Short-Term Rentals in Sheep Pond, MA: Compare 10+ Sites & Save

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  4.  Massachusetts

  5.  Brewster
  6.  Sheep Pond

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1701 Best Short-Term Rentals in Sheep Pond (Starting from $283)

Beautiful Home Close to Ponds and Beach
Beautiful Home Close to Ponds and Beach
House
Brewster, MA, USA
0.7k from Sheep Pond center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
9.5

Superb

2 reviews

$525
Average price / night
Check Availability
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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Steps to Freshwater Beach Kayaks Sauna
Steps to Freshwater Beach Kayaks Sauna
House
Brewster, MA, USA
1.1k from Sheep Pond center

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

5 Bedrooms11 Guests
New to Booking
$1109
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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Sheep Pond Bow House
Sheep Pond Bow House
House
Brewster, MA, USA
1.1k from Sheep Pond center

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

4 Bedrooms8 Guests
New to Booking
$299
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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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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Hot Tub 1 Mile to Swimming on Long Pond
Hot Tub 1 Mile to Swimming on Long Pond
House
Brewster, MA, USA
1.6k from Sheep Pond center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$599
Average price / night
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Sheep’s Pond Retreat
Sheep’s Pond Retreat
Cottage
Brewster, MA, 02631, United States
0.8k from Sheep Pond 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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Cozy Charming Cottage
Cozy Charming Cottage
House
Brewster, MA, USA
1.7k from Sheep Pond center

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

3 Bedrooms9 Guests
9.3

Superb

4 reviews

$915
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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Spacious Home by Beach Dog Welcome
Spacious Home by Beach Dog Welcome
House
Brewster, MA, USA
1.8k from Sheep Pond center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$479
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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Spacious Home with Private In-Ground Pool
Spacious Home with Private In-Ground Pool
House
Brewster, MA, USA
1.8k from Sheep Pond center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

5 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$1175
Average price / night
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Brewster Getaway
Brewster Getaway
House
Brewster, MA, USA
1.8k from Sheep Pond center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$538
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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Relaxing Cape Getaway
Relaxing Cape Getaway
House
Brewster, MA, USA
1.8k from Sheep Pond center

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

1 Bedroom6 Guests
7.8

Good

6 reviews

$349
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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122 Tracy Lane Brewster Cape Cod - Jack's Little Cape House
122 Tracy Lane Brewster Cape Cod - Jack's Little Cape House
House
Brewster, MA, USA
1.8k from Sheep Pond center

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

1 Bedroom8 Guests
New to Booking
$360
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
1.6k from Sheep Pond 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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671 Great Fields Road Brewster Cape Cod - - Beach Glass
671 Great Fields Road Brewster Cape Cod - - Beach Glass
House
Brewster, MA, USA
1.8k from Sheep Pond center

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

5 Bedrooms10 Guests
New to Booking
$806
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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Seymour Sunshine - Cozy Cape Cod Home Near Private Pond Beach & Bike Path
Seymour Sunshine - Cozy Cape Cod Home Near Private Pond Beach & Bike Path
House
Brewster, MA, 02631, United States
1.6k from Sheep Pond center

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

3 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$649
Average price / night
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Pond Access, Fire Pit & Bikes, house with AC in charming Brewster
Pond Access, Fire Pit & Bikes, house with AC in charming Brewster
House
Brewster, MA, 02631, United States
1.6k from Sheep Pond center

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

4 Bedrooms11 Guests
New to Booking
$706
Average price / night
Check Availability
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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Old Cape Charmer
Old Cape Charmer
House
Brewster, MA, 02631, United States
1.7k from Sheep Pond center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$613
Average price / night
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Classic Cape Cod townhouse in Brewster with patio, near Rail Trail and bay beaches.
Classic Cape Cod townhouse in Brewster with patio, near Rail Trail and bay beaches.
Condo
Brewster, MA, 02631, United States
1.7k from Sheep Pond center

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

3 Bedrooms6 Guests
New to Booking
$463
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 Short-Term Rentals in Sheep Pond.

Where to stay in Sheep Pond? Best neighborhoods & areas

Sheep Pond Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 1701 verified short-term rentals in Sheep Pond, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Sheep Pond vary depending on location, property size, and travel dates. Rates typically start from around $283 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Sheep Pond include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Sheep Pond, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Sheep Pond often include amenities such as Fireplace/Heating, Laundry, and Internet, providing a comfortable and convenient stay.

Short-term rentals in Sheep Pond are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.