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

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  4.  Massachusetts

  5.  Brewster
  6.  Sea Pines

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1111 Best Vacation Rentals in Sea Pines (Starting from $312)

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
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DISNBRE: Beach Cottage - A Quintessential Beach Cottage in Brewster, MA
DISNBRE: Beach Cottage - A Quintessential Beach Cottage in Brewster, MA
House
Brewster, MA, 02631, United States
0.1k from Sea Pines center

AC, Dryer, Extra Bed, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$740
Average price / night
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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
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Grandfather's Lane charmer
Grandfather's Lane charmer
House
Brewster, MA, 02631, United States
0.2k from Sea Pines center

AC, Barbecue, Free Parking, Internet, Kitchen, No Smoking, Outdoor Grill, Outdoor Space, Patio

2 Bedrooms4 Guests
9.8

Exceptional

14 reviews

$330
Average price / night
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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
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Charming Cape Cod Cottage Near Private Beach
Charming Cape Cod Cottage Near Private Beach
House
Brewster, MA, 02631, United States
0.2k from Sea Pines center

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

2 Bedrooms4 Guests
10.0

Exceptional

11 reviews

$457
Average price / night
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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
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Private Path to Cape Cod Bay
Private Path to Cape Cod Bay
House
Brewster, MA, 02631, United States
0.3k from Sea Pines center

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

5 Bedrooms10 Guests
New to Booking
$740
Average price / night
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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
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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
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Enjoy Brewster With Years Of Family Charm
Enjoy Brewster With Years Of Family Charm
House
Brewster, MA, USA
1.3k from Sea Pines center

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

3 Bedrooms7 Guests
New to Booking
$593
Average price / night
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Spacious home less than .1 mile to private assoc beach
Spacious home less than .1 mile to private assoc beach
House
Brewster, MA, 02631, United States
0.3k from Sea Pines center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

4 Bedrooms8 Guests
9.0

Fabulous

13 reviews

$440
Average price / night
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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
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Bayside Bliss - Luxury Waterfront Home in Brewster with Private Beach
Bayside Bliss - Luxury Waterfront Home in Brewster with Private Beach
House
Brewster, MA, 02631, United States
0.4k from Sea Pines center

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

5 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$1023
Average price / night
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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
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Family Friendly Home Near Winslow Landing Association Beach
Family Friendly Home Near Winslow Landing Association Beach
House
Brewster, MA, 02631, United States
0.4k from Sea Pines center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

6 Bedrooms12 Guests
New to Booking
$710
Average price / night
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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
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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
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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
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Secluded ranch home with a full outdoor shower & private community beach
Secluded ranch home with a full outdoor shower & private community beach
House
Brewster, MA, 02631, United States
0.4k from Sea Pines center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
8.8

Fabulous

29 reviews

$339
Average price / night
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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
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SHORT WALK TO PRIVATE ASSOCIATION BEACH!!
SHORT WALK TO PRIVATE ASSOCIATION BEACH!!
House
Brewster, MA, 02631, United States
0.4k from Sea Pines center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
New to Booking
$510
Average price / night
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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
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3BD Beach Dunes Beachfront Lighthouse--A/C, Deck, Direct Water Access, Amazing Water Views & Sunsets
3BD Beach Dunes Beachfront Lighthouse--A/C, Deck, Direct Water Access, Amazing Water Views & Sunsets
House
Brewster, MA, 02631, United States
0.5k from Sea Pines center

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

3 Bedrooms6 Guests
New to Booking
$1514
Average price / night
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Brewster, Beach Cottage with 1/2 Mile of Private Asso. Beach for your Enjoyment.
Brewster, Beach Cottage with 1/2 Mile of Private Asso. Beach for your Enjoyment.
Cottage
Brewster, MA, 02631, United States
0.5k from Sea Pines center

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

1 Bedroom2 Guests
9.4

Superb

57 reviews

$331
Average price / night
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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
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Picturesque Private Beachfront House on Cape Cod Bay
Picturesque Private Beachfront House on Cape Cod Bay
House
Brewster, MA, 02631, United States
0.5k from Sea Pines center

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

4 Bedrooms10 Guests
9.8

Exceptional

47 reviews

$618
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 Vacation Rentals in Sea Pines.

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Frequently Asked Questions

You can explore 1111 verified vacation rentals in Sea Pines. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Sea Pines vary depending on the season, property size, and location. Rates typically start from around $312 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Sea Pines include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Sea Pines welcome pets. Currently, 43 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Sea Pines often include amenities such as View, Fireplace/Heating, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.