
Places to stay near Jamestown Settlement
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Top-rated vacation rentals near Jamestown Settlement
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Stylish Creekside Cabin w/ HotTub, Parklike views.
Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

“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.

Blue Pearl Cottage
Blue Pearl Cottage on Robinson creek in historic Urbanna, VA awaits your relaxing stay. Swing in the hammock on the covered porch while listening to bird's, ospreys, & an occasional bald eagle on the creek. Kayak to the Rappahannock rivah from the dock. Walk or take a bike ride into the town of Urbanna for shopping, dining, entertainment, museum's, marinas, farmers markets, bands on 2nd Saturdays & so much more. We are 1 mile from town center. Many surrounding towns offer wineries, events, etc.

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.

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.

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.

Ultimate Cabin Farm Stay Cape Charles
Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, feed the Alpacas, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

The Hotel at The Surry Seafood Co Room 1
Beautiful efficiency hotel room overlooking Gray's Creek in Surry, VA with separate living and sleeping rooms. Private queen bed with walkin closet. Living area with pull out queen size sofa. Kitchenette with refrigerator and microwave in each room. Situated above a very nice seafood restaurant. Private balcony overlooks the marina and marshes. Fishing pier and public boat launch on site. Sleeps 4. Private entrance. 5.3% Sales tax will be added to final pricing per local laws.

The Nook
Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

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..

Summer Escape - Dock, Pool, Firepits, & Kayaks
A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use (open Memorial Day–Labor Day) - Dock, kayaks, fishing, firepits, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

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
Popular amenities for vacation rentals near Jamestown Settlement
Other top sights near Jamestown Settlement
Condo rentals with wifi

Kingsmill 1bed/1ba on Golf Course 9th Fairway

Comfy 1BR w pond view Kingsmill

Luxury Riverfront Condo w/ sunrise & sunset views

Walk to beach lovely 2/2 in "Kingsmill on James"

Beachfront Getaway, Pet Friendly, Mermaid Suite

*Mid/Long Term Rental* Cozy Home at Mary Roberts

Book a Piece of History at Kingsmill Williamsburg

Chic's Beach Rental and Fishing
Family-friendly house rentals

York River Vacation Home

Bamboo Bungalo Duplex Near Busch Gardens

Casita on the Corner

Mason Manor - Downtown Smithfield next to WCP

Chickahominy Riverside Guest Home By Williamsburg!

Spacious Home - 4 bedrooms & 3 full bathrooms.

Wooded Wonderland Miniature Golf Hot tub Pool

Charming Waterfront Home on Piankatank River!
Apartment rentals with air conditioning

Pelican Place, Cozy Retreat | Pool | Walk to Tides

Westgate Historic Williamsburg One Bedroom

Centrally Located Sleek Studio Apartment

Yorktown on the Waterfront

Peaceful, private, upscale apartment near U of R

The Fish House

City Living in this Church Hill Gem

Luxe Decor & Private Balcony in Grandiose District
Other great vacation rentals near Jamestown Settlement

Little Dipper -private beach,Kayaks & paddleboards

Waterfront Guesthouse II on the Rappahannock

Smith’s Cottage

TooFine Lakehouse, pet friendly waterfront cottage

Charming coastal home w/ outdoor area and river views

peaceful waterfront cabin retreat

Cozy Farm Cottage with Horses, Fire Pit, & Trails

Waterfront w/Floating Dock, Kayaks~Family Home
Destinations to explore
- Busch Gardens Williamsburg
- Chesapeake Bay
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Pocahontas State Park
- Outlook Beach
- Greater Richmond Convention Center
- Old Dominion University
- Norfolk Botanical Garden
- Regent University
- Brown's Island
- First Landing Beach
- Colonial Williamsburg's Merchants Square
- The National
- Libby Hill Park
- Forest Hill Park
- Virginia Holocaust Museum
- The Mariners' Museum
- The Poe Museum
- Town Point Park
- Chrysler Museum of Art
- Nauticus





