Holiday rentals near Duke of Gloucester Street
We found 1,578 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:19 Sept - 26 Sept
Image gallery for Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary
1010 out of 10 rating
Exceptional
(32 reviews)
Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary
Williamsburg, VA
12% off
Price is AU$16,159
AU$16,159
AU$2,308 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
(40 reviews)
Historic B&B located walking distance to the Williamsburg and The College of W&M
Williamsburg, VA
17% off
Price is AU$14,263
AU$14,263
AU$2,038 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 AU$1,890
AU$1,890
AU$270 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$2,911
AU$2,911
AU$416 per night
includes taxes & fees
Image gallery for Patriots' Place Cozy Studio w/ pool
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Patriots' Place Cozy Studio w/ pool
Williamsburg, VA
8% off
Price is AU$2,224
AU$2,224
AU$318 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 AU$3,545
AU$3,545
AU$506 per night
includes taxes & fees
Image gallery for Wyndham Kingsgate close to Colonial Williamsburg/Busch Gardens/Wineries/Shopping
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Wyndham Kingsgate close to Colonial Williamsburg/Busch Gardens/Wineries/Shopping
Williamsburg, VA
8% off
Price is AU$2,815
AU$2,815
AU$402 per night
includes taxes & fees
Image gallery for 2 King suites, family friendly & river views
1010 out of 10 rating
Exceptional
(34 reviews)
2 King suites, family friendly & river views
Surry, VA
8% off
Price is AU$5,027
AU$5,027
AU$718 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 AU$11,290
AU$11,290
AU$1,613 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
(136 reviews)
Gorgeous River Views/Private Beach - Peaceful Country Home close to Williamsburg
Surry, VA
8% off
Price is AU$4,588
AU$4,588
AU$655 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
(240 reviews)
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Spring Grove, VA
13% off
Price is AU$5,005
AU$5,005
AU$715 per night
includes taxes & fees
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$4,090
AU$4,090
AU$584 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 AU$4,079
AU$4,079
AU$583 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 AU$3,311
AU$3,311
AU$473 per night
includes taxes & fees
Image gallery for Book A Piece of History at Kingsmill Resort in Williamsburg Virginia!
9.49.4 out of 10 rating
Exceptional
(28 reviews)
Book A Piece of History at Kingsmill Resort in Williamsburg Virginia!
Williamsburg, VA
7% off
Price is AU$3,189
AU$3,189
AU$456 per night
includes taxes & fees
Image gallery for Wyndham Patriots Place | 2BR/2BA King Bed Suite
9.09.0 out of 10 rating
Wonderful
(20 reviews)
Wyndham Patriots Place | 2BR/2BA King Bed Suite
Williamsburg, Virginia
9% off
Price is AU$1,783
AU$1,783
AU$255 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$3,987
AU$3,987
AU$570 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
17% off
Price is AU$4,160
AU$4,160
AU$594 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$2,159
AU$2,159
AU$308 per night
includes taxes & fees
Image gallery for Charming 2BR Colonial Condo at Wyndham Kingsgate
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Charming 2BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is AU$1,890
AU$1,890
AU$270 per night
includes taxes & fees
Image gallery for Beachfront House on James River. Near Historic Jamestowne and Williamsburg
1010 out of 10 rating
Exceptional
(194 reviews)
Beachfront House on James River. Near Historic Jamestowne and Williamsburg
Surry, VA
25% off
Price is AU$2,590
AU$2,590
AU$370 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 AU$2,714
AU$2,714
AU$388 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 AU$5,112
AU$5,112
AU$730 per night
includes taxes & fees
Image gallery for Family friendly home near Colonial Williamsburg and Busch Gardens
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Family friendly home near Colonial Williamsburg and Busch Gardens
Williamsburg, VA
8% off
Price is AU$3,875
AU$3,875
AU$554 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
244 reviews(244 reviews)
Kings Creek Plantation by Spinnaker
Sleeps 6 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
52 reviews(52 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
Busch Gardens-Williamsburg-Fishing-Cornhole-Deck-River View- FIRE TABLE!
Sleeps 13 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Chickahominy Riverside Guest Home 30 Minutes to Williamsburg!
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
28 reviews(28 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