Holiday rentals near Captain John Smith National Historic Trail
We found 974 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals near Captain John Smith National Historic Trail that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, such as parking and air conditioning. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Captain John Smith National Historic Trail
Showing deals for:15 Aug - 22 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$2,729
NZ$2,729
NZ$390 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$2,412
NZ$2,412
NZ$345 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$3,163
NZ$3,163
NZ$452 per night
includes taxes & fees
Image gallery for Wyndham Patriots Place | 1BR/1BA King Bed Suite
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Wyndham Patriots Place | 1BR/1BA King Bed Suite
Williamsburg, Virginia
9% off
Price is NZ$1,839
NZ$1,839
NZ$263 per night
includes taxes & fees
Image gallery for Right on Main St! Shops, Arts, Dining and More!
1010 out of 10 rating
Exceptional
(25 reviews)
Right on Main St! Shops, Arts, Dining and More!
Gloucester, VA
8% off
Price is NZ$1,899
NZ$1,899
NZ$271 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$4,442
NZ$4,442
NZ$635 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 NZ$3,061
NZ$3,061
NZ$437 per night
includes taxes & fees
Image gallery for Relax in Style: 3BR Condo w/ Balcony @ Wyndham GG
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Relax in Style: 3BR Condo w/ Balcony @ Wyndham GG
Williamsburg, Virginia
9% off
Price is NZ$3,702
NZ$3,702
NZ$529 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$4,391
NZ$4,391
NZ$627 per night
includes taxes & fees
Image gallery for Wyndham Patriots Place | 2BR/2BA King Bed Suite
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Wyndham Patriots Place | 2BR/2BA King Bed Suite
Williamsburg, Virginia
9% off
Price is NZ$2,263
NZ$2,263
NZ$323 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$6,362
NZ$6,362
NZ$909 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$2,729
NZ$2,729
NZ$390 per night
includes taxes & fees
Image gallery for Charming 2BR Colonial Condo at Wyndham Kingsgate
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Charming 2BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$2,729
NZ$2,729
NZ$390 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$7,857
NZ$7,857
NZ$1,122 per night
includes taxes & fees
Image gallery for Wyndham Patriots Place | 2BR/2BA King Bed Suite
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Wyndham Patriots Place | 2BR/2BA King Bed Suite
Williamsburg, Virginia
9% off
Price is NZ$2,263
NZ$2,263
NZ$323 per night
includes taxes & fees
Image gallery for Charming 3BR Colonial Condo at Wyndham Kingsgate
9.49.4 out of 10 rating
Exceptional
(17 reviews)
Charming 3BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$3,937
NZ$3,937
NZ$562 per night
includes taxes & fees
Image gallery for Charming 2BR Colonial Condo at Wyndham Kingsgate
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Charming 2BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$2,729
NZ$2,729
NZ$390 per night
includes taxes & fees
Image gallery for Wyndham Patriots Place | 2BR/2BA King Bed Suite
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Wyndham Patriots Place | 2BR/2BA King Bed Suite
Williamsburg, Virginia
9% off
Price is NZ$2,263
NZ$2,263
NZ$323 per night
includes taxes & fees
Image gallery for Patriots Place, one bedroom condo, cozy space
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Patriots Place, one bedroom condo, cozy space
Williamsburg, Virginia
9% off
Price is NZ$1,839
NZ$1,839
NZ$263 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$3,937
NZ$3,937
NZ$562 per night
includes taxes & fees
Image gallery for Charming 3BR Colonial Condo at Wyndham Kingsgate
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Charming 3BR Colonial Condo at Wyndham Kingsgate
Williamsburg, Virginia
9% off
Price is NZ$3,937
NZ$3,937
NZ$562 per night
includes taxes & fees
Image gallery for Wyndham Patriots Place | King Bed Studio
9.29.2 out of 10 rating
Wonderful
(11 reviews)
Wyndham Patriots Place | King Bed Studio
Williamsburg, Virginia
9% off
Price is NZ$1,489
NZ$1,489
NZ$213 per night
includes taxes & fees
Image gallery for Near Coloinal Williamsburg - Patriots' Place - 2 bedroom deluxe lockoff
1010 out of 10 rating
Exceptional
(16 reviews)
Near Coloinal Williamsburg - Patriots' Place - 2 bedroom deluxe lockoff
Williamsburg, VA
8% off
Price is NZ$4,188
NZ$4,188
NZ$598 per night
includes taxes & fees
Image gallery for Relax in Style: 1BR Condo w/ Balcony at Wyndham GG
9.49.4 out of 10 rating
Exceptional
(18 reviews)
Relax in Style: 1BR Condo w/ Balcony at Wyndham GG
Williamsburg, Virginia
9% off
Price is NZ$2,199
NZ$2,199
NZ$314 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Captain John Smith National Historic Trail
Oceanfront White Stone Cottage w/ Private Beach!
Sleeps 6 · 2 bedrooms · 1 bathroom
7.47.4 out of 10
Goodgood
72 reviews(72 reviews)
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
201 reviews(201 reviews)
Enjoy family fun and Sunsets at Piankatank Point.
Sleeps 11 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Cozy cottage on the Chesapeake Bay
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Starfish Waterfront Cottage 146 Circle Drive
Sleeps 7 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
Riverfront Cottage: Fire Pit & Kayaks
Sleeps 8 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 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