Vacation Rentals in Gloucester, VA

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Gloucester, VA vacation rentals
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23 Vacation rentals and Airbnb in Gloucester, VA

Best family friendly Gloucester, VA vacation rentals

Among the 23 accommodations in Gloucester, VA, here are the 4 best family friendly rentals

Squeaky Shores Gloucester, Va Waterfront York River Oasis - Gloucester, VA
9.0 16 reviews

Squeaky Shores Gloucester, Va Waterfront York River Oasis

apartment, Gloucester Courthouse
This five-bedroom home is situated in Gloucester, a short drive from Gloucester Courthouse and popular attractions like Williamsburg Premium Outlets and Busch Gardens. The property enjoys an excellent user rating and offers a peaceful, riverfront setting.
The spacious house can accommodate up to 10 guests and provides a range of amenities including a private sandy beach, a swimming pool, a terrace, and a garden. Guests can enjoy breathtaking river views, water activities, and easy access to nearby attractions.
A "Bitt Of Home" In The Heart Of Gloucester. - Gloucester, VA
9.9 90 reviews

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

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.
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.
Waterfront Sunsets With Pickleball Court & Hot Tub - Gloucester, VA
9.1 76 reviews

Waterfront Sunsets With Pickleball Court & Hot Tub

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.

Best pet friendly Gloucester, VA vacation rentals

Among the 23 accommodations in Gloucester, VA, here are the 4 best pet friendly rentals

Inn At Sandy Creek - Gloucester, VA
10 26 reviews

Inn At Sandy Creek

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.
Restored 1930s Cottage On 1 Acre W/ Fire Pit - Gloucester, VA
9.5 190 reviews

Restored 1930s Cottage On 1 Acre W/ Fire Pit

house, Gloucester Point
This charming cottage is located in Hayes, Virginia, just a short drive from popular attractions like Busch Gardens, Colonial Williamsburg, and Historic Jamestowne. The property has received excellent ratings for its cleanliness, location, and overall experience.
The 84 square metre cottage comfortably sleeps up to 6 guests and features a fully equipped kitchen, a garden, a spa, and a fire pit for relaxing evenings. Enjoy the scenic river views, the spacious acreage, and the restored 1920s character of this unique property.
Monthly Discount- Beautiful House, Gloucester Va - Gloucester, VA
10 31 reviews

Monthly Discount- Beautiful House, Gloucester Va

apartment, Deltaville
This recently refurbished property is situated in Gloucester, Virginia, just off the Piankatank River, and is within easy driving distance of Mathews Courthouse, Gloucester Main Street Community, Urbanna, and Gwynns Island. The house has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The 93-square-metre house has three bedrooms, two bathrooms, and can comfortably accommodate six guests. This pet-friendly home offers a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, and parking.
Historic Ware River Cottage At Glebefield - Gloucester, VA
10 521 reviews

Historic Ware River Cottage At Glebefield

apartment, Gloucester Courthouse
This charming cottage is situated on a picturesque river, just 8.7 kilometres from Riverside Walter Reed Hospital and 19.3 kilometres from Machicomoco State Park, offering a peaceful retreat for those seeking tranquility. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The self-catering property has one bedroom and one bathroom, comfortably accommodating up to four guests. The cottage provides a range of amenities, including a fully equipped kitchen, a private patio, a hot tub, and a garden, offering everything you need for a relaxing and enjoyable getaway.

Frequently asked questions about holiday rentals in Gloucester, VA

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

    Pack comfortable walking shoes, as you'll likely be doing a fair bit of exploring. Sunscreen and insect repellent are also recommended, especially during warmer months. Depending on the time of year, you might need layers of clothing, as the weather can be variable. Don't forget your camera to capture the beautiful scenery.
  • 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.

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

    Many smaller historical sites and nature trails are scattered throughout Gloucester County. Exploring the backroads and discovering hidden gems is part of the charm. Local information centres or historical societies can offer more details on lesser-known attractions.
  • What are the most popular Airbnbs in Gloucester, VA?

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

    Visiting local farmers' markets is a good way to interact with residents and experience the local produce. Attending community events (if any are scheduled during your visit) can also provide opportunities to meet locals and learn about their culture. Striking up conversations with staff at local businesses is another way to get a feel for the community.
  • What are the best vacation rentals with a pool in Gloucester, VA?

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

    Gloucester boasts the beautiful York River shoreline, offering opportunities for kayaking, boating, and fishing. The area also features various forests and wetlands, perfect for hiking and birdwatching. The terrain is relatively flat, making it accessible for most travellers.
  • What are the best rentals for families and kids in Gloucester, VA?

  • 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 and enjoy the scenery. A possible itinerary could include visiting the historic courthouse and Lee Hall Mansion on the first day, exploring the York River by boat or kayak on the second day, and perhaps visiting a local farmers' market or taking a scenic drive on the third day. This is just a suggestion, and you can tailor it to your interests.

Nearby regions

Best Gloucester, VA vacation rentals with a pool

Among the 23 accommodations in Gloucester, VA, here are the 4 best rentals with a pool

Spacious 4 Bedroom Estate At Kings Creek Close To Water Country Usa - Gloucester, VA
No reviews

Spacious 4 Bedroom Estate At Kings Creek Close To Water Country Usa

resort, Williamsburg
The "Spacious 4 Bedroom Estate At Kings Creek Close To Water Country Usa" is a resort located in Williamsburg, situated 4.8 kilometres from Colonial Williamsburg and a 15-minute drive from Jamestown and Yorktown beaches.
This luxury holiday home offers accommodation for up to 12 guests, featuring four bedrooms, four bathrooms, three fully equipped kitchens, and access to resort amenities including swimming pools, a fitness centre, miniature golf, and tennis courts.
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.
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.
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.

Best Gloucester, VA holiday rentals with parking

Shady , Country Setting With The Comforts Of Home - Gloucester, VA
8.0 5 reviews

Shady , Country Setting With The Comforts Of Home

apartment, Gloucester Courthouse
This apartment is ideally located in the heart of Gloucester Courthouse, just a short walk from the historic Gloucester Courthouse and the Abingdon Plantation. The surrounding area is peaceful and offers easy access to the town's shops, restaurants, and attractions. The property has received very good ratings for location, cleanliness and overall experience.
The apartment is a comfortable home away from home, with 3 bedrooms and 2 bathrooms, accommodating up to 6 guests. Enjoy the convenience of a fully equipped kitchen, a private garden, a fitness centre, and parking, making it perfect for families or groups.
Marshfield Guesthouse On River Near Williamsburg - Gloucester, VA
10 354 reviews

Marshfield Guesthouse On River Near Williamsburg

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.
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.
Mid-century Rivah Retreat With Dock, Fire Pit & Cozy Fireplace - Gloucester, VA
No reviews

Mid-century Rivah Retreat With Dock, Fire Pit & Cozy Fireplace

cottage, Saluda
This Saluda waterfront holiday home is situated near Thousand Trails Dog Park and Beach Park (under 5km), and approximately 19km from Main Street Centre and Walter Reed Plaza.
Sleeping up to five guests, this two-bedroom, one-bathroom cottage boasts a fully equipped kitchen, terrace, garden, Wi-Fi, air conditioning, and is within easy reach of local amenities and outdoor activities.
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