
Places to stay near Jamestown Settlement
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Top-rated holiday rentals near Jamestown Settlement
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Colonial Retreat
Enjoy a getaway in our 1940 Cape Cod home minutes from Colonial Williamsburg & Jamestown. Within biking distance to many attractions such as Williamsburg Winery, Jamestown Island & Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The house was refinished in 2021; you'll find an updated kitchen, smart TVs, large back patio & front porch. Please read the house rules before booking. No smoking. Need more space? Inquire about our other units
4.83 out of 5 average rating, 297 reviews
Winery | Colonial Williamsburg | Busch Gardens 3BR
Wake up overlooking the grape vines of the Williamsburg Winery! Spend your day exploring the Historic Triangle, William & Mary, or the theme parks. Return to enjoy a glass of wine on the patio as you regroup for another day of fun! Perfect for: -Multi-generational family vacations to Williamsburg -William & Mary visits (Graduation, Homecoming) -Winery weekend (couples, girls' trips, weddings) -Golf trips (Golden Horseshoe, Kingsmill, Kiskiack) -Thrill seekers (Water Country and Busch Gardens)
4.99 out of 5 average rating, 100 reviews
“Magnolia Cottage” on the River
Perched on a bluff high above the James River this charming rehabbed cottage is an idyllic escape from everyday life. This spot is for travelers who seek a step back in time to a simpler life. You’ll be surrounded by woods, water and a growing flower farm. The set up is unique in that the cottage itself holds living and sleeping space while your own designated bathroom and outdoor hot water shower are a short walk across the yard to a tool shed turned luxury bath and shower under the open sky.
4.9 out of 5 average rating, 104 reviews
Serenity Over 5 Acres: Historic Triangle Haven
*4500 sq.ft. fully furnished house w/ 4 bedrooms & loft. *Includes all the amenities you need to enjoy a peaceful stay. * Unwind w/ friends & family in this modern retreat nestled on 5 acres in the woods w/ waterfront view & a fire pit. *You’ll enjoy the secluded area & yet be close to the bustle & hustle of what Williamsburg can offer. *Only 15-20 minutes to major attractions such as, Colonial Williamsburg, Bush Gardens, Jamestown, Yorktown, outlet mall. *Master bathroom only has a bath tub.
4.94 out of 5 average rating, 160 reviews
Cheerful 3-bedroom house with parking on premises
Have fun with the whole family at this cozy place. Conveniently located 2 minutes from the Great Wolf Lodge and 10 minutes from Busch Gardens, Colonial Williamsburg, the College of William and Mary, and several parks, this three-bedroom, three baths, big-basement stand alone house lets you explore “the Burg” hassle-free and recharge in a restful space on the back of the Waller Mill reservoir woods. The yard features beautiful landscaping, a large fire pit with solo stove & cozy backyard lights.
4.99 out of 5 average rating, 174 reviews
History Art and Nature-110 Acres of Ancient Forest
WILLIAMSBURG AREA, SURRY, VA. CELEBRATE AMERICA'S 250TH by living in the historic family home of a Revolutionary War soldier! Lightwood Forest is a beautiful historic house nestled in 110 acres of private woodland preserve. Surround yourself with history, antiques, art and nature, and over two miles of private hiking trails. Lightwood Forest is in rural Surry County, on the south side of the James River, a short, free car ferry ride from Williamsburg and Jamestown, which runs 24/7, all year.
5.0 out of 5 average rating, 145 reviews
Colonial williamsburg house
During this time of global crisis, we wish to assure all guests that we have been faithfully following the CDC recommendations to avoid the spread of COVID-19. We are cleaning all surfaces in our house with disinfectant, washing bedding with Clorox, and providing antibacterial hand soap for our guests. Close to shopping and restaurants with take out service. Ample outdoor space with fire pit, grill, deck and covered porch. Fast internet service, there is a smart tv connected to a antenna.
4.94 out of 5 average rating, 286 reviews
The Williamsburg Retreat- Gorgeous Private Acreage
Stunningly manicured and spacious custom built colonial on 6 private acres. - Specializing in large multigenerational family vacations, business and church retreats, and discerning private getaways. Perfect for those desiring comfort, style and space. - Massive covered deck with fire table and outside dinning. Start your day here with coffee and finish it with your favorite wine. -Collect fresh eggs and let the kids run!!! -17 min. to top Williamsburg attractions. -10 min. to outlet mall ;)
4.94 out of 5 average rating, 223 reviews
Lovely space above barn on a working farm!
Getaway to the country!! Suitable for a 4 adults or families of 5. Wake up to beautiful sunrises. Spend a peaceful day surrounded by farm and wild animals. Enjoy the dark night sky lit with millions of stars after watching the sunset. Above our barn is a two bedroom, one bath living space with a living area open to a kitchen fit for every cook!! Located near Williamsburg, Jamestown and Yorktown, Busch Gardens and Water Country, the Virginia Capitol Trail and 5,217 acre wildlife refuge.
4.99 out of 5 average rating, 161 reviews
2 Bedroom Stylish Kingsmill condo
Located in the beautiful Kingsmill resort, this charming two bedrooms, two baths condo with stunning seasonal views over the pond is only a few minutes away from CW, Busch Gardens, water country, William and Maryand other Williamsburg attractions. All Kingsmill amenities are not included as they are strictly for Kingsmill residents Guests have access to the Spa and to the Mill Coffee House which is within walking distance from the condo and serves breakfast and lunch every day..
4.95 out of 5 average rating, 155 reviews
Coleman Cottage
Enjoy easy access to everything from this perfectly located home base. This recently updated cottage is steps away from our local farmers market and a short ride to all that Williamsburg has to offer. Walking distance to local grocery store and local restaurants. Minutes drive to Colonial Williamsburg, Jamestown Island, Billsburg and other outdoor breweries. William and Mary is minutes away. Newtown shops and restaurants is a short drive. Bush Gardens is a 10 minute drive
4.9 out of 5 average rating, 288 reviews
3 BR Cottage on Mallardee Farm in Williamsburg
Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.
4.97 out of 5 average rating, 418 reviewsPopular amenities for holiday rentals near Jamestown Settlement
Other top sights near Jamestown Settlement
Apartment rentals with wifi

Comfy 1BR w pond view Kingsmill
4.96 out of 5 average rating, 162 reviews
Walk to beach lovely 2/2 in "Kingsmill on James"
4.97 out of 5 average rating, 119 reviews
Luxury Riverfront Condo w/ sunrise & sunset views
4.93 out of 5 average rating, 152 reviews
Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!
4.93 out of 5 average rating, 147 reviews
Book a Piece of History at Kingsmill Williamsburg
4.8 out of 5 average rating, 159 reviews
Colonial Williamsburg Spacious 4 Bedroom Suite!
4.91 out of 5 average rating, 156 reviews
Chic's Beach Rental and Fishing
4.98 out of 5 average rating, 258 reviews
*Mid/Long Term Rental* Cozy Home at Mary Roberts
4.88 out of 5 average rating, 201 reviewsFamily-friendly house rentals

Wooded Wonderland Miniature Golf Hot tub Pool
4.93 out of 5 average rating, 176 reviews
Chickahominy Riverside Guest Home By Williamsburg!
4.87 out of 5 average rating, 143 reviews
Spacious Home - 4 bedrooms & 3 full bathrooms.
4.95 out of 5 average rating, 125 reviews
Casita on the Corner
4.97 out of 5 average rating, 281 reviews
Modern-farmhouse Retreat
4.95 out of 5 average rating, 329 reviews
York River Vacation Home
4.99 out of 5 average rating, 226 reviews
Williamsburg Retreat
4.89 out of 5 average rating, 105 reviews
Williamsburg Hide-A-Way Creekside
4.96 out of 5 average rating, 240 reviewsApartment rentals with air conditioning

The Hotel at The Surry Seafood Co Room 1
4.84 out of 5 average rating, 125 reviews
Westgate Historic Williamsburg One Bedroom
4.85 out of 5 average rating, 236 reviews
Centrally Located Sleek Studio Apartment
4.98 out of 5 average rating, 256 reviews
Pelican Place, Cozy Retreat | Pool | Walk to Tides
5.0 out of 5 average rating, 137 reviews
Right on Main St! Shops, Arts, Dining and More!
4.96 out of 5 average rating, 149 reviews
Spacious unit in Arts District
4.94 out of 5 average rating, 162 reviews
Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach
4.91 out of 5 average rating, 130 reviews
Entire Apartment - No Cleaning Fees!
4.97 out of 5 average rating, 119 reviewsOther great holiday rentals near Jamestown Settlement

The Barn at Pond Point - Riverfront Home
4.95 out of 5 average rating, 146 reviews
Cozy Fall Retreat - Creek Views & Fire Pits
5.0 out of 5 average rating, 205 reviews
Tiny Red Barn on The Reservoir-Near Williamsburg
5.0 out of 5 average rating, 112 reviews
Freedom Cottage /King Bed-Jamestown/ Busch Gardens
4.98 out of 5 average rating, 446 reviews
Sarah's Creek Starlight
4.99 out of 5 average rating, 174 reviews
Cap 2 Cap Cottage VA Capital Trail Charles City
4.99 out of 5 average rating, 138 reviews
Play by the Bay 1 MIN TO WATER
4.99 out of 5 average rating, 238 reviews
Stunning Beachfront Cottage on the Chesapeake
4.77 out of 5 average rating, 168 reviewsDestinations to explore
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Pocahontas State Park
- Outlook Beach
- Greater Richmond Convention Center
- Old Dominion University
- Norfolk Botanical Garden
- Regent University
- First Landing Beach
- Brown's Island
- Colonial Williamsburg's Merchants Square
- Virginia Holocaust Museum
- The National
- Libby Hill Park
- Forest Hill Park
- The Mariners' Museum
- Town Point Park
- The Poe Museum
- Nauticus
- Altria Theater





