| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Beacon Hill
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| Name: Beacon Hill | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo+ YR* |
| YEAR ROUND: A charming little house set back from the street in downtown Gloucester offers a short walk to the train station, city hall, library, restaurants, harbor and so much more.
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Ingomar at Rockaway Condominiums
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| Name: Ingomar at Rockaway Condominiums | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 4 | $1500/mo+* |
| Delightful free standing home on the grounds of the Rockaway Condominium complex. Exceptional views of Gloucester Harbor and Ten Pound Island.
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Upper Beach Walk
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| Name: Upper Beach Walk | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 3 | $1200/mo+ util. avail. winter only* |
| Winter! Steps away from the Good Harbor Beach foot bridge, this bright and sunny second floor three bedroom, one bath unit offers comfort and convenience.
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Monarch Glen
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| Name: Monarch Glen | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1495/mo+ winter; $2000/wk summer* |
| Less than half a mile from Gloucester's sandy Good Harbor Beach, this delightful property is nestled on a quiet half acre wooded lot, making it a perfect respite on a hot summer day!
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Changing Tides
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| Name: Changing Tides | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 5 | $1350/month + winter; $1900/week summer* |
| Situated on the shores of the tidal Mill River on a shaded lot of nearly one acre in Gloucester's watery Riverview district, this newly renovated property has a private dock and float. Swim, fish, or row in the dinghy left for your use.
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Victorian House
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| Name: Victorian House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2000/wk summer* |
| Newly renovated with taste and style, this elegant Victorian home is located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Linger on its sweet front porch with harbor views.
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SeaCrest Guest House
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| Name: SeaCrest Guest House | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $2500/week* |
| This romantic gem is perched above the sea with incredible panoramic views of the Atlantic. Perfect for two, the cottage is tucked away on the grounds of the Seacrest Estate in beautiful Manchester by the Sea.
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Cleveland Place Condo
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| Name: Cleveland Place Condo | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/mo + util.* |
| This immaculate one bedroom condominium is on the second floor of the complex. Located on a quiet dead end street, the unit has gleaming hardwood throughout a granite kitchen with an island and stainless appliances.
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Cher Ami
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| Name: Cher Ami | Bedrooms: 2.5 | Bathrooms: 1 | SleepsMaximum: 4 | $4000/mo summer* |
| Welcome "dear friends" to this gleaming and immaculate, newly remodeled two plus bedroom unit which is available as a full season rental.
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Ferry Hill Landing
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| Name: Ferry Hill Landing | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $3500/wk summer; $2000/mo+winter* |
| This is a boater's delight in Gloucester's watery Riverview district! Bring your forty footer and tie up to the deep water dock right at the house. Kayaks and skiffs are also welcome.
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