Cape Ann Vacation Rentals - HolidayHomes base64Hash Cape Ann Vacation Rentals - HolidayHomes

Cape Ann Vacation Rentals

Browse 749 available vacation homes and compared across 9 trusted partners

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Top-Rated Vacation rentals in Cape Ann

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

House Cape Ann

Child-friendly vacation home with yard, terrace & private pool | Nature view | Next to the beach

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House Cape Ann

House with BBQ

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House Cape Ann

~~Walk to Good Harbor Beach: Adorable 4 bedroom/2 bath Dog Friendly~~AC-Summer fun

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Apartment Cape Ann

Apartment | Beach nearby

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House Cape Ann

Children-friendly nice vacation home | Next to the beach | Dogs allowed

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Apartment Cape Ann

Fish & Ships on Waterway: Steps to Ocean, Beach, Boulevard, Park, Restaurants

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House Cape Ann

Just For The Halibut: Explore Folly Cove and Halibut Point State Park

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House Cape Ann

Featured on HGTV's Beach Hunters

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Apartment Cape Ann

Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat

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House Cape Ann

Sunset Views, Waterfront Property, Dock - Sleeps 12

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House Cape Ann

Waterfront Home with Spectacular Viewsof the Annisquam River

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House Cape Ann

Newly Renovated Luxury 5BR Home Office, Walk to Beach & Town

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House Cape Ann

Spacious Modern Beach House- Steps to Long Beach and Good Harbor

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House Cape Ann

Vacation home with patio, barbecue & hot tub

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House Cape Ann

Vacation home with barbeque, terrace & yard

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Top 15 most Recommended Vacation Rentals in Cape Ann

Discover your ideal Cape Ann vacation rental with real-time comparisons of 749 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Cape Ann
House ∙ 7 guests ∙ 3 bedrooms

House with terrace, garden & BBQ

Cape Ann, North Shore, Massachusetts, United States
This house rental in Gloucester accommodates 7 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $156
per night
(124)
View deal
House Cape Ann
House ∙ 5 guests ∙ 3 bedrooms

House with patio, grill & yard | Nature view

Cape Ann, North Shore, Massachusetts, United States
This charming house rental in Gloucester accommodates 5 guests and features a cozy fireplace for a comfortable stay.
from $540
per night
(20)
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House Cape Ann
House ∙ 6 guests ∙ 3 bedrooms

House with barbeque & yard

Cape Ann, North Shore, Massachusetts, United States
This house rental in Gloucester accommodates 6 guests and features a spacious yard for outdoor enjoyment.
from $406
per night
(20)
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House Cape Ann
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly house with garden, barbecue & terrace | Suitable for remote work

Cape Ann, North Shore, Massachusetts, United States
This spacious house rental in Rockport accommodates 12 guests and features a cozy fireplace for relaxing evenings.
from $1,922
per night
(63)
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House Cape Ann
House ∙ 10 guests ∙ 5 bedrooms

House with yard, terrace & barbecue | Good for workation

Cape Ann, North Shore, Massachusetts, United States
This house rental in Rockport accommodates 10 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $930
per night
(46)
View deal
Cabin Cape Ann
Cabin ∙ 3 guests ∙ 1 bedroom

Cottage with patio, grill & garden

Cape Ann, North Shore, Massachusetts, United States
This cozy cabin in Rockport accommodates 3 guests and features a lovely yard for relaxation and outdoor activities.
from $199
per night
(156)
View deal
House Cape Ann
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbecue

Cape Ann, North Shore, Massachusetts, United States
This house rental in Rockport accommodates 6 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $834
per night
(16)
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House Cape Ann
House ∙ 6 guests ∙ 3 bedrooms

House with barbeque & patio | City view | Next to the beach | Good for workation | Pets are welcome

Cape Ann, North Shore, Massachusetts, United States
This house rental in Rockport accommodates 6 guests and features a fully equipped kitchen for your convenience.
from $644
per night
(2)
View deal
Cabin Cape Ann
Cabin ∙ 8 guests ∙ 4 bedrooms

Cottage with terrace, barbeque & garden | Perfect for remote work

Cape Ann, North Shore, Massachusetts, United States
This cozy cabin in Gloucester accommodates 8 guests and features a welcoming fireplace for a warm and inviting atmosphere.
from $479
per night
(27)
View deal

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