Gloucester Station holiday homes
We found 982 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Gloucester Station that provide the perfect home base for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for hanging out with the people that matter most, which might include parking and a garden. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Gloucester Station
Showing deals for:10 Oct - 17 Oct
Image gallery for NEW 2BR Historic Marblehead Home+Minutes to Beach
1010 out of 10 rating
Exceptional
(7 reviews)
NEW 2BR Historic Marblehead Home+Minutes to Beach
Marblehead, MA
8% off
Price is NZ$13,382
NZ$13,382
NZ$1,912 per night
includes taxes & fees
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
8% off
Price is NZ$4,252
NZ$4,252
NZ$607 per night
includes taxes & fees
Image gallery for Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
1010 out of 10 rating
Exceptional
(17 reviews)
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Rockport, MA
8% off
Price is NZ$5,522
NZ$5,522
NZ$789 per night
includes taxes & fees
Image gallery for Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Gloucester, MA
8% off
Price is NZ$4,540
NZ$4,540
NZ$649 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
(33 reviews)
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Gloucester, MA
8% off
Price is NZ$7,261
NZ$7,261
NZ$1,037 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
8% off
Price is NZ$5,337
NZ$5,337
NZ$762 per night
includes taxes & fees
Image gallery for Magnificent Waterfront Home with Pool
1010 out of 10 rating
Exceptional
(7 reviews)
Magnificent Waterfront Home with Pool
Newburyport, MA
8% off
Price is NZ$16,688
NZ$16,688
NZ$2,384 per night
includes taxes & fees
Image gallery for Former Carriage House on Plum Island Massachusetts
9.89.8 out of 10 rating
Exceptional
(69 reviews)
Former Carriage House on Plum Island Massachusetts
Newburyport, MA
8% off
Price is NZ$4,835
NZ$4,835
NZ$691 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$5,070
NZ$5,070
NZ$724 per night
includes taxes & fees
Image gallery for Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
Manchester-by-the-Sea, MA
8% off
Price is NZ$8,409
NZ$8,409
NZ$1,201 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$5,436
NZ$5,436
NZ$777 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$5,037
NZ$5,037
NZ$720 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$5,070
NZ$5,070
NZ$724 per night
includes taxes & fees
Image gallery for Clean Waterfront Classic Cottage with Private Beach
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Clean Waterfront Classic Cottage with Private Beach
Gloucester, MA
8% off
Price is NZ$6,838
NZ$6,838
NZ$977 per night
includes taxes & fees
Image gallery for 2BR/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach
1010 out of 10 rating
Exceptional
(7 reviews)
2BR/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach
Gloucester, MA
8% off
Price is NZ$6,546
NZ$6,546
NZ$935 per night
includes taxes & fees
Image gallery for NEW 1BR on Salem Common l Steps to Witch Museum and Downtown l Fenced in Yard
9.89.8 out of 10 rating
Exceptional
(7 reviews)
NEW 1BR on Salem Common l Steps to Witch Museum and Downtown l Fenced in Yard
Salem, MA
8% off
Price is NZ$10,492
NZ$10,492
NZ$1,499 per night
includes taxes & fees
Image gallery for Waterfront Cottage with Private Beach
1010 out of 10 rating
Exceptional
(7 reviews)
Waterfront Cottage with Private Beach
Newbury, MA
8% off
Price is NZ$4,619
NZ$4,619
NZ$660 per night
includes taxes & fees
Image gallery for NEW Rockport Studio · Walk to Bearskin Neck · Reserved Parking
1010 out of 10 rating
Exceptional
(16 reviews)
NEW Rockport Studio · Walk to Bearskin Neck · Reserved Parking
Rockport, MA
8% off
Price is NZ$4,316
NZ$4,316
NZ$617 per night
includes taxes & fees
Image gallery for Elegant condo in Marblehead's Historic district, steps to the harbor.
1010 out of 10 rating
Exceptional
(9 reviews)
Elegant condo in Marblehead's Historic district, steps to the harbor.
Marblehead, MA
8% off
Price is NZ$8,019
NZ$8,019
NZ$1,146 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$4,846
NZ$4,846
NZ$692 per night
includes taxes & fees
Image gallery for Circa 1725 home w/Roof Deck and Water Views
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Circa 1725 home w/Roof Deck and Water Views
Newburyport, MA
8% off
Price is NZ$8,857
NZ$8,857
NZ$1,265 per night
includes taxes & fees
Image gallery for 2 bed/2bath with water views & virtual tour!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
2 bed/2bath with water views & virtual tour!
Newburyport, MA
8% off
Price is NZ$8,333
NZ$8,333
NZ$1,190 per night
includes taxes & fees
Image gallery for Quiet neighborhood and Walking destination to Downtown Salem
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Quiet neighborhood and Walking destination to Downtown Salem
Salem, MA
8% off
Price is NZ$8,044
NZ$8,044
NZ$1,149 per night
includes taxes & fees
Image gallery for Adorable renovated house, steps from Front Beach and Town
1010 out of 10 rating
Exceptional
(21 reviews)
Adorable renovated house, steps from Front Beach and Town
Rockport, MA
8% off
Price is NZ$5,096
NZ$5,096
NZ$728 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Gloucester Station
Showing deals for: 4 Oct - 7 Oct
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
The current price is NZ$11,728
NZ$11,728
for 3 nights, 1 apartment
NZ$3,909 per night
includes taxes & fees
Coastal Comfort—Walk to Beach & Cafés
Sleeps 6 · 3 bedrooms · 2 bathrooms
The current price is NZ$3,482
NZ$3,482
for 3 nights, 1 home
NZ$1,161 per night
includes taxes & fees
Walk to Good Harbor Beach, pet friendly, family beach home
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
The current price is NZ$2,436
NZ$2,436
for 3 nights, 1 home
NZ$812 per night
includes taxes & fees
A place where you can unwind and completely be yourself. AC, Wi-Fi and roku
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
The current price is NZ$2,218
NZ$2,218
for 3 nights, 1 home
NZ$739 per night
includes taxes & fees
Centrally located charmer with expansive patio, board games, & central AC
Sleeps 4 · 2 bedrooms · 1 bathroom
7.67.6 out of 10
Goodgood
8 reviews(8 reviews)
The current price is NZ$1,813
NZ$1,813
for 3 nights, 1 home
NZ$604 per night
includes taxes & fees
Home with washer/dryer, gas grill, & outdoor dining - walk 5 minutes to beach
Sleeps 8 · 3 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
18 reviews(18 reviews)
The current price is NZ$2,538
NZ$2,538
for 3 nights, 1 home
NZ$846 per night
includes taxes & fees
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