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Listings in "Gloucester"

Cozy Country setting with comforts of home
$ 138 /night
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Cozy Gloucester Getaway w/ Porch & Sunroom!
$ 137 /night
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Renovated Retreat on The York River
$ 277 /night
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Amazing Waterfront Getawaylong Term Renters are Welcome!
$ 303 /night
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Gloucester Retreat w/ Backyard Oasis & Pier!
$ 327 /night
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Squeaky Shores Gloucester, VA Waterfront York River Oasis
$ 392 /night
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Waterview & Water Access, Luxurious Retreat
$ 202 /night
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Radiant Gloucester House w/ Private Porch!
$ 166 /night
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Beautiful & Peaceful House Overlooking the River. Pets Welcome!
$ 320 /night
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Right on Main St! Shops, Arts, Dining and More!
$ 103 /night
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A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
$ 170 /night
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Bee Humble Cottage w/in 20mins to Public Beaches
$ 78 /night
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Riverside farm cottage with pool
$ 158 /night
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Historic Cottage on Ware River Estate
$ 119 /night
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Welcome to this Waterfront Home with Amazing Views
$ 119 /night
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Charming Quiet Retreat on North River in Historic Gloucester, Virginia
$ 104 /night
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Relaxing Riverfront Cottage w/ Boat Dock!
$ 147 /night
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“Bee Haven” Cottage Retreat Near Colonial Williamsburg
$ 83 /night
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Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
$ 178 /night
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The Haabah Beach Retreat—4 Minute Walk to Beach
$ 426 /night
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Private, Light Filled & Convenient Wingaersheek Beach Home
$ 160 /night
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Stanwood Point: Waterfront cottage with dock, large screened porch, and yard
$ 355 /night
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Privacy and a water view, five minutes to a private beach.
$ 677 /night
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The Captain’s Villa Beachfront House With Access To Pavilion’s Beach
$ 719 /night
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Brand New Carriage House in charming East Gloucester-Walk to beaches
$ 158 /night
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Turning Tide Cottage on the Rivier
$ 110 /night
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Waterfront Home, Private Dock, Ocean Access, 4+ Bedroom, 2 Bath, Porch, Sunsets
$ 453 /night
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Harbor View House, Walk to Beach, Sunsets from Deck
$ 229 /night
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⭐️ Beautiful 4+ Bedroom Annisquam W/ Private Beach Access
$ 749 /night
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COME STAY AT THE MERMAID COTTAGE ON LANES COVE !
$ 158 /night
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Cozy & Elegant Winter Rental
$ 69 /night
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A walk up to heaven!
$ 79 /night
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Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
$ 548 /night
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Quaint Home, Near Good Harbor Beach and Town, Great for Families
$ 144 /night
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Long Beach House: Large, comfortable home just 285 ft from the white sands!
$ 520 /night
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Magnolia Ocean View Cottage
$ 375 /night
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Over By Good Harbor: Phenomenal views and just 0.2 miles to the beach.
$ 512 /night
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Sandpiper Cottage: Lighthouse views and walk to the beach.
$ 383 /night
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#Weddings #Holidays #Corporate short term? Just need some “in between” place ?
$ 210 /night
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Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace
$ 197 /night
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Waterfront Home with Spectacular Viewsof the Annisquam River
$ 439 /night
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Lanes Cove Coastal, Tranquil 2 Bed/2.5 Bath
$ 312 /night
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Charming cottage, four bedroom, sleeps six, near beach, in Gloucester, MA.
$ 256 /night
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Steps to Harbor, Park, Beach and Boardwalk
$ 88 /night
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The Birds Eye View Villa & Pavilion Beach
$ 515 /night
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Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!
$ 484 /night
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WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT
$ 154 /night
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Lovely Upstairs Apartment Beach getaway on Historic Main St. w/ AC
$ 150 /night
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English Tudor Manor-Walk To Beach
$ 472 /night
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Open concept, 2-level apartment with scenic view
$ 355 /night
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Mill Pond Cottage: Historic Gloucester charm with modern comforts.
$ 278 /night
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Beach Gem overlooking Stage Fort Park, Tablet Rock & Cressy’s Beach!!!
$ 349 /night
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Beautiful Harbor View Walk to Beach 3b2bKings4beds
$ 494 /night
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Sand Song: Just one block from Good Harbor Beach!
$ 475 /night
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Sea Fox: Custom-designed home with rights to private Coffins Beach.
$ 511 /night
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The Harborview – Luxury 2 bedroom condo in Downtown Gloucester
$ 290 /night
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Breeze of Gloucester
$ 196 /night
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River’s Edge: A charming 2BR riverfront home in Gloucester.
$ 251 /night
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WATERFRONT- River & Harbors views, Walking Distance to Downtown, Beaches & Park
$ 276 /night
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Secluded, 180 Degree View Of Wingaersheek Beach From High Up On The Dunes
$ 930 /night
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Private Estate with Guest Suite and Airstream on 5 Acres with Ocean Views
$ 315 /night
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Catch some Zzz at Lighthouse Beach
$ 695 /night
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Treehouse by the Sea: Stacy Boulevard, Downtown Gloucester, and Beaches.
$ 327 /night
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Good Harbor Beach Retreat ~ Walk to beach, shops, restaurants ~Dog Friendly
$ 237 /night
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Plaisance: Enjoy the best of Gloucester living.
$ 415 /night
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New Construction Luxury Vacation Rental with Private Beach
$ 694 /night
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Glorious Suite near Downtown with washer/dryer
$ 276 /night
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Waterfront Wingaersheek Beach Unobstructed Panoramic Ocean and Lighthouse Views
$ 631 /night
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~Walk to Good Harbor Beach: Adorable 4 bedroom/2 bath Dog Friendly~AC-Summer fun
$ 311 /night
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Ships Bell: Water views and amazing sunsets on a quiet street in Lanesville.
$ 319 /night
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BEACH! Good Harbor NEW CONSTRUCTION!!!!
$ 434 /night
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Sea for Miles: Outstanding views of Ipswich Bay
$ 336 /night
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Summer Cottage on Ipswich Bay
$ 452 /night
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Charming cottage on seaside estate offers gorgeous views, private beaches
$ 299 /night
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Wingaerchic: A hidden retreat near Gloucester’s sandy Wingaersheek Beach.
$ 317 /night
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Thurston Point: Waterfront rental with deepwater dock on Annisquam River!
$ 295 /night
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Spacious Modern Beach House- Steps to Long Beach and Good Harbor
$ 473 /night
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Riverfront luxury in Gloucester.
$ 680 /night
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Beautiful Oceanfront Home in Estate Setting, Gloucester WINTER RENTAL AVAILABLE
$ 667 /night
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Sand Castle. 2 King beds, AC, outdoor shower. Walk to 2 local beaches
$ 582 /night
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Ocean View – Great Location | Beautiful, Warm & Spacious.
$ 299 /night
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Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
$ 378 /night
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Two Beaches: Walk to Long Beach or Good Harbor!
$ 369 /night
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Squam Light: A newly renovated cottage, nestled in the village of Annisquam.
$ 316 /night
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Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access
$ 473 /night
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Screendeck on river+saltmarsh, calm modern beach vibes. Paddle on tidal rivers.
$ 497 /night
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Good Harbor Beachfront at the Footbridge
$ 338 /night
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Annisquam Singing Pines: Private riverfront setting & tidal dock.
$ 654 /night
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Harbortown Hideaway: Charming home in downtown Gloucester with water views.
$ 311 /night
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Bell View: Private tennis court and an in-law suite.
$ 897 /night
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Elegant Bayview Victorian Home – Walk to Beach
$ 693 /night
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Golden Sands at Good Harbor: Just walk across the street to the beach.
$ 675 /night
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Walk to Good Harbor and Long Beach -Vacation Home
$ 296 /night
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Helena House: European flair, close to Plum Cove Beach.
$ 301 /night
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Long Beach Suites: Book 2024 Summer Trip Today!
$ 225 /night
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Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext’d Family
$ 627 /night
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A beautiful place by the Sea. 45 min to Boston!
$ 473 /night
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Family Friendly Townhouse 75 steps from Long Beach
$ 193 /night
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Peaceful retreat, newly-renovated, short walk to Good Harbor Beach + WIFI
$ 248 /night
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3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach
$ 240 /night
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