Gloucester holiday lettings

We found 471 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.

Holiday rentals with weekly discounts - Gloucester

Showing deals for:17 Oct - 24 Oct
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Why visit Gloucester

  • Stunning outdoor adventures: Enjoy a range of activities in Gloucester's beautiful parks, beaches, and islands, perfect for nature lovers and families alike.
  • Rich local heritage: Discover the area’s fascinating history through its charming communities and historical sites.
  • Family-friendly activities: Engage in a variety of activities that cater to visitors of all ages, ensuring fun for the whole family.
  • Charming accommodation options: Choose from delightful vacation homes, cosy cottages, and modern condos for a comfortable stay.
  • Relaxing atmosphere: Experience the serene vibe of Gloucester, ideal for unwinding and enjoying quality time with loved ones.

Popular types of accommodation in Gloucester

You've chosen Gloucester for your next getaway, and now it’s time to find the perfect accommodation. Explore a variety of options available, from charming houses and cosy cottages to modern condos. Whether you're seeking Gloucester rental listings, apartments in Gloucester County, or spacious homes, we have a range of choices to ensure a memorable stay in this picturesque locale.

  • Houses: The top choice for holidaymakers in Gloucester, these homes offer a perfect space for families or groups seeking comfort and privacy.
  • Condos: A popular option for those wanting modern amenities, condos provide a stylish and convenient base for exploring the area.
  • Cottages: These quaint and charming retreats are ideal for a peaceful getaway, nestled in picturesque surroundings.
  • Cabins: Perfect for nature enthusiasts, cabins offer a rustic escape while still being close to local attractions.
  • Flats: A practical choice for solo travellers or couples, flats provide essential comforts in a compact setting.**

Top attractions in and around Gloucester

Gloucester, Virginia, is ideal for outdoor and family holidays, offering a delightful blend of scenery and adventure. Visitors can explore stunning beaches, picturesque islands, and captivating state parks, making it a perfect destination for those seeking outdoor experiences and quality time with loved ones. With a variety of attractions to enjoy, Gloucester promises a memorable trip for all ages.

  • Yorktown Beach: A charming beach located 7.5km from Gloucester, Yorktown Beach offers a relaxing coastal atmosphere. Enjoy sunbathing, picnicking, or taking a leisurely stroll along the sandy shore while soaking in the picturesque views of the water.
  • Middle Peninsula State Park: Nestled within Gloucester, this national park is a haven for outdoor enthusiasts. Experience exhilarating adventures with hiking and wildlife watching, all set against stunning natural scenery.
  • Rosewell Ruins: These historic ruins provide a glimpse into the area's rich cultural heritage. Explore the remnants of this once-grand estate and appreciate the beautiful architecture and the stories it holds.

Things to do recommended for couples

If you're seeking a romantic getaway in Gloucester, the Williamsburg Winery is a must-visit, located 9.9km away. Enjoy the enchanting atmosphere, indulge in fine wines, and experience the local entertainment vibes for a perfect couple's retreat.

Things to do recommended for families

Families visiting Gloucester, Virginia, can have a splashing good time at Water Country USA, unwind at Waller Mill Park, or embark on an adventure at MagiQuest. Each destination is a short 7.5km from Gloucester, offering fun-filled experiences suitable for everyone.

Things to do recommended for groups

Enjoy a round of golf at Kiskiack Golf Club, just 8.1km from Gloucester, or savour craft beers at Alewerks Brewing Company, also 8.1km away. For a cultural experience, visit the Kimball Theatre, situated 8.7km from Gloucester, offering entertainment for all the family.

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that meets your budget, simply use our filters to sort by price, location, and type of holiday rental. We’re here to help you find the perfect accommodation for your needs.

Where to stay in Gloucester

Gloucester, Virginia, offers a delightful mix of outdoor adventures and family-friendly activities, making it an ideal holiday destination. Explore the picturesque surroundings, rich history, and welcoming communities in Gloucester County. Nearby, you’ll find charming neighbourhoods perfect for renters, along with a vibrant atmosphere that caters to both recreation and relaxation. Whether you’re enjoying scenic views or delving into local heritage, Gloucester promises a memorable experience for every visitor.

  • Zanoni: Zanoni is a picturesque village located in the Gloucester area, renowned for its stunning outdoor scenery and adventurous spirit. Visitors are drawn to the village for its remarkable natural beauty, with a nearby beach and lake perfect for relaxation and exploration. The local nature reserve offers a tranquil escape, while the amusement park and boardwalk provide delightful entertainment for families and thrill-seekers alike. Zanoni’s charming landscape and recreational opportunities make it an ideal destination for those seeking an adventurous getaway.
  • Ware Neck: Ware Neck is another delightful village situated within Gloucester, known for its scenic vistas and outdoor adventures. The area boasts a variety of engaging activities, including a well-maintained golf course that attracts enthusiasts from near and far. Shoppers will appreciate the local shopping centre, which offers a diverse range of shops and dining options. Close to the beach, national park, and museum, Ware Neck provides a perfect blend of relaxation and cultural exploration, making it a wonderful spot for tourists looking to immerse themselves in Virginia's natural beauty.
  • Schley: Schley is a charming village that promises outdoor fun and family-friendly experiences. The area is home to an amusement park and recreation park, making it a popular choice for families looking to enjoy a day of excitement. Nearby attractions include the beach, national state park, and theme park, providing ample opportunities for outdoor activities and exploration. Schley’s inviting atmosphere and array of attractions cater to visitors of all ages, ensuring a memorable holiday experience for everyone.

What do I need to keep in mind when booking a vacation in 'Gloucester

If you're travelling with a group, family, pets, or planning an extended stay, it's important to set the right priorities when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Gloucester with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Gloucester with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to Gloucester: For many, a family holiday isn’t quite the same without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Gloucester: If you're searching for holiday rentals offering discounts for stays of a month or more, you've come to the perfect place. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don’t forget to include additional features in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up where you left off, or manage your travel arrangements with ease. You can now access the properties you've saved and booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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)
  • Cuba Island (11.7 mi / 18.8 km)
  • Yorktown Beach (12 mi / 19.2 km)
  • Colonial National Historical Park (13.2 mi / 21.2 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 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.
How old do you have to be to rent a holiday rental in Gloucester?
The minimum required age is generally 16, 18 or 21. It can vary from property to property on Vrbo, so check the rules of your preferred Gloucester holiday rental before booking.
How long can I rent a holiday rental 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 Vrbo 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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