
Gloucester Vacation Rentals
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Our top choices for Gloucester vacation rentals

Luxury 1900's romantic retreat steps from the beach - King Suite!
Luxury 1900's romantic retreat steps from the beach - King Suite!
Long Beach Suites: Ocean Views
Long Beach Suites: Ocean Views
Cozy two bedroom house in the heart of Gloucester
Cozy two bedroom house in the heart of Gloucester
Ocean Breeze / 8-Minute Walk to Beach
Ocean Breeze / 8-Minute Walk to Beach
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
Beach Life Bliss - steps to the beach
Beach Life Bliss - steps to the beachFind vacation rentals that suit your style
Top Gloucester Hotel Reviews

The Northshore Hotel - Boston/Danvers
Find out more about Gloucester
Everything you need to know about Gloucester vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Gloucester vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Gloucester in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $240 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Gloucester rentals
At Expedia, we put the best Gloucester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
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- Sargent House Museum
- Gloucester Unitarian Universalist Church
- Cape Ann Historical Museum
- Capt Bill & Sons Whale Watch
- Maritime Gloucester
- Fishermen's Memorial Monument
- Schooner Adventure
- Rocky Neck Art Colony
- Half Moon Beach
- Stage Fort Park
- Good Harbor Beach
- Hammond Castle
- Niles Beach
- Dogtown
- Ravenswood Park
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- Long Beach
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