Holiday rentals near Sheep Pond
We found 3,388 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:19 Sept - 26 Sept
Image gallery for Stunning Beach Retreat Walk to Chatham Bars Inn, & Town
1010 out of 10 rating
Exceptional
(19 reviews)
Stunning Beach Retreat Walk to Chatham Bars Inn, & Town
Chatham, MA
8% off
Price is NZ$23,691
NZ$23,691
NZ$3,384 per night
includes taxes & fees
Image gallery for CHATHAM WATER FRONT/VIEW HOUSE FIRST TIME RENTAL
9.89.8 out of 10 rating
Exceptional
(19 reviews)
CHATHAM WATER FRONT/VIEW HOUSE FIRST TIME RENTAL
Chatham, MA
7% off
Price is NZ$11,891
NZ$11,891
NZ$1,699 per night
includes taxes & fees
Image gallery for Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
1010 out of 10 rating
Exceptional
(12 reviews)
Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
Orleans, MA
8% off
Price is NZ$19,294
NZ$19,294
NZ$2,756 per night
includes taxes & fees
Image gallery for 🌊 BEACHFRONT FAMILY HOME STEPS TO THE OCEAN!
1010 out of 10 rating
Exceptional
(23 reviews)
🌊 BEACHFRONT FAMILY HOME STEPS TO THE OCEAN!
South Yarmouth, MA
8% off
Price is NZ$16,832
NZ$16,832
NZ$2,405 per night
includes taxes & fees
Image gallery for South Chatham cottage walk to beaches, dining, tennis, shops, bike path.
9.49.4 out of 10 rating
Exceptional
(16 reviews)
South Chatham cottage walk to beaches, dining, tennis, shops, bike path.
South Chatham, MA
7% off
Price is NZ$2,744
NZ$2,744
NZ$392 per night
includes taxes & fees
Image gallery for 2-wing home for large/multi-generation family/friends, cul de sac, beach ~ 1 mi.
9.89.8 out of 10 rating
Exceptional
(36 reviews)
2-wing home for large/multi-generation family/friends, cul de sac, beach ~ 1 mi.
South Harwich, MA
7% off
Price is NZ$6,445
NZ$6,445
NZ$921 per night
includes taxes & fees
Image gallery for Swan River access
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Swan River access
West Dennis, MA
8% off
Price is NZ$8,829
NZ$8,829
NZ$1,261 per night
includes taxes & fees
Image gallery for Private, spacious 5 bedroom mini-estate. Prices slashed for one remaining week
1010 out of 10 rating
Exceptional
(19 reviews)
Private, spacious 5 bedroom mini-estate. Prices slashed for one remaining week
Brewster, MA
14% off
Price is NZ$8,322
NZ$8,322
NZ$1,189 per night
includes taxes & fees
Image gallery for Pristine home w/heated salt water pool - 5 NIGHT MIN- MIDWEEK & WEEKLY DISCOUNT
1010 out of 10 rating
Exceptional
(22 reviews)
Pristine home w/heated salt water pool - 5 NIGHT MIN- MIDWEEK & WEEKLY DISCOUNT
Eastham, MA
7% off
Price is NZ$13,220
NZ$13,220
NZ$1,889 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
(10 reviews)
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
South Chatham, MA
23% off
Price is NZ$4,732
NZ$4,732
NZ$676 per night
includes taxes & fees
Image gallery for Come enjoy Orleans and Chatham
1010 out of 10 rating
Exceptional
(13 reviews)
Come enjoy Orleans and Chatham
Orleans, MA
8% off
Price is NZ$3,810
NZ$3,810
NZ$544 per night
includes taxes & fees
Image gallery for Beautiful Pet-friendly home-short drive to Red River Beach!
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Beautiful Pet-friendly home-short drive to Red River Beach!
Harwich, MA
7% off
Price is NZ$5,755
NZ$5,755
NZ$822 per night
includes taxes & fees
Image gallery for 3-bedroom vacation home, 10-minute drive to Cape Cod bayside beaches
9.69.6 out of 10 rating
Exceptional
(14 reviews)
3-bedroom vacation home, 10-minute drive to Cape Cod bayside beaches
Yarmouth Port, MA
8% off
Price is NZ$5,708
NZ$5,708
NZ$815 per night
includes taxes & fees
Image gallery for Immaculately maintained, large beach home with heated swimming pool
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Immaculately maintained, large beach home with heated swimming pool
Eastham, MA
8% off
Price is NZ$8,807
NZ$8,807
NZ$1,258 per night
includes taxes & fees
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
7% off
Price is NZ$14,887
NZ$14,887
NZ$2,127 per night
includes taxes & fees
Image gallery for Lovely West Harwich Cape on quiet street, large yard, ten minute walk to beach!
1010 out of 10 rating
Exceptional
(43 reviews)
Lovely West Harwich Cape on quiet street, large yard, ten minute walk to beach!
West Harwich, MA
7% off
Price is NZ$4,284
NZ$4,284
NZ$612 per night
includes taxes & fees
Image gallery for LOCATION! CABIN sleeps3, 1 mile to BEACH, Heated POOL, Kitchen/Grill, Parking
9.29.2 out of 10 rating
Wonderful
(24 reviews)
LOCATION! CABIN sleeps3, 1 mile to BEACH, Heated POOL, Kitchen/Grill, Parking
South Yarmouth, MA
8% off
Price is NZ$2,091
NZ$2,091
NZ$299 per night
includes taxes & fees
Image gallery for LUXURYBEACHHOUSE*walk2beaches*firepit/bikes/fencedyard/kingbed
1010 out of 10 rating
Exceptional
(5 reviews)
LUXURYBEACHHOUSE*walk2beaches*firepit/bikes/fencedyard/kingbed
South Yarmouth, MA
7% off
Price is NZ$7,635
NZ$7,635
NZ$1,091 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
(24 reviews)
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf
Brewster, MA
8% off
Price is NZ$11,515
NZ$11,515
NZ$1,645 per night
includes taxes & fees
Image gallery for Fido friendly Walk to Red River Beach - Sleeps 20 - Hot tub - Bring your boat!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Fido friendly Walk to Red River Beach - Sleeps 20 - Hot tub - Bring your boat!
Harwich Port, MA
8% off
Price is NZ$15,311
NZ$15,311
NZ$2,187 per night
includes taxes & fees
Image gallery for Steps to the beach!
1010 out of 10 rating
Exceptional
(11 reviews)
Steps to the beach!
Dennis Port, MA
8% off
Price is NZ$4,207
NZ$4,207
NZ$601 per night
includes taxes & fees
Image gallery for Summer home in Harwich: 3 bedrooms, 2 baths and a 20x20 deck to enjoy!
1010 out of 10 rating
Exceptional
(22 reviews)
Summer home in Harwich: 3 bedrooms, 2 baths and a 20x20 deck to enjoy!
Harwich, MA
7% off
Price is NZ$4,332
NZ$4,332
NZ$619 per night
includes taxes & fees
Image gallery for Charming, Comfortable 1-bedroom Condo with Pool Near Bass River
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Charming, Comfortable 1-bedroom Condo with Pool Near Bass River
West Dennis, MA
7% off
Price is NZ$3,217
NZ$3,217
NZ$460 per night
includes taxes & fees
Image gallery for Delightful Cottage for Two
9.09.0 out of 10 rating
Wonderful
(51 reviews)
Delightful Cottage for Two
Chatham, MA
7% off
Price is NZ$2,735
NZ$2,735
NZ$391 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Sheep Pond
Showing deals for: 14 Sept - 17 Sept
Bright and Stylish artist owned house with new central A/C and appliances
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
The current price is NZ$1,742
NZ$1,742
for 3 nights, 1 home
NZ$581 per night
includes taxes & fees
Cozy 1 bedroom with fenced in yard, porch and association lake beach access
Sleeps 2 · 1 bedroom · 1 bathroom
The current price is NZ$1,561
NZ$1,561
for 3 nights, 1 apartment
NZ$520 per night
includes taxes & fees
Beautiful Waterfront Home with Beach, Dock, Deck, & Great Views! capeoceanvista
Sleeps 8 · 4 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
The current price is NZ$4,981
NZ$4,981
for 3 nights, 1 home
NZ$1,660 per night
includes taxes & fees
Dog friendly home w/ deck and private gas grill - on the bay side of the Cape
Sleeps 8 · 3 bedrooms · 2 bathrooms
7.67.6 out of 10
Goodgood
36 reviews(36 reviews)
The current price is NZ$2,370
NZ$2,370
for 3 nights, 1 home
NZ$790 per night
includes taxes & fees
Cabin18: Nestled In The Pines In The Heart Of Cape Cod
Sleeps 2 · 1 bedroom · 1 bathroom
8.68.6 out of 10
Excellentexcellent
27 reviews(27 reviews)
The current price is NZ$1,028
NZ$1,028
for 3 nights, 1 cabin
NZ$343 per night
includes taxes & fees
Great Couples Summer Getaway
Sleeps 2 · 1 bathroom
1010 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
The current price is NZ$1,450
NZ$1,450
for 3 nights, 1 apartment
NZ$483 per night
includes taxes & fees
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
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