Holiday rentals near Sheep Pond
We found 3,350 holiday rentals — enter your dates for availability
Choose the right holiday rental that's close to Sheep Pond. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as parking and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Sheep Pond
Showing deals for:7 Nov - 14 Nov
Image gallery for Families: Enjoy Harwich, Pool, Large Hot Tub & AC!
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Families: Enjoy Harwich, Pool, Large Hot Tub & AC!
Harwich, MA
8% off
Price is AU$12,730
AU$12,730
AU$1,819 per night
includes taxes & fees
Image gallery for 3-bedroom centrally located Cape Cod home minutes from beaches and more!
1010 out of 10 rating
Exceptional
(11 reviews)
3-bedroom centrally located Cape Cod home minutes from beaches and more!
Yarmouth Port, MA
7% off
Price is AU$5,040
AU$5,040
AU$720 per night
includes taxes & fees
Image gallery for Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf
1010 out of 10 rating
Exceptional
(27 reviews)
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf
Brewster, MA
7% off
Price is AU$6,937
AU$6,937
AU$991 per night
includes taxes & fees
Image gallery for Private Cape Rental 1 Mile from the Beach!
1010 out of 10 rating
Exceptional
(21 reviews)
Private Cape Rental 1 Mile from the Beach!
East Dennis, MA
7% off
Price is AU$7,613
AU$7,613
AU$1,088 per night
includes taxes & fees
Image gallery for Chatham 3 Bedroom/2 Bath Retreat
9.09.0 out of 10 rating
Wonderful
(45 reviews)
Chatham 3 Bedroom/2 Bath Retreat
Chatham, MA
15% off
Price is AU$3,681
AU$3,681
AU$526 per night
includes taxes & fees
Image gallery for Cozy Cape Cottage
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Cozy Cape Cottage
Brewster, MA
8% off
Price is AU$2,894
AU$2,894
AU$413 per night
includes taxes & fees
Image gallery for Classic Bayside cottage, Near Northside Beaches, Private, Close to Sesuit harbor
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Classic Bayside cottage, Near Northside Beaches, Private, Close to Sesuit harbor
East Dennis, MA
7% off
Price is AU$3,047
AU$3,047
AU$435 per night
includes taxes & fees
Image gallery for Clean and Quiet cottage 1/2 mile to Cooks Brook and Sunken Meadow Beach
1010 out of 10 rating
Exceptional
(74 reviews)
Clean and Quiet cottage 1/2 mile to Cooks Brook and Sunken Meadow Beach
Eastham, MA
7% off
Price is AU$2,116
AU$2,116
AU$302 per night
includes taxes & fees
Image gallery for Spacious 3 Bedroom Private Home in East Harwich
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Spacious 3 Bedroom Private Home in East Harwich
Harwich, MA
19% off
Price is AU$6,796
AU$6,796
AU$971 per night
includes taxes & fees
Image gallery for Come enjoy Orleans and Chatham
1010 out of 10 rating
Exceptional
(17 reviews)
Come enjoy Orleans and Chatham
Orleans, MA
8% off
Price is AU$3,518
AU$3,518
AU$503 per night
includes taxes & fees
Image gallery for Renovated, modern Chatham beach house with lots of cozy charm
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Renovated, modern Chatham beach house with lots of cozy charm
South Chatham, MA
7% off
Price is AU$4,906
AU$4,906
AU$701 per night
includes taxes & fees
Image gallery for Game Room, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
1010 out of 10 rating
Exceptional
(123 reviews)
Game Room, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Harwich, MA
7% off
Price is AU$3,675
AU$3,675
AU$525 per night
includes taxes & fees
Image gallery for Amazing location! Quiet, picturesque neighborhood!
1010 out of 10 rating
Exceptional
(111 reviews)
Amazing location! Quiet, picturesque neighborhood!
Orleans, MA
7% off
Price is AU$2,941
AU$2,941
AU$420 per night
includes taxes & fees
Image gallery for Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
1010 out of 10 rating
Exceptional
(61 reviews)
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
North Chatham, MA
8% off
Price is AU$9,815
AU$9,815
AU$1,402 per night
includes taxes & fees
Image gallery for Big House in Heart of Cape. Close to Everything!
1010 out of 10 rating
Exceptional
(110 reviews)
Big House in Heart of Cape. Close to Everything!
South Dennis, MA
7% off
Price is AU$2,726
AU$2,726
AU$389 per night
includes taxes & fees
Image gallery for Renovated Chatham Compound on Bike Path, Less Than a Mile to the Beach
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Renovated Chatham Compound on Bike Path, Less Than a Mile to the Beach
South Chatham, MA
8% off
Price is AU$11,063
AU$11,063
AU$1,580 per night
includes taxes & fees
Image gallery for Cute Cottage on Bass River in West Dennis
9.69.6 out of 10 rating
Exceptional
(49 reviews)
Cute Cottage on Bass River in West Dennis
West Dennis, MA
7% off
Price is AU$2,714
AU$2,714
AU$388 per night
includes taxes & fees
Image gallery for Private Cape Cod Cottage. Walk to Ellis Landing Beach!
1010 out of 10 rating
Exceptional
(34 reviews)
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Brewster, MA
8% off
Price is AU$2,921
AU$2,921
AU$417 per night
includes taxes & fees
Image gallery for Waterfront, Amazing Sunsets, Dock, Fishing and a Small Beach, 1 Bedroom Sleeps 3
9.09.0 out of 10 rating
Wonderful
(75 reviews)
Waterfront, Amazing Sunsets, Dock, Fishing and a Small Beach, 1 Bedroom Sleeps 3
West Dennis, MA
8% off
Price is AU$3,022
AU$3,022
AU$432 per night
includes taxes & fees
Image gallery for VILLA at Endicott Village GOLF PRIVILEGES AND VIEW Ocean Edge.LINENS PROVIDED
9.89.8 out of 10 rating
Exceptional
(72 reviews)
VILLA at Endicott Village GOLF PRIVILEGES AND VIEW Ocean Edge.LINENS PROVIDED
Brewster, MA
8% off
Price is AU$5,854
AU$5,854
AU$836 per night
includes taxes & fees
Image gallery for Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
South Chatham, MA
15% off
Price is AU$4,357
AU$4,357
AU$622 per night
includes taxes & fees
Image gallery for Chatham Beach Chic 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
1010 out of 10 rating
Exceptional
(75 reviews)
Chatham Beach Chic 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
South Chatham, MA
7% off
Price is AU$5,033
AU$5,033
AU$719 per night
includes taxes & fees
Image gallery for Ocean views, path to beach, short walk to lighthouse and town, sleeps 12
9.69.6 out of 10 rating
Exceptional
(36 reviews)
Ocean views, path to beach, short walk to lighthouse and town, sleeps 12
Chatham, MA
9% off
Price is AU$58,115
AU$58,115
AU$8,302 per night
includes taxes & fees
Image gallery for Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
9.69.6 out of 10 rating
Exceptional
(111 reviews)
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Dennis Port, MA
8% off
Price is AU$9,106
AU$9,106
AU$1,301 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Sheep Pond
Beautiful Waterfront Home with Beach, Dock, Deck, & Great Views! capeoceanvista
Sleeps 8 · 4 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Water Views and Dock on Sheep Pond with A/C.
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Pond Front Home with Private Dock!
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Cozy family retreat with kayaks, board games, AC, and beach access
Sleeps 8 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Sheep’s Pond Retreat
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Fido friendly Walk to Red River Beach - Sleeps 20 - Hot tub - Bring your boat!
Sleeps 20 · 8 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value