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

14 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 14 accommodations in Gloucester, VA, here are the 4 best family friendly rentals

Waterfront Sunsets With Pickleball Court & Hot Tub - Gloucester, VA
9.3 70 reviews
Gloucester, VA
18/08 – 20/08
$2007/nighttotal: $4014 (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.
Water Front Oasis With Pickle-ball Court And Hot Tub - Gloucester, VA
9.2 11 reviews
Gloucester, VA
18/08 – 20/08
$1944/nighttotal: $3888 (2 )

Water Front Oasis With Pickle-ball Court And Hot Tub

9 3
apartment , Gloucester Courthouse
This waterfront apartment is located in North, Gloucester Courthouse, Virginia, just a short drive from Bethel Beach Natural Area Preserve and Middle Peninsula State Park. The property has received excellent user ratings, making it a popular choice for travellers.
The apartment offers spacious accommodation with nine bedrooms and seven bathrooms, comfortably sleeping up to 24 guests. Guests can enjoy a range of amenities, including a private pickleball court, hot tub, dock, arcade, movie theatre, and a separate guest suite with its own kitchen, two bedrooms, and bathroom.
Family-friendly Main St Gloucester Apt W/ Balcony! - Gloucester, VA
10 8 reviews
Gloucester, VA
18/08 – 20/08
$472/nighttotal: $944 (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.
The Bee Goode House On Main Street - Gloucester, VA
9.9 191 reviews
Gloucester, VA
18/08 – 20/08
$391/nighttotal: $782 (2 )

The Bee Goode House On Main Street

1 3
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

Inn At Warner Hall - Gloucester, VA
10 26 reviews
Gloucester, VA
18/08 – 20/08
$406/nighttotal: $812 (2 )

Inn At Warner Hall

1 3
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
Gloucester, VA
18/08 – 20/08
$468/nighttotal: $936 (2 )

Family-friendly Main St Gloucester Apt W/ Balcony!

2 3
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

"Bee Haven" Cottage Retreat Near Colonial Williamsburg - Gloucester, VA
9.9 381 reviews
Gloucester, VA
18/08 – 20/08
$270/nighttotal: $540 (2 )

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

2 3
apartment , Gloucester Courthouse
This family-friendly holiday home is located in a peaceful rural setting, just 11 kilometres from Gloucester Museum of History and 13 kilometres from Riverside Walter Reed Hospital. The property has received excellent ratings for its cleanliness, location, and overall experience.
The spacious 93 square metre property can comfortably accommodate up to four guests in its two bedrooms and one bathroom. The house offers a range of amenities and features including a swimming pool, jacuzzi, terrace, garden, spa, parking, and a fully equipped kitchen, providing everything you need for a relaxing and enjoyable stay.
A "Bitt Of Home" In The Heart Of Gloucester. - Gloucester, VA
10 83 reviews
Gloucester, VA
18/08 – 20/08
$345/nighttotal: $690 (2 )

A "Bitt Of Home" In The Heart Of Gloucester.

1 3
apartment , Gloucester Courthouse
This charming two-bedroom flat is situated in Gloucester Courthouse, less than a mile from the local hospital and within easy reach of restaurants, shops, and entertainment venues. Guests consistently rate this property highly for its excellent location, cleanliness, and overall experience.
The flat is ideal for families or groups of up to four, offering a comfortable and well-equipped space. Amenities include a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, and parking.
Welcome To This Waterfront Home With Amazing Views - Gloucester, VA
10 102 reviews
Gloucester, VA
18/08 – 20/08
$469/nighttotal: $938 (2 )

Welcome To This Waterfront Home With Amazing Views

1 3
apartment , Gloucester Courthouse
This Gloucester Courthouse waterfront property, situated on the Ware River in Virginia, offers stunning sunset views and easy access to local attractions; precise distances to specific landmarks require further information.
This three-bedroom, two-bathroom holiday home sleeps six, boasting an open-plan kitchen, living, and dining area with river views, a fully equipped kitchen including dishwasher, in-unit laundry, and air conditioning; the property also includes a garden and parking.
Elm Grove Farm Guest Cottage - Gloucester, VA
10 130 reviews
Gloucester, VA
18/08 – 20/08
$338/nighttotal: $676 (2 )

Elm Grove Farm Guest Cottage

1 3
B&B , Gloucester Courthouse
This charming cottage sits just 2 kilometres outside Gloucester Courthouse, offering a peaceful escape in the heart of the countryside. It has received excellent ratings for location, cleanliness, and overall experience.
The cottage provides a private bedroom, bathroom and loft with a full-size futon, sleeping up to three guests. Enjoy a comfortable stay with amenities like a Keurig coffee maker, mini-fridge, microwave, fresh linens, toiletries, and a small porch with seating. Guests can also enjoy farm-fresh snacks and explore the surrounding farmland, hiking trails, and nearby historical attractions.

Best Gloucester, VA lodging with laundry available

Carriage House - Gloucester, VA
10 18 reviews
Gloucester, VA
18/08 – 20/08
$368/nighttotal: $736 (2 )

Carriage House

1 3
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.
Inn At Sandy Creek - Gloucester, VA
10 23 reviews
Gloucester, VA
18/08 – 20/08
$537/nighttotal: $1074 (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.
Relax, Refresh, Renew..waterfront Cottage..near Williamsburg - Gloucester, VA
9.9 525 reviews
Gloucester, VA
18/08 – 20/08
$477/nighttotal: $954 (2 )

Relax, Refresh, Renew..waterfront Cottage..near Williamsburg

2 3
cottage , Gloucester Courthouse
This waterfront cottage is located just 12 kilometres from the Gloucester Museum of History and 13 kilometres from Riverside Walter Reed Hospital, offering a peaceful retreat close to local attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom cottage spans 139 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private patio, a spa tub, a garden, and a swimming pool, providing everything you need for a relaxing and enjoyable stay.
Radiant Gloucester House W/ Private Porch! - Gloucester, VA
9.4 32 reviews
Gloucester, VA
18/08 – 20/08
$420/nighttotal: $840 (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.
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