Gloucester holiday rentals

We found 474 holiday rentals — enter your dates for availability

Select from 22 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
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, 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:

  • Fossil Beach (9.8 mi / 15.8 km)
  • Yorktown Beach (12 mi / 19.2 km)
  • Colonial National Historical Park (13.2 mi / 21.2 km)
  • Kingsmill Beach (14.9 mi / 24 km)
  • Bethel Beach Natural Area Preserve (15 mi / 24.2 km)
  • Williamsburg Botanical Garden (16.2 mi / 26.1 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 home?
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 home accommodation in Gloucester?
The most popular types of holiday homes in Gloucester are farmhouses. Want something different? Stayz 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 home in Gloucester?
A number of things affect how much you’ll pay for a holiday home in Gloucester, like the time of year, length of stay and property type. However, all Stayz 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 home 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 Stayz 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 homes 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 homes on Stayz. Simply enter your travel dates then check the “Pets allowed” filter box.
What are popular home amenities in Gloucester?
A nearby river, a nearby waterfront and a garden top the list of most popular home amenities in Gloucester. Whether you’re heading away alone, with your better half or a bunch of friends, Stayz will help you find a holiday home that matches your tastes with all the options you need.
Are there large group holiday homes in Gloucester?
Gloucester has two holiday homes 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 homes 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 homes 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 homes 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 Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Gloucester?
Select your dates and then make use of our filters to search for holiday homes with air conditioning in Gloucester on Stayz. With eight air-conditioned properties to choose from here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday home in Gloucester?
The minimum required age is generally 16, 18 or 21. It can vary from property to property on Stayz, so check the rules of your preferred Gloucester holiday home before booking.
How long can I rent a holiday home in Gloucester for?
It really depends on the Gloucester property. To look at a list of options offering extended stays, simply type your travel dates and number of people into the Stayz search page. You can look forward to having the entire place to yourself, along with home comforts such as air conditioning, a fully-equipped kitchen and a yard to play in. Keep your eyes peeled for any long-term stays that offer discounted weekly or monthly prices.

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