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.

38 results
Sandy Bay

Sandy Bay

1 1.5 4 Rockport
Pet Friendly
Afternoon Delight

Afternoon Delight

3 2 6 Beverly
Pet Friendly
Cedar Ledge Annisquam

Cedar Ledge Annisquam

6 2.5 14 Gloucester
Annisquam River Sunsets

Annisquam River Sunsets

2 1 4 Gloucester
Annisquam Singing Pines

Annisquam Singing Pines

5 2 10 Gloucester
Pet Friendly
Bearskin Nest

Bearskin Nest

1 1 3 Rockport
Booth Cottage

Booth Cottage

4 3.5 8 Manchester-by-the-Sea
Captain's Cottage

Captain's Cottage

2 1 4 Rockport
*NEW*
Folly Cove Cottage

Folly Cove Cottage

1 1.5 4 Rockport
Garden by the Sea

Garden by the Sea

2 1 4 Gloucester
Golden Sands

Golden Sands

7 3.5 12 Gloucester
Granite Cottage

Granite Cottage

1 1 4 Rockport
Granite Pier

Granite Pier

3 2 8 Rockport
Pet Friendly
Happy Days Cottage

Happy Days Cottage

4 1.5 8 Rockport
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
River's Edge

River's Edge

2 1.5 4 Gloucester
Pet Friendly
River Watch

River Watch

3 2 6 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
Seacroft

Seacroft

7 2.5 14 Rockport
Seaside House

Seaside House

4 2.5 10 Gloucester
Ships Bell House

Ships Bell House

3 2 6 Gloucester
The Spinnaker

The Spinnaker

3 2 6 Rockport
Pet Friendly
Straitsmouth Cove

Straitsmouth Cove

5 2 9 Rockport
Pet Friendly
Sunrise on the Cove

Sunrise on the Cove

4 2.5 12 Rockport
Sunset Cove

Sunset Cove

2 2.5 6 Gloucester
Terra Nova Cottage

Terra Nova Cottage

3 2 6 Gloucester
Pet Friendly
The Rockporter

The Rockporter

4 2 7 Rockport
Pet Friendly
The View

The View

2 2 6 Rockport
Thurston Point Cottage

Thurston Point Cottage

3 1.5 7 Gloucester
Pet Friendly
Treehouse by the Sea

Treehouse by the Sea

2 1.5 6 Gloucester
*NEW*
Thorwald by the Sea

Thorwald by the Sea

2 1.5 4 Gloucester
*NEW*
Harbortown Hideaway

Harbortown Hideaway

3 2 6 Gloucester
Chester Square

Chester Square

4 3 8 Gloucester