Waterview Vacation Rentals

Planning your summer beach vacation on Cape Ann and want to stay in sight of the water? Browse our current selection of vacation rentals with water views in Gloucester, Rockport and across Boston’s North Shore. Choose an ocean view rental or one with a river view.

37 results
Pet Friendly
Happy Days Cottage

Happy Days Cottage

4 1.5 8 Rockport
*NEW*
Harbortown Hideaway

Harbortown Hideaway

3 2 6 Gloucester
Pet Friendly
Landmark Lookout

Landmark Lookout

4 2 8 Rockport
Magnolia Tides

Magnolia Tides

2 3 6 Gloucester
Over By Good Harbor

Over By Good Harbor

4 3.5 10 Gloucester
Pet Friendly
Perrywinkle

Perrywinkle

4 2 7 Gloucester
Pet Friendly
River Watch

River Watch

3 2 6 Gloucester
River's Edge

River's Edge

2 1.5 4 Gloucester
Pet Friendly
Rocky Neck Hilltop

Rocky Neck Hilltop

2 2 4 Gloucester
Pet Friendly
Ryal Side Hideaway Cove

Ryal Side Hideaway Cove

3 1 6 Beverly
Pet Friendly
Salt Island Views

Salt Island Views

3 2 8 Gloucester
Sandy Bay

Sandy Bay

1 1.5 4 Rockport