Holiday rentals near Jamestown Settlement
We found 1,610 holiday rentals — enter your dates for availability
If you'd like to stay close to Jamestown Settlement, take a look at holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a garden. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Jamestown Settlement
Showing deals for:1 Aug - 8 Aug
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$3,116
NZ$3,116
NZ$445 per night
includes taxes & fees
Image gallery for Kingsgate 1BR - 5 mins to historic Williamsburg
8.88.8 out of 10 rating
Excellent
(12 reviews)
Kingsgate 1BR - 5 mins to historic Williamsburg
Williamsburg, VA
8% off
Price is NZ$3,195
NZ$3,195
NZ$456 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 NZ$2,442
NZ$2,442
NZ$349 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 NZ$8,453
NZ$8,453
NZ$1,208 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$4,700
NZ$4,700
NZ$671 per night
includes taxes & fees
Image gallery for Kingsgate - 2 Bedroom/2 Bath
8.08.0 out of 10 rating
Very good
(6 reviews)
Kingsgate - 2 Bedroom/2 Bath
Williamsburg, VA
8% off
Price is NZ$4,491
NZ$4,491
NZ$642 per night
includes taxes & fees
Image gallery for Relax And Reconnect With Expansive Views Of The Historic James River
1010 out of 10 rating
Exceptional
(49 reviews)
Relax And Reconnect With Expansive Views Of The Historic James River
Claremont, VA
21% off
Price is NZ$3,667
NZ$3,667
NZ$524 per night
includes taxes & fees
Image gallery for History Filled Bed & Breakfast in Downtown Williamsburg
1010 out of 10 rating
Exceptional
(26 reviews)
History Filled Bed & Breakfast in Downtown Williamsburg
Williamsburg, VA
20% off
Price is NZ$16,467
NZ$16,467
NZ$2,352 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
(11 reviews)
Wyndham Kingsgate close to Colonial Williamsburg/Busch Gardens/Wineries/Shopping
Williamsburg, VA
8% off
Price is NZ$3,092
NZ$3,092
NZ$442 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
(46 reviews)
Private Beach & Pier - James River Beach Cottage - Jamestown & Williamsburg
Surry, VA
12% off
Price is NZ$4,457
NZ$4,457
NZ$637 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$4,439
NZ$4,439
NZ$634 per night
includes taxes & fees
Image gallery for Steps away from Gloucester Marina & Restaurant
1010 out of 10 rating
Exceptional
(29 reviews)
Steps away from Gloucester Marina & Restaurant
Gloucester Point, VA
8% off
Price is NZ$5,482
NZ$5,482
NZ$783 per night
includes taxes & fees
Image gallery for Ivy's Cottage w/ Outdoor Movies Williamsburg Stay
1010 out of 10 rating
Exceptional
(33 reviews)
Ivy's Cottage w/ Outdoor Movies Williamsburg Stay
Toano, VA
8% off
Price is NZ$6,758
NZ$6,758
NZ$965 per night
includes taxes & fees
Image gallery for Cozy Cabin Getaway with Beautiful Sunsets on York River, minutes from Yorktown
9.89.8 out of 10 rating
Exceptional
(377 reviews)
Cozy Cabin Getaway with Beautiful Sunsets on York River, minutes from Yorktown
Gloucester Point, VA
8% off
Price is NZ$2,642
NZ$2,642
NZ$377 per night
includes taxes & fees
Image gallery for Mid Peninsula sleeps 8. Feels like home!
1010 out of 10 rating
Exceptional
(8 reviews)
Mid Peninsula sleeps 8. Feels like home!
Newport News, VA
19% off
Price is NZ$4,941
NZ$4,941
NZ$706 per night
includes taxes & fees
Image gallery for Wyndham Patriots Place | 2BR/2BA King Bed Suite
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Wyndham Patriots Place | 2BR/2BA King Bed Suite
Williamsburg, Virginia
9% off
Price is NZ$2,895
NZ$2,895
NZ$414 per night
includes taxes & fees
Image gallery for Beachfront House on James River. Near Historic Jamestowne and Williamsburg
1010 out of 10 rating
Exceptional
(193 reviews)
Beachfront House on James River. Near Historic Jamestowne and Williamsburg
Surry, VA
26% off
Price is NZ$3,412
NZ$3,412
NZ$487 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
(44 reviews)
Kingsmill Luxury - Sleeps 6 - Virginia's only AAA Four Diamond Condo Golf Resort
Williamsburg, VA
17% off
Price is NZ$4,566
NZ$4,566
NZ$652 per night
includes taxes & fees
Image gallery for Come visit William and Mary and everything Williamsburg!
1010 out of 10 rating
Exceptional
(13 reviews)
Come visit William and Mary and everything Williamsburg!
Williamsburg, VA
7% off
Price is NZ$3,592
NZ$3,592
NZ$513 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 NZ$3,498
NZ$3,498
NZ$500 per night
includes taxes & fees
Image gallery for Charming 2BR Colonial Condo at Wyndham Kingsgate
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Charming 2BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$3,116
NZ$3,116
NZ$445 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 NZ$2,371
NZ$2,371
NZ$339 per night
includes taxes & fees
Image gallery for Cozy Country setting with comforts of home
8.88.8 out of 10 rating
Excellent
(15 reviews)
Cozy Country setting with comforts of home
Gloucester, VA
7% off
Price is NZ$2,626
NZ$2,626
NZ$375 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$4,463
NZ$4,463
NZ$638 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Jamestown Settlement
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Find the best place to stay - Jamestown Settlement
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
229 reviews(229 reviews)
Step into Colonial Charm at The Historic Powhatan Resort in Williamsburg - 2 Bd.
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Serene 8 acre log house vacation getaway w/private hot tub and river access!
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Uncle Bill's Lodge & Soccer Pool Showdown
Sleeps 12 · 3 bedrooms · 2 bathrooms
8.48.4 out of 10
Very goodvery good
7 reviews(7 reviews)
LOCAL HOST! 3BR at Governor's Green. Prime Location - Indoor/Outdoor Pools!
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Family Friendly Countryside Resort Condos close to Colonial Williamsburg
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
94 reviews(94 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