Family-friendly holiday rentals in Williamsburg

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 ;)

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.

Williamsburg Hide-A-Way Creekside

Cozy home, updated decor, full kitchen, 3 bedrooms (all Queen beds), 2 baths overlooking a gorgeous creek that is too beautiful to describe. Minutes from Colonial Williamsburg, Busch Gardens yet rural, private and quaint. Screened, 3 season porch with heat and A/C, gated deck for kids and pet containment, propane grill, fire table, swing set, boat ramp, kayaks. Enjoy a totally relaxing experience with homelike accommodations. **Pet friendly upon owner approval of breed, age, etc.

"Queen Bee “ WATERVIEW & WALK TO ACCESS the River

Step back to the yester years' simple life with all of the modern day conveniences of now at 'Family Tides'. Enjoy water views from the home, and water access to the private, guests-only/shared with my other rentals sand beach is just steps away (less than 1 minute walk). Kayak, Canoe, or swim in the river, or play on the sand beach. Great escape from the city life as this River View Farmhouse is just a short drive to Williamsburg, Richmond, & Northern Virginia.

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.

Historic Ware River Cottage at Glebefield

Come visit this quiet and peaceful setting on the Ware River in historic Gloucester VA. The cottage sits on a 65 acre waterfront property. This fully updated cozy cottage is a great home base for exploring Williamsburg, Yorktown, Jamestown and Richmond. Pets are welcome with a small fee and pre-approval. There are serval buildings and gardens to enjoy so please take note of the picture captions for details on the cottage and other dependencies.

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.

Westgate Historic Williamsburg One Bedroom

Offering a one bedroom apartment in Westgate Historic Williamsburg Resort with a king size bed, sofa bed and full kitchen. This fabulous resort has fantastic amenities and is a great location to visit the area attractions such as Colonial Williamsburg, Busch Gardens Williamsburg and Water Country USA. A great location to visit the local attractions.

Right on Main St! Shops, Arts, Dining and More!

A Completely Renovated Condo on Historic Main Street in Gloucester, Virginia. Art Center right next door, shops, spa, dining and more all a short walk down the street! Condo features a Queen Bedroom w/ Walk-in Closet, Living Area with Pull-out Sleepsofa, Kitchen w/ Bar Seating, Laundry room with full-size washer and dryer, 1 Full Bathroom.