
Places to stay near Jamestown Settlement
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Top-rated holiday 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.

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.

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.

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

Garden Cottage in Downtown Mathews
Wake up surrounded by greenery, sip coffee on a quiet porch, and unwind in the hot tub after a day exploring coastal Virginia. Sugartoad Cottage is a calm, plant-filled retreat designed for couples who want comfort, privacy, and walkable access to the best of small-town Chesapeake Bay life. Though located on Mathews Main Street, the cottage feels surprisingly secluded, with gardens, multiple decks, and thoughtfully designed outdoor spaces that make it easy to slow down.

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.

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.
Popular amenities for holiday rentals near Jamestown Settlement
Condo rentals with Wi-Fi

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

Beachfront Getaway, Pet Friendly, Mermaid Suite

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

*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

York River | Chesapeake Bay Bliss: Fishing Retreat

Bamboo Bungalo Duplex Near Busch Gardens

Private Country Beach Retreat

Blue Heron WaterSide

Perfect Getaway!

Casita on the Corner
Apartment rentals with air conditioning

The Fish House

Gorgeous Studio Close to Everything!

City Living in this Church Hill Gem

Entire Apartment - No Cleaning Fees!

Westgate Historic Williamsburg One Bedroom

Peaceful, private, upscale apartment near U of R

Spacious unit in Arts District

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

Serenity

Colonial williamsburg house

BlueBird Nest

The Waverly Treehouse

Summer Escape - Dock, Pool, Firepits, & Kayaks

Waterfront Guesthouse II on the Rappahannock

The Laughing King Retreat Honeymoon Island Cottage

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





