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Gloucester vacation rentals

We found 608 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 139 homes, 36 apartments, and other vacation rentals in Gloucester that are perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, such as WiFi and a pool. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

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The historic area of Gloucester awaits your stay

Come and experience Gloucester and its monuments, history and art galleries. This city's seaside, beaches and whale watching draw many visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Gloucester

Are you searching for things to do in the city? Venture out of your cozy vacation rental and experience everything that Gloucester has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Water Park of New England (15.6 mi / 25.2 km)
  • Salem Willows Park (11.8 mi / 19 km)
  • Bewitched in Salem (13.2 mi / 21.2 km)
  • Mill River Winery (14.5 mi / 23.4 km)
  • The Collection (17.3 mi / 27.9 km)
  • Sagamore Spring Golf Club (19.5 mi / 31.4 km)

Exploring the natural features in Gloucester

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Gloucester is a great spot to appreciate mother nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Half Moon Beach (0.9 mi / 1.4 km)
  • Stage Fort Park (0.9 mi / 1.4 km)
  • Good Harbor Beach (1.7 mi / 2.8 km)
  • Long Beach (2.7 mi / 4.3 km)
  • Wingaersheek Beach (2.9 mi / 4.7 km)
  • Pebble Beach (3.5 mi / 5.7 km)

Seasonal weather averages in Gloucester

If you're planning a vacation around the weather, July, August, September and June are the hottest months to visit, when temperatures average 66°F.

Traveling to and around Gloucester

The nearest airport is in Beverly, MA (BVY-Beverly Municipal), located 12.8 mi (20.6 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Lawrence, MA (LWM-Lawrence Municipal), which is 24.3 mi (39.1 km) away.

If you prefer train travel, make your way to Gloucester Station or West Gloucester Station to see more of the city.

Frequently asked questions

What is the best area to stay in Gloucester when booking a vacation rental?

One of the most popular areas to get a vacation home in Gloucester is Annisquam. Discover a dream stay on Vrbo and explore this area as a local.

What is the most popular type of vacation rental accommodation in Gloucester?

The most popular types of vacation rentals in Gloucester are houses. Searching for something different? Vrbo has plenty of options to match our guests' needs, so you'll see vacation homes in lots of shapes and sizes. The ideal home away from home is waiting for you — grab yours today.

How much does it cost to rent a vacation rental in Gloucester?

Season, property type and length of stay are some things that can affect the price of a vacation home. Simply enter your travel dates to find your perfect fit. From cozy cabins to plush villas, all Vrbo vacation rentals offer unbeatable value.

How much does it cost to rent a beach house in Gloucester?

The average price for a vacation rental close to the beach in Gloucester depends on when you're traveling and the size and style of property you want. You can quickly and easily find prices on Vrbo by entering your preferred travel dates and destination. Then make use of the filter tool to select the number of bedrooms and amenities essential to you, like air conditioning, a pool and WiFi.

Are there pet-friendly vacation rentals in Gloucester?

Yes. You'll have your pick of 74 vacation rentals that allow pets in Gloucester. Lots of our pet-friendly vacation rentals even come with an outdoor space for your furry friend to run around in, doggie beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect vacation home on Vrbo.

Can I rent a house with a pool in Gloucester?

Grab your swimsuit and goggles, because there are two houses with a private pool in Gloucester. Kick back at one of these popular vacation rentals and you'll enjoy pool days every day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place to make a splash!

What are popular rental amenities in Gloucester?

When it comes to rental amenities that people search for in Gloucester, a firepit, a chef and tennis are the most popular. With Vrbo vacation homes, you'll find options to suit your style and taste, whether you're traveling with family, friends or even pets.

Are there large group vacation rentals in Gloucester?

Choose from 13 vacation rentals in Gloucester that can accommodate 10 or more people. Whether you're organizing a trip with the family or an event like a party, there's enough space to get your group together under the same roof.

Are there vacation rentals in Gloucester that welcome kids?

Bring the whole group together for a fun-filled adventure in Gloucester at one of our 74 family-friendly vacation homes. Many of these stays feature amenities that are suitable for trips with children, including dining rooms, living rooms and swimming pools. Just click on the "Properties good for families" filter and select your favorite.

What are the top attractions for families in Gloucester?

Keep your kids occupied at these fun family-friendly attractions in Gloucester:

  • Good Harbor Beach
  • Hammond Castle
  • Wingaersheek Beach

Are there one-bedroom vacation rentals in Gloucester?

You'll find 11 one-bedroom properties in Gloucester to select from. A one-bedroom vacation property is a superb choice if it's just two of you or if you're traveling on your own. Add in more space, convenience and privacy than a hotel, and you're bound to have a memorable getaway.

Can I find two-bedroom vacation rentals in Gloucester?

Take off with your loved ones and enjoy a relaxing escape in one of the 18 two-bedroom vacation properties Gloucester has to offer.

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