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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Featured Resorts in Gloucester and around

The view of the beach from the penthouse deck resort with AC in charm Salisbury
Interior

The view of the beach from the penthouse deck resort with AC in charm Salisbury

The view of the beach from the penthouse deck resort with AC in charm Salisbury
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.
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Other property types in Gloucester

Beach Life Bliss - steps to the beach
Interior

Beach Life Bliss - steps to the beach

9.8 out of 10, Exceptional, (24)
"What a wonderful home! The beds were incredibly comfortable and the linens high-quality. The house was very clean and simply furnished, and everything felt very nice and substantial. It was a lovely place and a lovely rental process. We would definitely come back."
Beach Life Bliss - steps to the beach
Luxury 1900's romantic retreat steps from the beach - King Suite!
View from property

Luxury 1900's romantic retreat steps from the beach - King Suite!

9.6 out of 10, Exceptional, (32)
"This property was perfect! It was clean, comfortable and cozy. It was 2 miles from our family and we enjoyed being close to the water and town as well. The bed was comfortable, which isn't often the case in a rental. We didn't want to leave!"
Luxury 1900's romantic retreat steps from the beach - King Suite!
Wonderful home sitting right between two terrific beaches!
Outdoor dining

Wonderful home sitting right between two terrific beaches!

10.0 out of 10, Exceptional, (24)
"This property was gorgeous and much more spacious then the photos made it appear. It was a very comfortable set up to hang out as a group as well as having some space to spread out individually. Great property for a group. Very close to Hammond Castle as well as the train station for a Boston/Salem trip with the group if you didn't want to drive. Only downside, the driveway can be a little tricky to manage at times with it being such a sharp angle off the main road and being kinda steep. If you...
Wonderful home sitting right between two terrific beaches!
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.

Frequently asked questions

What can I expect from a resort holiday in Gloucester?
Longing for a relaxing escape? You deserve all the luxuries and comforts of a resort, where you can find everything you need for your holiday—from tasty food and drink options to activities and shopping. Browse the resorts in the area and discover the best one for you, whether you see yourself sitting down to fine dining or hitting the golf course for an afternoon game.
What's a top resort for my stay in Gloucester?
Our highest-rated Gloucester resort: Cape Ann’s Marina Resort - 3.5-star property. Features a marina, free self-parking and concierge services.
What can I do in Gloucester?
Travellers enjoy visiting the historic sites and other landmarks in Gloucester, and have good things to say about water activities such as whale watching. Monuments like Fishermen’s Memorial Monument and Eastern Point Lighthouse are places where you can learn more about local history, or you can head to Half Moon Beach and Good Harbor Beach for some time by the water. Cape Ann Museum and Maritime Gloucester are a few additional attractions in the area that you might like.
What's the seasonal weather like in Gloucester?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in Gloucester are January, February, December and March, with each month seeing an average of 14 cm of snowfall.
What's the best way to get to and around Gloucester?
Fly into Beverly, MA (BVY-Beverly Municipal), which is located 12.8 mi (20.6 km) from the heart of the city. Otherwise, you can search for flights to Lawrence, MA (LWM-Lawrence Municipal), which is 24.3 mi (39.1 km) away. To see more of the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station.