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Our top choices for Gloucester holiday homes

1. Oceanside Village Home~Private Fenced Yard~Reserved Parking
Oceanside Village Home~Private Fenced Yard~Reserved ParkingGloucester
9.8 out of 10, Exceptional, (16 reviews)
The price is £298
includes taxes & fees
10 Nov - 11 Nov

2. 3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8Gloucester
9.6 out of 10, Exceptional, (24 reviews)
The price is £476
includes taxes & fees
11 Nov - 12 Nov

3. The Essex of Gloucester
The Essex of GloucesterGloucester
10.0 out of 10, Exceptional, (18 reviews)
The price is £154
includes taxes & fees
9 Nov - 10 Nov

4. Classic Coastal Family Home | Walk to Sea;King Bed
Classic Coastal Family Home | Walk to Sea;King BedGloucester
10.0 out of 10, Exceptional, (9 reviews)
The price is £649
includes taxes & fees
9 Nov - 10 Nov

5. The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard
The Mariner · Walk to Beach+Rocky Neck · Fenced BackyardEast Gloucester
10.0 out of 10, Exceptional, (6 reviews)
The price is £590
includes taxes & fees
24 Nov - 25 Nov

6. Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!Rockport
10.0 out of 10, Exceptional, (45 reviews)
The price is £331
includes taxes & fees
9 Nov - 10 Nov

7. Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, ACRockport
10.0 out of 10, Exceptional, (38 reviews)
The price is £578
includes taxes & fees
11 Nov - 12 Nov

8. Experience Classic New England-walk to beach&shops
Experience Classic New England-walk to beach&shopsRockport
10.0 out of 10, Exceptional, (2 reviews)

9. Historic Renovation, Walk to Front Beach and Shopping
Historic Renovation, Walk to Front Beach and ShoppingRockport
9.8 out of 10, Exceptional, (10 reviews)
The price is £490
includes taxes & fees
9 Nov - 10 Nov

10. Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & DiningMarblehead Historic District
The price is £427
includes taxes & fees
17 Nov - 18 Nov

11. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, ShowsSalisbury Beach
9.8 out of 10, Exceptional, (8 reviews)
The price is £260
includes taxes & fees
9 Nov - 10 Nov

12. Plovers Nest
Plovers NestNewburyport
10.0 out of 10, Exceptional, (2 reviews)
The price is £295
includes taxes & fees
9 Nov - 10 Nov

13. Historic Marblehead Nautical Home • Minutes to Salem
Historic Marblehead Nautical Home • Minutes to SalemMarblehead Historic District
10.0 out of 10, Exceptional, (27 reviews)
The price is £353
includes taxes & fees
7 Dec - 8 Dec

14. The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath HomeMarblehead
9.8 out of 10, Exceptional, (29 reviews)
The price is £437
includes taxes & fees
9 Dec - 10 Dec

15. Rockmere Inn: Colonial Charm – Celebrate 250 Years in Historic Marblehead!
Rockmere Inn: Colonial Charm – Celebrate 250 Years in Historic Marblehead!Marblehead Historic District
The price is £650
includes taxes & fees
9 Nov - 10 Nov

16. Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing
Love Shack: Walk to Beach, Carousel, Restaurants, & DancingSalisbury Beach
10.0 out of 10, Exceptional, (1 review)
The price is £319
includes taxes & fees
9 Nov - 10 Nov

17. Ospreys Landing: a Charming Plum Island Cottage close to Historic Newburyport
Ospreys Landing: a Charming Plum Island Cottage close to Historic NewburyportNewburyport
8.0 out of 10, Very good, (2 reviews)
The price is £375
includes taxes & fees
11 Nov - 12 Nov

18. Heights House - 93 Walkscore~Halloween~Grill
Heights House - 93 Walkscore~Halloween~GrillSalem
9.2 out of 10, Wonderful, (5 reviews)
The price is £266
includes taxes & fees
18 Nov - 19 Nov

19. Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8Beverly
9.6 out of 10, Exceptional, (18 reviews)
The price is £539
includes taxes & fees
9 Nov - 10 Nov

20. The Nest | High-End Kitchen | Steps to Beach | A/C
The Nest | High-End Kitchen | Steps to Beach | A/CNewbury
10.0 out of 10, Exceptional, (15 reviews)
The price is £352
includes taxes & fees
9 Nov - 10 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Gloucester
America's oldest working seaport offers whale watching tours where humpback sightings are common from May through October. Wander the colourful harborfront where fishermen unload their catch, then sample the freshest lobster rolls at family-owned seafood shacks along Rocky Neck.
































































