Gloucester, Massachusetts Vacations & Adventures | Travel Deals & More

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Foxglove cottage

Bed & Breakfasts
Plymouth, Massachusetts - 47.8 mi away

Boston KOA

Campgrounds & RV Parks
Middleboro, Massachusetts - 51 mi away

1831 Zachariah Eddy House Bed & Breakfast

Bed & Breakfasts
Middleborough, Massachusetts - 51.2 mi away

Canoe Passage Outfitters

Kayaking & Canoeing
Raynham, Massachusetts - 52.1 mi away

The Holden Inn

Bed & Breakfasts
Wellfleet, Massachusetts - 58.8 mi away

Oyster Cove B&B On Wellfleet Harbor

Bed & Breakfasts
Wellfleet, Massachusetts - 59.5 mi away

New 3+ Bedroom House Steps to Beach

Vacation Rentals
Eastham, Massachusetts - 65.4 mi away

Bedrooms: 3 Sleeps: 8 Bathrooms: 2

Bay Cottage Bed and Breakfast

Bed & Breakfasts
Orleans, Massachusetts, Massachusetts - 67.5 mi away

Agape' Bed & Breakfast

Bed & Breakfasts
Yarmouth Port, Massachusetts - 67.8 mi away

Seastreak Martha's Vineyard

Cruises
New Bedford, Massachusetts - 68.7 mi away

Paddle Cape Cod

Eco Tours
East Falmouth, Massachusetts - 69 mi away

Captain Nickerson Inn

Bed & Breakfasts
Dennis (South), Massachusetts - 70.6 mi away

Cape Cod Waterfront Vacation Rental

Vacation Rentals
South Yarmouth, Massachusetts - 70.7 mi away

Walk to a beautiful beach - A Beach Breeze Inn

Hotels & Resorts
West Harwich, Massachusetts - 72.5 mi away

From $154

Book Flights:

New Seabury Condo

Vacation Rentals
New Seabury, Massachusetts - 73.2 mi away

Bedrooms: 2 Sleeps: 4 Bathrooms: 1

Andiamo Bay Charters

Fishing Trips
Chatham, Massachusetts - 73.5 mi away

From $900

Jail Break Fishing Charters

Fishing Trips
Harwich Port, Massachusetts - 73.5 mi away

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Gloucester, Massachusetts Vacations & Adventures | Travel Deals & More

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