Gloucester vacation rentals

We found 400 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Select from 22 homes, 14 cottages, and other vacation rentals in Gloucester to find one that's perfect for your trip. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, like air conditioning and cable TV. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

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Why people love visiting historic Gloucester

Take a vacation to Gloucester and enjoy the area's festivals, history and art galleries. This city is well-known for its camping and wildlife. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Gloucester

Are you hoping to discover top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Gloucester a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Busch Gardens Williamsburg (13.8 mi / 22.2 km)
  • Water Country USA (11.8 mi / 19.1 km)
  • Kiskiack Golf Club (12.6 mi / 20.3 km)
  • Golden Horseshoe Golf Club (13.7 mi / 22 km)
  • Colonial Heritage Golf Club (13.9 mi / 22.4 km)
  • Kingsmill Plantation Golf Course (14.9 mi / 23.9 km)

Exploring the natural features in Gloucester

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Gloucester is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Yorktown Beach (12 mi / 19.2 km)
  • Colonial National Historical Park (13.2 mi / 21.2 km)
  • Williamsburg Botanical Garden (16.2 mi / 26.1 km)
  • Jamestown Beach (19.3 mi / 31 km)
  • York River State Park (10.2 mi / 16.4 km)
  • Gloucester Point Beach Park (11.4 mi / 18.3 km)

Traveling to and around Gloucester

Fly into Newport News - Williamsburg Intl. Airport (PHF), the closest airport, located 19.3 mi (31.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Norfolk Intl. Airport (ORF), which is 39.5 mi (63.5 km) away.

Frequently asked questions

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

If you're organizing a Gloucester trip, Schley is one of the most desirable places to stay. Whether you go for a condo, cottage or another property type, you'll always have the whole place to yourself.

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

The most popular types of vacation rentals in Gloucester are farmhouses. Want something different? Vrbo has numerous options to match our guests' needs, so you'll see properties in loads of shapes and sizes. The perfect home away from home is waiting for you — grab yours today.

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

A number of things affect how much you'll pay for a vacation rental in Gloucester, like the time of year, length of stay and property type. However, all Vrbo homes have something in common — unbeatable value. Just add your travel dates to find your dream escape.

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

The average price for a vacation rental by the beach in Gloucester will depend on when you'll be there and the size and style of property you're searching for. You can easily and quickly find prices on Vrbo by entering your preferred travel dates. Then use our handy filter tool to pick the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a hot tub.

Are there pet-friendly vacation rentals in Gloucester?

Pack a squeezy toy and a bone for your pooch because Gloucester has eight stays that open their doors to pets. Let your four-legged buddy join in with the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check the "Pets allowed" filter box.

What are popular rental amenities in Gloucester?

A nearby river, a nearby waterfront and a garden top the list of most popular rental amenities in Gloucester. Whether you're heading away alone, with your better half or a bunch of friends, Vrbo will help you find a vacation rental that matches your tastes with all the options you need.

Are there large group vacation rentals in Gloucester?

Gloucester has two vacation rentals that can host 10 or more guests. These properties come with plenty of space to enjoy good times with your nearest and dearest.

Are there vacation rentals in Gloucester that welcome kids?

Bring the entire family together for a memorable adventure in Gloucester at one of our eight family-friendly properties. A lot of these stays come with amenities that are perfect for trips with children, such as kitchens, living rooms and patios. Just click on the "Properties good for families" filter and pick your favorite.

What are the top attractions for families in Gloucester?

There are plenty of amazing things to do and see with the family in Gloucester, including:

  • Gloucester Museum of History
  • Middle Peninsula State Park
  • Rosewell Ruins

Can I find two-bedroom vacation rentals in Gloucester?

Gather your besties and experience complete comfort and privacy in one of the three two-bedroom vacation properties Gloucester has to offer.

Are there vacation rentals with WiFi in Gloucester?

Whether you'd like to keep up with the headlines, write a few emails or surf social media, there are two vacation homes with WiFi in Gloucester. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How can I find vacation rentals with air conditioning in Gloucester?

Select your dates and then make use of our filters to search for vacation rentals with air conditioning in Gloucester on Vrbo. With eight air-conditioned properties to choose from here, you can look forward to a comfortable and cool stay.