Family-Friendly Vacation Rentals in Squam Head, MA: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  Nantucket
  6.  Squam Head

Refine your search

Price per night

Amenity Filter

Rating

75 Best Family Vacation Rentals in Squam Head (Starting from $85)

Elegant Nantucket Retreat on Village Way 3BR
Elegant Nantucket Retreat on Village Way 3BR
House
MA, USA
2.8k from Squam Head center

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

3 Bedrooms5 Guests
New to Booking
$2470
Average price / night
Check Availability
Water views highlight this Nantucket rental with private beach access, Wauwinet.
Water views highlight this Nantucket rental with private beach access, Wauwinet.
House
Nantucket, MA, 02554, United States
1.6k from Squam Head center

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

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$3011
Average price / night
Check Availability
Private Beach Cottage for two in Sconset!
Private Beach Cottage for two in Sconset!
House
Nantucket, MA, USA
6.0k from Squam Head center

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

1 Bedroom4 Guests
9.3

Superb

6 reviews

$657
Average price / night
Check Availability
Nantucket Private Oasis - 6BR Pet-Friendly Home, Short Drive to Quidnet Beach
Nantucket Private Oasis - 6BR Pet-Friendly Home, Short Drive to Quidnet Beach
House
Nantucket, MA, 02554, United States
1.6k from Squam Head center

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

6 Bedrooms14 Guests
10.0

Exceptional

66 reviews

$1315
Average price / night
Check Availability
9 Green Hollow Road
9 Green Hollow Road
House
Nantucket, MA, USA
6.6k from Squam Head center

Child Friendly, Internet, View, Balcony/Terrace, Ocean View, Wheelchair Accessible, Private Beach

9 Bedrooms20 Guests
9.8

Exceptional

13 reviews

$85
Average price / night
Check Availability
QUIDNET 3 ACRES PERFECT FOR PLAYING/ RELAXING \n\n
QUIDNET 3 ACRES PERFECT FOR PLAYING/ RELAXING \n\n
House
Quidnet, Nantucket, MA, 02554, United States
1.6k from Squam Head center

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

4 Bedrooms8 Guests
10.0

Exceptional

26 reviews

$1037
Average price / night
Check Availability
Sea Lion
Sea Lion
House
Nantucket, MA, USA
6.9k from Squam Head center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$2250
Average price / night
Check Availability
Large beautiful home near Quidnet Beach\nASSIST WITH CAR FERRY RESERVATIONS
Large beautiful home near Quidnet Beach\nASSIST WITH CAR FERRY RESERVATIONS
House
Quidnet Nantucket, MA, 02554, United States
1.9k from Squam Head center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms13 Guests
10.0

Exceptional

54 reviews

$1555
Average price / night
Check Availability
Relaxing guesthouse with pool, stunning views close to beach
Relaxing guesthouse with pool, stunning views close to beach
House
Nantucket, MA, USA
7.9k from Squam Head 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
Check Availability
Waterfront in Wauwinet
Waterfront in Wauwinet
House
Nantucket, MA, 02554, United States
1.9k from Squam Head center

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

3 Bedrooms10 Guests
10.0

Exceptional

25 reviews

$1573
Average price / night
Check Availability
Peace & Quiet on ACK
Peace & Quiet on ACK
House
Nantucket, MA, USA
8.7k from Squam Head center

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

2 Bedrooms8 Guests
New to Booking
$600
Average price / night
Check Availability
Nantucket Classic! 5 Bed/4 Bath Sconset Beach-Golf-Lighthouse
Nantucket Classic! 5 Bed/4 Bath Sconset Beach-Golf-Lighthouse
House
Nantucket, MA, 02554, United States
4.0k from Squam Head center

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

5 Bedrooms10 Guests
10.0

Exceptional

15 reviews

$2265
Average price / night
Check Availability
Sconset Home: Renovated, Light and Bright on an Oversized Property.
Sconset Home: Renovated, Light and Bright on an Oversized Property.
House
Nantucket, MA, 02554, United States
5.2k from Squam Head center

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

4 Bedrooms9 Guests
10.0

Exceptional

50 reviews

$1712
Average price / night
Check Availability
Spacious home in village-perfect for families, groups-multiple spaces to gather
Spacious home in village-perfect for families, groups-multiple spaces to gather
House
Nantucket, MA, 02564, United States
5.5k from Squam Head center

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

6 Bedrooms12 Guests
10.0

Exceptional

44 reviews

$1357
Average price / night
Check Availability
Charming 2 bedroom, 2 bath home with water views and steps to private beach
Charming 2 bedroom, 2 bath home with water views and steps to private beach
Cottage
Nantucket, MA, 02554, United States
5.8k from Squam Head center

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

2 Bedrooms5 Guests
10.0

Exceptional

13 reviews

$783
Average price / night
Check Availability
Beautiful vacation home with private pool
Beautiful vacation home with private pool
House
Nantucket, MA, 02554, United States
5.9k from Squam Head center

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

5 Bedrooms10 Guests
9.8

Exceptional

29 reviews

$3518
Average price / night
Check Availability
Private and Luxurious with Outstanding Water Views
Private and Luxurious with Outstanding Water Views
House
Nantucket, MA, 02554, United States
6.2k from Squam Head center

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

5 Bedrooms12 Guests
New to Booking
$8887
Average price / night
Check Availability
Classic Cape in an exclusive Tom Nevers Neighborhood.
Classic Cape in an exclusive Tom Nevers Neighborhood.
House
Nantucket, MA, 02554, United States
6.3k from Squam Head center

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

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$989
Average price / night
Check Availability
Spacious 5BR 7 bath Home on 3 Acres Near Beach/Bike Path/Shuttle Bus
Spacious 5BR 7 bath Home on 3 Acres Near Beach/Bike Path/Shuttle Bus
House
Nantucket, MA, 02584, United States
6.3k from Squam Head center

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

5 Bedrooms12 Guests
10.0

Exceptional

62 reviews

$1722
Average price / night
Check Availability
Private Cottage - Sun-filled Home- family getaway - close to everything
Private Cottage - Sun-filled Home- family getaway - close to everything
House
Nantucket, MA, 02554, United States
6.4k from Squam Head center

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

2 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$977
Average price / night
Check Availability
Beautiful private 4Bd/3Ba Home,  Central A/C,  Heated Pool, 1 mi from TN Beach!
Beautiful private 4Bd/3Ba Home, Central A/C, Heated Pool, 1 mi from TN Beach!
House
Nantucket, MA, 02554, United States
6.4k from Squam Head center

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

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$2001
Average price / night
Check Availability
Gorgeous Sconset home. Huge pool, and car rental option!
Gorgeous Sconset home. Huge pool, and car rental option!
House
Nantucket, MA, 02564, United States
6.5k from Squam Head center

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

4 Bedrooms10 Guests
10.0

Exceptional

13 reviews

$4179
Average price / night
Check Availability
Steps from the beach views of the ocean
Steps from the beach views of the ocean
House
Siasconset, MA, 02564, United States
6.5k from Squam Head center

AC, Dryer, Internet, Kitchen, Laundry, No Smoking, Patio, TV, Washer

4 Bedrooms9 Guests
New to Booking
$2473
Average price / night
Check Availability
Beautiful Tom Nevers home.\nAuto ferry ticket available for remaining 2026 weeks.
Beautiful Tom Nevers home.\nAuto ferry ticket available for remaining 2026 weeks.
House
Nantucket, MA, 02554, United States
6.5k from Squam Head center

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

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$1117
Average price / night
Check Availability
Beautiful 4 bed with Pool + Spa
Beautiful 4 bed with Pool + Spa
House
Nantucket, MA, 02554, United States
6.5k from Squam Head center

AC, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms9 Guests
10.0

Exceptional

6 reviews

$3357
Average price / night
Check Availability
Luxury Nantucket Beach House: private oasis with water views
Luxury Nantucket Beach House: private oasis with water views
House
Nantucket, MA, 02554, United States
6.5k from Squam Head center

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

4 Bedrooms8 Guests
New to Booking
$2514
Average price / night
Check Availability
The Sandbox   Beautiful Home in Tom Nevers
The Sandbox Beautiful Home in Tom Nevers
House
Nantucket, MA, 02554, United States
6.7k from Squam Head center

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

4 Bedrooms10 Guests
10.0

Exceptional

13 reviews

$1573
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 Squam Head.

Where to stay in Squam Head? Best neighborhoods & areas

Squam Head Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 75 verified family-friendly vacation rentals in Squam Head. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Squam Head vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $85 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Squam Head 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 Squam Head 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 Squam Head often include amenities such as Child Friendly, View, 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.