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

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  4.  Massachusetts

  5.  Brewster
  6.  Sea Pines

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81 Best Cottage Rentals in Sea Pines (Starting from $154)

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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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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Charming Cape Cottage in Brewster
Charming Cape Cottage in Brewster
Cottage
Brewster, MA, 02631, United States
0.6k from Sea Pines center

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

1 Bedroom3 Guests
9.8

Exceptional

113 reviews

$188
Average price / night
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Steps to Beach: Timeless Lower Cape Cottage
Steps to Beach: Timeless Lower Cape Cottage
Cottage
Brewster, MA, 02631, United States
0.8k from Sea Pines center

AC, Barbecue, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio, Toys

2 Bedrooms5 Guests
New to Booking
$384
Average price / night
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3-Bedroom Oceanfront Cottage with Private Beach
3-Bedroom Oceanfront Cottage with Private Beach
Cottage
Brewster, MA, 02631, United States
0.8k from Sea Pines center

Barbecue, Extra Bed, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

3 Bedrooms8 Guests
9.4

Superb

15 reviews

$810
Average price / night
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Charming Brewster Cottage
Charming Brewster Cottage
Cottage
Brewster, MA, 02631, United States
1.0k from Sea Pines center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

1 Bedroom4 Guests
10.0

Exceptional

53 reviews

$194
Average price / night
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Charming  Beach House With  Private Beach On Cape Cod Bay
Charming Beach House With Private Beach On Cape Cod Bay
Cottage
Brewster, MA, 02631, United States
1.0k from Sea Pines center

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

4 Bedrooms8 Guests
10.0

Exceptional

43 reviews

$882
Average price / night
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Charming Cape Cod Cottage
Charming Cape Cod Cottage
Cottage
Brewster, MA, 02631, United States
1.0k from Sea Pines center

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

1 Bedroom3 Guests
10.0

Exceptional

37 reviews

$192
Average price / night
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Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Cottage
Brewster, MA, 02631, United States
1.0k from Sea Pines center

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

1 Bedroom5 Guests
10.0

Exceptional

40 reviews

$427
Average price / night
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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
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Clean and Cute Brewster Cottage
Clean and Cute Brewster Cottage
Cottage
Brewster, MA, 02631, United States
1.5k from Sea Pines center

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

2 Bedrooms4 Guests
10.0

Exceptional

24 reviews

$275
Average price / night
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Walk to Beach! Cape Cod Cottage w/ Fire Pit
Walk to Beach! Cape Cod Cottage w/ Fire Pit
Cottage
Brewster, MA, 02631-1838, United States
2.0k from Sea Pines center

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

2 Bedrooms5 Guests
New to Booking
$346
Average price / night
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Private Beach.  Fabulous Bay Views. WIFI
Private Beach. Fabulous Bay Views. WIFI
Cottage
Brewster, MA, 02631, United States
3.1k from Sea Pines center

AC, Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$872
Average price / night
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Beachfront cute cottage on Private  Beach. Best View on the Cape.  on high bluff
Beachfront cute cottage on Private Beach. Best View on the Cape. on high bluff
Cottage
Brewster, MA, 02631, United States
3.2k from Sea Pines center

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

2 Bedrooms4 Guests
10.0

Exceptional

8 reviews

$864
Average price / night
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Sheep’s Pond Retreat
Sheep’s Pond Retreat
Cottage
Brewster, MA, 02631, United States
3.3k from Sea Pines center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$283
Average price / night
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\"Sunrise Cottage\" Brewster - 1 Bed Cottage, Perfect for a Cozy Getaway! (CapeCodProperty 121)
\"Sunrise Cottage\" Brewster - 1 Bed Cottage, Perfect for a Cozy Getaway! (CapeCodProperty 121)
Cottage
Brewster, MA, 02631, United States
3.3k from Sea Pines center

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

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$246
Average price / night
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Tales of Sunset Bay, walk from a Quiet Cottage to Brewster’s Paine Creek Beach
Tales of Sunset Bay, walk from a Quiet Cottage to Brewster’s Paine Creek Beach
Cottage
Brewster, MA, 02631, United States
4.0k from Sea Pines center

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

2 Bedrooms5 Guests
10.0

Exceptional

63 reviews

$286
Average price / night
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Cottage near bay beach- 1 Bd/1Ba
Cottage near bay beach- 1 Bd/1Ba
Cottage
Brewster, MA, 02631, United States
4.3k from Sea Pines center

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

1 Bedroom4 Guests
9.4

Superb

11 reviews

$154
Average price / night
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Skaket Dream 2/10 mile to Beach!
Skaket Dream 2/10 mile to Beach!
Cottage
Orleans, MA, 02653, United States
5.1k from Sea Pines center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$724
Average price / night
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Waterfront on Long Pond and Black Pond!
Waterfront on Long Pond and Black Pond!
Cottage
Brewster, MA, 02631, United States
5.1k from Sea Pines center

AC, Dryer, Fireplace, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$786
Average price / night
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Beautifully remodeled cottage near the beach with central AC, gas grill & lawn
Beautifully remodeled cottage near the beach with central AC, gas grill & lawn
Cottage
Orleans, MA, 02653, United States
5.1k from Sea Pines center

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

2 Bedrooms4 Guests
10.0

Exceptional

15 reviews

$506
Average price / night
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6 Mi to Beach: Home w/ Deck in Brewster!
6 Mi to Beach: Home w/ Deck in Brewster!
Cottage
141 Timberlane Dr, Brewster, MA, 02631, United States
5.8k from Sea Pines center

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

New to Booking
$689
Average price / night
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Decadent Renovated Cottage With Private Yard (2428)
Decadent Renovated Cottage With Private Yard (2428)
Cottage
Orleans, MA, 02653, United States
5.9k from Sea Pines center

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

2 Bedrooms4 Guests
New to Booking
$514
Average price / night
Check Availability
Pets Welcome Near Town & Bike Trail (1471)
Pets Welcome Near Town & Bike Trail (1471)
Cottage
Orleans, MA, 02653, United States
6.3k from Sea Pines center

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

3 Bedrooms6 Guests
8.4

Very Good

15 reviews

$345
Average price / night
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Cozy 1 bedroom cottage in beautiful Orleans with AC. A perfect spot to get away.
Cozy 1 bedroom cottage in beautiful Orleans with AC. A perfect spot to get away.
Cottage
Orleans, MA, 02653, United States
6.4k from Sea Pines center

AC, Barbecue, Free Parking, Heater, Internet, Living Area, Microwave, No Smoking, TV

1 Bedroom4 Guests
New to Booking
$294
Average price / night
Check Availability
Cozy Cottage Near Rock Harbor (2223)
Cozy Cottage Near Rock Harbor (2223)
Cottage
Orleans, MA, 02653, United States
6.4k from Sea Pines center

AC, Barbecue, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Grill

2 Bedrooms5 Guests
9.0

Fabulous

13 reviews

$287
Average price / night
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Petite Antique, location, location, location
Petite Antique, location, location, location
Cottage
Orleans, MA, 02653, United States
6.5k from Sea Pines center

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

2 Bedrooms4 Guests
New to Booking
$219
Average price / night
Check Availability

Pro Tip:
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Frequently Asked Questions

You can explore 81 verified cottage rentals in Sea Pines. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Sea Pines vary based on the season, location, and amenities offered. Rates typically start from around $154 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Sea Pines feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 18 listings in Sea Pines welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Sea Pines are known for their comfort and charm, often including amenities such as Kitchen, Fireplace/Heating, and Balcony/Terrace. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Sea Pines are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.