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

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  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  Massachusetts

  5.  Brewster
  6.  Sea Pines

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642 Best Oceanfront Rentals in Sea Pines (Starting from $262)

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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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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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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The Mansion at Ocean Edge Resort & Golf Club
The Mansion at Ocean Edge Resort & Golf Club
Resort
Brewster, MA, USA
0.9k from Sea Pines center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, 5-star, Lodgings, Beach

70 Bedrooms22 Guests
8.5

Very Good

80 reviews

$790
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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The Villages at Ocean Edge Resort & Golf Club
The Villages at Ocean Edge Resort & Golf Club
Resort
MA, USA
0.9k from Sea Pines center

Accommodations, Pools, Resorts, Parking, Spa, Golf, Romantic, 3-star, Lodgings

247 Bedrooms51 Guests
8.5

Very Good

280 reviews

$364
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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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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Relax and enjoy the fine residence in beautiful Sea Pines on Cape Cod Bay!
Relax and enjoy the fine residence in beautiful Sea Pines on Cape Cod Bay!
Condo
Brewster, MA, 02631, United States
0.3k from Sea Pines center

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

2 Bedrooms5 Guests
New to Booking
$381
Average price / night
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Cape Landing Cottage
Cape Landing Cottage
House
Brewster, MA, USA
2.3k from Sea Pines center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$660
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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The Brewster Pearl
The Brewster Pearl
House
Brewster, MA, USA
2.6k from Sea Pines center

Oceanfront, Air Conditioner, Ocean View, Internet, View, Barbecue/Outdoor Cooking, Guest Services

1 Bedroom8 Guests
New to Booking
$350
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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Walk to Skaket Beach Charming Cottage with Deck
Walk to Skaket Beach Charming Cottage with Deck
House
Orleans, MA, USA
4.6k from Sea Pines center

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

3 Bedrooms6 Guests
New to Booking
$629
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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Namskaket Retreat
Namskaket Retreat
House
Orleans, MA, USA
4.8k from Sea Pines center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$619
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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Salty Ridge Station
Salty Ridge Station
House
Orleans, MA, USA
5.1k from Sea Pines center

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

4 Bedrooms8 Guests
New to Booking
$632
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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Orleans Holiday House
Orleans Holiday House
House
Orleans, MA, USA
5.6k from Sea Pines center

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

5 Bedrooms8 Guests
New to Booking
$262
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
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Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard...
Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard...
House
Brewster, MA, 02631, United States
0.5k from Sea Pines center

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

3 Bedrooms8 Guests
10.0

Exceptional

29 reviews

$343
Average price / night
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\"La Baleine Bleue\"! Stylish 3BD Beach Cottage--Central Air, Patio, Outdoor Shower, Association Beach Access
\"La Baleine Bleue\"! Stylish 3BD Beach Cottage--Central Air, Patio, Outdoor Shower, Association Beach Access
House
Brewster, MA, 02631, United States
0.5k from Sea Pines center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$465
Average price / night
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Spacious 4BR/3BA home only .4 mile to Ellis Landing Beach
Spacious 4BR/3BA home only .4 mile to Ellis Landing Beach
House
Brewster, MA, 02631, United States
0.5k from Sea Pines center

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

4 Bedrooms12 Guests
7.6

Good

8 reviews

$1103
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 Oceanfront Rentals in Sea Pines.

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Sea Pines Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 642 verified oceanfront rentals in Sea Pines. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Sea Pines vary depending on the property size, exact beachfront location, and season. Rates typically start from around $262 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Sea Pines offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Sea Pines welcome pets. Currently, 23 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Sea Pines often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.