Places to stay near Jamestown Settlement

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Top-rated vacation rentals near Jamestown Settlement

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Top guest favorite

A modern cottage is presented in a wooded setting, featuring a spacious deck with seating and a spiral staircase. A fire pit surrounded by four chairs is anchored on a green lawn. Soft outdoor lighting adds to the inviting ambiance of the area.

Guesthouse in Gloucester County

4.98 out of 5 average rating, 165 reviews

Modern Cottage w/ Hot Tub, Creekview & Fire Pit

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!

Guest favorite

A modern great room features high cathedral ceilings and ample natural light from large windows. A spacious dining table is set for gatherings, while a cozy seating area with a grey sofa and decorative elements invites relaxation. An open kitchen area integrates seamlessly into the space.

Home in Toano

4.93 out of 5 average rating, 107 reviews

5-Acre Getaway close to Historic Triangle

*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

Guest favorite

Home in Williamsburg

5 out of 5 average rating, 113 reviews

History Art and Nature-110 Acres of Ancient Forest

WILLIAMSBURG AREA, SURRY, VA. 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 winding through the ancient forest. A true hands-on historical experience surrounded by nature. 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.

Top guest favorite

A bright kitchen sink area is highlighted by a large window featuring multiple panes, allowing natural light to illuminate the space. Various plants and kitchen items are arranged on the countertop, while the outside view reveals greenery, enhancing the serene ambiance.

Farm stay in Charles City

4.99 out of 5 average rating, 121 reviews

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.

Guest favorite

Two gaming controllers are placed on a dark wooden surface, resting alongside a compact retro game console. A decorative lamp with a textured glass base is visible in the background, adding a soft glow to the scene.

Apartment in Williamsburg

4.84 out of 5 average rating, 444 reviews

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.

Guest favorite

A well-organized bathroom features a clean white vanity with ample countertop space. Neatly stacked towels are arranged on floating shelves above the toilet. A shower curtain encloses the bathing area, and a small basket holds additional rolled towels, contributing to the bathroom's functionality.

Cottage in Williamsburg

4.89 out of 5 average rating, 223 reviews

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

Top guest favorite

Home in Gloucester Point

4.96 out of 5 average rating, 124 reviews

Charming coastal home w/ outdoor area and river views

Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the historic triangle, or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Top guest favorite

Home in Charles City

4.99 out of 5 average rating, 291 reviews

Hutch's Bluff - Waterfront near Williamsburg

Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

Top guest favorite

Guesthouse in Williamsburg

4.98 out of 5 average rating, 373 reviews

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

The Freedom Cottage is a charming little 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.

Guest favorite

A dining table is set with four wooden chairs around it, complemented by a decorative wall display of woven baskets in varying sizes and textures. A vase filled with green foliage adds a fresh touch to the table, enhancing the overall natural decor.

Home in Toano

4.91 out of 5 average rating, 178 reviews

Ivy's Cottage w/ Outdoor Movies Williamsburg Stay

Perfect for Williamsburg getaways, vacations, and short or month-long stays! -Out of the hustle and bustle, yet minutes to restaurants, shopping, & attractions -Huge yard on 2.25 acres: hammock, tree swing, fire pit + outdoor movie screen & projector, back deck and gas grill -Charming Cape Cod home, fireplace w/ gas logs -13 min to shopping outlets, 15-20 min to Busch Gardens, Colonial Williamsburg, Jamestown & W'burg Adventure Park

Guest favorite

A large green sign displaying 'Padgett's Ordinary' in prominent white lettering is framed with holiday decorations including greenery and red berries. Directional information to buildings and units is presented with an arrow pointing right, surrounded by landscaped plants.

Apartment in Williamsburg

4.95 out of 5 average rating, 111 reviews

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.

Top guest favorite

The entryway features a Dutch-door that opens to a view of the outdoors, framed by a brick floor and white walls. A small rug is positioned at the threshold, and doors lead to adjacent rooms, creating a welcoming entrance.

Home in Williamsburg

4.99 out of 5 average rating, 288 reviews

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.