Find short term rentals in Gloucester, VA at the best prices

21 available short term rental offers

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Gloucester, VA short term rentals
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Best Short term and Weekly rentals in Gloucester, VA

Best family friendly Gloucester, VA Short term rentals

Among the 21 accommodations in Gloucester, VA, here are the 4 best family friendly rentals

Serenitys Porch Queen, Historic Gloucester Va - Gloucester, VA
10 119 reviews

Serenitys Porch Queen, Historic Gloucester Va

gîte, Gloucester Courthouse
The Sandcastle gîte, located near Gloucester Courthouse attractions, offers a peaceful retreat with pasture and garden views.
This self-catering property sleeps two guests in a twin bedroom with workspace, features a shared bathroom and kitchenette with complimentary snacks, and includes access to a shared den, swimming pool, garden, and parking.
Welcome To This Waterfront Home With Amazing Views - Gloucester, VA
10 38 reviews

Welcome To This Waterfront Home With Amazing Views

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.
Renhaven Cottage - Gloucester, VA
9.9 41 reviews

Renhaven Cottage

apartment, Gloucester Courthouse
This apartment is located in Gloucester Courthouse, Virginia, offering stunning views of the North River and easy access to the waterfront. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The self-catering accommodation sleeps four guests and features two bedrooms, one with a king-size bed and the other with a queen-size bed. Guests can enjoy a private dock, kayak launch, outdoor patio with a gas grill, and a fully equipped kitchen.
The Bee Goode House On Main Street - Gloucester, VA
9.9 195 reviews

The Bee Goode House On Main Street

apartment, Gloucester Courthouse
The Bee Goode House is a renovated 1950s property located on Gloucester Main Street, just 2.4 kilometres from the Warehouse boat ramp.
This three-bedroom house sleeps six guests and features a stylish mid-century modern design, a spacious garden with a fire pit, a downstairs games room, and a washer and dryer.

Best Gloucester, VA lodging with a balcony

Charming 3-bedroom Villa With Wifi, And  Jaccuzzi , Just Minutes From Yorktown - Gloucester, VA
8.4 5 reviews

Charming 3-bedroom Villa With Wifi, And Jaccuzzi , Just Minutes From Yorktown

cottage, Gloucester Point
This Gloucester Point holiday home is situated near Yorktown, a short drive (approximately 8km) from the Yorktown Victory Center and Gloucester Museum of History, offering easy access to the York River.
Sleeping up to 10 guests, the property features three queen beds, one double bed, and a bunk bed, alongside a spacious living area, two bathrooms (one with an outdoor shower, an indoor shower is coming soon), and Wi-Fi; a marina and boat ramp are directly opposite.
Family-friendly Main St Gloucester Apt W/ Balcony! - Gloucester, VA
9.8 7 reviews

Family-friendly Main St Gloucester Apt W/ Balcony!

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.
Inn At Warner Hall - Gloucester, VA
10 37 reviews

Inn At Warner Hall

B&B, Gloucester Point
The Inn at Warner Hall is a waterfront guesthouse situated in Gloucester Point, just 24 kilometres from historic Yorktown and 56 kilometres from Colonial Williamsburg. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The guesthouse is set on a 40-acre estate dating back to 1642, offering a unique glimpse into the region's history. Guests can enjoy a daily gourmet breakfast, relax in the gardens or on the porch, and take advantage of the boathouse for fishing or birdwatching.
Family-friendly Main St Gloucester Apt W/ Balcony! - Gloucester, VA
9.5 2 reviews

Family-friendly Main St Gloucester Apt W/ Balcony!

apartment, Gloucester Courthouse
This Gloucester Courthouse apartment, situated in Gloucester, Virginia, offers easy access to Busch Gardens Williamsburg, Water Country USA, and Colonial Williamsburg, all within 42-44km.
The 84-square-metre property features two bedrooms, one bathroom, sleeps thirteen guests, and includes a fully equipped kitchen, private balcony, on-site parking, and a spa; in-unit laundry facilities add further convenience.

Frequently Asked Questions about short term rentals in Gloucester, VA

  • Can visitors to Gloucester, Virginia witness any unique natural cycles, like cherry blossom season or autumn colors?

    While Gloucester doesn't have the large-scale cherry blossom displays of Washington D.C., the area does experience beautiful autumn foliage. The trees around York River State Park and other natural areas put on a spectacular show of color in the fall, typically peaking in late October or early November. The timing can vary based on the weather.
  • What are the best short term rentals in Gloucester, VA?

    Among the short term rentals in Gloucester, VA, Historic Cottage On Ware River Estate, Right On Main St Shops - Arts - Dining And More and Elm Grove Farm Guest Cottage are the most popular ones.

  • What are the most meaningful ways to engage with locals and discover the culture in Gloucester, Virginia?

    To connect with the local culture, visit the farmers' markets, often held seasonally. These markets offer a chance to meet local producers and learn about their agricultural practices. Also, explore the local shops and restaurants; engaging with the owners and staff offers a glimpse into the community. Attending local events, if any are scheduled during your visit, can also provide opportunities to interact with residents.
  • What are the best short term rentals with a pool in Gloucester, VA?

  • Are there any distinctive cultural activities or hands-on workshops in Gloucester, Virginia?

    Information on specific hands-on workshops or cultural activities in Gloucester requires checking local event listings closer to your travel dates, as these can vary seasonally. However, exploring the historical sites and engaging with the local community, as mentioned previously, offers a cultural experience.
  • What are the best short term rentals for families and kids in Gloucester, VA?

  • What are some secret spots or hidden treasures to visit in Gloucester, Virginia?

    Some less-traveled spots include exploring the backroads and discovering smaller, less-known historical markers throughout the county. A quiet walk along the York River shoreline, away from the main park areas, can offer a peaceful and secluded experience. The specific locations of these hidden gems are best discovered through exploration and local recommendations.
  • What should not be left out of your suitcase if you are going to Gloucester, Virginia?

    Pack comfortable walking shoes for exploring the historical sites and natural areas. Sunscreen and insect repellent are essential, especially during warmer months. Depending on the time of year, you may need layers of clothing as temperatures can fluctuate. And don't forget your camera to capture the memories.

Nearby regions

Best Gloucester, VA lodging with a kitchen

Carriage House - Gloucester, VA
10 25 reviews

Carriage House

B&B, Gloucester Courthouse
The Carriage House, a fully renovated French-style apartment, is situated on the North River in Gloucester County, Virginia, a 14.5-kilometre drive from Gloucester Courthouse's historic Main Street, offering proximity to local attractions and historical sites including Dixondale Wharf.
This one-bedroom, one-bathroom apartment sleeps five guests and features a kitchenette with a microwave and mini-fridge, a private dock, on-site activities such as fishing and kayaking, and access to nearby walking and biking trails.
Scenic, Spacious Riverside Retreat | Ropeyarn - Gloucester, VA
10 3 reviews

Scenic, Spacious Riverside Retreat | Ropeyarn

apartment, Deltaville
Ropeyarn, a waterfront apartment in Deltaville, Virginia, boasts a unique location on the Piankatank River, close to Pine Top and within driving distance of Deltaville's Main Street Centre, Walter Reed Plaza, Holly Point Nature Park, and local museums.
This five-bedroom, three-bathroom dwelling offers 320 square metres of living space, sleeping up to twelve guests and featuring a private dock perfect for fishing, crabbing, and kayaking, plus a fully equipped kitchen including a fridge, microwave, and dishwasher.
White Heron Cottage - Gloucester, VA
9.8 261 reviews

White Heron Cottage

apartment, Gloucester Courthouse
This three-bedroom holiday home is situated near Gloucester Courthouse, Virginia, approximately 24km from the town and 72km from Williamsburg.
The property offers a fully equipped kitchen with Keurig and Mr Coffee machines, in-unit laundry, a smart TV, and sleeps six guests in comfortable king and queen memory foam beds, enjoying a peaceful atmosphere and proximity to several public beaches.
1, 2, 3, Or 4-bedroom In Kings Creek Estates,   Williamsburg, Va.  All Amenities - Gloucester, VA
No reviews

1, 2, 3, Or 4-bedroom In Kings Creek Estates, Williamsburg, Va. All Amenities

apartment, Williamsburg
This Williamsburg property, situated in the Kings Creek Estate, offers convenient access to Jamestown Settlement, located 5 kilometres away, and is also within easy reach of Water Country USA and Busch Gardens Williamsburg.
This spacious four-bedroom, five-bathroom apartment sleeps sixteen guests and boasts amenities including a swimming pool, jacuzzi, and parking, with flexible rental options from a single bedroom to the entire house, alongside golf privileges at The Golden Horseshoe and Kiskiak Golf Club.

Best Gloucester, VA lodging with laundry available

Waterfront Farmhouse Retreat W/pool Kayaks & Views - Gloucester, VA
9.5 4 reviews

Waterfront Farmhouse Retreat W/pool Kayaks & Views

apartment, Gloucester Point
This four-bedroom, two-bathroom waterfront farmhouse in Gloucester Point, Virginia, offers direct river access and is located approximately 48 kilometres from Williamsburg and Historic Jamestown.
This riverside property provides accommodation for up to eight guests, featuring a private seasonal swimming pool, complimentary kayaks, paddleboards, and life jackets, with outdoor security cameras for added peace of mind.
The Loft @ Shiloh! - Gloucester, VA
10 2 reviews

The Loft @ Shiloh!

apartment, Gloucester Courthouse
Shiloh Loft, a two-bedroom apartment in Gloucester Courthouse, offers excellent guest reviews and is conveniently located, although precise proximity to specific landmarks requires further clarification.
This self-catering property sleeps four, features a fully equipped kitchen with fridge and microwave, and includes amenities such as Wi-Fi, a washer/dryer, and parking; optional laundry and late-night meal delivery are also available.
Serenity Farm Equestrian Retreat In Historic Va - Gloucester, VA
10 28 reviews

Serenity Farm Equestrian Retreat In Historic Va

apartment, Gloucester Courthouse
This charming holiday cottage is situated in Gloucester County, Virginia, just a short drive from Gloucester Courthouse and offering peaceful views across the surrounding countryside. It has received excellent ratings for location, cleanliness, and overall guest experience.
The cottage offers private access to a beautifully decorated farmhouse, providing a unique and charming experience. It sleeps up to 6 guests and is perfect for families or groups of friends. Guests can enjoy a private garden, swimming pool, and parking, as well as the opportunity to interact with farm animals and experience rural life.
Spacious 4-bedroom Townhome In Peaceful Williamsburg With Ac - Gloucester, VA
No reviews

Spacious 4-bedroom Townhome In Peaceful Williamsburg With Ac

apartment, Williamsburg
This four-bedroom townhome in Williamsburg offers proximity to Jamestown Settlement, Water Country USA, and Busch Gardens Williamsburg, situated within easy reach of Walter J. Zable Stadium at Cary Field and Kaplan Arena.
This spacious property accommodates up to 8 guests with four bathrooms, two office spaces featuring sofa beds, and climate control, ensuring a comfortable stay with internet access.
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