Pirate Cove Cottages - Vacation Rentals in Cape Ann
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★ Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cape Ann.
Weather in Cape Ann
View the weather forecast for Cape Ann before booking your Cape Ann Vacation Rentals to confirm your best time to go.
December - February
High 43°F Low 20°F
March - May
High 64°F Low 22°F
June - August
High 80°F Low 57°F
September - November
High 76°F Low 30°F
Top Attractions Around Cape Ann, MA
Piratecovecottages offers a large selection of top attractions around Cape Ann. Research things to do on your vacation before you visit Cape Ann.
Good Harbor Beach
Crane Beach
Wingaersheek Beach
Long Beach
Singing Beach
Hammond Castle
Castle Hill on the Crane Estate
Halibut Point State Park
Maritime Gloucester
Pebble Beach
Stage Fort Park
Greenwood Farm
Ipswich River
Motif No 1
Essex Shipbuilding Museum
Wolf Hollow
Newbury Beach
Lucky 7 Arcade
Paper House
Cape Ann Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Cape Ann?
There are a lot of options in Cape Ann. If you plan on staying in the Cape Ann area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cape Ann:
- Good Harbor Beach House - walk to beach, close to restaurants and shopping!
- "Absolutely lovely. The cottage, the beach, the town, the owners."
- Sea Mist Cottage, Rockport, MA
- Charming year round cottage - Pet Friendly with Wi-Fi
- Adorable Beach house with lots of outdoor space and steps to Long Beach!
- Charming Pet Friendly Studio Cottage On Quiet Lane
- STUNNING OCEAN VIEWS FROM OUR COZY 2 BEDROOM COTTAGE! WEEKLY- SUNDAY TO SUNDAY
- 2BR Home Minutes to Downtown Rockport+Beach!
- Ocean Views in this Charming 2 bedroom Cottage
- Beachfront retreat - just steps from ocean
How many vacation rentals are available in Cape Ann?
Currently, the total number of properties listed in 2026 is over 42 in the Cape Ann area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cape Ann.
