Discover Your Perfect Gloucester Vacation Homes

Gloucester Luxury Rentals

Why Choose Rent By Owner for your Gloucester Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Gloucester

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this charming destination ensures you can enjoy its unique atmosphere and make the most of your stay in Gloucester, Virginia, USA.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, the region experiences warm weather and longer days, making it ideal for enjoying outdoor activities and exploring local attractions.

Average Temperature Daytime: 75ยฐF to 85ยฐF - Nighttime: 55ยฐF to 65ยฐF
autumn
Early Fall (September to October)

This period offers pleasant temperatures and fewer crowds, perfect for relaxing and taking in the natural beauty of the area.

Average Temperature Daytime: 70ยฐF to 80ยฐF - Nighttime: 50ยฐF to 60ยฐF

Off-Season Highlights

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Winter (December to February)

The cooler months bring cooler temperatures and quieter surroundings, providing a peaceful retreat for those seeking tranquility away from the peak travel times.

Average Temperature Daytime: 45ยฐF to 55ยฐF - Nighttime: 30ยฐF to 40ยฐF
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Late Fall to Early Winter (November)

As the leaves fall and temperatures drop, you can enjoy a quieter visit with the opportunity for cozy stays and scenic views without larger crowds.

Average Temperature Daytime: 55ยฐF to 65ยฐF - Nighttime: 40ยฐF to 50ยฐF

Weekly Weather Forecast for Gloucester

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partnerโ€™s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to spacious outdoor seating areas perfect for relaxing and entertaining.
  • Take advantage of private or shared grilling stations to prepare meals surrounded by scenic views.
  • Discover well-maintained lawns or gardens that add to the tranquil atmosphere of your stay.
  • Make use of outdoor fire pits for cozy evenings under the stars with family or friends.
  • Explore nearby walking trails or nature paths that showcase the natural beauty of the region.
  • Utilize outdoor recreational equipment such as kayaks, paddleboards, or bicycles if available.
  • Relax in inviting patios or verandas that offer picturesque views of the surrounding landscape.
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Family Activities

  • Historic Gloucester County Tour: Discover the rich history of the area by exploring local museums and landmarks that offer engaging insights into its past.
  • Potomac River Waterfront Activities: Enjoy family-friendly activities such as fishing, kayaking, or simply relaxing along the scenic riverfront in this region.
  • Natural Trail Exploration: Embark on a hike or nature walk through protected parks and trails that showcase the area's diverse wildlife and beautiful landscapes.
  • Farmers Market Visits: Experience local flavors and pick up fresh produce at bustling farmers markets that highlight the regionโ€™s agricultural heritage.
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Adult Activities

  • Exploring historic sites: You can immerse yourself in the regionโ€™s rich history by visiting well-preserved landmarks and museums that tell the story of Gloucesterโ€™s past.
  • Enjoying outdoor recreation: The area offers a variety of outdoor activities such as boating, fishing, and hiking that allow you to appreciate its scenic natural beauty.
  • Savoring local cuisine: Indulge in the regionโ€™s culinary scene by trying out local restaurants known for their fresh seafood and regional specialties.
  • Visiting cultural events: Take advantage of seasonal festivals and community events organized within this destination, providing authentic experiences and entertainment.

Gloucester Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take time to discover the area's unique historical sites and outdoor activities that highlight Gloucester's rich heritage and natural beauty.
  • Plan Ahead for Dining: Research local eateries and specialized cuisine options nearby to make dining experiences both convenient and memorable.
  • Utilize Nearby Amenities: Make the most of nearby shopping centers, parks, and community events to enrich your stay in this region.
  • Schedule Outdoor Adventures: Take advantage of the area's scenic spots and outdoor recreation opportunities for a relaxing and engaging vacation experience.

Transportation Options

  • Virginia Railway Express (VRE): This commuter rail service offers convenient transportation into nearby urban centers, making it easy to explore the region from your vacation rental.
  • Local Bus Services: Local bus routes provide affordable and accessible transit options within the area, connecting you seamlessly to key destinations around your stay.
  • Taxi and Rideshare Services: Taxis and rideshare options such as Uber and Lyft are readily available, offering flexible transportation for trips within Gloucester County and beyond.
  • Private Car Rentals: Renting a car locally allows you to explore the scenic surroundings and nearby attractions at your own pace during your visit here.

Local Customs Options

  • Traditional Seafood Cuisine: Youโ€™ll find that seafood is a cornerstone here, with local customs emphasizing fresh catches prepared in time-honored ways that reflect the area's maritime heritage.
  • Historic Civil War Commemoration: Visiting during special events allows you to observe respectful reenactments and ceremonies that honor the regionโ€™s significant role in American history.
  • Southern Hospitality and Community Gatherings: Expect warm welcomes and community-centered events where friendly locals celebrate regional traditions and foster a sense of belonging.
  • Participating in or observing local fishing and boating activities is common here, showcasing the areaโ€™s longstanding relationship with its waterways.

Frequently Asked Questions About Gloucester?

Which vacation homes in Gloucester are best for families?

If you are looking for a family-friendly vacation home in Gloucester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Gloucester:

How many Rentbyowner vacation rentals are available in Gloucester?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 43 in the Gloucester area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Gloucester.โ€ฏ