Holiday houses in Jamestown Island

4.95 out of 5 average rating, 125 reviews

Condo in Williamsburg

Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!

This beautiful, 2B2Ba condo is 1400 sq.ft. in the exclusive Kingsmill neighborhood. This 1st floor unit has two master suites w/ king beds. One features a luxurious bathroom w/ a walk-in shower & dual shower heads, the other has a shower/tub combo as well as a private patio, stepping out onto the 9th Fairway. The open-concept living space has dining for 6, a queen sleeper sofa, a fully stocked kitchen, and an additional private patio. Golf course views from anywhere in the main living space!

4.9 out of 5 average rating, 111 reviews

Paradise in Williamsburg next to Busch Gardens

Stylish, Luxury, Spacious home w/ over 1600 sqft, perfect 4 group trips, family vacations or just a cozy getaway. New home updates w/ brand new furniture, hardwood floors, granite kitchen countertops w/ new cabinets, bath updates, fresh paint. Tons 2 do w/in close proximity. Only miles from Yorktown & Buckroe Beach. 2 miles from B.G, Water Country & Great Wolf Lodge w/many restaurants bars & shopping centers. Close to Outlet, Colonial W.B, William & Mary College, Go Karts Plus & 45 min from VB.

4.95 out of 5 average rating, 129 reviews

Condo in Williamsburg

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury One Bedroom Condo with stunning views of sunrises and sunsets overlooking the James River. Perfect for a romantic getaway or a small family adventure, you can sit on the private balcony and enjoy the serene views of the river and the marina, or venture out for kayaking, jet ski, pontoon boat, Busch Gardens, historic Colonial Williamsburg, wineries, award winning golf courses and restaurants, spa and so much more. Come and experience an unforgettable vacation while making many memories.

5 out of 5 average rating, 113 reviews

Home in Williamsburg

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.

4.99 out of 5 average rating, 106 reviews

Home in Surry

Surry Homeplace

Located a few miles from the ferry to Williamsburg, and one mile from Chippokes State Park, this home has the feel of camping with all the amenities of home! Inside you will find washer and dryer, wifi (this is dish wifi - Zoom will not work and sometimes it is spotty), two full bathrooms, and a fully stocked kitchen. Outside offers a fire pit, a charcoal grill, a fenced area for pets / limit 2 (30 pound max dog, NO CATS ) and plenty of room for parking. Smoking is NOT allowed in the house.

4.84 out of 5 average rating, 441 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.

4.89 out of 5 average rating, 220 reviews

Cottage in Williamsburg

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

Guesthouse in Williamsburg

4.98 out of 5 average rating, 372 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.

Farm stay in Williamsburg

4.96 out of 5 average rating, 360 reviews

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.

4.91 out of 5 average rating, 272 reviews

Historic Powhatan Resort- 2 bedroom condo!

Peacefully situated amid 256 acres of rolling woodland hills, and boasting all the character of a distinguished manor house, The Historic Powhatan Resort captures the essence of its Colonial surroundings. Sumptuous, spacious accommodations offer a private balcony, loft and hot tub. Originally built circa 1735, this restored manor house offers a serene getaway during any season.

4.95 out of 5 average rating, 109 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.

4.99 out of 5 average rating, 285 reviews

Home in Williamsburg

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.

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Other great holiday rentals in Jamestown Island

4.94 out of 5 average rating, 253 reviews

Cottage in Williamsburg

Colonial williamsburg house

PattiRating, 5 stars2 weeks ago

Armando was a great host and the Airbnb was exactly as described! Very clean! The grandkids were able to play in the yard and the weather was beautiful! Visited Williamsburg and Jamestown which was lots of fun! Starbucks and Harris Teeter just down the street as well:)

Cottage in Surry

5 out of 5 average rating, 3 reviews

James River Beach Cottage - Private Beach & Pier!

MicheleRating, 5 stars21 months ago

Deena was extremely helpful from the start. I was looking between 2 properties however since Deena was the first person to email me information of the area the history on the home and ideas for things to do for the kids I booked with her. When we got to the cottage we easily checked in had a ton of amenities and the cottage was clean spotless clean. We really enjoyed our stay with Deena and we look forward to another a stay at her cottage.

5 out of 5 average rating, 7 reviews

Home in Spring Grove

Analog Private Beach on 10 Acres

CalebRating, 5 stars1 week ago

Our family had a wonderful time at Jeffrey’s place. The home is beautifully and thoughtfully decorated, and had everything we needed (including lots of kids books and toys). My children loved the private beach (it’s amazing) and exploring the property. We found fun shells, and even a few shark teeth. We daytripped to Jamestown and Williamsburg (10 min to the ferry, 20 min to get across) and had a wonderful time at both places. My kids had a blast riding the ferry (getting out and watching from the upper deck is a must). Definitely plan to get groceries ahead of time - it’s pretty remote, in a good way. Lots of fun wild life to spot - bald eagles, turkey, deer, even a skunk! Fun was had by all, we would stay again.

5 out of 5 average rating, 10 reviews

River Breeze Condo @ Kingsmill

MargueriteRating, 5 stars2 weeks ago

I really enjoyed my visit to Williamsburg. Mike’s place is very convenient. Has a shuttle to everything super clean and the bed was really comfortable.

4.81 out of 5 average rating, 95 reviews

Apartment in Surry

The Hotel at The Surry Seafood Co Room 1

KayleeRating, 5 stars3 weeks ago

This was such a cool spot! The place was clean and had incredible views of the water. The restaurant below it had delicious food!

Superhost

Home in Williamsburg

4.76 out of 5 average rating, 17 reviews

Cozy Cabin

JosephRating, 5 stars10 months ago

The house was immaculate and clean. It was also the perfect space for our little family. We enjoyed coming back to a clean and refreshing space after a long day of sight seeing. The house was also in the perfect spot; close to all of our vacation destinations and grocery store. We enjoyed playing card games in the evening in the refreshing A/C. Would recommend!