Find short term rentals in Gloucester, VA at the best prices
14 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Gloucester, VA
9.8 30 reviews
Gloucester, VA
18/08 – 20/08
$327/nighttotal: $654 (2 )
Renhaven Cottage
1 3
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.
9.8 248 reviews
Gloucester, VA
18/08 – 20/08
$401/nighttotal: $802 (2 )
White Heron Cottage
1 3
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.
9.8 111 reviews
Gloucester, VA
18/08 – 20/08
$874/nighttotal: $1748 (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.
8.0 1 review
Gloucester, VA
18/08 – 20/08
$485/nighttotal: $970 (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.
9.5 91 reviews
Gloucester, VA
18/08 – 20/08
$497/nighttotal: $994 (2 )
The "Hodge Podge" On Back Creek/north River
1 3
apartment , Gloucester Courthouse
This charming apartment is located in Gloucester Courthouse, just a short distance from the town centre and within easy reach of local attractions. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The apartment is a spacious four-bedroom home with three bathrooms, comfortably accommodating up to eleven guests. It features a fully equipped kitchen, a private garden, and a wrap-around porch offering stunning views of the surrounding countryside. Guests can enjoy fishing or crabbing from the dock, explore the gardens, and take advantage of the peaceful surroundings.
9.8 6 reviews
Gloucester, VA
18/08 – 20/08
$481/nighttotal: $962 (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.
10 37 reviews
Gloucester, VA
18/08 – 20/08
$410/nighttotal: $820 (2 )
Welcome To This Waterfront Home With Amazing Views\n
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.
Gloucester, VA
18/08 – 20/08
$424/nighttotal: $848 (2 )
Radiant Gloucester House W/ Private Porch!
1 3
cottage , Gloucester Courthouse
This secluded holiday let in Gloucester Courthouse offers convenient access to local attractions, situated a short walk from the Gloucester Museum of History and Fairfield Foundation, and within 2 kilometres of Main Street Centre and Gloucester Public Library. This pet-friendly cottage provides complimentary WiFi in public areas, on-site marina facilities, and free self-parking, featuring a fully equipped kitchen with a microwave and dishwasher, plus a washing machine and television for a comfortable stay.
8.0 20 reviews
Gloucester, VA
18/08 – 20/08
$403/nighttotal: $806 (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.
9.9 31 reviews
Gloucester, VA
18/08 – 20/08
$553/nighttotal: $1106 (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.
9.9 158 reviews
Gloucester, VA
18/08 – 20/08
$474/nighttotal: $948 (2 )
Grey Heron Haven
1 3
apartment , Gloucester Courthouse
This three-bedroom apartment is situated in a peaceful location near a creek, just 15 kilometres from Gloucester Courthouse and 45 kilometres from Williamsburg. The property has received excellent ratings for location, cleanliness, and overall user experience. The spacious apartment can accommodate up to six guests and features a modern open-plan design. Amenities include a fully equipped kitchen with stainless steel appliances, a king-size memory foam mattress, a private yard, and a ping pong table.
9.9 122 reviews
Gloucester, VA
18/08 – 20/08
$328/nighttotal: $656 (2 )
Charming Cottage Historic Gloucester Main Street
1 3
apartment , Gloucester Courthouse
This two-bedroom apartment is conveniently located in Gloucester Courthouse on MainStreet, within walking distance of restaurants, shops, and a brewery, making it a perfect base for exploring the area. It is also a short drive from major attractions such as Busch Gardens, historic Jamestown/Yorktown/Williamsburg, and several parks. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The property offers a spacious and comfortable living area with a modern and updated interior, comfortably sleeping up to six guests. The apartment is equipped with a fully equipped kitchen, air conditioning, a garden, parking, and Wi-Fi, ensuring a pleasant and convenient stay.
Best family friendly Gloucester, VA Short term rentals
Among the 14 accommodations in Gloucester, VA, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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?
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
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.
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.
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.
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
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.
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.
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.
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.