Destination guide

Historical Gloucester will entice you

Take a holiday to Gloucester and enjoy the area's monuments, history and art galleries. Renowned for its seaside, beaches and whale watching, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.


Activities and attractions in Gloucester

Are you looking for attractions to see in the city? Venture out of your cosy holiday rental and experience everything that makes Gloucester a fun spot to go on holiday. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Wolf Hollow (8.3 mi / 13.3 km)
  • Salem Willows Park (11.8 mi / 19 km)
  • Salem Toy Museum (13.2 mi / 21.3 km)
  • Mill River Winery (14.5 mi / 23.4 km)
  • Evergreen Valley Golf Course (19.2 mi / 31 km)

Seasonal weather averages in Gloucester

If you're planning a holiday around the weather, July, August, June and September are the hottest months to visit, when temperatures average 26°F.

Natural highlights

Exploring the natural features in Gloucester

Gloucester is famous for its beautiful ocean views and pristine beaches. Whether you're looking for adventure or just want to spend some time taking in the scenery, Gloucester is a great place to spend some time outside. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Stage Fort Park (0.9 mi / 1.5 km)
  • Half Moon Beach (1.1 mi / 1.7 km)
  • Niles Beach (1.2 mi / 1.9 km)
  • Good Harbor Beach (1.7 mi / 2.8 km)
  • Ravenswood Park (2 mi / 3.3 km)
  • Long Beach (2.7 mi / 4.3 km)
How to get there

How to get to and around Gloucester

The nearest airport is in Beverly, MA (BVY-Beverly Municipal), located 12.8 mi (20.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Lawrence, MA (LWM-Lawrence Municipal), which is 24.3 mi (39.1 km) away.

If you'd rather travel by train, make your way to Gloucester Station or West Gloucester Station to see more of the city.

Where to stay near Gloucester?

Our 2019 accommodation listings offer a large selection of 499 holiday rentals near Gloucester. From 284 Houses to 68 Cottages, find unique holiday homes for you to enjoy a memorable stay with your family and friends. The best place to stay near Gloucester for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Gloucester?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday rentals for a long holiday or just a weekend break in Gloucester:

  • Annisquam: 39 holiday homes
  • D Street / West Broadway: 310 holiday homes
  • South Boston: 812 holiday homes
  • Jeffries Point: 34 holiday homes
  • City Point: 52 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes available.

What are the most popular points of interest and landmarks to stay near when travelling to Gloucester?

HomeAway offers a large selection of holiday homes near great places in Gloucester. From HomeAway travellers, the most popular points of interest to stay near are:

  • Half Moon Beach: 715 holiday rentals
  • Cape Ann Museum: 718 holiday rentals
  • Rocky Neck Art Colony: 707 holiday rentals
  • Wingaersheek Beach: 355 holiday rentals
  • Stage Fort Park: 718 holiday rentals

But there are many other points of interest around Gloucester listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Gloucester?

Yes, of course. HomeAway offers 284 Houses in Gloucester. Our other popular types of Gloucester holiday rentals include:

  • Cottages: 68 holiday houses
  • Condos/Apartments: 108 holiday houses
  • Bungalows: 68 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Cabins and more.

Can I find a holiday accommodation with pool in Gloucester?

Yes, you can select your preferred holiday accommodation with pool among our 13 holiday homes with pool available in Gloucester. Please use our search bar to access the selection of holiday rentals available.