
Places to stay near Jamestown Settlement
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Top-rated holiday rentals near Jamestown Settlement
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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.

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.

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.

Comfy 1BR w pond view Kingsmill
Be close to everything when you stay at Kingsmill’s centrally-located gated community. Minutes from Busch Gardens, Colonial Williamsburg, Jamestown, Yorktown and College of William & Mary. At end of busy day, relax on your private balcony overlooking pond. If you are looking for comfort, convenience, cleanliness and security, this is your place! Sorry, no pets.

Cozy Single Family Home
Enjoy a little bit of home away from home in our 120 year old fully refurbished house. Property is centrally located with just an 8 minute drive to Historic Colonial Williamsburg, 2 minute drive to Route 199 access, 2 minute drive to the Williamsburg Winery, and 15 minute drive to Busch Gardens. Have morning coffee on the front porch or a BBQ on the back.

Essex Mill Pond
Essex Mill Pond is a private 47 acre pond that will leave your family refreshed. Take it easy at this unique and peaceful getaway. If you like fishing for large bass or crappie, kayaking, or just relaxing on the porch swing with an amazing view; this place is for you. If you have a boat, there is a drop off (no gas motors, please!). Bring your poles!
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

Best Value Condo in Downtown Norfolk

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

Gem in the Heart of the Fan #3!

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
Family-friendly house rentals

The Hideaway at Mill Creek

Bamboo Bungalo Duplex Near Busch Gardens

Private Country Beach Retreat

Casita on the Corner

Sportsman's Paradise ( Hunting & Fishing )

Cheerful 3-bedroom house with parking on premises

The Williamsburg Retreat- Gorgeous Private Acreage

Charming coastal home w/ outdoor area and river views
Apartment rentals with air conditioning

Luminous Architectural Gem

The Fish House

City Living in this Church Hill Gem

Luxe Decor & Private Balcony in Grandiose District

Entire Apartment - No Cleaning Fees!

Westgate Historic Williamsburg One Bedroom

Yorktown on the Waterfront

Centrally Located Sleek Studio Apartment
Other great holiday rentals near Jamestown Settlement

Colonial williamsburg house

BlueBird Nest

Smith’s Cottage

Summer Escape - Dock, Pool, Firepits, & Kayaks

The Laughing King Retreat Honeymoon Island Cottage

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

Cozy Farm Cottage with Horses, Fire Pit, & Trails

Romantic Sailboat Experience + Seafood Restaurant
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 National
- The Poe Museum
- First Landing Beach
- Forest Hill Park
- Virginia Holocaust Museum
- The Mariners' Museum
- Nauticus
- Hampton University





