Pacific Islands - Vacation Rentals in Cape Ann

The Waterline at The Sail Loft From US $520
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Addison Choate Inn From US $301
         

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9.8 (390 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Big New England Family Home; walk to beach, shops From US $596
         

10.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Child Friendly
The Seafarer Inn From US $243
         

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9.8 (285 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Two Beaches: Long Beach & Good Harbor From US $910
         

9.8 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Dog Friendly 2BR Home Walk to Beach+Bearskin Neck From US $434
         

Sally Webster Inn From US $287
         

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9.4 (134 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Granite Cottage: Pigeon Cove Delight From US $584
         

9.2 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
A Beautiful "WEE " Place By The Sea in Rockport From US $246
         

8.6 (41 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Enjoy this cozy cottage with panoramic ocean views. From US $245
         

5-star home with quick walk to 2 beaches! From US $436
         

10.0 (61 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Orca – Modern Coastal Comfort Awaits From US $357
         

10.0 (32 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The View: The Name Says It All From US $812
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pro Tip: Pacificislands makes it easy to compare the best listings on Pacificislands homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Pacificislands 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

Cape Ann Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Cape Ann?
How many vacation rentals are available in Cape Ann?

Currently, the total number of properties listed in 2026 is over 357 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.