Family-Friendly Vacation Rentals in Sea Pines, MA: Compare 10+ Sites & Save

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

  4.  Massachusetts

  5.  Brewster
  6.  Sea Pines

Refine your search

Price per night

Amenity Filter

Rating

421 Best Family Vacation Rentals in Sea Pines (Starting from $261)

Paradise by Ocean Edge
Paradise by Ocean Edge
House
Brewster, MA, USA
0.4k from Sea Pines center

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

3 Bedrooms7 Guests
New to Booking
$446
Average price / night
Check Availability
Water Views, Dog Friendly, Fire Pit in Brewster
Water Views, Dog Friendly, Fire Pit in Brewster
House
Brewster, MA, 02631, United States
0.3k from Sea Pines center

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

3 Bedrooms10 Guests
New to Booking
$576
Average price / night
Check Availability
Rainbow Cottage
Rainbow Cottage
House
Brewster, MA, USA
0.8k from Sea Pines center

Internet, Air Conditioner, Oceanfront, Ocean View, Parking, Private Beach, View

2 Bedrooms4 Guests
New to Booking
$563
Average price / night
Check Availability
Family Cottage, Steps from a Private Beach on Brewster Dunes
Family Cottage, Steps from a Private Beach on Brewster Dunes
Cottage
Brewster, MA, 02631, United States
0.4k from Sea Pines center

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

3 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$588
Average price / night
Check Availability
17 Captain Dunbar Road Brewster - Prestons Haven
17 Captain Dunbar Road Brewster - Prestons Haven
House
MA, USA
0.8k from Sea Pines center

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

1 Bedroom5 Guests
New to Booking
$500
Average price / night
Check Availability
Brewster, MA Beach House with 1/2 Mile of Private Association Beach.
Brewster, MA Beach House with 1/2 Mile of Private Association Beach.
House
Brewster, MA, 02631, United States
0.5k from Sea Pines center

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

3 Bedrooms6 Guests
10.0

Exceptional

83 reviews

$515
Average price / night
Check Availability
Walk to Private Bayside Beach
Walk to Private Bayside Beach
House
Brewster, MA, USA
0.8k from Sea Pines center

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

3 Bedrooms6 Guests
New to Booking
$312
Average price / night
Check Availability
Classic Cape: Huge Yard, Walk to Beaches, Brewster Flats, Restaurants & Bars
Classic Cape: Huge Yard, Walk to Beaches, Brewster Flats, Restaurants & Bars
House
Brewster, MA, 02631, United States
1.0k from Sea Pines center

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

4 Bedrooms10 Guests
10.0

Exceptional

23 reviews

$658
Average price / night
Check Availability
Just a few steps to Ellis Landing Beach
Just a few steps to Ellis Landing Beach
House
Brewster, MA, USA
0.9k from Sea Pines center

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

3 Bedrooms6 Guests
New to Booking
$658
Average price / night
Check Availability
Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!
Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!
House
Brewster, MA, 02631, United States
1.0k from Sea Pines center

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

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$610
Average price / night
Check Availability
Sand, Shells & Sunsets
Sand, Shells & Sunsets
Apartment
Brewster, MA, USA
1.4k from Sea Pines center

Apartments, Accommodations, Pools, Lodgings, Hot tubs, Places to stay

2 Bedrooms6 Guests
6.0

Review score

1 reviews

$475
Average price / night
Check Availability
Large Ocean Edge House - Sleeps 8. Pools, Pickleball & Golf
Large Ocean Edge House - Sleeps 8. Pools, Pickleball & Golf
House
Brewster, MA, 02631, United States
1.1k from Sea Pines center

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

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$1092
Average price / night
Check Availability
Full Sand Volleyball Court Walk to Pond
Full Sand Volleyball Court Walk to Pond
House
Brewster, MA, USA
1.5k from Sea Pines center

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

4 Bedrooms10 Guests
New to Booking
$759
Average price / night
Check Availability
Private Beach Access, Great Family Get Away.
Private Beach Access, Great Family Get Away.
House
Brewster, MA, 02631, United States
1.2k from Sea Pines center

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

4 Bedrooms8 Guests
10.0

Exceptional

23 reviews

$510
Average price / night
Check Availability
Peaceful Retreat on Chilton Lane
Peaceful Retreat on Chilton Lane
House
Brewster, MA, USA
1.5k from Sea Pines center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

2 Bedrooms5 Guests
New to Booking
$508
Average price / night
Check Availability
Bright Brewster Beach House Short Walk to Beaches
Bright Brewster Beach House Short Walk to Beaches
House
Brewster, MA, 02631, United States
1.4k from Sea Pines center

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

3 Bedrooms8 Guests
New to Booking
$678
Average price / night
Check Availability
Ocean Mandevilla
Ocean Mandevilla
Apartment
Brewster, MA, USA
1.5k from Sea Pines center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms6 Guests
8.2

Very Good

7 reviews

$453
Average price / night
Check Availability
Brewster Mountain Retreat by Blueberry Pond
Brewster Mountain Retreat by Blueberry Pond
House
Brewster, MA, 02631, United States
1.4k from Sea Pines center

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

4 Bedrooms6 Guests
New to Booking
$593
Average price / night
Check Availability
Close to Bayside Game Room w Pool Table
Close to Bayside Game Room w Pool Table
House
Brewster, MA, USA
1.7k from Sea Pines center

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

4 Bedrooms9 Guests
5.5

Review score

2 reviews

$499
Average price / night
Check Availability
Brewster Green Resort
Brewster Green Resort
Apartment
203 Lund Farm Way, Brewster, MA, 02631, United States
1.5k from Sea Pines center

AC, Barbecue, Fireplace, Fitness Equipment, Free Parking, Hot Tub, Internet, Kids Pool, Kitchen

2 Bedrooms6 Guests
9.4

Superb

128 reviews

$262
Average price / night
Check Availability
The Condo at Ocean Edge
The Condo at Ocean Edge
Apartment
Brewster, MA, USA
1.8k from Sea Pines center

Apartments, Accommodations, Lodgings, Places to stay, Condos

1 Bedroom4 Guests
7.3

Good

3 reviews

$408
Average price / night
Check Availability
Cozy Cape Cottage
Cozy Cape Cottage
Cottage
Brewster, MA, 02631, United States
1.5k from Sea Pines center

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

1 Bedroom3 Guests
9.2

Superb

25 reviews

$261
Average price / night
Check Availability
Cozy Cape Cod Cottage Near Beach and Bike Trail
Cozy Cape Cod Cottage Near Beach and Bike Trail
House
Brewster, MA, 02631, United States
1.6k from Sea Pines center

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

2 Bedrooms5 Guests
10.0

Exceptional

7 reviews

$466
Average price / night
Check Availability
Beautifully decorated Brewster Home
Beautifully decorated Brewster Home
House
Brewster, MA, 02631, United States
1.6k from Sea Pines center

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

4 Bedrooms8 Guests
9.2

Superb

11 reviews

$866
Average price / night
Check Availability
New construction within 1 mile of bay beach and Nickerson Park
New construction within 1 mile of bay beach and Nickerson Park
Apartment
Brewster, MA, 02631, United States
1.6k from Sea Pines center

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

2 Bedrooms5 Guests
10.0

Exceptional

43 reviews

$343
Average price / night
Check Availability
Family Friendly Home on Cobbs Pond and 100 yards from Cape Cod Bay in Brewster!
Family Friendly Home on Cobbs Pond and 100 yards from Cape Cod Bay in Brewster!
House
Brewster, MA, 02631, United States
1.7k from Sea Pines center

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

4 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$436
Average price / night
Check Availability
Escape to Brewster's charm, just a quick 6-min drive to Cape Cod Beaches
Escape to Brewster's charm, just a quick 6-min drive to Cape Cod Beaches
House
Brewster, MA, 02631, United States
1.7k from Sea Pines center

Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.2

Superb

32 reviews

$265
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 Sea Pines.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Stay Near Sea Pines's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Sea Pines Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 421 verified family-friendly vacation rentals in Sea Pines. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Sea Pines vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $261 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Sea Pines 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 Sea Pines 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 Sea Pines 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.