Family-friendly vacation 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.

The Oyster Bed at Merroir

Guests can enjoy a relaxing stay on the famed "Middle Peninsula" in the quiet countryside near Topping, VA. This home is a perfect getaway for families, friends, boaters, history buffs, and, particularly, oyster lovers. The Oyster Bed is just a short stroll from our award-winning, river-front tasting room, Merroir, as well as the oyster operation that started it all, Rappahannock Oyster Co. Guests can dine at Merroir for lunch and dinner or chose to grill or cook at the house.

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.

Great family vacation resort condo. Sleeps 12.

Welcome to Greensprings Vacation Resort. We combine two 2BDR/2BA units to create one huge 4BDR unit with 2 full kit/dining and 2 LR, each with a queen sofa sleeper. And we are near everything! Busch Gardens 7 miles (10-15 minutes) Colonial Williamsburg 5 miles (8 minutes ) Water Country USA 7 miles (10-15 minutes) Historic Jamestowne 5 miles (8 minutes) Newport News/Williamsburg International Airport 19 miles (30 minutes)

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.

"The Little Red Cabin" aka The Galley

Called the "The Galley". This is the first cabin built on the property. Right on the water with views of the Bay and beach. Galley kitchen, bedroom, small bathroom with shower, family room with a fireplace and dining area. Big screened in porch w/ fabulous breezes. Literally, right on the water!!! NO PETS. Parking for 1 car.

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.

Wyndham Governors Green Resort- 2 bdrm

This 2 bedroom condo sleeps 8 people and is one of the areas most popular resorts. The 2 bedroom has 2 bedrooms and 2 bathrooms. It also has a kitchen, washer/dryer and balcony. The resort has 2 types of units. A deluxe and a lock off.