Gloucester holiday lettings

We found 393 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 20 homes, 14 cottages and other holiday rentals in Gloucester to find one that's perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as parking and a TV. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why people love visiting historical Gloucester

Take a holiday 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 holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Gloucester

Are you looking for top things to see and do during your stay? Venture out of your holiday home and check out everything that makes Gloucester a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Busch Gardens Williamsburg (13.8 mi / 22.2 km)
  • Water Country USA (11.8 mi / 19.1 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)
  • Ford's Colony at Williamsburg (15.3 mi / 24.6 km)

Exploring the natural features in Gloucester

Whether you're an outdoor enthusiast 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 most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling to and around Gloucester

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

Frequently asked questions

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

If you're organising 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 holiday rental accommodation in Gloucester?

The most popular types of holiday 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 holiday rental in Gloucester?

A number of things affect how much you'll pay for a holiday 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 holiday 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 holiday 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 holiday 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 holiday rental that matches your tastes with all the options you need.

Are there large group holiday rentals in Gloucester?

Gloucester has two holiday 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 holiday 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 favourite.

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 holiday rentals in Gloucester?

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

Are there holiday 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 holiday homes with WiFi in Gloucester. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

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

Select your dates and then make use of our filters to search for holiday 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.

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