
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!

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.

“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.

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.

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.

TooFine Lakehouse, pet friendly waterfront cottage
Cute & cozy (tiny) waterfront cottage nestled in a pine forest. Situated on an almost 3 acre point on the Diascund Reservoir this is THE perfect spot to get away from it all & still be in the middle of everything! Options abound - fishing from the dock, bird watching, canoeing, roasting marshmallows around the fire pit, swinging in the hammocks, napping on the screened in porch, grilling on the patio, reading in the loft, playing games (inside & out), or just chill & feel the vibe.

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.

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

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, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Freedom Cottage /King Bed-Jamestown/ Busch Gardens
The Freedom Cottage is a charming little 2 bedroom cottage comfortable for four, can fit 5 with the sofa bed. You're minutes away from Freedom Park, The Premium Outlets, Jamestown Settlement and 15 minutes from Colonial Williamsburg, Busch Gardens and Water Country. The Williamsburg Winery is also well within reach of our home! Our place offers maximum utility and privacy! We ensure to sanitize every surface, wash every towel and replace every sheet after each guest.
Popular amenities for vacation rentals near Jamestown Settlement
Other top sights near Jamestown Settlement
Condo rentals with wifi

2 Bedroom Stylish Kingsmill condo

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

Comfy 1BR w pond view Kingsmill

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

Luxury Riverfront Condo w/ sunrise & sunset views

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

Book a Piece of History at Kingsmill Williamsburg

Sixteen West - Modern Apartment in Richmond
Family-friendly house rentals

Chickahominy Riverside Guest Home By Williamsburg!

Best View on the Northern Neck, Sandy Beach!

Serenity Over 5 Acres: Historic Triangle Haven

Essex Mill Pond

Spacious Home - 4 bedrooms & 3 full bathrooms.

Casita on the Corner

The Williamsburg Retreat- Gorgeous Private Acreage

The Rosé Retreat: Pool-Screened Porch-RELAX
Apartment rentals with air conditioning

Westgate Historic Williamsburg One Bedroom

Pelican Place, Cozy Retreat | Pool | Walk to Tides

Centrally Located Sleek Studio Apartment

Yorktown on the Waterfront

The Fish House

Peaceful, private, upscale apartment near U of R

A Williamsburg Place To Stay

City View Roof Top with FirePit (3A)
Other great vacation rentals near Jamestown Settlement

Colonial williamsburg house

Smith’s Cottage

Waterfront Guesthouse II on the Rappahannock

peaceful waterfront cabin retreat

Little Dipper -private beach,Kayaks & paddleboards

The Laughing King Retreat Honeymoon Island Cottage

Garden Cottage in Downtown Mathews

Cozy Farm Cottage with Horses, Fire Pit, & Trails
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
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- Brown's Island
- First Landing Beach
- Libby Hill Park
- Forest Hill Park
- Colonial Williamsburg's Merchants Square
- The National
- The Mariners' Museum
- Virginia Holocaust Museum
- The Poe Museum
- Town Point Park
- Chrysler Museum of Art
- Nauticus
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