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Gloucester, VA vacation rentals
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Best Vacation rentals and Airbnb offers in Gloucester, VA

Best family friendly Gloucester, VA vacation rentals

Among the 17 accommodations in Gloucester, VA, here are the 4 best family friendly rentals

1 Bedrooms In The Estates At Kings Creek , Williamsburg, Va - Gloucester, VA
Gloucester, VA
06/27 – 08/31
$561/nighttotal: $36465 (65 )

1 Bedrooms In The Estates At Kings Creek , Williamsburg, Va

3 4
apartment , Williamsburg
This Williamsburg vacation home is conveniently located near Water Country USA (0.9 miles) and Colonial National Historical Park (1.6 miles), with Busch Gardens and the College of William and Mary within 6 miles.
This three-bedroom, three-bathroom house sleeps eight guests and boasts a private patio, swimming pool, fitness center, and fully equipped kitchen with a refrigerator, microwave, and dishwasher, all within a smoke-free environment.
Perfect For Long-term Workers & Short Stayscomfort, Style & Convenience Await! - Gloucester, VA
8.0 20 reviews
Gloucester, VA
08/18 – 08/20
$288/nighttotal: $576 (2 )

Perfect For Long-term Workers & Short Stayscomfort, Style & Convenience Await!

3 3
apartment , Gloucester Courthouse
This Gloucester Courthouse apartment is located in a peaceful rural setting, close to the York River and within easy driving distance of Colonial Williamsburg, Jamestown, and Yorktown. It has earned excellent user ratings for its comfort and amenities.
The apartment offers three bedrooms and two bathrooms, comfortably accommodating up to seven guests. It comes equipped with a fully-equipped kitchen, air conditioning, a Jacuzzi, a garden, and parking, making it perfect for families or groups looking for a relaxing and enjoyable stay.
Historic Farmhouse. Peace & Quiet On 5 Acres - Gloucester, VA
9.8 122 reviews
Gloucester, VA
08/18 – 08/20
$388/nighttotal: $776 (2 )

Historic Farmhouse. Peace & Quiet On 5 Acres

1 3
gîte , Gloucester Courthouse
This charming vacation rental is located in Gloucester Courthouse, just a 30-minute drive from Water Country, Busch Gardens, local wineries, Historic Colonial Williamsburg, and Yorktown Battlefields. Guests consistently rate the property excellent for its location, cleanliness, and overall experience.
This three-bedroom home is a lovingly restored 1850s building offering a blend of history and modern comfort. Enjoy amenities like a swimming pool, fitness center, and a fully equipped kitchen with a dishwasher, along with a spacious terrace and garden.
The Bee Goode House On Main Street - Gloucester, VA
9.9 191 reviews
Gloucester, VA
08/18 – 08/20
$280/nighttotal: $560 (2 )

The Bee Goode House On Main Street

1 3
apartment , Gloucester Courthouse
The Bee Goode House is a renovated 1950s home located on Gloucester Main Street, overlooking the town's festivals and activities, with the Warehouse boat ramp 1.5 miles away.
This three-bedroom, two-bathroom home accommodates up to six guests and features a game room with a ping pong table, a spacious yard with a grill and fire pit, and a Mid-Century Modern design.

Best pet friendly Gloucester, VA vacation rentals

Among the 17 accommodations in Gloucester, VA, here are the 4 best pet friendly rentals

Radiant Gloucester House W/ Private Porch! - Gloucester, VA
Gloucester, VA
08/18 – 08/20
$303/nighttotal: $606 (2 )

Radiant Gloucester House W/ Private Porch!

1 3
cottage , Gloucester Courthouse
This cottage is situated in Gloucester, within a 15-minute walk of the Gloucester Museum of History and Fairfield Foundation, and less than 1.25 miles from Main Street Center and Gloucester Public Library.
This pet-friendly rental offers air conditioning, WiFi in public areas, and on-site marina facilities, with free self-parking available.
Family-friendly Main St Gloucester Apt W/ Balcony! - Gloucester, VA
9.5 2 reviews
Gloucester, VA
08/18 – 08/20
$335/nighttotal: $670 (2 )

Family-friendly Main St Gloucester Apt W/ Balcony!

2 3
apartment , Gloucester Courthouse
This Gloucester Courthouse apartment rental is conveniently located near major attractions, including Busch Gardens, Water Country USA, Colonial Williamsburg, and Cary-Zable Stadiums, all within a 24-27 mile radius.
This 900-square-foot, two-bedroom, one-bathroom unit sleeps up to 13 guests and boasts amenities such as a private balcony, fully equipped kitchen, in-unit laundry, free Wi-Fi, and a spa, plus parking.
Radiant Gloucester House W/ Private Porch! - Gloucester, VA
9.4 32 reviews
Gloucester, VA
08/18 – 08/20
$300/nighttotal: $600 (2 )

Radiant Gloucester House W/ Private Porch!

2 3
apartment , Gloucester Courthouse
This newly renovated 1920s vacation rental is located in downtown Gloucester Courthouse, within walking distance of shops, restaurants, and breweries, and a short drive from popular attractions like Beaverdam Park, the Gloucester Museum of History, and Fort Nonsense. It has received excellent user ratings for its comfort and convenience.
This 2-bedroom, 1-bathroom home offers 1190 square feet of space and can comfortably accommodate up to 6 guests. The house features a well-equipped kitchen, a sunroom, a piano, a twin daybed with a trundle, a garden, a patio, and parking, making it perfect for families or groups of friends.
Radiant Gloucester House W/ Private Porch! - Gloucester, VA
9.7 69 reviews
Gloucester, VA
08/18 – 08/20
$295/nighttotal: $590 (2 )

Radiant Gloucester House W/ Private Porch!

2 3
apartment , Gloucester Courthouse
This renovated 1920s home is located in downtown Gloucester Courthouse, Virginia, within walking distance of shops, restaurants, and breweries, and a short drive from Colonial Williamsburg, Busch Gardens Williamsburg, and Gloucester Point Beach.
This two-bedroom, one-bathroom house sleeps six guests and features a fully equipped kitchen, keyless entry, free Wi-Fi, a sunroom, and a patio; nearby activities include exploring historic Gloucester Courthouse and day trips to popular attractions.

Frequently Asked Questions about vacation rentals in Gloucester, VA

  • What are the must-see sights in Gloucester, Virginia?

    For must-see sights in Gloucester, Virginia, you should definitely check out the historic courthouse, a beautiful example of architecture from the early 1900s. Also, the Gloucester Point Lighthouse offers stunning views of the York River. Don't miss the picturesque waterfront areas along the York River, perfect for relaxing strolls.
  • What are the best Airbnb and vacation rentals in Gloucester, VA?

    The Bee Goode House On Main Street, Right On Main St Shops - Arts - Dining And More and Cozy Gloucester Getaway With Porch And Sunroom are the most popular Airbnb and vacation rentals in Gloucester, VA among travelers.

  • Are there unique natural phenomena in Gloucester, Virginia?

    Gloucester's location on the York River provides beautiful natural scenery. The tidal marshes are teeming with wildlife, and the river itself offers opportunities for birdwatching and exploring the varied ecosystems. The sunsets over the York River are particularly spectacular.
  • What are the most popular Airbnbs in Gloucester, VA?

  • What essentials should you bring along for a trip to Gloucester, Virginia?

    Pack comfortable walking shoes, as you'll likely be doing a fair bit of exploring on foot. Sunscreen and a hat are a must, especially during the warmer months. Insect repellent is also recommended, particularly if you plan on spending time outdoors near the marshes. Don't forget your camera to capture the beautiful scenery!
  • What are the best vacation rentals with a pool in Gloucester, VA?

    The best vacation rental with a pool in Gloucester, VA is Rentoudu - Lataa Ja Nauti ... Lähellä Williamsburg Walk To Ravintoloita Ja Kauppoja.

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Gloucester, Virginia?

    A daily budget of $150-$300 per person should cover a comfortable stay in Gloucester, Virginia. This estimate includes mid-range accommodation, meals at local restaurants, some activity costs, and local transportation. Budget travelers might find options for less, while those seeking luxury accommodations and experiences will likely spend more.
  • What are the best rentals for families and kids in Gloucester, VA?

  • Where can you find the best restaurants serving local dishes in Gloucester, Virginia, and what are the must-try specialties?

    Unfortunately, there isn't a definitive list of restaurants specifically known for serving unique Gloucester specialties. However, several local restaurants offer fresh seafood dishes, which are common in the area. It's best to explore the local dining options and see what piques your interest. Many restaurants feature seasonal menus, so be sure to check what's fresh and available during your visit.
  • What are some less-famous attractions in Gloucester, Virginia that are worth the visit?

    While not widely known, exploring the various creeks and inlets around Gloucester Point by kayak or boat can be a rewarding experience. Many quieter, less-visited areas offer beautiful views and opportunities for wildlife spotting. The smaller, local parks offer peaceful spots for picnics and relaxation.
  • What are the best activities for engaging with locals and understanding their culture in Gloucester, Virginia?

    Visiting local farmers' markets is a great way to interact with residents and learn about the area's agricultural heritage. Striking up conversations with staff at local shops and restaurants can offer insights into daily life in Gloucester. Attending any local events or festivals happening during your visit could provide opportunities for cultural exchange.
  • What unique natural landscapes and terrain features can travelers explore in Gloucester, Virginia?

    Gloucester boasts the scenic York River shoreline, featuring tidal marshes, creeks, and diverse wildlife habitats. The relatively flat terrain makes it easy to explore on foot or by bike. The river itself offers opportunities for boating, kayaking, and fishing, allowing visitors to experience the natural beauty from the water.
  • How many days are ideal for visiting Gloucester, Virginia, and what are some itinerary suggestions?

    Two to three days is a good amount of time to explore Gloucester. A possible itinerary could include a day exploring the historic downtown area and waterfront, a day dedicated to outdoor activities like kayaking or visiting the lighthouse, and a day for relaxation and exploring local restaurants. Adjust this based on your interests and available time.
  • How is the weather in Gloucester, Virginia in high season?

    Gloucester's high season is during the summer months (June-August), with warm temperatures and high humidity. Expect average highs in the 80s°F (around 27°C) and average lows in the 60s°F (around 16°C). Be prepared for occasional rain showers, so pack accordingly. Spring and fall offer milder temperatures and fewer crowds.

Nearby regions

Best Gloucester, VA vacation rentals with a pool

Among the 17 accommodations in Gloucester, VA, here are the 4 best rentals with a pool

Inn At Sandy Creek - Gloucester, VA
10 23 reviews
Gloucester, VA
08/18 – 08/20
$384/nighttotal: $768 (2 )

Inn At Sandy Creek

1 3
apartment , Gloucester Courthouse
This peaceful apartment is located in Gloucester County, Virginia, just minutes from Gloucester Courthouse and the Piankatank River. It offers a tranquil setting with a poolside view and has excellent ratings for location, cleanliness, and user experience.
The two-bedroom rental has a private entrance, living space, and outdoor patio, accommodating up to four guests. Enjoy the on-site pool, hot tub, and shared common areas, plus a well-equipped kitchen, laundry facilities, and pet-friendly accommodations.
Charming 2-bedroom Condo In Delightful Williamsburg With Fitness Room, Wifi - Gloucester, VA
Gloucester, VA
06/20 – 06/27
$369/nighttotal: $2583 (7 )

Charming 2-bedroom Condo In Delightful Williamsburg With Fitness Room, Wifi

2 2
apartment , Williamsburg
This Williamsburg vacation rental is centrally located, a short drive from Water Country USA (4 minutes), Colonial National Historical Park (5 minutes), Jamestown Settlement, and Busch Gardens Williamsburg.
This two-bedroom, two-bathroom apartment sleeps six, boasts a fully equipped kitchen, in-unit laundry, a private patio with grill, and access to an on-site pool, hot tub, and fitness center.
Spacious 3-bedroom Estate With Ac In Delightful Williamsburg - Gloucester, VA
Gloucester, VA
06/20 – 06/27
$459/nighttotal: $3213 (7 )

Spacious 3-bedroom Estate With Ac In Delightful Williamsburg

3 2
apartment , Williamsburg
This 3-bedroom estate is located in Williamsburg, offering convenient access to cultural sites like Jamestown Settlement and family attractions such as Water Country USA and Busch Gardens Williamsburg.
This residence accommodates up to 7 guests with 3 bedrooms, 3 bathrooms (one with a jetted tub), and an office with a sofa bed, featuring climate control, a swimming pool, jacuzzi, terrace, garden, and parking.
Charming 3-bedroom Townhome In The Sought After Estates In Williamsburg.\nno Pets - Gloucester, VA
Gloucester, VA
06/20 – 06/27
$412/nighttotal: $2884 (7 )

Charming 3-bedroom Townhome In The Sought After Estates In Williamsburg.\nno Pets

3 2
apartment , Williamsburg
This Williamsburg townhome is situated directly beside Water Country USA, 4.5 miles from Busch Gardens Williamsburg, and in close proximity to Jamestown Settlement.
This accommodation offers 3 bedrooms and 3 bathrooms, sleeping up to 10 guests, with amenities including a swimming pool, jacuzzi, full kitchens, on-site recreation, and a jetted bathtub.

Best Gloucester, VA vacation rentals with parking

Family-friendly Main St Gloucester Apt W/ Balcony! - Gloucester, VA
8.0 1 review
Gloucester, VA
08/18 – 08/20
$347/nighttotal: $694 (2 )

Family-friendly Main St Gloucester Apt W/ Balcony!

1 3
apartment , Gloucester Courthouse
This Gloucester Courthouse apartment is conveniently located within a 10-minute walk of the Gloucester History Museum and the Fairfield Foundation, and a 15-minute walk from Main Street Center and the Gloucester Public Library.
The pet-friendly rental offers a private balcony, free self-parking, in-unit kitchen with microwave and stovetop, and free WiFi in common areas, plus a cozy fireplace and air conditioning.
Charming Riverside Cottage W/optional Guest House - Gloucester, VA
10 1 review
Gloucester, VA
06/20 – 06/27
$639/nighttotal: $4473 (7 )

Charming Riverside Cottage W/optional Guest House

4 2
apartment , Deltaville
This renovated 1774 farmhouse rental in Deltaville, Virginia, boasts a direct riverfront location on the Piankatank River, less than 200 yards from a public beach and near the Deltaville Maritime Museum and Gloucester County Museum of History.
The four-bedroom, two-bathroom house sleeps up to 16 guests, offering a fully equipped kitchen, private dock, kayaks, outdoor grill, fire pit, and various children's amenities including a high chair and pack 'n play.
East River Views - Renovated 1905 House- 3 Bedrooms, 3.5 Baths - Gloucester, VA
10 3 reviews
Gloucester, VA
06/20 – 06/27
$330/nighttotal: $2310 (7 )

East River Views - Renovated 1905 House- 3 Bedrooms, 3.5 Baths

3 2
apartment , Mathews
This Westville apartment rental, a refurbished 1905 home, sits on the East River, a short walk from Compass Marina and a few miles from Zimmerman's Marine, offering easy access to Mathews and Gloucester.
This three-bedroom, three-bathroom residence boasts 2400 square feet of space, including a Harry Potter-themed bedroom, a modern kitchen, and a porch overlooking the East River, plus two bikes for exploring the area.
Cozy Log Cabin - Gloucester, VA
8.0 1 review
Gloucester, VA
06/20 – 06/27
$88/nighttotal: $616 (7 )

Cozy Log Cabin

1 2
gîte , Gloucester Courthouse
This cabin is located in Gloucester Courthouse, a short drive from beaches, rivers, and the Gloucester reservoir. It has received very good ratings for both user experience and location.
The one-bedroom cabin can accommodate up to four guests and offers a rustic, off-grid experience with no electricity or running water. Guests can enjoy camping, fishing, swimming, and bonfires, and can request access to well water and an extension cord.
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