
Places to stay near Jamestown Settlement
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Top-rated holiday rentals near Jamestown Settlement
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Modern Moody Creekside Cottage w/ HotTub & FirePit
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!

Cozy Farm Cottage with Horses, Fire Pit, & Trails
Escape to Timberline Ranch, a 30-acre horse farm near historic Smithfield. Horses and goats are visible from multiple windows. Your bedroom is cozy with room-darkening drapes, plenty of blankets and pillows. The kitchen is well stocked. Coffee station stocked and to-go cups. Bathroom has a ceiling heater, towel warmer, essentials. W/D with detergent. Step out to the front porch rocking chairs, fire pit (wood incl), and picnic table. Explore trails, follow the creek, and hunt for hidden gnomes.

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.

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 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.

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.
Popular amenities for holiday rentals near Jamestown Settlement
Other top sights near Jamestown Settlement
Apartment rentals with wifi

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

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

Oceanfront Gem VaB Studio Exceptional Views

Beach Bungalow on the Boardwalk

Chic's Beach Rental and Fishing

2 Bedroom Stylish Kingsmill condo

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

Book a Piece of History at Kingsmill Williamsburg
Family-friendly house rentals

Serenity Over 5 Acres: Historic Triangle Haven

Williamsburg Hide-A-Way Creekside

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

York River | Chesapeake Bay Bliss: Fishing Retreat

Bamboo Bungalo Duplex Near Busch Gardens

Blue Heron WaterSide

Magical wooded cottage pool +priv hottub walk2town

Cheerful 3-bedroom house with parking on premises
Apartment rentals with air conditioning

Luminous Architectural Gem

The Fish House

City Living in this Church Hill Gem

Entire Apartment - No Cleaning Fees!

Westgate Historic Williamsburg One Bedroom

Centrally Located Sleek Studio Apartment

Beach Front Apartment on the Chesapeake

Little Cove Cottage, Couples Retreat/Mathews
Other great holiday rentals near Jamestown Settlement

Hidden Heaven Lake house on private 1 acre.

BlueBird Nest

Little Dipper -private beach,Kayaks & paddleboards

The Waverly Treehouse

Private Country Beach Retreat

The Laughing King Retreat Honeymoon Island Cottage

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

peaceful waterfront cabin retreat
Destinations to explore
- Busch Gardens Williamsburg
- Chesapeake Bay
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Pocahontas State Park
- Greater Richmond Convention Center
- Norfolk Botanical Garden
- Outlook Beach
- Old Dominion University
- Brown's Island
- Regent University
- Chrysler Museum of Art
- Libby Hill Park
- Colonial Williamsburg's Merchants Square
- The Poe Museum
- The National
- First Landing Beach
- Forest Hill Park
- Virginia Holocaust Museum
- The Mariners' Museum
- Nauticus
- Hampton University





