Holiday rentals with breakfast in Gloucester County

Pebble Beach East | Chesapeake Properties

"Pebble Beach East" 3 bedroom, 2.5 bath home on the bay side! Say Hello to "Pebble Beach East" an adorable home in the picturesque Bayside Village within the Bay Creek community in Cape Charles, VA. Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) *This is a no pet/animal home. Easy access to all of the community amenities, which include pool, tennis, pickleball and expansive 2 mile private beach. Guests will have the option to include a

Modern Bayfront Escape with Sweeping Water Views

Modern bayfront retreat blending bold design and serene comfort. Floor-to-ceiling windows frame sweeping Chesapeake views, while elegant furnishings and open-concept living invite relaxation. Pet and child friendly with elevated essentials for every guest. Lounge by the fire pit, dine with a view, and wake to the sound of the water. A sophisticated escape for families, couples, or friends seeking style, space, and calm on the coast. Art is for sale + supports charity. Redfish Gallery Irvington.

Private 2BR Cottage with Breakfast - Cedars B&B

Our charming and delightful B&B is located across the street from the College of William & Mary, and under a mile from Colonial Williamsburg and downtown Williamsburg. Breakfast is complimentary, locally sourced and seasonally themed. You'll love our home-like atmosphere where you'll be taken care of by our innkeepers who know the best places to eat, play and shop and our housekeepers who will keep your room neat and tidy. Great for couples, families, solo adventurers, and business travelers.

Cozy Suite - Beach Side, Pet friendly, Wi-Fi

This Suite is perfect for anyone traveling light and does not have a need for an abundance of space. And we are Pet Friendly! We are just a little larger than a hotel room, but we also offer a galley kitchen and a full bathroom with a combined bathtub and shower. We are just a few steps from the sandy beaches. This cozy suite consists of one large room, one full bathroom and one kitchenette area. We have a 40 inch Smart TV for streaming your favorite shows along with high speed WIFI.

"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.

Piankatank Riverfront Perch B, Mathews VA

Make peaceful & playful memories on the Piankatank River in Mathews County VA. Cozy Condo-style riverfront space with enclosed breezeway, fenced yard, paved access to sandy beach waterfront & covered dock where you can catch crabs and fish, or catch some sun kisses. Fully equipped for your River Escape with family and/or friends. Sleeps up to 6 with queen bed, twin trundle & bunk beds. Access to 2+ acre property and waterfront “crabshack”. Explore & Enjoy at your own pace.

Elm Grove Farm Guest Cottage

Our guest cottage is the perfect retreat for a quiet getaway or a quick commute to local historical sites. We are located on a family farm property dating back to the 1880's. Although the old farmhouse is gone our home with attached cottage is filled with decor built by the owner with reclaimed wood from the original home. We are adjacent to Beaverdam Park and located 2 miles from Main Street which boasts the historic Gloucester Courthouse dating back to 1651.

Beautiful 1 bedroom accommodations Kings Creek

King’s Creek Plantation is set apart from other resorts, offering large, luxury, vacation homes. They feature decor and details expected in deluxe accommodations with decks for optimal outdoor enjoyment. Large jetted tubs adorn the master bedroom suite. There are fireplaces, beautiful tile and plush carpet, laundry washers and dryers, and kitchens featuring granite counter tops and top grade appliances. For vacations with only the finest, enjoy Kings Creek!

The Bee Goode House on Main Street

Welcome to the Bee Goode House! We want our future and returning guests to know of our diligence in sanitizing and cleaning every surface after each guest. Linens are fresh and clean, and there is plenty of private space with a large yard surrounding the house. Relax and enjoy Gloucester Main Street from a 1950's renovated home. From Mid Century Modern furniture and renovated retro appliances, you will be comfortable and hip in our home.