Family-friendly vacation rentals in Gloucester County

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Top-rated family-friendly rentals in Gloucester County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Deltaville

4.99 out of 5 average rating, 111 reviews

Camp Rappahannock - Deltaville Waterfront Living

Feel your troubles melt away as you drive down the quarter mile lane to your secluded water-front farm house, perched on a private knoll overlooking 100 yards of waterfront on Sturgeon Creek in Deltaville. BYOB—bring your own boats-- to tie to your private dock, with depth at low tide of approximately 4’. Canoe, kayaks, paddle boards, and fishing tackle/crab pots are available for loan. Savor sunset cocktails on your large water-front screened porch, at the firepit, or down on the waterfront.

Guest favorite

Condo in Williamsburg

4.72 out of 5 average rating, 103 reviews

Great family vacation resort condo. Sleeps 12.

Sparkling clean, sanitized and ready for your family. 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. L 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)

Guest favorite

Home in Deltaville

5 out of 5 average rating, 119 reviews

"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.

Guest favorite

Home in Hayes

4.95 out of 5 average rating, 55 reviews

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, kayaks and more. Relax or Explore-SBP is perfect for both

Superhost

Home in Topping

4.84 out of 5 average rating, 80 reviews

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.

Guest favorite

Home in Gloucester Courthouse

4.88 out of 5 average rating, 133 reviews

Rivah Getaway

NEW RENOVATIONS!! Quiet, relaxing getaway on the Piankatank River. Home is perfect for medium size families and/or small group getaways/vacations. Interior has a cozy, coastal, farmhouse feel. House has a private dock for boating, fishing and fun. Bring your own boat if you like, the public boat ramp is about a mile away. Enjoy relaxing on the dock, fishing, crabbing or sitting by the outdoor fire pit. House has 3 kayaks, 1 canoe and life preservers.

Guest favorite

Home in Gloucester

4.98 out of 5 average rating, 130 reviews

Welcome to "Miss Bee Haven"

When I think of this house, I think of the quote "Let all that you do be done in LOVE". It has truly been a labor of LOVE restoring "The Doll House". We are premier host and are excited to add this to our list of rental homes. We have completely transformed this 1940's Bungalow into a place for you to rest & restore your soul. This luxurious and upscale home will not disappoint you with all the modern conveniences needed while exploring our area.

Guest favorite

Cottage in Gloucester Courthouse

4.98 out of 5 average rating, 205 reviews

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.

Guest favorite

Home in Williamsburg

4.98 out of 5 average rating, 202 reviews

Casita on the Corner

Our cozy little 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. This area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. Take a tour on The Colonial Parkway or If you are a cyclist bring your bike and ride the Capitol trail or hit the trails at Freedom Park or New Quarter Park.

Guest favorite

Rental unit in Gloucester Courthouse

4.96 out of 5 average rating, 117 reviews

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.

Guest favorite

Cabin in Deltaville

4.97 out of 5 average rating, 279 reviews

"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.

Guest favorite

Home in Deltaville

4.94 out of 5 average rating, 124 reviews

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.