Gloucester County holiday homes

We found 1,497 holiday rentals — enter your dates for availability

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Select from 27 homes, 19 cottages and other holiday rentals in Gloucester County to find one that's perfect for your trip. Holiday homes provide the best amenities for your family, friends or furry companion, such as Wi-Fi and cable TV. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Gloucester County

Showing deals for:19 Dec - 26 Dec

Exceptional

(46 reviews)

The Little Blue Cottage - Topping : Waterfront!

Topping, VA

8% off

for 7 nights, 1 cottage

NZ$652 per night

includes taxes & fees

Exceptional

(106 reviews)

Waterfront with Private Pier and Tranquil Water views!

Gloucester, VA

8% off

for 7 nights, 1 cottage

NZ$461 per night

includes taxes & fees

Welcome to Paddler's End! Enjoy the peace and quiet of this secluded location!

Exceptional

(27 reviews)

Home on Jackson Creek Home w/kayaks, bike, dock. Available guest cottage extra.

Deltaville, VA

8% off

for 7 nights, 1 home

NZ$1,577 per night

includes taxes & fees

A great centrally-located home for less-than-a-mile walks to town for some food!

Exceptional

(9 reviews)

Small Town Getaway - close to in-town Mathews with a casual, rural life

Mathews, VA

10% off

for 7 nights, 1 home

NZ$270 per night

includes taxes & fees

Very good

(16 reviews)

Perfect for long-term workers & short stays—comfort, style & convenience await!

Gloucester, VA

7% off

for 7 nights, 1 home

NZ$369 per night

includes taxes & fees

Exceptional

(135 reviews)

Gorgeous Waterfront Estate--Private Pool, Pier, Tennis Court, Firepit

Foster, VA

8% off

for 7 nights, 1 home

NZ$1,151 per night

includes taxes & fees

As soon as you walk up to the house, you'll see the view through the front door

Exceptional

(29 reviews)

Charming Rappahannock Waterfront Cottage Pool, Fireplace, Kayaks

Locust Hill, VA

8% off

for 7 nights, 1 home

NZ$872 per night

includes taxes & fees

Exceptional

(89 reviews)

Waterfront River Home- Chesapeake Bay, Deltaville, VA. Pier and private beach

Deltaville, VA

12% off

for 7 nights, 1 home

NZ$640 per night

includes taxes & fees

Exceptional

(127 reviews)

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Hayes, VA

8% off

for 7 nights, 1 home

NZ$615 per night

includes taxes & fees

Exceptional

(8 reviews)

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

Deltaville, VA

8% off

for 7 nights, 1 home

NZ$608 per night

includes taxes & fees

Exceptional

(57 reviews)

The Harbor House - Waterfront Home with Private Pier & Amazing Views!

Onemo, VA

8% off

for 7 nights, 1 home

NZ$608 per night

includes taxes & fees

Plenty of room to spread out to play corn hole with water views everywhere!

Exceptional

(190 reviews)

Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!

Bohannon, VA

8% off

for 7 nights, 1 home

NZ$901 per night

includes taxes & fees

Exceptional

(26 reviews)

The Inn at Woodmont Plantation, Gauthier Vineyard's Winery & Event Center

Barhamsville, VA

8% off

for 7 nights, 1 home

NZ$1,379 per night

includes taxes & fees

Welcome to Ivy's Cottage, private home just outside Williamsburg, VA.

Exceptional

(36 reviews)

Ivy's Cottage w/ Outdoor Movies Williamsburg Stay

Toano, VA

8% off

for 7 nights, 1 home

NZ$937 per night

includes taxes & fees

Urbanna Vacation Rental | 3BR | 2BA | Stairs Required | 1,500 Sq Ft

Exceptional

(18 reviews)

Urbanna Cottage w/ Private Yard & Water Views

Urbanna, VA

10% off

for 7 nights, 1 cottage

NZ$430 per night

includes taxes & fees

Deltaville Vacation Rental | 3BR | 2BA | 1,800 Sq Ft | Stairs Required

Wonderful

(11 reviews)

Pet-Friendly Gem w/ Private Dock in Deltaville!

Deltaville, VA

14% off

for 7 nights, 1 home

NZ$455 per night

includes taxes & fees

Gloucester Point Vacation Rental | 4BR | 3BA | 2,755 Sq Ft | Step-Free Entry

Exceptional

(8 reviews)

Gloucester Point Vacation Rental on York River!

Gloucester Point, VA

11% off

for 7 nights, 1 home

NZ$810 per night

includes taxes & fees

Front left of house with a foot washing station:)

Exceptional

(141 reviews)

The River House Getaway! Come Relax and Enjoy!

Gloucester, VA

9% off

for 7 nights, 1 home

NZ$320 per night

includes taxes & fees

Exceptional

(13 reviews)

Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home

Gwynn, VA

12% off

for 7 nights, 1 home

NZ$789 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Gloucester County

Sandy Beach 50 ft from the house. Perfect H2O with a large sandbar for swimming.

Premier Host

A Sandy White Beach Retreat NEAR WILLIAMSBURG

Sleeps 6 · 3 bedrooms · 2 bathrooms

One of the most spectacular sunsets right outside the front door!!

Premier Host

Cozy Cabin Getaway with Beautiful Sunsets on York River, minutes from Yorktown

Sleeps 4 · 1 bedroom · 1 bathroom

Book a holiday rental for your Gloucester County getaway

Learn about the unique charm of Gloucester County with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Gloucester County

Are you hoping to find top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that Gloucester County has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Busch Gardens Williamsburg (14 mi / 22.6 km)
Water Country USA (12.1 mi / 19.4 km)
Golden Horseshoe Golf Club (13.8 mi / 22.2 km)
Kingsmill Plantation Golf Course (15.1 mi / 24.3 km)
Ford's Colony at Williamsburg (15.3 mi / 24.6 km)
Williamsburg Winery (16.3 mi / 26.3 km)

Exploring the natural features in Gloucester County

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Gloucester County is a great place to get out in nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

Fossil Beach (9.7 mi / 15.6 km)
Cuba Island (12 mi / 19.4 km)
Yorktown Beach (12.3 mi / 19.8 km)
Bethel Beach Natural Area Preserve (15.2 mi / 24.5 km)
Williamsburg Botanical Garden (16.2 mi / 26.1 km)
White Stone Beach (16.5 mi / 26.6 km)

Frequently asked questions

What is the best area to stay in Gloucester County when booking a holiday home?

One of the most sought-after destinations to book a Bookabach holiday property in Gloucester County is Gloucester. Spend your time here and explore its big-ticket attractions, including Rosewell Ruins and Gloucester Museum of History.

What is the most popular type of holiday home accommodation in Gloucester County?

The most sought-after types of holiday homes in Gloucester County are houses. Want something different? Bookabach has numerous options to match the diverse needs of our guests, so you'll see holiday properties in all sizes, and for all budgets. The ideal fit is ready and waiting for you — snap up yours today.

How much does it cost to rent a holiday home in Gloucester County?

Several things can influence what you'll pay for your holiday home in Gloucester County, such as the length of stay, type of property and season. However, all of our holiday homes have something in common — unbeatable value. Just add your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Gloucester County?

The average price for a holiday home close to the beach in Gloucester County will depend on when you're going and the size and style of property you're searching for. You can find prices quickly and easily on Bookabach by entering your travel dates. Then use our filters to select the number of bedrooms and amenities important to you, such as WiFi, a pool and air conditioning.

What are popular home amenities in Gloucester County?

When it comes to home amenities that guests are looking for in Gloucester County, a stovetop, an oven and a fridge are at the top of the list. With Bookabach holiday homes, you'll enjoy choices to suit your style and taste, whether you're travelling with friends, family or even pets.

Are there large group holiday homes in Gloucester County?

You'll find four holiday homes in Gloucester County that can sleep 10 or more people. Whether you're organising a trip with extended family or some kind of special event, there's plenty of space to get your favourite people together under the same roof.

What are the top attractions for families in Gloucester County?

Keep the kids amused at these leading family-friendly attractions in Gloucester County:

Gloucester Museum of History
Rosewell Ruins
Middlesex County Museum

Can I find two-bedroom holiday homes in Gloucester County?

Choose from 14 two-bedroom homes in Gloucester County. Give your little ones the second room or fill it with a couple of your besties. There's a comfy spot for whoever's lucky enough to be coming along for the ride.

Are there holiday homes with WiFi in Gloucester County?

Gloucester County has 14 holiday homes with WiFi, so you'll be able to stay connected while on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with your family to posting pics on social media, these Bookabach homes will keep you online.

How old do you have to be to rent a holiday home in Gloucester County?

The age limit can differ between properties on Bookabach, so be sure to check the rules of the holiday home in Gloucester County you want to book. But normally, it's 16, 18 or 21.

How long can I rent a holiday home in Gloucester County for?

The amount of time you can book a Gloucester County holiday home for depends on the property. Simply enter your dates of travel to view options offering longer term stays. They have all you need to make your extended getaway more comfortable and convenient, such as laundries and air conditioning. Some properties might also offer weekly or monthly discounts, so you can stick around for longer for less.