebble Beach center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Accessible hotels, Beach rentals

1 Bedroom3 Guests
7.0

Good

4 reviews

$247
Average price / night
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Long Beach/Gloucester. 1 minute walk to Beach! Large yard, lush gardens. Pup ok!
Long Beach/Gloucester. 1 minute walk to Beach! Large yard, lush gardens. Pup ok!
House
Gloucester, MA, 01930, United States
2.0k from Pebble Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

31 reviews

$508
Average price / night
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Cozy Downtown Gem
Cozy Downtown Gem
House
Rockport, MA, USA
2.8k from Pebble Beach center

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

2 Bedrooms4 Guests
8.3

Very Good

6 reviews

$268
Average price / night
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Newly renovated! Beautiful private cottage in quiet area near Old Garden Beach.
Newly renovated! Beautiful private cottage in quiet area near Old Garden Beach.
House
Rockport, MA, 01966, United States
2.0k from Pebble Beach center

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

2 Bedrooms5 Guests
9.8

Exceptional

37 reviews

$315
Average price / night
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Walk to Front Beach Dtwn Rockport Retreat!
Walk to Front Beach Dtwn Rockport Retreat!
House
Rockport, MA, USA
2.8k from Pebble Beach center

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

3 Bedrooms8 Guests
New to Booking
$1053
Average price / night
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Short Walk to Cape Ann's Best Beaches!
Short Walk to Cape Ann's Best Beaches!
House
Gloucester, MA, 01930, United States
2.1k from Pebble Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$925
Average price / night
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Made for Beach Other
Made for Beach Other
House
Rockport, MA, USA
3.1k from Pebble Beach center

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

3 Bedrooms8 Guests
4.7

Review score

3 reviews

$322
Average price / night
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The Aerie. 2 King beds, AC, outdoor shower. Walk to 2 local beaches
The Aerie. 2 King beds, AC, outdoor shower. Walk to 2 local beaches
House
Gloucester, MA, 01930, United States
2.2k from Pebble Beach center

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

8 Bedrooms16 Guests
9.4

Superb

66 reviews

$908
Average price / night
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Vintage Rockport Escape
Vintage Rockport Escape
House
Rockport, MA, USA
3.3k from Pebble Beach center

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

3 Bedrooms6 Guests
8.3

Very Good

20 reviews

$364
Average price / night
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All-Season Beach Haven - walk to two beaches!
All-Season Beach Haven - walk to two beaches!
House
Gloucester, MA, 01930, United States
2.2k from Pebble Beach center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$688
Average price / night
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Pool open for the season! Single family home, 5-Min walk to Good Harbor Beach!
Pool open for the season! Single family home, 5-Min walk to Good Harbor Beach!
House
Gloucester, MA, 01930, United States
2.3k from Pebble Beach center

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

3 Bedrooms8 Guests
9.6

Exceptional

10 reviews

$617
Average price / night
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Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
Condo
Gloucester, MA, 01930, United States
2.4k from Pebble Beach center

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

3 Bedrooms10 Guests
10.0

Exceptional

28 reviews

$454
Average price / night
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Family home – top 2 floors.  Minutes walk to town and beach
Family home – top 2 floors. Minutes walk to town and beach
House
Rockport, MA, 01966, United States
2.4k from Pebble Beach center

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

5 Bedrooms10 Guests
10.0

Exceptional

33 reviews

$968
Average price / night
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Ocean Breeze / 8-Minute Walk to Beach
Ocean Breeze / 8-Minute Walk to Beach
Apartment
Gloucester, MA, 01930, United States
2.4k from Pebble Beach center

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

1 Bedroom4 Guests
10.0

Exceptional

18 reviews

$369
Average price / night
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Stay at Good Harbor Beach
Stay at Good Harbor Beach
House
Gloucester, MA, 01930, United States
2.5k from Pebble Beach center

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

5 Bedrooms13 Guests
10.0

Exceptional

2 reviews

$1725
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 Pebble Beach.

Pebble Beach Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 128 verified family-friendly vacation rentals in Pebble Beach. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Pebble Beach vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $238 per night, with larger homes and peak travel periods often costing more.

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