Holiday rentals near Pilgrim Lake
We found 2,162 holiday rentals — enter your dates for availability
Choose the right holiday rental within easy reach of Pilgrim Lake. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and air conditioning. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Pilgrim Lake
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 AU$20,234
AU$20,234
AU$2,891 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 AU$16,980
AU$16,980
AU$2,426 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
8% off
Price is AU$10,494
AU$10,494
AU$1,499 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 AU$11,812
AU$11,812
AU$1,687 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 AU$2,518
AU$2,518
AU$360 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 AU$5,924
AU$5,924
AU$846 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 AU$7,506
AU$7,506
AU$1,072 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 AU$4,352
AU$4,352
AU$622 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 AU$3,496
AU$3,496
AU$499 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 AU$8,154
AU$8,154
AU$1,165 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
8% off
Price is AU$12,965
AU$12,965
AU$1,852 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
8% off
Price is AU$5,290
AU$5,290
AU$756 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 AU$10,711
AU$10,711
AU$1,530 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 AU$13,500
AU$13,500
AU$1,929 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 AU$3,976
AU$3,976
AU$568 per night
includes taxes & fees
Image gallery for Ocean & Marina Views From This Charming Cottage! Walk To Beach & Town.
1010 out of 10 rating
Exceptional
(28 reviews)
Ocean & Marina Views From This Charming Cottage! Walk To Beach & Town.
Chatham, MA
7% off
Price is AU$7,722
AU$7,722
AU$1,103 per night
includes taxes & fees
Image gallery for Family Friendly Home with Private Bog View-Close to 2 beaches & town center.
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Family Friendly Home with Private Bog View-Close to 2 beaches & town center.
West Chatham, MA
8% off
Price is AU$9,922
AU$9,922
AU$1,417 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
8% off
Price is AU$2,512
AU$2,512
AU$359 per night
includes taxes & fees
Image gallery for Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
1010 out of 10 rating
Exceptional
(6 reviews)
Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
Orleans, MA
6% off
Price is AU$13,248
AU$13,248
AU$1,893 per night
includes taxes & fees
Image gallery for Saltbox Cottage near Cooks Brook Beach
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Saltbox Cottage near Cooks Brook Beach
Eastham, MA
7% off
Price is AU$5,307
AU$5,307
AU$758 per night
includes taxes & fees
Image gallery for Great Cape Cod Getaway!
1010 out of 10 rating
Exceptional
(6 reviews)
Great Cape Cod Getaway!
Harwich, MA
8% off
Price is AU$5,805
AU$5,805
AU$829 per night
includes taxes & fees
Image gallery for 4 miles to Orleans beaches ! Family friendly, Central A/C, full kitchen
9.69.6 out of 10 rating
Exceptional
(20 reviews)
4 miles to Orleans beaches ! Family friendly, Central A/C, full kitchen
Orleans, MA
8% off
Price is AU$19,992
AU$19,992
AU$2,856 per night
includes taxes & fees
Image gallery for Modern Family Getaway In Harwich
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Modern Family Getaway In Harwich
Harwich, Massachusetts
7% off
Price is AU$7,867
AU$7,867
AU$1,124 per night
includes taxes & fees
Image gallery for Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
1010 out of 10 rating
Exceptional
(74 reviews)
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Chatham, MA
8% off
Price is AU$7,222
AU$7,222
AU$1,032 per night
includes taxes & fees
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