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Cape Ann Pet Friendly Holiday Rentals

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29 rentals in Cape Ann.
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Outstanding ocean views from Gully Point
Gully Point (205) -Experience the charm, serenity, and unspoiled beauty that is The Seaward.
The Seaward!
GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Cozy well appointed seating including sectional and dining table / desk for 2.
Studio kitchen nice oven and fridge, and everything you need inside or on request!
Campfire and yard below, for you to use!
Coastal, Cute & Cozy|Close to Everything
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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View from Lover's Cove
Experience the charm, serenity, and unspoiled beauty that is The Seaward.
Enjoy the charm, serenity, and unspoiled beauty that is The Seaward.
LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Great original cottage right on the water.
Waterfront Woodsy 3BR Cottage
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Welcome to Beach Stone Cottage!
View of the two-story octagonal addition.
View of the rocky coast, the marsh, and Good Harbor Beach.
Beach Stone Cottage: Just feet from the white sands of Good Harbor Beach.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Booth Cottage: Walk down a private path to fabled Singing Beach.
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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The Little Red House with Prize Ocean View
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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OCEAN VIEW COTTAGE AT THE SEAWARD - EASY SEASIDE PATH TO OLD GARDEN BEACH
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Treehouse by the Sea: Stacy Boulevard, Downtown Gloucester, and Beaches
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Happy Days Cottage: Charming Folly Cove house with waterfront deck
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Pet friendly
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Squam Light: A newly renovated cottage, nestled in the village of Annisquam.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Pet friendly
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Beach Front Luxe: Italian vibes & coastal glam in Rockport!
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Straitsmouth Cove: Outstanding ocean views at Gap Head Cove in Rockport.
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Pet friendly
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GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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The Lady Bug House: An adorable cottage, just steps from Rockport Village.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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River Watch: Waterfront rental home with views and private dock.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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The Rockporter: Enjoy beautiful views of Pigeon Cove Harbor.
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Pet friendly
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Cedar Ledge Annisquam: Ocean views & traditional New England charm.
Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Sage Hill: Perfectly situated for Long Beach, Gloucester, and Rockport.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Long Beach House: Large, comfortable home just 285 feet from the white sands!
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Bray Cottage: A charming cottage close to Wingaersheek Beach.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Pet friendly
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Mill Lane: Enjoy all of Rockport's charms, right outside your door.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Changes in Latitude: Charming cottage close to Niles Beach and Rocky Neck.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Helena House: European flair, close to Plum Cove Beach.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Pet friendly
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The Robert House: Explore Rockport and beyond from this historic home.
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Pet friendly
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Gap Cove at The Seaward
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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The View: A classic New England cottage with panoramic ocean views.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Sunrise on the Cove: Unobstructed 180 degree views of Pigeon Cove
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Landmark Lookout: Lovely views of Sandy Bay and the Atlantic Ocean
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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