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

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  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  Nantucket
  6.  Surfside Beach

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243 Best Family Vacation Rentals in Surfside Beach (Starting from $229)

Sail Away Cottage
Sail Away Cottage
House
Nantucket, MA, USA
3.3k from Surfside Beach center

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

3 Bedrooms8 Guests
8.5

Very Good

4 reviews

$1326
Average price / night
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Forget Shoes, Walk to Beach Barefoot with Kids and Grandkids
Forget Shoes, Walk to Beach Barefoot with Kids and Grandkids
Cottage
Nantucket, MA, 02554, United States
0.4k from Surfside Beach center

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

4 Bedrooms10 Guests
9.0

Fabulous

14 reviews

$813
Average price / night
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Charming 3BR Home in Nantucket's Natural Beauty home
Charming 3BR Home in Nantucket's Natural Beauty home
House
Nantucket, MA, USA
3.3k from Surfside Beach center

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

3 Bedrooms8 Guests
New to Booking
$1361
Average price / night
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A Hidden Gem with pool steps away  from Surfside Beach.
A Hidden Gem with pool steps away from Surfside Beach.
House
Nantucket, MA, 02554, United States
0.5k from Surfside Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$3686
Average price / night
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Peace & Quiet on ACK
Peace & Quiet on ACK
House
Nantucket, MA, USA
3.4k from Surfside Beach center

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

2 Bedrooms8 Guests
New to Booking
$600
Average price / night
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Lux Surfside w Pool. Steps to Best Beach plus dogs  \nAug. weeks available
Lux Surfside w Pool. Steps to Best Beach plus dogs \nAug. weeks available
House
Nantucket, MA, 02554, United States
0.7k from Surfside Beach center

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

5 Bedrooms10 Guests
10.0

Exceptional

8 reviews

$2927
Average price / night
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Ireland Time
Ireland Time
House
Nantucket, MA, USA
3.6k from Surfside Beach center

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

4 Bedrooms8 Guests
8.7

Fabulous

3 reviews

$1062
Average price / night
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Surfside Beach Gem!
Surfside Beach Gem!
House
Nantucket, MA, 02554, United States
0.8k from Surfside Beach center

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

4 Bedrooms12 Guests
9.8

Exceptional

19 reviews

$1117
Average price / night
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45A Pleasant St
45A Pleasant St
House
Nantucket, MA, USA
3.9k from Surfside Beach center

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

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1800
Average price / night
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Perfect beach house for a great family vacation\n
Perfect beach house for a great family vacation\n
House
Nantucket, MA, 02584, United States
0.8k from Surfside Beach center

Barbecue, Dryer, Fireplace, Free Parking, Internet, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms8 Guests
9.6

Exceptional

19 reviews

$1531
Average price / night
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45B Pleasant St
45B Pleasant St
House
Nantucket, MA, USA
3.9k from Surfside Beach center

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

7 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$2080
Average price / night
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Spacious Surfside home just a short walk to Nobadeer Beach!
Spacious Surfside home just a short walk to Nobadeer Beach!
House
Nantucket, MA, 02554, United States
1.0k from Surfside Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$1066
Average price / night
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Sea Lyon
Sea Lyon
House
Nantucket, MA, USA
4.1k from Surfside Beach center

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

7 Bedrooms14 Guests
New to Booking
$3386
Average price / night
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Brand-new beach house with heated 40'x20' pool
Brand-new beach house with heated 40'x20' pool
House
nantucket, MA, 02554, United States
1.0k from Surfside Beach center

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

3 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$1758
Average price / night
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52 Union
52 Union
Villa
Surfside Beach, Nantucket, Massachusetts, USA
4.1k from Surfside Beach center

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

3 Bedrooms6 Guests
New to Booking
$2150
Average price / night
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Beautiful home with oversized pool and hot tub, spacious yard, walk to beach
Beautiful home with oversized pool and hot tub, spacious yard, walk to beach
House
Nantucket, MA, 02554, United States
1.2k from Surfside Beach center

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

5 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$2393
Average price / night
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Meadow's End
Meadow's End
House
Nantucket, MA, USA
4.9k from Surfside Beach center

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

3 Bedrooms8 Guests
5.0

Review score

1 reviews

$1205
Average price / night
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Hot off the presses!! Dalliance has vacancies that will go fast, book for 2026!
Hot off the presses!! Dalliance has vacancies that will go fast, book for 2026!
House
Nantucket, MA, 02554, United States
1.2k from Surfside Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

15 reviews

$598
Average price / night
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Carlisle House Inn
Carlisle House Inn
Cabin
Surfside Beach, Nantucket, Massachusetts, USA
5.0k from Surfside Beach center

Accommodations, Lodges, Cabins, Lodgings, Places to stay, Family

13 Bedrooms28 Guests
9.6

Exceptional

25 reviews

$229
Average price / night
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Book Surfside's BEST summer rental today!
Book Surfside's BEST summer rental today!
House
Nantucket, MA, 02554, United States
1.2k from Surfside Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

29 reviews

$1946
Average price / night
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Relaxing guesthouse with pool, stunning views close to beach
Relaxing guesthouse with pool, stunning views close to beach
House
Nantucket, MA, USA
5.3k from Surfside Beach center

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

1 Bedroom3 Guests
7.0

Good

1 reviews

$675
Average price / night
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Private 2 bedroom cottage close to South Shore beaches
Private 2 bedroom cottage close to South Shore beaches
Cottage
Nantucket, MA, 02554, United States
1.4k from Surfside Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

102 reviews

$530
Average price / night
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Beautiful Nantucket Home Near Beach With Pool - Sleeps 14
Beautiful Nantucket Home Near Beach With Pool - Sleeps 14
House
Nantucket, MA, 02554, United States
1.4k from Surfside Beach center

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

4 Bedrooms12 Guests
10.0

Exceptional

56 reviews

$1745
Average price / night
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Gorgeous house with heated pool, Gym, JEEP Rental
Gorgeous house with heated pool, Gym, JEEP Rental
House
Nantucket, MA, 02554, United States
1.4k from Surfside Beach center

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

5 Bedrooms13 Guests
10.0

Exceptional

21 reviews

$3000
Average price / night
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Private Nantucket Cottage Walk to Surfside Beach
Private Nantucket Cottage Walk to Surfside Beach
House
Nantucket, MA, 02554, United States
1.6k from Surfside Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

36 reviews

$1333
Average price / night
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Private Surfside Estate with Saltwater Pool 5BD/4.5BA
Private Surfside Estate with Saltwater Pool 5BD/4.5BA
House
Nantucket, MA, 02554, United States
1.6k from Surfside Beach center

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

5 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$3053
Average price / night
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Pond View - Luxury Home near Miacomet beach
Pond View - Luxury Home near Miacomet beach
House
Nantucket, MA, 02554, United States
1.9k from Surfside Beach center

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

6 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$2881
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 Surfside Beach.

Where to stay in Surfside Beach? Best neighborhoods & areas

Surfside Beach Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 243 verified family-friendly vacation rentals in Surfside Beach. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Surfside Beach vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $229 per night, with larger homes and peak travel periods often costing more.

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