Holiday rentals near Duke of Gloucester Street
We found 1,580 holiday rentals — enter your dates for availability
If you'd like to stay close to Duke of Gloucester Street, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Duke of Gloucester Street
Showing deals for:31 Oct - 7 Nov
Image gallery for Kingsgate - 2 Bedroom/2 Bath
8.48.4 out of 10 rating
Very good
(7 reviews)
Kingsgate - 2 Bedroom/2 Bath
Williamsburg, VA
8% off
Price is AU$4,042
AU$4,042
AU$577 per night
includes taxes & fees
Image gallery for ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
9.89.8 out of 10 rating
Exceptional
(241 reviews)
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Spring Grove, VA
13% off
Price is AU$4,941
AU$4,941
AU$706 per night
includes taxes & fees
Image gallery for Kingsgate 1BR - 5 mins to historic Williamsburg
8.88.8 out of 10 rating
Excellent
(13 reviews)
Kingsgate 1BR - 5 mins to historic Williamsburg
Williamsburg, VA
8% off
Price is AU$2,876
AU$2,876
AU$411 per night
includes taxes & fees
Image gallery for The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
1010 out of 10 rating
Exceptional
(60 reviews)
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Williamsburg, VA
8% off
Price is AU$4,494
AU$4,494
AU$642 per night
includes taxes & fees
Image gallery for Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
1010 out of 10 rating
Exceptional
(121 reviews)
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Williamsburg, VA
7% off
Price is AU$2,348
AU$2,348
AU$335 per night
includes taxes & fees
Image gallery for Waterfront Cottage With Private Beach & Pier - James River - Williamsburg Area
9.89.8 out of 10 rating
Exceptional
(68 reviews)
Waterfront Cottage With Private Beach & Pier - James River - Williamsburg Area
Surry, VA
20% off
Price is AU$3,105
AU$3,105
AU$444 per night
includes taxes & fees
Image gallery for James River Waterfront with spectacular views across the river from Williamsburg
1010 out of 10 rating
Exceptional
(136 reviews)
James River Waterfront with spectacular views across the river from Williamsburg
Surry, VA
8% off
Price is AU$4,127
AU$4,127
AU$590 per night
includes taxes & fees
Image gallery for Huge water view 2/2 condo in "Kingsmill on the James"
1010 out of 10 rating
Exceptional
(62 reviews)
Huge water view 2/2 condo in "Kingsmill on the James"
Williamsburg, VA
15% off
Price is AU$1,740
AU$1,740
AU$249 per night
includes taxes & fees
Image gallery for Riverfront Cottage w/ Private Beach Near Wmsburg
1010 out of 10 rating
Exceptional
(20 reviews)
Riverfront Cottage w/ Private Beach Near Wmsburg
Surry, VA
8% off
Price is AU$2,512
AU$2,512
AU$359 per night
includes taxes & fees
Image gallery for Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
9.89.8 out of 10 rating
Exceptional
(136 reviews)
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Williamsburg, VA
7% off
Price is AU$1,566
AU$1,566
AU$224 per night
includes taxes & fees
Image gallery for Renovated 3BR home across from Williamsburg Winery with great outdoor space!
1010 out of 10 rating
Exceptional
(16 reviews)
Renovated 3BR home across from Williamsburg Winery with great outdoor space!
Williamsburg, VA
8% off
Price is AU$5,907
AU$5,907
AU$844 per night
includes taxes & fees
Image gallery for Historic B&B located walking distance to the Williamsburg and The College of W&M
1010 out of 10 rating
Exceptional
(42 reviews)
Historic B&B located walking distance to the Williamsburg and The College of W&M
Williamsburg, VA
17% off
Price is AU$14,174
AU$14,174
AU$2,025 per night
includes taxes & fees
Image gallery for Luxury Riverfront Condo w/ sunrise & sunset views
9.69.6 out of 10 rating
Exceptional
(62 reviews)
Luxury Riverfront Condo w/ sunrise & sunset views
Williamsburg, VA
8% off
Price is AU$2,584
AU$2,584
AU$369 per night
includes taxes & fees
Image gallery for Williamsburg Vacation Villages 4BR, 4BA
8.88.8 out of 10 rating
Excellent
(5 reviews)
Williamsburg Vacation Villages 4BR, 4BA
Williamsburg, VA
27% off
Price is AU$2,959
AU$2,959
AU$423 per night
includes taxes & fees
Image gallery for RELAXING RETREAT ALONG THE BANK OF THE JAMES RIVER!
9.09.0 out of 10 rating
Wonderful
(11 reviews)
RELAXING RETREAT ALONG THE BANK OF THE JAMES RIVER!
Williamsburg, VA
8% off
Price is AU$2,130
AU$2,130
AU$304 per night
includes taxes & fees
Image gallery for Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary
1010 out of 10 rating
Exceptional
(33 reviews)
Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary
Williamsburg, VA
12% off
Price is AU$16,056
AU$16,056
AU$2,294 per night
includes taxes & fees
Image gallery for Kingsmill Luxury - Sleeps 6 - Virginia's only AAA Four Diamond Condo Golf Resort
9.89.8 out of 10 rating
Exceptional
(45 reviews)
Kingsmill Luxury - Sleeps 6 - Virginia's only AAA Four Diamond Condo Golf Resort
Williamsburg, VA
18% off
Price is AU$4,110
AU$4,110
AU$587 per night
includes taxes & fees
Image gallery for Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
1010 out of 10 rating
Exceptional
(53 reviews)
Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
Williamsburg, VA
16% off
Price is AU$3,611
AU$3,611
AU$516 per night
includes taxes & fees
Image gallery for Family friendly home near Colonial Williamsburg and Busch Gardens
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Family friendly home near Colonial Williamsburg and Busch Gardens
Williamsburg, VA
8% off
Price is AU$3,826
AU$3,826
AU$547 per night
includes taxes & fees
Image gallery for Lovely, spacious condo with water view in "Kingsmill on the James"
1010 out of 10 rating
Exceptional
(26 reviews)
Lovely, spacious condo with water view in "Kingsmill on the James"
Williamsburg, VA
15% off
Price is AU$1,387
AU$1,387
AU$198 per night
includes taxes & fees
Image gallery for History Filled Bed & Breakfast in Downtown Williamsburg
1010 out of 10 rating
Exceptional
(27 reviews)
History Filled Bed & Breakfast in Downtown Williamsburg
Williamsburg, VA
21% off
Price is AU$13,626
AU$13,626
AU$1,947 per night
includes taxes & fees
Image gallery for Wyndham Kingsgate | Two 3BR Suites Sleeps 20!
1010 out of 10 rating
Exceptional
(5 reviews)
Wyndham Kingsgate | Two 3BR Suites Sleeps 20!
Williamsburg, Virginia
9% off
Price is AU$5,289
AU$5,289
AU$756 per night
includes taxes & fees
Image gallery for Wyndham Kingsgate close to Colonial Williamsburg/Busch Gardens/Wineries/Shopping
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Wyndham Kingsgate close to Colonial Williamsburg/Busch Gardens/Wineries/Shopping
Williamsburg, VA
6% off
Price is AU$3,996
AU$3,996
AU$571 per night
includes taxes & fees
Image gallery for 3 bedroom in Williamsburg - Next to Busch Gardens!
1010 out of 10 rating
Exceptional
(27 reviews)
3 bedroom in Williamsburg - Next to Busch Gardens!
Williamsburg, VA
16% off
Price is AU$4,090
AU$4,090
AU$584 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Duke of Gloucester Street
King’s Creek Resort by Spinnaker
Sleeps 6 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
71 reviews(71 reviews)
Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis
Sleeps 4 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
268 reviews(268 reviews)
Tranquil Escape! Pool w/ Water Slides, Tennis Court, Near Merchants Square
Sleeps 5 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
9 reviews(9 reviews)
Private Cottage on Horse Farm in Williamsburg!
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
2 Family-friendly Units! Short Drive to Williamsburg International Airport!
Sleeps 10 · 2 bedrooms · 2 bathrooms
3 Relaxing Units! Pool, Tennis Court, Parking! Close to Merchants Square
Sleeps 15 · 3 bedrooms · 3 bathrooms
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value