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Listings in "Gloucester"

NEW Rental: 2 min walk to Private Coffin’s Beach
$ 676 /night
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Coastal Oasis with Unobstructed, Direct Ocean Views!
$ 594 /night
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Seaside House: Good Harbor Beach and the Back Shore right outside your door.
$ 589 /night
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Elegant Gloucester Beach Getaway with Ocean Views!
$ 782 /night
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Changes in Latitude: Charming cottage close to Niles Beach and Rocky Neck.
$ 262 /night
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Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit
$ 453 /night
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GOT BEACH! Good Harbor House
$ 631 /night
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Quaint Neighborhood / Close to Beaches
$ 265 /night
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Seaside Village of Lanesville – North Gloucester, MA
$ 254 /night
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Jewel Box: A gem of a rental home close to Good Harbor Beach.
$ 214 /night
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Rarely Available Ocean Facing Walkable to Good Harbor Beach
$ 263 /night
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Magnolia By The Sea-Attractive home, large yard & deck. Walk to Magnolia Beach
$ 450 /night
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Amazing Waterfront/Access 4BDRM in Riggs Point
$ 335 /night
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Wingaersheek, Private & Public Beach, Luxury Home, Ext’d Family Show Annisquam
$ 611 /night
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NEW Oceanside Village Home~Private Fenced Yard~Reserved Parking
$ 237 /night
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Lovely 3br apt in Gloucester, free parking
$ 199 /night
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Seaside Community, Charming Year Round Home, Plum Cove Cottage
$ 139 /night
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Gorgeous New Home w/ Ocean Views- 2 Private Beaches Steps Away
$ 563 /night
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Lanesville Cove Retreat Home
$ 195 /night
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Cozy spacious home – Walk to both Good Harbor Beach and Long Beach, & Rockport
$ 356 /night
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Victorian home, family and pet friendly close to beaches, harbor, restaurants
$ 393 /night
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Clean Waterfront Classic Cottage with Private Beach
$ 394 /night
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Salt Marsh Cottage: Access to Coffins Beach!
$ 645 /night
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Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam
$ 315 /night
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NEWLY Renovated Luxury Home, Walk To Town & Beach. 5 Bedroom, 3.5 Bath + Office.
$ 277 /night
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7 month long off season rental Oct- May 15–Stunning 2300 sq ft waterfront home
$ 498 /night
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Airy, book-lined cottage on historic seaside estate with private beaches & more
$ 247 /night
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5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!
$ 304 /night
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Cape Ann Reset
$ 312 /night
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Perfect Good Harbor Beach vacation home for large and/or extended family getaway
$ 473 /night
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Downtown Dahlias fully remodeled in the heart of Gloucester
$ 314 /night
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Seaside Escape just steps to Good Harbor beach in Gloucester
$ 266 /night
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NEW LISTING – Short Walk to Cape Ann’s Best Beaches – Brand New Furnishings
$ 554 /night
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Steps to Wingaersheek’s Private 1.5 Mile White Dune Beach
$ 281 /night
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Ocean front and 3 beaches across ,parks, short walk to historic downtown!
$ 580 /night
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Bayview Guest Cottage
$ 311 /night
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Private Section of Wingaersheek Beach Front Home on top of the dunes.
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Catch some Zzz at Niles Beach
$ 471 /night
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3
Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext’d Famil
$ 667 /night
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Beach cottage walkable to Good Harbor and Long Beach- RENOVATED!
$ 332 /night
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NEW Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
$ 331 /night
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Walk To Good Harbor, OCEAN VIEWS, Open All Year!
$ 296 /night
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Panoramic ocean/river views with multiple outdoor spaces, a dock & W/D
$ 432 /night
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Cape Ann, Annisquam panoramic ocean views from every room.
$ 374 /night
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The Duval House
$ 378 /night
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Walk to Good Harbor Beach, pet friendly, family beach home
$ 301 /night
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Harbor Views, Perfect Downtown Location
$ 548 /night
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Gloucester Home w/ Large Yard: 1 Mi to Beach!
$ 275 /night
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Suzi’s Seaside Escape in Gloucester
$ 317 /night
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Beautiful 3 bed home…steps from Good Harbor and Long Beach!
$ 414 /night
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Long Beach Suites: Ocean Views, Book 2024 Already!
$ 218 /night
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Newly Renovated Home with Pool and a 5-Minute walk to Good Harbor Beach
$ 394 /night
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Modern oceanfront home with scenic deck, grill, games, chef’s kitchen, & W/D
$ 647 /night
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Historic cottage is steps from the beach on a glorious seaside estate!
$ 355 /night
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The Buoys Cottage
$ 258 /night
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NEW “The Mariner” · 3BR/2.5 Bth · Walk to Beach+Rocky Neck · Fenced Backyard
$ 334 /night
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Lovely 2br Cherry apt in Gloucester/Free parking/king bed
$ 143 /night
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All-Season Beach Haven – walk to two beaches!
$ 473 /night
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Charming cottage near the ocean w/beach access & near Gloucester
$ 213 /night
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Private Beach New Luxury Waterfront Vacation Rental Annisquam River
$ 512 /night
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Joseph’s Way: A charming cottage in a quiet setting, near Good Harbor Beach.
$ 203 /night
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Gloucester, Ma. LARGE 2 room studio with deck, Fully Furnished on a quiet street
$ 146 /night
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Walk to Good Harbor Beach. 3BR home, NEW Kitchen
$ 256 /night
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Updated 1 br steps to downtown, 3 beaches, Stacey Blvd, + Stage Fort Park
$ 123 /night
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3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
$ 281 /night
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Loft on Main – DWTN, Beach, PVT Deck, Coffee Bar
$ 298 /night
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Best Beach House in Gloucester on a Private Beach! Welcome to Paradise!
$ 552 /night
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Centrally located charmer with expansive patio, board games, & central AC
$ 201 /night
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Centrally located open concept apartment with parking, central AC, & W/D
$ 288 /night
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Sunset Views, Waterfront Property, Dock – Sleeps 12
$ 248 /night
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First Period Colonial Lodging in Gloucester MA
$ 394 /night
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Garden by the Sea: Relax & enjoy wonderful coastal views. Walk to the beach!
$ 222 /night
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New Construction @ Coffins Beach
$ 347 /night
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PREMIUM PROPERTY – Private 2-Acre Retreat – MODERN 4 Bedrooms – See Video Tour
$ 503 /night
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Salt Island Views: Walking distance to Good Harbor & Long Beach.
$ 476 /night
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Ocean Breeze / 8-Minute Walk to Beach
$ 181 /night
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The Quarry
$ 207 /night
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Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach.
$ 161 /night
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Discover Your Perfect Cape Ann Getaway – A Charming Bayview Retreat
$ 302 /night
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Newly Renovated One Bedroom Cottage – Walk to Long Beach/Good Harbor Beach
$ 118 /night
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Massachusetts Abode w/ Deck & Grill: Near Beaches!
$ 229 /night
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Cozy two bedroom house in the heart of Gloucester
$ 138 /night
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Walk to Good Harbor Beach
$ 118 /night
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Long Beach Gloucester 2 minute walk to Beach. Large PVT yard & gardens. Sleeps 6
$ 335 /night
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Brand New Construction…..@Coffins Beach
$ 347 /night
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2BR/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach
$ 255 /night
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River Watch: Waterfront home with river views and a private dock.
$ 323 /night
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VIEWS! Annisquam Bridge House at Lobster Cove. June dates discounted.
$ 159 /night
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Luxury 1900’s romantic retreat steps from the beach – King Suite!
$ 192 /night
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Walk to the ocean, very private. Secluded, woodsy location.
$ 88 /night
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C by the Sea – Ocean View Penthouse
$ 364 /night
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Evensong: Oceanview Retreat with Dock
$ 426 /night
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WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC
$ 304 /night
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Cozy 2 bedroom between the beach and downtown
$ 146 /night
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Annisquam River Sunsets: Enjoy spectacular sunsets and a relaxed river vibe.
$ 228 /night
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Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
$ 248 /night
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Sunset Cove: Waterfront home in Goose Cove section of Gloucester.
$ 327 /night
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Coastal retreat steps to the beach with smart TVs, desk, grill, children’s items
$ 295 /night
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Shore Cottage – Coastal gem, a traveler favorite! Outdoor patio, central AC.
$ 240 /night
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Charming Retreat
$ 196 /night
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