Trips to Jamestown Settlement

Plan Your Next Trip to Jamestown Settlement and explore unforgettable sights, local flavors, and exciting experiences.

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From $440

         

9.8 (243 Reviews)

Cottage

ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

• Air Conditioner
• Parking
• Pet Friendly

• Virginia
• Spring Grove

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From $190

         

10.0 (5 Reviews)

Bed & Breakfast

Colonial Gardens B & B

• Air Conditioner
• Parking
• View

• Virginia
• Williamsburg

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From $148

         

10.0

Resort

70 m² Resort ∙ 6 guests

• 753 ft² Resort
• Air Conditioner
• Parking
• Pool

• Virginia
• Williamsburg

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From $260

         

|

9.6 (308 Reviews)

Bed & Breakfast

Williamsburg Sampler B & B

• Air Conditioner
• Parking
• TV

• Virginia
• Williamsburg

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From $125

         

8.8 (24 Reviews)

House

Dog Friendly Country Home Ferry Ride to Williamsburg w/o the Williamsburg Price

• Air Conditioner
• Parking
• TV

• Virginia
• Surry

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From $182

         

|

9.6 (9 Reviews)

House

Uncle Bill's Lodge & Soccer Pool Showdown

• Air Conditioner
• Parking
• Pet Friendly

• Virginia
• Spring Grove

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From $94

         

|

8.0 (1 Review)

Condo

114 m² Condo ∙ 2 bedrooms ∙ 6 guests

• 1230 ft² Condo
• Air Conditioner
• Parking
• Pool

• Williamsburg
• Berkeley

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From $258

         

|

9.6 (181 Reviews)

Bed & Breakfast

A Williamsburg White House

• Air Conditioner
• Parking
• TV

• Virginia
• Williamsburg

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From $267

         

New

Condo

Book A Piece of History at Kingsmill Resort in Williamsburg Virginia!

• Air Conditioner
• Parking
• TV

• Virginia
• Lackey

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From $249

         

|

9.4 (101 Reviews)

Bed & Breakfast

A Williamsburg White House Inn

• Air Conditioner
• Parking
• TV

• Virginia
• Williamsburg

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From $93

         

8.0 (1 Review)

Condo

114 m² Condo ∙ 2 bedrooms ∙ 6 guests

• 1230 ft² Condo
• Air Conditioner
• Parking
• Pool

• Williamsburg
• Berkeley

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From $192

         

|

9.2 (541 Reviews)

Bed & Breakfast

Cedars of Williamsburg Bed & Breakfast

• Air Conditioner
• Parking
• Balcony/Terrace

• Virginia
• Williamsburg

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From $260

         

10.0 (196 Reviews)

House

Beachfront House on James River. Near Historic Jamestowne and Williamsburg

• Air Conditioner
• Parking
• TV

• Virginia
• Surry

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From $160

         

|

9.2 (314 Reviews)

Bed & Breakfast

Cedars of Williamsburg Bed & Breakfast

• Air Conditioner
• Parking
• TV

• Virginia
• Williamsburg

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From $337

         

10.0 (138 Reviews)

House

James River Waterfront with spectacular views across the river from Williamsburg

• Air Conditioner
• Parking
• TV

• Virginia
• Surry

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From $488

         

9.2 (67 Reviews)

Bed & Breakfast

Newport House Bed & Breakfast

• Air Conditioner
• View
• Balcony/Terrace

• Virginia
• Williamsburg

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From $435

         

10.0 (137 Reviews)

House

History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

• Air Conditioner
• Parking
• Pet Friendly

• Virginia
• Spring Grove

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From $177

         

|

8.8 (2150 Reviews)

Resort

Hilton Vacation Club The Historic Powhatan Williamsburg

• Air Conditioner
• Parking
• Pool

• Williamsburg
• Berkeley

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From $213

         

10.0 (123 Reviews)

Cottage

Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6

• Air Conditioner
• Parking
• TV

• Williamsburg
• Berkeley

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From $89

         

8.8 (591 Reviews)

Resort

Patriots Inn

• Air Conditioner
• Parking
• Pool

• Virginia
• Williamsburg

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From $318

         

10.0 (88 Reviews)

Condo

Kingsmill Condo on Golf Course 9th Fairway! Local owner

• Air Conditioner
• Parking
• Pet Friendly

• Williamsburg
• Kingsmill

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From $177

         

|

8.3 (1646 Reviews)

Resort

Hilton Vacation Club Greensprings Williamsburg

• Air Conditioner
• Parking
• Pool

• Williamsburg
• Berkeley

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From $385

         

10.0 (66 Reviews)

House

The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

• Air Conditioner
• Parking
• Pet Friendly

• Williamsburg
• Berkeley

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From $403

         

10.0 (36 Reviews)

House

2 King Suites, kids room near Williamsburg

• Air Conditioner
• Parking
• TV

• Virginia
• Surry

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★ Pro Tip: Smartours makes it easy to compare the best listings on Smartours homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Smartours homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Jamestown Settlement.