Gloucester, MA Vacation Rentals

38 results
Two Beaches Cottage

Two Beaches Cottage

3 1.5 8 Gloucester
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
Beach Walk

Beach Walk

1 1 3 Gloucester
Bell View

Bell View

6 5 16 Gloucester
Bray Cottage

Bray Cottage

3 1 5 Gloucester
Pet Friendly
Changes In Latitude

Changes In Latitude

3 2 6 Gloucester
Cottage At The Cove

Cottage At The Cove

2 1.5 5 Gloucester
Family Tides

Family Tides

3 2 8 Gloucester
Garden by the Sea

Garden by the Sea

2 1 4 Gloucester
Golden Sands

Golden Sands

7 3.5 12 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
Long Beach House

Long Beach House

5 2.5 10 Gloucester
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
Plaisance

Plaisance

3 3 8 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
Salt Island Views

Salt Island Views

3 2 8 Gloucester
Sea Fox House

Sea Fox House

4 3 8 Gloucester
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
Sunset Cove

Sunset Cove

2 2.5 6 Gloucester
Terra Nova Cottage

Terra Nova Cottage

3 2 6 Gloucester
The Mount

The Mount

3 2.5 6 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*
Thorwald by the Sea

Thorwald by the Sea

2 1.5 4 Gloucester
Pet Friendly
Wingaerchic

Wingaerchic

3 2.5 6 Gloucester
*NEW*
Harbortown Hideaway

Harbortown Hideaway

3 2 6 Gloucester
*NEW*
Take the A-Frame

Take the A-Frame

1 1 4 Gloucester
Chester Square

Chester Square

4 3 8 Gloucester