Gloucester Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Gloucester hotels

Vacation Rentals in Gloucester

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

Hampton NH

$571 nightly

$620 total

Dec 7 - Dec 8

Total with taxes and fees

A stay at this vacation home places you in the heart of Hampton, within a 10-minute walk of Hampton Beach and Ocean Gaming Casino.

Kitchen

Washer

Charming private townhouse-style lodging, a block from Marblehead Harbor

Marblehead MA

A stay at this vacation home places you in the heart of Marblehead, within a 5-minute drive of Marblehead Museum & Historical Society and Massachusetts Bay.

Kitchen

Washer

Beautiful Plum Island Escape; Steps from Beach- Coveted Southern Island Location

Newbury MA

When you a stay at this vacation home in Newbury, you'll be on a river, within a 5-minute walk of Newbury Beach and Parker River National Wildlife Refuge.

Kitchen

Washer

Delightful 4-bedroom, 3 bath house all on one floor with in charming Essex

Essex MA

A stay at this vacation home places you in the heart of Essex, a 1-minute drive from Essex River and 6 minutes from Agassiz Rock.

Kitchen

Washer

Leslie's Retreat: Spacious home ideally located to everything

Salem MA

A stay at this vacation home places you in the heart of Salem, within a 15-minute walk of Witch House and Witch Dungeon Museum.

Kitchen

Washer

2 Bed/2 Bath Private Beach House One Block from the ocean.

Hampton NH

With a stay at this vacation home in Hampton (Hampton Beach), you'll be steps from Hampton Beach and 4 minutes by foot from Ocean Gaming Casino.

Washer

Dryer

Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.

Rockport MA

$1,079 nightly

$1,205 total

Dec 15 - Dec 16

Total with taxes and fees

A stay at this vacation home places you in the heart of Rockport, within a 10-minute walk of Back Beach and Front Beach.

Hot Tub

Kitchen

Featured on HGTV's Beach Hunters

Rockport MA

When you stay at this vacation home in Rockport, you'll be on the beach, within a 5-minute drive of Halibut Point State Park and Back Beach.

Kitchen

Washer

Beautifully renovated home walk to boulevard, town & train

Gloucester MA

Located in Gloucester, this vacation home is by the sea, within a 15-minute walk of Gloucester Unitarian Universalist Church and Fishermen's Memorial Monument.

Kitchen

Washer

Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town

Gloucester MA

With a stay at this vacation home in Gloucester, you'll be within a 15-minute walk of Massachusetts Bay and Schooner Adventure.

Kitchen

Washer

Spacious and Charming 6-Bed Beach House in Salisbury

Salisbury MA

With a stay at this vacation home in Salisbury, you'll be within a 10-minute drive of Hampton Beach and Salisbury Beach State Reservation.

Kitchen

Washer

Stay at Rocky Neck Su

Gloucester MA

With a stay at this vacation home in Gloucester, you'll be on the waterfront, just a 4-minute walk from Rocky Neck Art Colony and 9 minutes by foot from The Gorton Theatre.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Gloucester

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.