Photo by Donny Campos
Holiday rentals near Thatcher's Island
We found 390 holiday rentals — enter your dates for availability
Select the perfect holiday rental that's near Thatcher's Island. Holiday homes offer the best amenities for your family, friends or furry companion, such as air conditioning and cable TV. At the end of the day, you'll be 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 - Thatcher's Island
Showing deals for:7 Nov - 14 Nov
Image gallery for Long Beach Suites: Book 2025 Summer Trip Today!
8.68.6 out of 10 rating
Excellent
(10 reviews)
Long Beach Suites: Book 2025 Summer Trip Today!
Gloucester, Massachusetts
7% off
Price is NZ$2,808
NZ$2,808
NZ$401 per night
includes taxes & fees
Image gallery for Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Rockport, MA
7% off
Price is NZ$3,288
NZ$3,288
NZ$470 per night
includes taxes & fees
Image gallery for Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Gloucester, MA
8% off
Price is NZ$7,236
NZ$7,236
NZ$1,034 per night
includes taxes & fees
Image gallery for Stunning Views from Beachfront House in Manchester-by-the-Sea!
1010 out of 10 rating
Exceptional
(68 reviews)
Stunning Views from Beachfront House in Manchester-by-the-Sea!
Gloucester, MA
8% off
Price is NZ$12,518
NZ$12,518
NZ$1,788 per night
includes taxes & fees
Image gallery for 2 Bd/2 Bth with ·King bed ·2 floors · Private Parking · Downtown Rockport
9.89.8 out of 10 rating
Exceptional
(8 reviews)
2 Bd/2 Bth with ·King bed ·2 floors · Private Parking · Downtown Rockport
Rockport, MA
8% off
Price is NZ$3,463
NZ$3,463
NZ$495 per night
includes taxes & fees
Image gallery for The Bookstore · 2 Private Parking Spots · 2 King Beds · Downtown Rockport·
9.89.8 out of 10 rating
Exceptional
(20 reviews)
The Bookstore · 2 Private Parking Spots · 2 King Beds · Downtown Rockport·
Rockport, MA
8% off
Price is NZ$3,469
NZ$3,469
NZ$496 per night
includes taxes & fees
Image gallery for Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!
Rockport, MA
8% off
Price is NZ$4,491
NZ$4,491
NZ$642 per night
includes taxes & fees
Image gallery for Walk to Good Harbor and Long Beach -Vacation Home
8.88.8 out of 10 rating
Excellent
(8 reviews)
Walk to Good Harbor and Long Beach -Vacation Home
Gloucester, MA
8% off
Price is NZ$5,193
NZ$5,193
NZ$742 per night
includes taxes & fees
Image gallery for C by the Sea - Ocean View Penthouse
1010 out of 10 rating
Exceptional
(8 reviews)
C by the Sea - Ocean View Penthouse
Gloucester, MA
8% off
Price is NZ$6,082
NZ$6,082
NZ$869 per night
includes taxes & fees
Image gallery for Rockport direct Waterfront 3 bedroom, 3 bathroom home
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Rockport direct Waterfront 3 bedroom, 3 bathroom home
Rockport, MA
8% off
Price is NZ$8,439
NZ$8,439
NZ$1,206 per night
includes taxes & fees
Image gallery for Apartment in historic home across from Cripple Cove Harbour, Gloucester, MA
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Apartment in historic home across from Cripple Cove Harbour, Gloucester, MA
Gloucester, MA
7% off
Price is NZ$2,921
NZ$2,921
NZ$417 per night
includes taxes & fees
Image gallery for 3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
1010 out of 10 rating
Exceptional
(33 reviews)
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
Gloucester, MA
7% off
Price is NZ$3,495
NZ$3,495
NZ$499 per night
includes taxes & fees
Image gallery for Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!
1010 out of 10 rating
Exceptional
(29 reviews)
Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!
Gloucester, MA
8% off
Price is NZ$6,278
NZ$6,278
NZ$897 per night
includes taxes & fees
Image gallery for #Weddings #Holidays #Corporate short term? Just need some “in between” place ?
1010 out of 10 rating
Exceptional
(5 reviews)
#Weddings #Holidays #Corporate short term? Just need some “in between” place ?
Gloucester, MA
8% off
Price is NZ$3,947
NZ$3,947
NZ$564 per night
includes taxes & fees
Image gallery for Charming Coastal Cottage, Steps to Ocean & Rockport Village!
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Charming Coastal Cottage, Steps to Ocean & Rockport Village!
Rockport, MA
8% off
Price is NZ$5,193
NZ$5,193
NZ$742 per night
includes taxes & fees
Image gallery for VIEWS! Annisquam Bridge House at Lobster Cove. June dates discounted.
9.89.8 out of 10 rating
Exceptional
(27 reviews)
VIEWS! Annisquam Bridge House at Lobster Cove. June dates discounted.
Gloucester, MA
8% off
Price is NZ$2,860
NZ$2,860
NZ$409 per night
includes taxes & fees
Image gallery for Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
9.89.8 out of 10 rating
Exceptional
(117 reviews)
Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
Gloucester, MA
8% off
Price is NZ$4,449
NZ$4,449
NZ$636 per night
includes taxes & fees
Image gallery for NEW Rockport Studio · Walk to Bearskin Neck · Reserved Parking
1010 out of 10 rating
Exceptional
(17 reviews)
NEW Rockport Studio · Walk to Bearskin Neck · Reserved Parking
Rockport, MA
8% off
Price is NZ$2,634
NZ$2,634
NZ$376 per night
includes taxes & fees
Image gallery for Walk to Good Harbor Beach. 3BR home, NEW Kitchen
1010 out of 10 rating
Exceptional
(98 reviews)
Walk to Good Harbor Beach. 3BR home, NEW Kitchen
Gloucester, MA
8% off
Price is NZ$5,244
NZ$5,244
NZ$749 per night
includes taxes & fees
Image gallery for You will love our location and will return for our hospitality!
9.69.6 out of 10 rating
Exceptional
(52 reviews)
You will love our location and will return for our hospitality!
Rockport, MA
16% off
Price is NZ$2,942
NZ$2,942
NZ$420 per night
includes taxes & fees
Image gallery for Walk to two Town Beaches & Bearksin Neck from In-Town Colonial
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Walk to two Town Beaches & Bearksin Neck from In-Town Colonial
Rockport, MA
8% off
Price is NZ$5,779
NZ$5,779
NZ$826 per night
includes taxes & fees
Image gallery for The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard
1010 out of 10 rating
Exceptional
(6 reviews)
The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard
Gloucester, MA
7% off
Price is NZ$4,398
NZ$4,398
NZ$628 per night
includes taxes & fees
Image gallery for Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
1010 out of 10 rating
Exceptional
(30 reviews)
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Rockport, MA
8% off
Price is NZ$6,154
NZ$6,154
NZ$879 per night
includes taxes & fees
Image gallery for Rarely Available Ocean Facing Walkable to Good Harbor Beach
1010 out of 10 rating
Exceptional
(7 reviews)
Rarely Available Ocean Facing Walkable to Good Harbor Beach
Gloucester, MA
7% off
Price is NZ$4,423
NZ$4,423
NZ$632 per night
includes taxes & fees
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