
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.

Kingsmill 1bed/1ba on Golf Course 9th Fairway
This beautiful 1 bed-1 bath unit is a cozy 400 sq.ft. and is located in the exclusive Kingsmill neighborhood. This first floor unit offers a king-size bed with a private patio that walks out onto the 9th Fairway of the River Course at Kingsmill. You'll enjoy the luxurious full bathroom with shower/tub combination and upgraded finishes. In the bedroom, you'll also find a computer desk, an over-sized sitting chair, a mini-fridge, a microwave, a Keurig coffee maker, and 50" Roku Smart TV w cable!

Summer Waterfront • Dock, Pool, & 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 - Firepit evenings, and true outdoor living - Dock, kayaks, fishing, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Peaceful setting just minutes from downtown Gloucester

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!

The Barn at Pond Point - Riverfront Home
The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

Amazing Gem! Riverfront, Location, Sunsets, Quite
Kick back and relax in this calm, stylish space. Totally remodeled house on the York River, outstanding views with Sunsets that change every night. There are 2 beaches within 2 miles of here, the Historical Yorktown little over a mile away. You have Busch Gardens, Water Country, Historic Williamsburg all about a 15 minute drive down the Colonial Parkway. 3 Bedroom with Master having a King, river front bedroom has Queen and other has full bed all with TV's. You won't be disappointed

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.

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.

Best View on the Northern Neck, Sandy Beach!
A video tour is hosted on Youtube; please feel free to ask for the link - Airbnb won't let me include it here. You can also find it yourself on Youtube searching for the title "White Stone River Cottage". Come down the long private drive along the pasture to the little cottage perched on the banks of the river, surrounded by large oak trees. Its a simple, cozy spot with lots of outdoor spaces for spreading out.

Clay Bank River Front Cottage
Recently updated waterfront cottage 2 bedroom - 2 queen beds, a pull out sofa, 28 private acres on the York River in Gloucester, Va. Great remote getaway with a pool, kayaks and private pier for fishing/crabbing. Lightly traveled river. Access to Yorktown, Newport News, Williamsburg, Jamestown, Richmond, Norfolk, Urbanna. Shares the property with the main house where owner lives.

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.

The Colonial Cottage
This is a cottage style house with unique features located in the heart of Colonial Williamsburg and close to area attractions, including Colonial Williamsburg, Busch Gardens, Water Country USA and The College of William & Mary. Walking distance to farmer's market, supermarket, 7-Eleven, the famous 5 Forks Cafe'.
Popular amenities for holiday rentals near Jamestown Settlement
Other top sights near Jamestown Settlement
Apartment rentals with wifi

Comfy 1BR w pond view Kingsmill

Best Value Condo in Downtown Norfolk

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

River Breeze Condo @ Kingsmill

2 Bedroom Stylish Kingsmill condo

Kingsmill Resort Business Class - Great Monthly

Greensprings 4BDR for 12. Great location. $269 up

*Mid/Long Term Rental* Cozy Home at Mary Roberts
Family-friendly house rentals

Serenity Over 5 Acres: Historic Triangle Haven

York River Vacation Home

Williamsburg Hide-A-Way Creekside

Surry Homeplace

Bamboo Bungalo Duplex Near Busch Gardens

1891 Coastal Charmer: fully renovated farmhouse

Blue Heron WaterSide

Pointe Haven near Historic Yorktown
Apartment rentals with air conditioning

The Hidden Gem – Cozy Vibes in a Prime Location

Private 1 Bed Apt - Historic Olde Towne Portsmouth

The Cottage at Sojourn: Buckroe - one bedroom

Westgate Historic Williamsburg One Bedroom

Blissful Nook @ Washington

Eclectic and Cozy Apartment

Centrally Located Sleek Studio Apartment

The Hotel at The Surry Seafood Co Room 1
Other great holiday rentals near Jamestown Settlement

BlueBird Nest

Beach Front with Paddle Boards and Kayaks

Waterfront Guesthouse II on the Rappahannock

Creeks End Farmhouse

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

Historic Capitol Landing 3BR/2Ba home

Lovely space above barn on a working farm!

Cap 2 Cap Cottage VA Capital Trail Charles City
Destinations to explore
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- Greater Richmond Convention Center
- First Landing State Park
- Pocahontas State Park
- Brown's Island
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Outlook Beach
- Libby Hill Park
- Chrysler Museum of Art
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Nauticus
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Altria Theater
- Hampton University
- The National
- Town Point Park
- First Landing Beach




