Vacation Rentals

74 results
Two Beaches Cottage

Two Beaches Cottage

3 1.5 8 Gloucester
Pet Friendly
Afternoon Delight

Afternoon Delight

3 2 6 Beverly
Sunset Cove

Sunset Cove

2 2.5 6 Gloucester
*NEW*
Folly Cove Cottage

Folly Cove Cottage

1 1.5 4 Rockport
Annisquam River Sunsets

Annisquam River Sunsets

2 1 4 Gloucester
Bray Cottage

Bray Cottage

3 1 5 Gloucester
Annisquam Singing Pines

Annisquam Singing Pines

5 2 10 Gloucester
Beach Bungalow

Beach Bungalow

2 1 5 Rockport
Beach Walk

Beach Walk

1 1 3 Gloucester
Bell View

Bell View

6 5 16 Gloucester
Booth Cottage

Booth Cottage

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

Captain's Cottage

2 1 4 Rockport
Pet Friendly
Changes In Latitude

Changes In Latitude

3 2 6 Gloucester
Pet Friendly
Cedar Ledge Annisquam

Cedar Ledge Annisquam

6 2.5 14 Gloucester
*NEW*
Cove Hill Hygge

Cove Hill Hygge

1 1 2 Rockport
*NEW*
Cove Hill Stuga

Cove Hill Stuga

1 1 2 Rockport
*NEW*
Dot's Place

Dot's Place

1 1 2 Rockport
Family Tides

Family Tides

3 2 8 Gloucester
Four Winds

Four Winds

3 1.5 5 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
*NEW*
Harbortown Hideaway

Harbortown Hideaway

3 2 6 Gloucester
Pet Friendly
Helena House

Helena House

3 1.5 7 Gloucester
Jewel Box

Jewel Box

2 1 3 Gloucester
Joseph's Way

Joseph's Way

2 1 4 Gloucester
Pet Friendly
Lady Bug House

Lady Bug House

2 1 4 Rockport
*NEW*
Landfall

Landfall

4 3 8 Rockport
Pet Friendly
Long Beach House

Long Beach House

5 2.5 10 Gloucester
*NEW*
Pet Friendly
Lofty Views

Lofty Views

2 1 5 Newbury
Magnolia Tides

Magnolia Tides

2 3 6 Gloucester
Pet Friendly
Mill Lane

Mill Lane

1 1 3 Rockport
Over By Good Harbor

Over By Good Harbor

4 3.5 10 Gloucester
Pet Friendly
Perrywinkle

Perrywinkle

4 2 7 Gloucester
Pigeon Hill

Pigeon Hill

2 2 4 Rockport
Pet Friendly
Plaisance

Plaisance

3 3 8 Gloucester
Pet Friendly
Popplehouse

Popplehouse

6 3.5 10 Rockport
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
Sage Hill

Sage Hill

3 3 6 Rockport
Pet Friendly
Salt Island Views

Salt Island Views

3 2 8 Gloucester
*NEW*
Sand Song at Good Harbor Beach

Sand Song at Good Harbor Beach

4 2 10 Gloucester
Sandy Bay

Sandy Bay

1 1.5 4 Rockport
Sea Fox House

Sea Fox House

4 3 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
Pet Friendly
Squam Light

Squam Light

3 2 9 Gloucester
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
*NEW*
Take the A-Frame

Take the A-Frame

1 1 4 Gloucester
Terra Nova Cottage

Terra Nova Cottage

3 2 6 Gloucester
The Cottage at Front Beach

The Cottage at Front Beach

2 1.5 4 Rockport
The Mount

The Mount

3 2.5 6 Gloucester
The Robert House

The Robert House

4 1 7 Rockport
Pet Friendly
The Rockporter

The Rockporter

4 2 7 Rockport
The Spinnaker

The Spinnaker

3 2 6 Rockport
Pet Friendly
The View

The View

2 2 6 Rockport
*NEW*
Thorwald by the Sea

Thorwald by the Sea

2 1.5 4 Gloucester
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*
Pet Friendly
Twin Lights

Twin Lights

2 2 4 Rockport
*NEW*
Pet Friendly
Wiley's Way

Wiley's Way

2 2 4 Gloucester
Pet Friendly
Wingaerchic

Wingaerchic

3 2.5 6 Gloucester
*NEW*
Woodfall

Woodfall

2 1 4 Rockport
Pet Friendly
Captain John Butman House

Captain John Butman House

3 2 6 Rockport
Pet Friendly
Landmark Lookout

Landmark Lookout

4 2 8 Rockport
*NEW*
Sea Glass on South

Sea Glass on South

3 3.5 6 Rockport
*NEW*
Pet Friendly
Poolside Summers

Poolside Summers

4 3 6 Rockport
River's Edge

River's Edge

2 1.5 4 Gloucester