Surfer Hotels - Vacation Rentals in Cape Ann

Seafarer Inn in Rockport From US $279
         

|
9.5 (96 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Bearskin Neck Motor Lodge in Rockport From US $374
         

9.8 (199 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Bearskin Neck Motor Lodge in Rockport From US $205
         

9.3 (92 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Balcony/Terrace
The Vista in Gloucester From US $350
         

9.4 (435 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Long Beach Suites in Gloucester From US $476
         

|
9.2 (87 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Child Friendly
The Rockport House in Rockport From US $224
         

9.4 (246 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Balcony/Terrace
The Vista in Gloucester From US $225
         

|
9.1 (299 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sea Lion Motel and Cottages in Gloucester From US $195
         

9.2 (467 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Addison Choate in Rockport From US $343
         

9.1 (124 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
The Yankee Clipper Inn in Rockport From US $300
         

|
9.0 (404 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The Cove at Rockport in Rockport From US $280
         

8.9 (216 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Emerson Inn in Rockport From US $344
         

|
9.0 (275 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Rockport House in Rockport From US $405
         

8.9 (140 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
The Cove at Rockport Hotel in Rockport From US $425
         

9.0 (175 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Cape Ann Motor Inn in Gloucester From US $207
         

8.8 (302 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Eagle House Motel in Rockport From US $300
         

9.0 (132 Reviews)
Hotel
  • Air Conditioner
  • TV
  • View
Eagle House Motel in Rockport From US $145
         

8.8 (230 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Captain's Bounty On The Beach in Rockport From US $363
         

Yankee Clipper Inn in Rockport From US $296
         

|
8.8 (128 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Sea Lion Motel in Gloucester From US $173
         

|
8.7 (225 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Emerson Inn By The Sea in Rockport From US $2,685
         

|
8.4 (55 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Rockport Inn and Suites in Rockport From US $186
         

|
8.0 (1240 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Captain's Lodge Motel in Gloucester From US $194
         

7.4 (530 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Pro Tip: Surferhotels makes it easy to compare the best listings on Surferhotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Surferhotels 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

How many vacation rentals are available in Cape Ann?

Currently, the total number of properties listed in 2026 is over 23 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.