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

Cape Ann Vacation Rentals

Browse 759 available vacation homes and compared across 9 trusted partners

Anytime
Guests
Anytime
Guests

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
Featured on HGTV's Beach Hunters
Book now
House Cape Ann
Sunset Views, Waterfront Property, Dock - Sleeps 12
Book now
House Cape Ann
Luxury Home in the Heart of Rockport
Book now
House Cape Ann
Vacation home with barbecue, garden & patio
Book now
House Cape Ann
Waterfront Home with Spectacular Viewsof the Annisquam River
Book now
House Cape Ann
Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive
Book now
House Cape Ann
Beach Life Bliss - steps to the beach
Book now
House Cape Ann
Newly Renovated Luxury 5BR Home Office, Walk to Beach & Town
Book now
Apartment Cape Ann
Gloucester Studio - Om Suite Om near Good Harbor Beach
Book now
House Cape Ann
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
Book now
House Cape Ann
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Book now
House Cape Ann
Vacation home with barbeque, terrace & yard
Book now
Apartment Cape Ann
Oceanfront penthouse 2 bed 2 bath situated on beach and downtown
Book now
House Cape Ann
Long Beach/Gloucester. 1 minute walk to Beach! Large yard, lush gardens. Pup ok!
Book now
House Cape Ann
Vacation home with barbeque, yard & patio | City view | Good for workation
Book now

Top 15 most Recommended Vacation Rentals in Cape Ann

Discover your ideal Cape Ann vacation rental with real-time comparisons of 759 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Cape Ann
House ∙ 6 guests ∙ 3 bedrooms

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

Cape Ann, North Shore, Massachusetts, United States
Charming house rental in Rockport for 6 guests featuring a spacious kitchen and pet-friendly accommodations.
from $501
per night
View deal
Condo Cape Ann
Condo ∙ 2 guests ∙ 1 bedroom

Fully equipped nice condo with patio | Next to the beach

Cape Ann, North Shore, Massachusetts, United States
This cozy 2-person condo in Rockport features a charming fireplace and offers stunning waterfront views.
from $344
per night
(79)
View deal
Apartment Cape Ann
Apartment ∙ 4 guests ∙ 1 bedroom

Rental apartment with patio, barbeque & yard

Cape Ann, North Shore, Massachusetts, United States
This family-friendly apartment rental in Gloucester accommodates 4 and features a convenient kitchen for your cooking needs.
from $219
per night
(120)
View deal
Apartment Cape Ann
Apartment ∙ 6 guests ∙ 3 bedrooms

Child-friendly spacious holiday apartment with patio & grill

Cape Ann, North Shore, Massachusetts, United States
Spacious apartment rental in Gloucester for 6 with convenient parking and easy access to local attractions.
from $255
per night
(147)
View deal
House Cape Ann
House ∙ 10 guests ∙ 4 bedrooms

House with BBQ & terrace

Cape Ann, North Shore, Massachusetts, United States
This house rental in Gloucester accommodates 10 guests and features a cozy fireplace for a warm atmosphere.
from $640
per night
(58)
View deal
House Cape Ann
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented house with terrace, yard & jacuzzi | Perfect for remote work | Dogs allowed

Cape Ann, North Shore, Massachusetts, United States
This house rental in Rockport accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $793
per night
(49)
View deal
House Cape Ann
House ∙ 6 guests ∙ 3 bedrooms

House with grill, yard & patio

Cape Ann, North Shore, Massachusetts, United States
This house rental in Gloucester accommodates 6 guests and features a spacious yard for outdoor enjoyment.
from $333
per night
(12)
View deal
House Cape Ann
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with yard, BBQ & patio | Nature view

Cape Ann, North Shore, Massachusetts, United States
This house rental in Gloucester accommodates 4 guests and features a spacious yard for outdoor activities.
from $195
per night
(45)
View deal
House Cape Ann
House ∙ 18 guests ∙ 10 bedrooms

Family-oriented house with yard, barbeque & hot tub | City view | Beach nearby | Good for workation

Cape Ann, North Shore, Massachusetts, United States
Spacious house rental in Rockport accommodates 18 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $985
per night
(47)
View deal

More travel options

image-tag