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Gloucester Pet Friendly Holiday Rentals

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66 rentals in Gloucester.
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Romantic SUMMERWIND COTTAGE- Scenic Harbor View
2 bedrooms
1 bathroom
Sleeps 6
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3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach
3 bedrooms
3 bathrooms
Sleeps 8
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Good Harbor Beach House
4 bedrooms
3 bathrooms
Sleeps 8
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Over By Good Harbor: Phenomenal views and just 0.2 miles to the beach.
4 bedrooms
3 bathrooms
Sleeps 10
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Willow House - Garden Setting, Ocean View, Steps to Rocky Neck!
1 bedroom
1 bathroom
Sleeps 4
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On the Cove - Beautiful Apartment Right on Lanes Cove
1 bedroom
1 bathroom
Sleeps 2
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Newly Renovated!! Beautiful 3 bed home...steps from beach!
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Oceanfront Home in Estate Setting in Gloucester
4 bedrooms
2 bathrooms
Sleeps 9
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BRAND NEW3 Bedroom On Lobster Cove, Direct Waterfront, Views And Access, w/kayak
3 bedrooms
2 bathrooms
Sleeps 6
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Quality Accommodations in Quiet Seaside Village
1 bedroom
1 bathroom
Sleeps 2
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Prime Gloucester Property - Overlooking Harbor w Pool
2 bedrooms
2 bathrooms
Sleeps 6
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Perfect Good Harbor Beach vacation home for large and/or extended family getaway
5 bedrooms
6 bathrooms
Sleeps 16
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4 Bedroom LUX House/with Pool Next Door
4 bedrooms
2 bathrooms
Sleeps 6
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Walk to Good Harbor Beach, pet friendly, family beach home
3 bedrooms
2 bathrooms
Sleeps 8
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Long Beach-Gloucester-1 minute walk to Beach Lovely setting & big yard. Sleeps 6
3 bedrooms
2 bathrooms
Sleeps 6
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Renovated Historic Seaside House on Magnolia Point, Gloucester – Walk to Beach
5 bedrooms
4 bathrooms
Sleeps 10
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Gloucester/Annisquam Getaway: Beach-Biking-Nature Walks-Kayaking
3 bedrooms
1 bathroom
Sleeps 6
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Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach
1 bedroom
1 bathroom
Sleeps 4
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Walk to downtown Gloucester & Pavilion Beach!
3 bedrooms
2 bathrooms
Sleeps 6
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Modern beach home w/ deck, central AC, & free WiFi, steps from the ocean
3 bedrooms
2 bathrooms
Sleeps 6
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Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
3 bedrooms
3 bathrooms
Sleeps 10
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Stunning SUNSET STUDIO w/Scenic Harbor View
1 bedroom
1 bathroom
Sleeps 2
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The Haabah--NEW!--Retreat on Good Harbor Beach
3 bedrooms
2 bathrooms
Sleeps 8
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La Bohème RETREAT Studio
1 bedroom
1 bathroom
Sleeps 3
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At the Footbridge entrance to Good Harbor Beach
6 bedrooms
2 bathrooms
Sleeps 10
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Welcoming Getway Oasis
2 bedrooms
1 bathroom
Sleeps 6
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Lovely 'Blue Heron Cottage' on Annisquam River!
3 bedrooms
1 bathroom
Sleeps 6
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Apartment in historic home across from Cripple Cove Harbour, Gloucester, MA
2 bedrooms
1 bathroom
Sleeps 4
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Cottage at the Cove: A delightful vacation home close to Plum Cove Beach.
2 bedrooms
1 bathroom
Sleeps 5
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Coastal, Cute & Cozy|Close to Everything
1 bedroom
1 bathroom
Sleeps 2
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Magnolia Tides: Multi-level waterfront home
4 bedrooms
3 bathrooms
Sleeps 6
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Beach Stone Cottage: Just feet from the white sands of Good Harbor Beach.
3 bedrooms
2 bathrooms
Sleeps 6
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Oceanside at Good Harbor: Walk 0.2 mi to the white sands of Good Harbor Beach
5 bedrooms
3 bathrooms
Sleeps 9
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Treehouse by the Sea: Stacy Boulevard, Downtown Gloucester, and Beaches
2 bedrooms
1 bathroom
Sleeps 6
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Annisquam Singing Pines: Private riverfront setting & tidal dock.
5 bedrooms
2 bathrooms
Sleeps 10
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Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom)
4 bedrooms
3 bathrooms
Sleeps 8
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Seaside House: Good Harbor Beach and the Back Shore right outside your door.
4 bedrooms
2 bathrooms
Sleeps 10
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Rockwood Cottage
2 bedrooms
1 bathroom
Sleeps 4
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Cedar Ledge Annisquam: Ocean views & traditional New England charm.
6 bedrooms
2 bathrooms
Sleeps 14
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Long Beach House: Large, comfortable home just 285 feet from the white sands!
5 bedrooms
2 bathrooms
Sleeps 10
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Waterfront Wonder
4 bedrooms
2 bathrooms
Sleeps 6
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Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
4 bedrooms
2 bathrooms
Sleeps 7
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Salt Island Views: Walking distance to Good Harbor & Long Beach.
3 bedrooms
2 bathrooms
Sleeps 8
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Golden Sands at Good Harbor: Across the street from the beach
7 bedrooms
3 bathrooms
Sleeps 12
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Sunset Cove: Waterfront home in Goose Cove section of Gloucester
2 bedrooms
2 bathrooms
Sleeps 6
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Thurston Point: Waterfront rental with deepwater dock on Annisquam River!
3 bedrooms
1 bathroom
Sleeps 7
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Two Beaches: Walk to Long Beach or Good Harbor!
3 bedrooms
1 bathroom
Sleeps 8
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Family Tides: Only a half-mile from Good Harbor Beach.
3 bedrooms
2 bathrooms
Sleeps 8
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Nature Lover's Paradise: cozy couples/families, near beaches, nature walks, golf
2 bedrooms
1 bathroom
Sleeps 4
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Elegant And Expansive Victorian Home -- Weekly Summer, Thanksgiving or Christmas
6 bedrooms
4 bathrooms
Sleeps 12
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