Holiday rentals near Duke of Gloucester Street
We found 1,564 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:3 Oct - 10 Oct
Image gallery for Beachfront House on James River. Near Historic Jamestowne and Williamsburg
1010 out of 10 rating
Exceptional
(195 reviews)
Beachfront House on James River. Near Historic Jamestowne and Williamsburg
Surry, VA
26% off
Price is NZ$2,708
NZ$2,708
NZ$387 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
(56 reviews)
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Williamsburg, VA
8% off
Price is NZ$4,792
NZ$4,792
NZ$685 per night
includes taxes & fees
Image gallery for Private Beach & Pier - James River Beach Cottage - Jamestown & Williamsburg
9.69.6 out of 10 rating
Exceptional
(47 reviews)
Private Beach & Pier - James River Beach Cottage - Jamestown & Williamsburg
Surry, VA
8% off
Price is NZ$3,919
NZ$3,919
NZ$560 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
8% off
Price is NZ$3,919
NZ$3,919
NZ$560 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 NZ$2,106
NZ$2,106
NZ$301 per night
includes taxes & fees
Image gallery for Wyndham Kingsgate close to Colonial Williamsburg/Busch Gardens/Wineries/Shopping
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Wyndham Kingsgate close to Colonial Williamsburg/Busch Gardens/Wineries/Shopping
Williamsburg, VA
8% off
Price is NZ$2,971
NZ$2,971
NZ$424 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
(41 reviews)
Historic B&B located walking distance to the Williamsburg and The College of W&M
Williamsburg, VA
16% off
Price is NZ$15,460
NZ$15,460
NZ$2,209 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 NZ$4,362
NZ$4,362
NZ$623 per night
includes taxes & fees
Image gallery for Gorgeous River Views/Private Beach - Peaceful Country Home close to Williamsburg
1010 out of 10 rating
Exceptional
(138 reviews)
Gorgeous River Views/Private Beach - Peaceful Country Home close to Williamsburg
Surry, VA
8% off
Price is NZ$4,830
NZ$4,830
NZ$690 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
20% off
Price is NZ$3,486
NZ$3,486
NZ$498 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 NZ$4,383
NZ$4,383
NZ$626 per night
includes taxes & fees
Image gallery for Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
1010 out of 10 rating
Exceptional
(47 reviews)
Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
Williamsburg, VA
16% off
Price is NZ$3,858
NZ$3,858
NZ$551 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 NZ$1,479
NZ$1,479
NZ$211 per night
includes taxes & fees
Image gallery for Kingsmill Condo on Golf Course 9th Fairway! Local owner
1010 out of 10 rating
Exceptional
(83 reviews)
Kingsmill Condo on Golf Course 9th Fairway! Local owner
Williamsburg, VA
8% off
Price is NZ$3,977
NZ$3,977
NZ$568 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 NZ$14,844
NZ$14,844
NZ$2,121 per night
includes taxes & fees
Image gallery for Wyndham Kingsgate | Two 3BR Suites Sleeps 20!
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Wyndham Kingsgate | Two 3BR Suites Sleeps 20!
Williamsburg, Virginia
9% off
Price is NZ$5,465
NZ$5,465
NZ$781 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 NZ$3,069
NZ$3,069
NZ$438 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 NZ$4,261
NZ$4,261
NZ$609 per night
includes taxes & fees
Image gallery for 4 Bedroom Lockoff Suite at Williamsburg Governors Green!!
8.88.8 out of 10 rating
Excellent
(5 reviews)
4 Bedroom Lockoff Suite at Williamsburg Governors Green!!
Williamsburg, VA
8% off
Price is NZ$12,331
NZ$12,331
NZ$1,762 per night
includes taxes & fees
Image gallery for Charming 3BR Colonial Condo at Wyndham Kingsgate
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Charming 3BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$3,069
NZ$3,069
NZ$438 per night
includes taxes & fees
Image gallery for Charming 2BR Colonial Condo at Wyndham Kingsgate
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Charming 2BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$2,160
NZ$2,160
NZ$309 per night
includes taxes & fees
Image gallery for Charming 3BR Colonial Condo at Wyndham Kingsgate
1010 out of 10 rating
Exceptional
(5 reviews)
Charming 3BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$3,069
NZ$3,069
NZ$438 per night
includes taxes & fees
Image gallery for Charming 3BR Colonial Condo at Wyndham Kingsgate
8.48.4 out of 10 rating
Very good
(11 reviews)
Charming 3BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$3,069
NZ$3,069
NZ$438 per night
includes taxes & fees
Image gallery for Charming 3BR Colonial Condo at Wyndham Kingsgate
9.09.0 out of 10 rating
Wonderful
(23 reviews)
Charming 3BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$3,069
NZ$3,069
NZ$438 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
Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
252 reviews(252 reviews)
King’s Creek Resort by Spinnaker
Sleeps 6 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
58 reviews(58 reviews)
Tranquil Escape! Pool w/ Water Slides, Tennis Court, Near Merchants Square
Sleeps 5 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
3 Relaxing Units! Pool, Tennis Court, Parking! Close to Merchants Square
Sleeps 15 · 3 bedrooms · 3 bathrooms
2 Family-friendly Units! Short Drive to Williamsburg International Airport!
Sleeps 10 · 2 bedrooms · 2 bathrooms
Private Cottage on Horse Farm in Williamsburg!
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
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