Photo by Pon Xayavong Photography

Gloucester Point holiday homes

We found 1,454 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Gloucester Point to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Gloucester Point

Showing deals for:13 Nov - 20 Nov

Dining
Property grounds
Beach
Exterior
Exceptional
(145 reviews)

PRIVATE BEACH on the Chesapeake Bay

Gwynns Island

8% off
NZ$7,443
for 7 nights, 1 home
NZ$1,063 per night
includes taxes & fees
PRIVATE BEACH on the Chesapeake Bay
Living area
Property grounds
Interior
Room
Exceptional
(121 reviews)

Charming Quiet Retreat on North River in Historic Gloucester, Virginia

Gloucester

16% off
NZ$1,867
for 7 nights, 1 room
NZ$267 per night
includes taxes & fees
Charming Quiet Retreat on North River in Historic Gloucester, Virginia
Property grounds
Property grounds
Interior
Exterior
Very good
(5 reviews)

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Hayes

6% off
NZ$6,192
for 7 nights, 1 cottage
NZ$885 per night
includes taxes & fees
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Completely remodeled kitchen. Double ovens and 5-burner cooktop
Plenty of room to play tag, fly a kite or ride a bike!
Spacious back porch/utility room
Everyone's favorite place to hang out! Words are hard to describe the view
Exceptional
(200 reviews)

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

Bohannon

8% off
NZ$6,251
for 7 nights, 1 home
NZ$893 per night
includes taxes & fees
Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!
Interior
Private kitchen
Living area
Room
Excellent
(5 reviews)

Poquoson 4 bed, 2 bath! Great Langley Access!

Poquoson

15% off
NZ$5,364
for 7 nights, 1 home
NZ$766 per night
includes taxes & fees
Poquoson 4 bed, 2 bath! Great Langley Access!
The kitchen island and bar with cabinets to house the DVD/Flat Screen system.
The Island Cottage
Fall morning looking out over the river
Back deck overlooking the York River
Exceptional
(381 reviews)

Cottage on a Private Island in the York River

Gloucester Point

7% off
NZ$2,695
for 7 nights, 1 cottage
NZ$385 per night
includes taxes & fees
Cottage on a Private Island in the York River
Property grounds
Waterfront home with amazing views!
Fully equipped Kitchen with stainless steel appliances
Dining Room table comfortably seats 10
Exceptional
(66 reviews)

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

Onemo

8% off
NZ$3,993
for 7 nights, 1 home
NZ$570 per night
includes taxes & fees
The Harbor House - Waterfront Home with Private Pier & Amazing Views!
Interior
Private kitchen
Exterior detail
Dining
Exceptional
(51 reviews)

Historic B&B located walking distance to the Williamsburg and The College of W&M

Williamsburg

16% off
NZ$15,815
for 7 nights, 1 home
NZ$2,259 per night
includes taxes & fees
Historic B&B located walking distance to the Williamsburg and The College of W&M
Living area
Living area
Interior
Dining
Excellent
(25 reviews)

Large 4bed 2.5b home w/ fenced in back yard & deck

Gloucester Point

7% off
NZ$3,669
for 7 nights, 1 home
NZ$524 per night
includes taxes & fees
Large 4bed 2.5b home w/ fenced in back yard & deck
SHADYHURST - a birds eye view
Enjoy the nature views from the new pier
Powerful gas range with 5 burners and smart dividing dual oven door.
The floating dock makes it easy for swimmers to get in and our of the water.
Exceptional
(46 reviews)

Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay

FOSTER

8% off
NZ$6,994
for 7 nights, 1 home
NZ$999 per night
includes taxes & fees
Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay
Living Room 2
Kitchen
Living Room 2
Kitchen
Exceptional
(97 reviews)

Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!

Williamsburg

16% off
NZ$4,022
for 7 nights, 1 home
NZ$575 per night
includes taxes & fees
Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
Interior
Exterior detail
Interior
Dining
Exceptional
(42 reviews)

Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary

Williamsburg

12% off
NZ$17,947
for 7 nights, 1 home
NZ$2,564 per night
includes taxes & fees
Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary
Games room
Pool
Outdoor dining
Private kitchen
Excellent
(5 reviews)

4 Bedroom Lockoff Suite at Williamsburg Governors Green!!

Williamsburg

8% off
NZ$14,750
for 7 nights, 1 apartment
NZ$2,107 per night
includes taxes & fees
4 Bedroom Lockoff Suite at Williamsburg Governors Green!!
Just steps from the kitchen.  Kitchen is well outfitted for the master cook.
Exterior detail
Entrance to first floor condo. There are 4 steps.
Inviting area to share a good meal.
Exceptional
(78 reviews)

Stunning 1 Bedroom condo on River Golf Course Ninth Hole.

Williamsburg

7% off
NZ$2,900
for 7 nights, 1 apartment
NZ$414 per night
includes taxes & fees
Stunning 1 Bedroom condo on River Golf Course Ninth Hole.
Living area
Exterior detail
Living area
Room
Exceptional
(35 reviews)

History Filled Bed & Breakfast in Downtown Williamsburg

Williamsburg

12% off
NZ$18,464
for 7 nights, 1 room
NZ$2,638 per night
includes taxes & fees
History Filled Bed & Breakfast in Downtown Williamsburg
Property grounds
Exterior detail
Interior
Interior
Exceptional
(44 reviews)

Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!

Gwynn's Island

8% off
NZ$3,880
for 7 nights, 1 home
NZ$554 per night
includes taxes & fees
Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!
Interior
Private kitchen
Interior
Interior
Exceptional
(55 reviews)

Family friendly home near Colonial Williamsburg and Busch Gardens

Williamsburg

8% off
NZ$4,218
for 7 nights, 1 home
NZ$603 per night
includes taxes & fees
Family friendly home near Colonial Williamsburg and Busch Gardens
Interior
Interior
Interior
Dining
Exceptional
(19 reviews)

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

Gwynn

8% off
NZ$5,871
for 7 nights, 1 home
NZ$839 per night
includes taxes & fees
Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home
Dining
Interior
Exterior
Interior
Exceptional
(30 reviews)

The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!

Mattaponi

8% off
NZ$1,531
for 7 nights, 1 home
NZ$219 per night
includes taxes & fees
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!
Interior
Room
Living area
Property grounds
Exceptional
(102 reviews)

Minutes from Busch Gardens-Water Country-Colonial Williamsburg-William&Mary

Williamsburg

12% off
NZ$2,047
for 7 nights, 1 home
NZ$292 per night
includes taxes & fees
Minutes from Busch Gardens-Water Country-Colonial Williamsburg-William&Mary
Living area
Enjoy dining at the Marina bar and grill
Large and spacious living room suite with plenty of seating.
Room
Exceptional
(31 reviews)

Book A Piece of History at Kingsmill Resort in Williamsburg Virginia!

Williamsburg

8% off
NZ$3,470
for 7 nights, 1 apartment
NZ$496 per night
includes taxes & fees
Book A Piece of History at Kingsmill Resort in Williamsburg Virginia!
Living area
Private kitchen
Outdoor dining
Dining
Exceptional
(31 reviews)

3 bedroom in Williamsburg - Next to Busch Gardens!

Williamsburg

9% off
NZ$5,011
for 7 nights, 1 home
NZ$716 per night
includes taxes & fees
3 bedroom in Williamsburg - Next to Busch Gardens!
Living area
Property grounds
Private kitchen
Exterior
Exceptional
(48 reviews)

Kingsmill Luxury - Sleeps 6 - Virginia's only AAA Four Diamond Condo Golf Resort

Williamsburg

11% off
NZ$5,415
for 7 nights, 1 apartment
NZ$774 per night
includes taxes & fees
Kingsmill Luxury - Sleeps 6 - Virginia's only AAA Four Diamond Condo Golf Resort
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The friendly city of Gloucester Point awaits you

Learn about the unique charm of Gloucester Point with a stay in a holiday home rental. This welcoming city has many special qualities. 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 and around Gloucester Point

Are you hoping to discover attractions to see while you're in the area? Venture out of your holiday home and check out everything that makes Gloucester Point a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Busch Gardens Williamsburg (8.2 mi / 13.2 km)
  • Water Country USA (7.5 mi / 12.1 km)
  • Kingsmill Plantation Golf Course (9.5 mi / 15.4 km)
  • Golden Horseshoe Golf Club (11.2 mi / 18 km)
  • Williamsburg Winery (12.3 mi / 19.8 km)
  • Ford's Colony at Williamsburg (15.8 mi / 25.5 km)

Exploring the natural landscape of Gloucester Point

Whether you're an active traveller or just want to spend some time taking in the scenery, Gloucester Point is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Yorktown Beach (1.3 mi / 2 km)
  • Cuba Island (3.9 mi / 6.3 km)
  • Newport News Park (6.7 mi / 10.9 km)
  • Fossil Beach (15.8 mi / 25.4 km)
  • Jamestown Beach (16.2 mi / 26.1 km)
  • Huntington Beach (16.7 mi / 26.8 km)

How to get to and around Gloucester Point

Fly into Newport News, VA (PHF-Newport News - Williamsburg Intl.), the closest airport, located 8.4 mi (13.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Norfolk, VA (ORF-Norfolk Intl.), which is 29.3 mi (47.2 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Gloucester Point?
Based on our data, cottages are considered the most popular type of holiday home in Gloucester Point. But as you'd expect, everyone's idea of an awesome stay can differ. Bookabach has holiday homes in a variety of shapes and sizes, and we'll help you locate your ideal fit.
How much does it cost to rent a holiday home in Gloucester Point?
The average price for a holiday home in Gloucester Point can vary depending on factors including property type, season and length of stay. Whether you're thinking about a sprawling villa with room to move around or a quaint cabin just for the two of you, just enter your travel dates to view stays with unbeatable value.
How much does it cost to rent a beach house in Gloucester Point?
Prices for beach houses in Gloucester Point can differ depending on the type and size of the property and when you're travelling. Simply enter your dates of travel into Bookabach and the number of guests to view your home options and prices. From there you can use the filters to narrow your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday homes in Gloucester Point?
With three properties that host four-legged guests, your happy hound can join in the fun on your Gloucester Point holiday. Use the filter tool to browse our pet-friendly holiday homes and find the pawfect pad on Bookabach.
What are popular home amenities in Gloucester Point?
When it comes to home amenities that guests search for in Gloucester Point, a nearby waterfront, a water view and nearby museums rank highest. With Bookabach holiday homes, you'll discover options to suit your taste and style, whether you're going on a holiday with friends, family or even pets.
Are there holiday homes in Gloucester Point that welcome kids?
Bring the whole family together for fun-filled adventures in Gloucester Point at one of our three family-friendly holiday properties. A lot of these stays provide conveniences that are perfect for getaways with the little ones, such as laundries, bunk beds and swimming pools. Just click on the "Properties good for families" filter box and pick out your favourite.
What are the top attractions for families in Gloucester Point?
If you've got the little ones in tow, be sure to include these family-friendly attractions in Gloucester Point on your list of things to do:
  • Middle Peninsula State Park
  • Rosewell Ruins
Are there holiday homes with WiFi in Gloucester Point?
Pick from two holiday homes with WiFi in Gloucester Point. If you want to disconnect from daily life while on holiday, but still want to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Gloucester Point?
Gloucester Point has three holiday homes where you can wind down in air-conditioned comfort. To find a stay on Bookabach offering this amenity, enter your dates of travel and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Gloucester Point?
The minimum age requirements can vary across properties on Bookabach, so double-check the rules of the holiday home in Gloucester Point you want to book. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Gloucester Point for?
It really depends on the Gloucester Point property. To see all available options offering extended stays, simply enter your dates and number of guests into the Bookabach search page. Enjoy having the entire property to yourself, along with amenities such as a fully-equipped kitchen and outdoor spaces where your little ones can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.