Gloucester MA Vacation Rentals

Gloucester Vacation Rentals

Take a trip to Gloucester Ma. and find the perfect getaway to relax, recharge and reinvigorate your soul! Get away from the hustle culture of the city and take some time to unwind on the coast. Book your Gloucester vacation rental today, just a short drive or train ride from Boston!

Popular Searches: New PropertiesLuxury Vacation Rentals, Specials, Packages, Waterview Vacation RentalsGroup Beach House Rentals , Waterfront Vacation RentalsBudget Friendly Rentals

36 results
Two Beaches Cottage

Two Beaches Cottage

3 1.5 8 Gloucester
Annisquam River Sunsets

Annisquam River Sunsets

2 1 4 Gloucester
Annisquam Singing Pines

Annisquam Singing Pines

5 2 10 Gloucester
Bell View

Bell View

6 5 16 Gloucester
Pet Friendly
Changes In Latitude

Changes In Latitude

3 2 6 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 2.5 7 Gloucester
Jewel Box

Jewel Box

2 1 3 Gloucester
Pet Friendly
Joseph's Way

Joseph's Way

2 1 4 Gloucester
Pet Friendly
Long Beach House

Long Beach House

5 2.5 10 Gloucester
Over By Good Harbor

Over By Good Harbor

4 3.5 10 Gloucester
Pet Friendly
Perrywinkle

Perrywinkle

4 3 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
Salt Island Views

Salt Island Views

3 2 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
Pet Friendly
Sunset Cove

Sunset Cove

2 2.5 6 Gloucester
Terra Nova Cottage

Terra Nova Cottage

3 2 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
Pet Friendly
Wingaerchic

Wingaerchic

3 2.5 6 Gloucester
Harbortown Hideaway

Harbortown Hideaway

3 2 8 Gloucester
Pet Friendly
Wiley's Way

Wiley's Way

2 2 4 Gloucester
Pet Friendly
Plaisance

Plaisance

3 3 8 Gloucester
Chester Square

Chester Square

4 3 8 Gloucester
Thorwald by the Sea

Thorwald by the Sea

2 1.5 4 Gloucester
Pet Friendly
Riverside Riviera

Riverside Riviera

4 3 8 Gloucester
Mill Pond Cottage

Mill Pond Cottage

3 2 6 Gloucester
Pet Friendly
Sea For Miles

Sea For Miles

3 2 6 Gloucester
Pet Friendly
Sandpiper Cottage

Sandpiper Cottage

3 2 8 Gloucester
Sea Fox House

Sea Fox House

4 3 8 Gloucester
Pet Friendly
Salt Marsh Cottage

Salt Marsh Cottage

4 3.5 12 Gloucester