Holiday houses in James City County

4.98 out of 5 average rating, 128 reviews

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.

4.93 out of 5 average rating, 107 reviews

Home in Toano

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

4.93 out of 5 average rating, 196 reviews

The Williamsburg Retreat Gorgeous Private Acreage

Stunningly manicured and spacious custom built colonial on 6 private acres. - Specializing in large multigenerational family vacations, business and church retreats, and discerning private getaways. Perfect for those desiring comfort, style and space. - Massive covered deck with fire table and outside dinning. Start your day here with coffee and finish it with your favorite wine. -Collect fresh eggs and let the kids run!!! -17 min. to top Williamsburg attractions. -10 min. to outlet mall ;)

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.

4.99 out of 5 average rating, 291 reviews

Home in Charles City

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.

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.

Farm stay in Williamsburg

4.96 out of 5 average rating, 362 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, 178 reviews

Home in Toano

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

4.94 out of 5 average rating, 270 reviews

Farm stay in Toano

Farm Stay - Guest Suite w/ Private Entrance

Ready to add some adventure (and a few new animal friends) to your Williamsburg trip? Stay at our cozy little farm, where the coffee’s hot, and the chickens absolutely want to know all your secrets. Watch amazing sunrises, sunsets and starry skies that’ll make you forget about city life. Bonus: we have goats and a couple of obnoxious geese. Fresh air, curious critters, and total relaxation—all just 15 minutes from Williamsburg.

5 out of 5 average rating, 133 reviews

Guesthouse in Gloucester

Creekside Guesthouse - Dock and Pool on 10 acres

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

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.

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.

Holiday rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for James City County holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in James City County

4.94 out of 5 average rating, 51 reviews

Cottage in Surry

Riverfront Oasis | Kayaks, Private Beach, & More

PaulRating, 5 stars1 month ago

This place was just amazing. The views of James River, and even the Jamestown settlement across the river (using binoculars) was just mind-blowing! Kevin and Jamie left a wide variety of amenities that were extremely thoughtful and useful, to include hygiene products, charging cords (which was a life saver because for literally the first time ever, I forgot my phone and iPad cords), coffee, and even a margarita kit! The cottage is so cozy, and was very clean. I’m definitely going to book here again.

4.94 out of 5 average rating, 253 reviews

Cottage in Williamsburg

Colonial williamsburg house

PattiRating, 5 stars1 month 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:)

4.9 out of 5 average rating, 42 reviews

Resort in Williamsburg

Charming 1BR Colonial Condo at Wyndham Kingsgate

AlyxRating, 5 stars1 week ago

We absolutely loved our stay and plan to make this the room we choose any time we’re in the area. The staff was friendly, the grounds were well kept with plenty to do, and our room was wonderful! Cannot wait to visit here again!

5 out of 5 average rating, 53 reviews

Home in Surry

2 King EnSuites/Family Friendly/James River View

KatherineRating, 5 stars1 month ago

Dan and Sam were very friendly, responsive hosts. The house and setting were beautiful and perfect for a family. The toys and books in the kids' room were a huge hit, and we all enjoyed the ample outdoor seating and very comfy beds. The ferry was super convenient and fun to watch, without actually hearing any traffic. And we saw so many osprey and bald eagles from the porch! I was charged with finding a rental for 6 adults and 3 kids, and each adult (and my kids) told me that this home was a gem! I'm so grateful to Dan and Sam for sharing their home with our family!

Superhost

Condo in Williamsburg

4.83 out of 5 average rating, 64 reviews

Peaceful Haven with waterway view

LauraRating, 5 stars1 month ago

The condo was clean, comfortable, and exactly as described! The host was very responsive when I messaged her. We only stayed one night for an event we were attending in Williamsburg, but this would be a very nice place to stay for longer period of time.

Townhouse in Williamsburg

5 out of 5 average rating, 18 reviews

3bdr Williamsburg Townhouse, sleeps 8

JenniferRating, 5 stars2 weeks ago

We enjoyed our stay immensely! Everything was spacious and clean, and the space met the needs of my family. So much to do on the grounds as well! We enjoyed walking the grounds and playing racquetball. I was taken aback upon check-in - I wasn’t expecting the hard sell by the concierge, strongly encouraging us to listen to a 90 minute Hilton presentation. But it wasn’t a problem to decline; it just surprised us! All of my interactions with Lugina were very positive! Great place for families!

5 out of 5 average rating, 8 reviews

Home in Spring Grove

Analog Private Beach on 10 Acres

CalebRating, 5 stars3 weeks 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.

Superhost