Discover a selection of 299 holiday home rentals in Gloucester, MA, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and air conditioning. Prices start at AU$ 416 per night, and holiday houses and cottages are popular options for a stay in Gloucester. Either way, you'll find holiday accommodation for everyone's needs.
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.

How many holiday accommodation are available around Gloucester?

Our 2021 accommodation listings offer a large selection of 299 holiday rentals around Gloucester. From 234 holiday houses to 43 cottages, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Gloucester is on Stayz.

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

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

  • Cape Ann Museum: 453 holiday rentals
  • Rocky Neck Art Colony: 452 holiday rentals
  • Maritime Gloucester: 451 holiday rentals
  • Capt Bill & Sons Whale Watch: 462 holiday rentals
  • Cape Ann Historical Museum: 463 holiday rentals

But there are many other points of interest around Gloucester listed on Stayz 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. Stayz offers 234 Houses in Gloucester. Our other popular types of Gloucester holiday rentals include:

  • Cottages: 43 holiday houses
  • Condos/Apartments: 51 holiday houses
  • Cabins: 43 holiday houses

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

Can I find a holiday accommodation with pool in Gloucester?

Yes, you can select your preferred holiday accommodation with pool among our 9 holiday homes with pool available in Gloucester. Please use our search bar to access the selection of holiday rentals available.