Vacation Rentals in Gloucester, VA

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Gloucester, VA holiday rentals
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17 Holiday rentals and Airbnb in Gloucester, VA

Best family friendly Gloucester, VA holiday rentals

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

Family-friendly Main St Gloucester Apt W/ Balcony! - Gloucester, VA
10 8 reviews
Gloucester, VA
18/08 – 20/08
A$480/nighttotal: A$960 (2 )

Family-friendly Main St Gloucester Apt W/ Balcony!

2 3
apartment , Gloucester Courthouse
This Gloucester Courthouse apartment, situated directly on Main Street above the Sweet Tooth Café, offers convenient access to local shops, restaurants, and is within a reasonable distance of museums and Busch Gardens.
The two-bedroom, one-bathroom flat sleeps seven, features a fully equipped kitchen including a crockpot and rice cooker, a washer/dryer, three smart TVs with cable, and a shared patio with a gas heater and gazebo.
Welcome To This Waterfront Home With Amazing Views - Gloucester, VA
10 37 reviews
Gloucester, VA
18/08 – 20/08
A$417/nighttotal: A$834 (2 )

Welcome To This Waterfront Home With Amazing Views

3 3
apartment , Gloucester Courthouse
This Gloucester Courthouse waterfront apartment, situated near the Ware River, offers breathtaking sunset views and is conveniently located for visiting the Gloucester Museum of History and Yorktown Victory Centre (distances unspecified).
The three-bedroom, two-bathroom property sleeps six guests and features an open-plan kitchen, living, and dining area with in-unit laundry facilities; a garden is also available.
Perfect For Long-term Workers & Short Stayscomfort, Style & Convenience Await! - Gloucester, VA
8.0 20 reviews
Gloucester, VA
18/08 – 20/08
A$410/nighttotal: A$820 (2 )

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

3 3
apartment , Gloucester Courthouse
This charming three-bedroom property is situated in Gloucester, a peaceful rural area just a short drive from the York River and within easy reach of historical attractions like Colonial Williamsburg, Jamestown, and Yorktown. The apartment has received excellent ratings from previous guests, highlighting its comfortable and welcoming atmosphere.
This home provides ample space for up to seven guests, offering a relaxing retreat with two bathrooms and a fully equipped kitchen. Guests can enjoy a range of amenities including air conditioning, a jacuzzi, a garden, parking, and access to the internet, as well as the opportunity to explore the nearby attractions and enjoy water activities on the York River.
Severnly Pointe Cottage Waterfront Retreat - Gloucester, VA
9.8 111 reviews
Gloucester, VA
18/08 – 20/08
A$890/nighttotal: A$1780 (2 )

Severnly Pointe Cottage Waterfront Retreat

1 3
apartment , Gloucester Point
This river cottage is located on Free School Creek, just off Mobjack Bay, a short boat ride from the popular fishing spot of Mobjack Bay. It has been rated excellent for location, cleanliness and overall experience by previous guests.
The property offers four bedrooms and two bathrooms, comfortably accommodating up to nine guests. This waterfront home features a private dock, a boat launch, a fishing cleaning station, and a spacious garden, making it perfect for families and groups looking for a relaxing getaway.

Best pet friendly Gloucester, VA holiday rentals

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

Bill's Island - Gloucester, VA
9.9 31 reviews
Gloucester, VA
18/08 – 20/08
A$562/nighttotal: A$1124 (2 )

Bill's Island

1 3
cabin , Gloucester Courthouse
This delightful Ware Neck, Gloucester County retreat overlooks Elmington Creek and the North River, offering easy access to Gloucester Courthouse's shops and historical sites (exact distance requires further research).
The two-bedroom, two-bathroom lodge sleeps four, boasting a private dock, serene creek views, and modern amenities including Wi-Fi, air conditioning, and a fully equipped kitchen.
Radiant Gloucester House W/ Private Porch! - Gloucester, VA
9.4 32 reviews
Gloucester, VA
18/08 – 20/08
A$427/nighttotal: A$854 (2 )

Radiant Gloucester House W/ Private Porch!

2 3
apartment , Gloucester Courthouse
This charming 1920s renovated house is located in the heart of Gloucester Courthouse, just a short walk from local shops, restaurants, and breweries, and a short drive from attractions like Beaverdam Park and the Gloucester Museum of History. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and convenient stay.
This two-bedroom property spans 111 square metres and can comfortably accommodate up to six guests. The house offers a range of modern amenities, including a fully equipped kitchen, free Wi-Fi, a patio with outdoor dining furniture, and a fireplace.
Waterfront Sunsets With Pickleball Court & Hot Tub - Gloucester, VA
9.3 70 reviews
Gloucester, VA
18/08 – 20/08
A$2043/nighttotal: A$4086 (2 )

Waterfront Sunsets With Pickleball Court & Hot Tub

9 3
apartment , Gloucester Courthouse
This waterfront property near Gloucester Courthouse, Virginia, offers easy access to Gloucester City (24km), Yorktown Beach (80km), and Williamsburg (88km), home to Busch Gardens and Water Country USA.
Sleeping up to 16 guests (with additional fees for more), this nine-bedroom, seven-bathroom house boasts a private pickleball court, hot tub, arcade, mini-golf, movie area, a separate guest suite, and private waterfront access for boating, fishing, and kayaking.
Family-friendly Main St Gloucester Apt W/ Balcony! - Gloucester, VA
9.8 6 reviews
Gloucester, VA
18/08 – 20/08
A$489/nighttotal: A$978 (2 )

Family-friendly Main St Gloucester Apt W/ Balcony!

2 3
apartment , Gloucester Courthouse
This Gloucester Courthouse apartment, situated on Main Street, offers convenient access to local shops and the Gloucester Museum of History, lying approximately 40km from Busch Gardens Williamsburg and 93km from Richmond.
The 84-square-metre self-catering property sleeps seven guests across three bedrooms and one bathroom, boasting a terrace, spa access, parking, and in-unit amenities including three smart TVs, a washer/dryer, and a well-equipped kitchen.

Frequently asked questions about holiday rentals in Gloucester, VA

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

    Comfortable walking shoes are a must, as are sunscreen and insect repellent, especially during the warmer months. Depending on the time of year, you might also want to pack layers of clothing. Don't forget your camera to capture the stunning scenery.
  • What are the best Airbnb and holiday 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 holiday rentals in Gloucester, VA among travellers.

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

    Unfortunately, I don't have specific restaurant recommendations as the culinary scene changes frequently. However, many restaurants in the area offer fresh seafood, a staple of the region's cuisine. Look for local eateries near Gloucester Point for the freshest options.
  • What are the most popular Airbnbs in Gloucester, VA?

  • What are some less-famous attractions in Gloucester, Virginia, United States that are worth a visit?

    The various parks and nature trails throughout the county offer opportunities for quiet exploration. Exploring the quieter parts of the York River shoreline can reveal hidden gems and stunning views. Consider visiting some of the smaller historical markers and monuments scattered throughout the county.
  • What are the best holiday rentals with a pool in Gloucester, VA?

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

  • What are the best activities for engaging with locals and understanding their culture in Gloucester, Virginia, United States?

    Visiting local shops and markets provides a chance to interact with residents. Attending any local events or festivals offers opportunities to experience the local culture firsthand. Striking up conversations with people in local establishments can be a rewarding way to learn more about the community.
  • What are the best rentals for families and kids in Gloucester, VA?

  • What unique natural landscapes and terrain features can travellers explore in Gloucester, Virginia, United States?

    The York River and its tributaries define much of the landscape, offering a mix of waterfront views, marshes, and wooded areas. The county also boasts various parks and nature preserves with varied terrain, from flatlands to gently rolling hills.
  • How many days are ideal for a visit to Gloucester, Virginia, United States, and what are some itinerary suggestions?

    Two to three days is a good amount of time to explore Gloucester's main attractions. A possible itinerary could include visiting Gloucester Point, the historic courthouse, and the Gloucester Maritime Museum on the first day. The second day could involve exploring the county's parks and nature trails, followed by a relaxing evening. A third day could be devoted to exploring the York River by boat or kayak.

Nearby regions

Best Gloucester, VA holiday rentals with a pool

Among the 17 accommodations in Gloucester, VA, here are the 2 best rentals with a pool

Waterfront Sunsets With Pickleball Court & Hot Tub - Gloucester, VA
9.3 70 reviews
Gloucester, VA
18/08 – 20/08
A$2043/nighttotal: A$4086 (2 )

Waterfront Sunsets With Pickleball Court & Hot Tub

9 3
apartment , Gloucester Courthouse
This waterfront property near Gloucester Courthouse, Virginia, offers easy access to Gloucester City (24km), Yorktown Beach (80km), and Williamsburg (88km), home to Busch Gardens and Water Country USA.
Sleeping up to 16 guests (with additional fees for more), this nine-bedroom, seven-bathroom house boasts a private pickleball court, hot tub, arcade, mini-golf, movie area, a separate guest suite, and private waterfront access for boating, fishing, and kayaking.
Inn At Sandy Creek - Gloucester, VA
10 23 reviews
Gloucester, VA
18/08 – 20/08
A$546/nighttotal: A$1092 (2 )

Inn At Sandy Creek

1 3
apartment , Gloucester Courthouse
This two-bedroom apartment is situated in Gloucester County, Virginia, just a short distance from the Pianktank River and the historic attractions of Gloucester Courthouse. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The self-catering apartment is suitable for up to four guests and offers a private entrance, separate living room, bedrooms, kitchen, patio/balcony, bathroom, and laundry area. Guests can enjoy access to shared amenities like the swimming pool, hot tub, and common areas with the main house, as well as on-site pet boarding for an additional fee.

Best Gloucester, VA holiday rentals with parking

Marshfield Guesthouse On River Near Williamsburg - Gloucester, VA
10 343 reviews
Gloucester, VA
18/08 – 20/08
A$262/nighttotal: A$524 (2 )

Marshfield Guesthouse On River Near Williamsburg

1 3
apartment , Gloucester Courthouse
The Marshfield Guesthouse is a self-contained studio apartment situated on the Ware River, just a 30-mile drive from the historical towns of Williamsburg, Yorktown, and Jamestown. The studio has received excellent ratings for its cleanliness, location, and overall guest experience.
This self-catering studio offers a comfortable sleeping loft, a pull-out couch, and a fully equipped kitchen, comfortably accommodating up to five guests. Guests can enjoy a private garden with a barbecue, a picnic table, and lawn games, as well as access to kayaking and canoeing on the Ware River.
Radiant Gloucester House With Private Porch! - Gloucester, VA
9.4 8 reviews
Gloucester, VA
18/08 – 20/08
A$416/nighttotal: A$832 (2 )

Radiant Gloucester House With Private Porch!

2 3
house , Gloucester Courthouse
This charming house is conveniently located in Gloucester, Virginia, just a short drive from both historic Colonial Williamsburg and the exciting amusement parks of Water Country USA and Busch Gardens Williamsburg. The property offers a tranquil setting, perfect for exploring the surrounding area.
This two-bedroom property spans 111 square metres and can comfortably accommodate up to six guests. The house features a fully equipped kitchen with a dishwasher, a private porch, air conditioning, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Family-friendly Main St Gloucester Apt W/ Balcony! - Gloucester, VA
8.0 1 review
Gloucester, VA
18/08 – 20/08
A$493/nighttotal: A$986 (2 )

Family-friendly Main St Gloucester Apt W/ Balcony!

1 3
apartment , Gloucester Courthouse
This Gloucester Courthouse apartment is conveniently located near the Gloucester Museum of History and Fairfield Foundation (under 1.6km), and Main Street Centre and Gloucester Public Library (within 2.4km).
The self-catering flat offers a fully equipped kitchen, private balcony, free WiFi, free parking, and an in-apartment fireplace; nearby attractions include the museum and library.
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