Beach Home Rentals in Sheep Pond, MA: Compare 10+ Sites & Save

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  6.  Sheep Pond

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94 Beach Home Rentals in Sheep Pond (Starting from $266)

Lucky Landing
Lucky Landing
House
Brewster, MA, USA
1.5k from Sheep Pond center

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

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$500
Average price / night
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Long Pond Lux Estate. Pickleball, Private Dock, Private Beach Access
Long Pond Lux Estate. Pickleball, Private Dock, Private Beach Access
House
Brewster, MA, 02631, United States
0.5k from Sheep Pond center

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

6 Bedrooms16 Guests
10.0

Exceptional

34 reviews

$2681
Average price / night
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Family Lakeside Escape with Private Beach and Calm Waters
Family Lakeside Escape with Private Beach and Calm Waters
House
Harwich, MA, USA
2.5k from Sheep Pond center

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

3 Bedrooms6 Guests
New to Booking
$405
Average price / night
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Pond front with Private Beach and Central A/C
Pond front with Private Beach and Central A/C
House
Brewster, MA, 02631-2555, United States
0.6k from Sheep Pond center

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

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$427
Average price / night
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Peaceful Retreat on Chilton Lane
Peaceful Retreat on Chilton Lane
House
Brewster, MA, USA
2.5k from Sheep Pond 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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5 Bedrooms | Water Views | Private Pond Beach | Outdoor Shower
5 Bedrooms | Water Views | Private Pond Beach | Outdoor Shower
House
Brewster, MA, 02631, United States
0.6k from Sheep Pond center

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

5 Bedrooms12 Guests
New to Booking
$599
Average price / night
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The Brewster Pearl
The Brewster Pearl
House
Brewster, MA, USA
2.8k from Sheep Pond 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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Beautiful Home Close to Ponds and Beach!
Beautiful Home Close to Ponds and Beach!
House
Brewster, MA, 02631, United States
0.7k from Sheep Pond center

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

3 Bedrooms8 Guests
9.8

Exceptional

13 reviews

$470
Average price / night
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Short walk to Sheep Pond Private Beach!
Short walk to Sheep Pond Private Beach!
House
Brewster, MA, 02631, United States
0.9k from Sheep Pond center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$372
Average price / night
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Cozy family retreat with kayaks, board games, AC, and beach access
Cozy family retreat with kayaks, board games, AC, and beach access
House
Brewster, MA, 02631, United States
1.1k from Sheep Pond center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$861
Average price / night
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Steps to Freshwater Beach Kayaks Sauna!
Steps to Freshwater Beach Kayaks Sauna!
House
Brewster, MA, 02631, United States
1.1k from Sheep Pond center

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

5 Bedrooms11 Guests
9.8

Exceptional

12 reviews

$1015
Average price / night
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Summer Rental in Brewster, Walk to the ponds!
Summer Rental in Brewster, Walk to the ponds!
House
Brewster, MA, 02631, United States
1.4k from Sheep Pond center

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

4 Bedrooms8 Guests
9.6

Exceptional

40 reviews

$592
Average price / night
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Spectacular Coastal Living w salt water pool, close to beach & air conditioned
Spectacular Coastal Living w salt water pool, close to beach & air conditioned
House
Brewster, MA, 02631, United States
1.4k from Sheep Pond center

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

6 Bedrooms12 Guests
10.0

Exceptional

25 reviews

$1994
Average price / night
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Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
House
Brewster, MA, 02631, United States
1.6k from Sheep Pond center

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

3 Bedrooms7 Guests
10.0

Exceptional

25 reviews

$714
Average price / night
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Sandy Hill Cottage- Newly renovated beach retreat, perfect for families
Sandy Hill Cottage- Newly renovated beach retreat, perfect for families
House
Brewster, MA, 02631, United States
1.6k from Sheep Pond center

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

3 Bedrooms8 Guests
10.0

Exceptional

40 reviews

$515
Average price / night
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Hot Tub 1 Mile to Swimming on Long Pond!
Hot Tub 1 Mile to Swimming on Long Pond!
House
Brewster, MA, 02631, United States
1.6k from Sheep Pond center

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

3 Bedrooms8 Guests
9.6

Exceptional

18 reviews

$595
Average price / night
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Two bedroom condo in Ocean Edge with central air
Two bedroom condo in Ocean Edge with central air
Condo
Brewster, MA, 02631, United States
1.7k from Sheep Pond center

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

2 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$359
Average price / night
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Lakefront - Long Pond, Brewster: On the water, kayak, swim, fish, relax!
Lakefront - Long Pond, Brewster: On the water, kayak, swim, fish, relax!
House
Brewster, MA, 02631, United States
1.7k from Sheep Pond center

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

3 Bedrooms6 Guests
9.0

Fabulous

15 reviews

$519
Average price / night
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Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
House
Brewster, MA, 02631, United States
1.7k from Sheep Pond center

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

3 Bedrooms9 Guests
9.6

Exceptional

51 reviews

$590
Average price / night
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Cape Cod Getaway - near Seymour Pond and Rail Trail; Bay Beaches w/in a few mile
Cape Cod Getaway - near Seymour Pond and Rail Trail; Bay Beaches w/in a few mile
House
Brewster, MA, 02631, United States
1.8k from Sheep Pond center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$619
Average price / night
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Walk to Beach, AC, WiFi, walk to bike path
Walk to Beach, AC, WiFi, walk to bike path
House
Brewster, MA, 02631, United States
1.8k from Sheep Pond center

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

3 Bedrooms8 Guests
9.6

Exceptional

7 reviews

$426
Average price / night
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Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants
Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants
House
Brewster, MA, 02631, United States
1.8k from Sheep Pond center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Kitchen, Laundry

1 Bedroom6 Guests
8.8

Fabulous

21 reviews

$564
Average price / night
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Brewster 3 Bedroom getaway with plenty of green space!
Brewster 3 Bedroom getaway with plenty of green space!
House
Brewster, MA, 02631, United States
1.8k from Sheep Pond center

AC, Arcade, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms8 Guests
8.8

Fabulous

8 reviews

$354
Average price / night
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Shop, Swim, Hike, Bike in Historic Brewster MA!
Shop, Swim, Hike, Bike in Historic Brewster MA!
House
Brewster, MA, 02613, United States
1.8k from Sheep Pond center

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

3 Bedrooms7 Guests
9.8

Exceptional

35 reviews

$266
Average price / night
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Tranquility Awaits - a  quiet, secluded spot amidst trees and gardens
Tranquility Awaits - a quiet, secluded spot amidst trees and gardens
House
Brewster, MA, 02631, United States
1.8k from Sheep Pond center

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

2 Bedrooms4 Guests
10.0

Exceptional

23 reviews

$310
Average price / night
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Private In-Ground Pool and Central AC!
Private In-Ground Pool and Central AC!
House
Brewster, MA, 02631, United States
1.8k from Sheep Pond center

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

5 Bedrooms10 Guests
9.6

Exceptional

8 reviews

$905
Average price / night
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Beach Glass—Space, Fun & Furry Friends Welcome
Beach Glass—Space, Fun & Furry Friends Welcome
House
Brewster, MA, 02631, United States
1.8k from Sheep Pond center

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

4 Bedrooms10 Guests
9.6

Exceptional

4 reviews

$865
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 Beach Rentals in Sheep Pond.

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Frequently Asked Questions

You can explore 94 verified beach rentals in Sheep Pond. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Sheep Pond vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $266 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Sheep Pond offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Sheep Pond welcome pets. Currently, 23 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Sheep Pond often include amenities designed for coastal living, such as View, Ocean View, and Balcony/Terrace. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.