Gloucester Vacation Rentals - HolidayHomes base64Hash Gloucester Vacation Rentals - HolidayHomes

Gloucester Vacation Rentals

Browse 673 available vacation homes and compared across 8 trusted partners

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Top-Rated Vacation rentals in Gloucester

Book the highest-rated Gloucester vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Gloucester
Sunset Views, Waterfront Property, Dock - Sleeps 12
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House Gloucester
Child-friendly ample vacation home with patio & barbecue | Next to the beach | Pet-friendly
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House Gloucester
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
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House Gloucester
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
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House Gloucester
Clean Waterfront Classic Cottage with Private Beach
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House Gloucester
Classic New England: Big Family Home; Spas Garden FirePit; walk to beach, shops.
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House Gloucester
Seaside Escape just steps to Good Harbor beach in Gloucester
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House Gloucester
Vacation home with barbecue & terrace | Suitable for remote work
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Apartment Gloucester
NEW Rare Waterfront Luxury Penthouse Bearskin Neck
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House Gloucester
Elegant Gloucester Beach Getaway with Ocean Views!
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Apartment Gloucester
A tranquil ocean retreat steps from the water's edge
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House Gloucester
Vacation home with barbecue, garden & patio
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House Gloucester
Newly Renovated Luxury 5BR Home Office, Walk to Beach & Town
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House Gloucester
Vacation home with yard, barbeque & terrace
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House Gloucester
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
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Top 15 most Recommended Vacation Rentals in Gloucester

Discover your ideal Gloucester vacation rental with real-time comparisons of 673 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Gloucester
6 guests ∙ 2 bedrooms

Apartment

Gloucester, Essex County, Massachusetts, United States
Spacious apartment rental in Gloucester accommodates 6 and features a modern kitchen for convenient meal preparation.
from $222
per night
(28)
View deal
Cabin Gloucester
Cabin ∙ 5 guests ∙ 2 bedrooms

48 m² Cabin

Gloucester, Essex County, Massachusetts, United States
This cozy cabin in Rockport accommodates 5 guests and features a family-friendly kitchen for enjoyable meals together.
from $269
per night
(51)
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House Gloucester
House ∙ 7 guests ∙ 3 bedrooms

88 m² House

Gloucester, Essex County, Massachusetts, United States
This house rental in Gloucester accommodates 7 guests and features a family-friendly yard for outdoor activities.
from $430
per night
(14)
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House Gloucester
House ∙ 8 guests ∙ 3 bedrooms

297 m² House

Gloucester, Essex County, Massachusetts, United States
This house rental in Rockport accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $849
per night
(47)
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House Gloucester
House ∙ 8 guests ∙ 3 bedrooms

103 m² House

Gloucester, Essex County, Massachusetts, United States
This house rental in Rockport accommodates 8 guests and features a family-friendly kitchen for convenient meal preparation.
from $153
per night
(39)
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House Gloucester
House ∙ 8 guests ∙ 4 bedrooms

149 m² House

Gloucester, Essex County, Massachusetts, United States
This house rental in Gloucester accommodates 8 guests and features a hot tub for relaxation.
from $354
per night
(9)
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House Gloucester
House ∙ 6 guests ∙ 3 bedrooms

159 m² House

Gloucester, Essex County, Massachusetts, United States
This house rental in Rockport accommodates 6 guests and features a spacious yard for outdoor activities.
from $499
per night
(71)
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House Gloucester
House ∙ 7 guests ∙ 4 bedrooms

227 m² House

Gloucester, Essex County, Massachusetts, United States
Spacious house rental in Gloucester for 7 guests featuring a family-friendly yard perfect for outdoor activities.
from $368
per night
(85)
View deal
House Gloucester
4 guests ∙ 2 bedrooms

House

Gloucester, Essex County, Massachusetts, United States
This house rental in Gloucester accommodates 4 guests and features a spacious yard for outdoor activities.
from $226
per night
(42)
View deal

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