Choose from 13 vacation rentals located in Gloucester, Virginia. Top filters in Gloucester include Air conditioner, Parking, and Kitchen or Kitchenette. Prices range from R1,516 to R4,890 per night. Our most popular vacation rental types near Gloucester are Apartment and Hotel.

Top vacation rentals in Gloucester

Start earning One Key rewards
Exterior
4.9
Outstanding(118 Reviews)
Enjoy The Simple Life In This Luxury Farmhouse Near Williamsburg
Farm Stay
 in Williamsburg
10 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner

Soak up the beauty of Gloucester in our Farm Stay, Enjoy The Simple Life In This Luxury Farmhouse Near Williamsburg. With a range of amenities such as Air conditioner, Dishwasher and Laundry, you'll feel right at home.

RRRR
vrbo logo
View deal
Property building
4.3
Excellent(145 Reviews)
Hampton Inn Gloucester
Hotel
 in Gloucester
3star
2 queen beds
Pool · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Gloucester, at R 1,589 per night for your next great vacation.

RRRR
booking logo
View deal
vending machine
4.1
Excellent(143 Reviews)
Holiday Inn Express - Gloucester, an IHG Hotel
Hotel
 in Gloucester
3star
1 king bed
Pool · Pets allowed · Air conditioner

Experience the best of Gloucester with this Hotel available for R 1,589. This property is equipped with amenities including Air conditioner, Internet / Wifi and Pets allowed, and more.

RRRR
booking logo
View deal
Exterior
5.0
Outstanding(21 Reviews)
Right on Main St! Shops, Arts, Dining and More!
Apartment
 in Gloucester
4 guests · 2 bedrooms · 1 bath
Pets allowed · Kitchen or Kitchenette · Air conditioner

Enjoy the best of Gloucester in our Apartment, Right on Main St! Shops, Arts, Dining and More!. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

RRRR
vrbo logo
View deal

Search by amenity

Explore vacation rentals with the most popular amenities in Gloucester

Vacation rentals with air conditioning in Gloucester

Property view
3.4
Average(459 Reviews)
Holiday Inn Express Gloucester
Vacation rental
 in Gloucester
Pool · Air conditioner · Internet / Wifi

This Vacation rental in Gloucester, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

RRRR
priceline logo
View deal
Microwave, oven, stovetop, dishwasher
Radiant Gloucester House w/ Private Porch!
Cottage
 in Gloucester
Pets allowed · Kitchen or Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Gloucester? This Cottage offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Fireplace, and more.

RRRR
expedia logo
View deal
Books
Cozy Gloucester Getaway w/ Porch & Sunroom!
Cottage
 in Gloucester
Pets allowed · Kitchen or Kitchenette · Air conditioner

Looking to create some memories in Gloucester? Look no further than our Cottage, Cozy Gloucester Getaway w/ Porch & Sunroom!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Pets allowed, and more.

RRRR
expedia logo
View deal
city photo
Gloucester

Gloucester travel guide

Let us help you plan your perfect Gloucester vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Gloucester, and more.

Frequently asked questions

What do I need to know before visiting Gloucester, VA?

Before visiting Gloucester, VA, it is important to know that it is a small town located on the Chesapeake Bay. It is known for its coastal beauty, delicious seafood, and outdoor activities. Here are a few things to consider when planning your trip:

  • The weather can be unpredictable, so packing appropriately is important.
  • Gloucester is home to several parks and beaches, so don't forget your sunscreen and a beach towel.
  • Due to its small town nature, it is important to book accommodations and restaurants in advance.

What are the must-visit tourist attractions in Gloucester, VA?

Gloucester, VA is a great place to visit for tourists, with lots of attractions to explore. Here are some of the must-visit tourist attractions in Gloucester, VA:

  • Yorktown Battlefield
  • York River State Park
  • Gloucester Point Beach Park
  • Rosewell Ruins
Visitors to Gloucester, VA can also enjoy the many outdoor activities the area has to offer, such as fishing, kayaking, and swimming. Gloucester is a great place to visit for any traveler looking for a fun and memorable vacation.

How can I get around in Gloucester, VA?

You can get around in Gloucester, VA in the following ways:

  • By car
  • By bus
  • By bike

The Gloucester County Public Transportation provides a bus service that covers the city and its outskirts. Additionally, there are several bike lanes throughout the city that cyclists can use to travel.

Where can I find affordable accommodation in Gloucester, VA?

Gloucester, VA has many affordable accommodation options for visitors. Here are four of the best:

  • Riverside Inn - Located in the heart of Gloucester, Riverside Inn is a great budget choice for visitors. It offers a variety of amenities such as a fitness center, pool, and free Wi-Fi.
  • Gloucester Inn - This hotel is a great option for those looking for a peaceful stay. It offers a variety of amenities such as a free continental breakfast, outdoor pool, and free Wi-Fi.
  • The Inn at Gloucester - This hotel offers a variety of amenities such as a free continental breakfast, outdoor pool, and free Wi-Fi. It is conveniently located near shopping and restaurants.
  • Bay View Inn - Located near the waterfront, Bay View Inn offers a variety of amenities such as a fitness center, pool, and free Wi-Fi. It is a great choice for those looking for a peaceful stay.

What is the culture like in Gloucester, VA?

Gloucester, VA is a rural town on Virginia's Middle Peninsula, located between the York and Rappahannock Rivers. The culture of Gloucester is heavily influenced by its long history and close-knit community. Here are 5 bullet points about Gloucester's culture:

  • The town celebrates its history with an annual Gloucester County Fair and Daffodil Festival.
  • The area is known for its seafood, especially the famous Chesapeake Bay oysters and crabs.
  • Gloucester has strong ties to the military and is home to Yorktown Naval Weapons Station.
  • The county is known for its outdoor activities, such as fishing, boating, and camping.
  • The area has a vibrant art scene, with several galleries, museums, and festivals.

Is Gloucester, VA safe to travel to?

Gloucester, VA is a safe place to travel to. Here are some of the reasons why:

  • Low crime rate
  • Strong police presence
  • Friendly locals

Overall, Gloucester, VA is a safe and welcoming place to visit.

What are the popular shopping destinations in Gloucester, VA?

Gloucester, VA is home to many popular shopping destinations. Here are a few of the top spots:

  • Gloucester Point Shopping Center
  • Gloucester Village Shopping Center
  • Gloucester Main Street Shopping District

You can find everything from clothing stores to restaurants and more in these shopping areas!

What are the best neighborhoods to visit in Gloucester, VA?

The best neighborhoods to visit in Gloucester, VA are:

  • Yorktown
  • Tidemill
  • Hayes
  • Tabb

Each of these neighborhoods offers something unique and interesting, from historic sites to outdoor recreation. Whether you're looking for a quiet spot to relax or an exciting adventure, you'll find it in one of Gloucester's neighborhoods.

Where is Gloucester, VA?

Gloucester, VA is located in the heart of Virginia's Middle Peninsula on the Virginia Peninsula, nestled between the York and Rappahannock Rivers. It is approximately 50 miles northeast of Richmond, VA and 50 miles southeast of Fredericksburg, VA. Gloucester is just a short drive from the Virginia Beach, VA Oceanfront.

What are the most popular vacation rental amenities in Gloucester, VA?

The most popular vacation rental amenities in Gloucester, VA are:

  • Free Wi-Fi
  • Fully-equipped kitchen
  • Parking for vehicles
  • Air conditioning
  • Access to private beach

Vacation rentals in Gloucester, VA, are often equipped with modern amenities such as free Wi-Fi, allowing visitors to stay connected without having to worry about data plans. Fully-equipped kitchens provide a convenient way to cook meals, and many rentals come with parking for vehicles. Air conditioning is also a popular amenity, allowing guests to stay cool and comfortable in the summer months. Finally, many vacation rentals offer access to private beaches, perfect for a peaceful day of swimming and sunbathing.

What are the top things to do in Gloucester, VA?

Gloucester, VA, is a great destination for those who love the outdoors! Here are some of the top things to do in the area:

  • Visit Yorktown Battlefield
  • Take a stroll through Gloucester Point Beach Park
  • Go kayaking on the York River
  • Shop for antiques in the Main Street Shopping District
Gloucester, VA, has a lot to offer those looking for outdoor activities and cultural experiences. Visitors can explore the historic Yorktown Battlefield, take a leisurely stroll through Gloucester Point Beach Park, go kayaking on the York River, and shop for antiques in the Main Street Shopping District.

What is the price range for rentals in Gloucester?

Vacation rentals in Gloucester have a price range between R 1,516-R 4,890. The average price for rentals in Gloucester is R 139 per night.

What are the most popular vacation rental amenities in Gloucester?

  • Air conditioner
  • Parking
  • Kitchen or Kitchenette

Explore near Gloucester

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration