Family-friendly holiday rentals in Gloucester County

Huge Waterfront home 1/2 hr. to Williamsburg

Enjoy the complete privacy of St. Brendan's Point whilst being next to Yorktown, 1/2 hr to Williamsburg & Jamestown, with water views from every window (honestly--every direction). You’ll love the privacy and serenity of your own beach overlooking Mobjack Bay, with views of both sunrise and sunset. 4 Q bedrooms, each w/ its own full bath, huge kitchen, grill, firepit, basketball court, hammock, elevator, 2 levels of deck, 5 kayaks and more. Relax or Explore-SBP is perfect for both

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

You'll have "No Bad Days" in this beautiful beachfront home on the Rappahannock River with 123' of private beach and private dock with jetski lift. This stylish, comfortable home is well equipped with many inside and outdoor amenities. Watch sunset at the outdoor firepit table or choose the indoor fireplace in colder months. High speed internet and Smart TVs keep you connected while you kayak, bike, fish and enjoy river living at its finest. The town of Deltaville is 2 miles away.

Salty Sisters on the Bay. Enclosed yard on the Bay

The studio apartment(above main house) is a short walk to the beach (which is on the property.) Studio is fully furnished including linens, towels, hairdryer, pots, pans, etc. Coffee shops and restaurants within a mile, marinas are less than a mile to launch your boat. Fabulous views of the Bay, full kitchen, spacious bath and your own private back yard. There is a dock to fish from or sit and watch the sunrise and set. There is also a small beach. Dog friendly , sorry no cats.

"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.

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 bdrm

Turn back the pages of time and become immersed in the Colonial spirit of Williamsburg, a historic city steeped in tradition and forever preserved as part of our nation’s history. Discover this 170-acre Early American town featuring 18th-century English architecture restored to its original condition, historic museums, monuments and fascinating battlefields which tell the dramatic story of our country’s birth. Have fun with the whole family.

Casita on the Corner

The Casita is a cozy 2 bedroom, one bath, small dog friendly home is on a corner lot in a family friendly neighborhood just minutes from major attractions like Busch Gardens-Water Country. The area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. There is a shopping center with a Grocery store and restaurants within walking distance from the property.

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.

Comfy Deltaville House on the Water

Enjoy life on the water in beautiful Deltaville. Our three bedroom, three bath house features great views of Moore's Creek, a dock, screened-in porch and large deck. Crab, fish off the dock, go kayaking or sit in the house and enjoy a movie or show on our 55-inch TV.