TOP 10 Best Family friendly vacation homes in Chesapeake, Virginia

Chesapeake Properties is a reputable real estate and travel agency located at 7 Fig Street in the charming town of Cape Charles, Virginia, United States. With a team of experienced professionals, Chesapeake Properties specializes in helping clients find their dream homes or vacation rentals in this beautiful coastal community. Whether you are looking to buy, sell, or rent property, their dedicated staff is committed to providing personalized service to meet your unique needs. Contact Chesapeake Properties today to start your journey towards finding the perfect property in Cape Charles.

Staybridge Suites Chesapeake - Virginia Beach, an IHG Hotel, is a welcoming and comfortable lodging option located at 709 Woodlake Drive in Chesapeake, Virginia. Situated just a short drive away from the vibrant city of Virginia Beach, this hotel offers spacious suites equipped with modern amenities for a relaxing stay. Guests can enjoy complimentary breakfast, a fitness center, an outdoor pool, and a business center during their stay. Whether visiting for business or leisure, Staybridge Suites Chesapeake - Virginia Beach provides a convenient and enjoyable accommodation option in the heart of Virginia.

Located in the heart of Chesapeake, Virginia, the Residence Inn by Marriott Chesapeake Greenbrier offers modern and comfortable lodging for both short and extended stays. The hotel boasts spacious suites with fully equipped kitchens, complimentary breakfast, free Wi-Fi, and a fitness center. Guests can relax in the outdoor pool or enjoy a BBQ in the picnic area. Situated near shopping, dining, and entertainment options, this hotel is the perfect choice for business travelers and vacationers alike.

Homewood Suites by Hilton Chesapeake-Greenbrier is a comfortable and welcoming lodging option located at 1569 Crossways Boulevard in Chesapeake, Virginia, United States. This hotel offers spacious suites with separate living and sleeping areas, fully equipped kitchens, and complimentary Wi-Fi. Guests can enjoy a complimentary hot breakfast each morning and unwind in the evening at the evening socials held on select weeknights. The hotel also features a fitness center, indoor pool, and outdoor patio with a fire pit. With its convenient location near shopping, dining, and attractions, Homewood Suites by Hilton Chesapeake-Greenbrier is the perfect choice for both business and leisure travelers.

Extended Stay America - Chesapeake - Greenbrier Circle is a comfortable and convenient lodging option located at 809 Greenbrier Circle in Chesapeake, Virginia, United States. This institution offers spacious rooms with fully equipped kitchens, free Wi-Fi, and on-site laundry facilities, making it perfect for both short-term and long-term stays. Guests can also enjoy complimentary breakfast and access to a fitness center during their stay. With its convenient location near shopping, dining, and entertainment options, Extended Stay America - Chesapeake - Greenbrier Circle is the ideal choice for travelers looking for a home away from home in Chesapeake.

Extended Stay America - Chesapeake - Churchland Blvd. is a comfortable and convenient lodging option located at 3214 Churchland Boulevard in Chesapeake, Virginia, United States. This institution offers spacious and well-equipped rooms for extended stays, making it ideal for both business travelers and tourists. Guests can enjoy amenities such as fully equipped kitchens, free Wi-Fi, and on-site laundry facilities. The location is also convenient, with easy access to local attractions, dining options, and shopping centers. Whether you're staying for a few nights or a few weeks, Extended Stay America - Chesapeake - Churchland Blvd. provides a home away from home experience.

Extended Stay America - Chesapeake - Crossways Blvd. is a comfortable and convenient lodging option located at 1540 Crossways Boulevard in Chesapeake, Virginia, United States. This hotel offers spacious and well-equipped rooms with amenities such as fully equipped kitchens, free Wi-Fi, and flat-screen TVs. Perfect for both short and long-term stays, guests can enjoy a complimentary grab-and-go breakfast and access to on-site laundry facilities. The hotel's location provides easy access to nearby attractions, restaurants, and businesses, making it an ideal choice for travelers visiting the area for work or leisure.

WoodSpring Suites Chesapeake-Norfolk Greenbrier is a comfortable and convenient lodging option located at 1708 Sentinel Drive in Chesapeake, Virginia, United States. This extended-stay hotel offers spacious and well-equipped rooms for guests looking for a home away from home. With a focus on providing a clean and comfortable environment, WoodSpring Suites is the perfect choice for travelers in need of a long-term stay in the Chesapeake-Norfolk area. Enjoy the convenient location near shopping, dining, and entertainment options, making it easy to explore all that the area has to offer.

Bowers Hill Inn Chesapeake is a charming lodging establishment located at 4725 West Military Highway in Chesapeake, Virginia, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With convenient access to nearby attractions and amenities, Bowers Hill Inn Chesapeake is the perfect choice for travelers looking for a peaceful and enjoyable stay in the heart of Chesapeake.

Chesapeake Dream is a charming lodging, real estate, and travel agency located at 101 Tazewell Avenue in Cape Charles, Virginia, United States. This restored three-story Victorian Four Square built in 1912 is only four houses away from the beach, making it the perfect destination for a relaxing getaway. With 4 bedrooms, 3 1/2 baths, and sleeping accommodations for up to 11 people, Chesapeake Dream offers a spacious and comfortable stay. Enjoy modern amenities such as WiFi, three televisions, a large kitchen with top-of-the-line appliances, and central heat and air conditioning. The property also features a wrap-around porch with rockers, outdoor shower, charcoal grill, and beautiful gardens. Located in the historic town of Cape Charles, guests can explore the pedestrian-friendly streets lined with historic homes and large shade trees. The town offers a variety of activities, including swimming, sunbathing, golfing, shopping, dining, and exploring nearby state parks and museums. From the 4th of July celebrations to visits from Tall Ships, there is always something exciting happening in Cape Charles.

Located at 16650 Hog Ridge Road in Tangier, Virginia, the Brigadune Inn offers a peaceful retreat from the hustle and bustle of daily life. Owned and managed by Barb & Rob Baechtel, this charming property overlooks the Chesapeake Bay and provides a serene setting for guests to relax and unwind. The Inn is just a short walk away from a nearly deserted beach, where guests can enjoy a leisurely stroll or watch a breathtaking sunset over the water. The name "Brigadune" is a nod to the timeless history of the island and the close-knit community that calls it home.

Bay Creek is a premier institution located at 1 Clubhouse Way in Cape Charles, Virginia, United States. As a general contractor, real estate agency, and travel agency, Bay Creek offers a unique blend of services to help families live their best life on Virginia's Eastern Shore. With its stunning coastal landscape, private Club amenities managed by Troon Privé, and active lifestyle programming, Bay Creek provides an easy-going and elegant lifestyle for residents. The partnership with Troon brings world-renowned expertise in golf and club operations, food and beverage, course agronomy, and activities programming to Bay Creek. Residents can enjoy a variety of activities such as exploring the Chesapeake Bay, hosting dinners at their coastal homes, and forging friendships within the community.

Shore Stay Suites 2008 is a modern lodging institution located at 26406 Lankford Highway in Cape Charles, Virginia, United States. Our convenient central location provides easy access to historic Cape Charles, the public beach, Kiptopeake State Park, and the Chesapeake Bay Bridge Tunnel. Ideal for birders, fishermen, hunters, kayakers, nature lovers, and travelers exploring Virginia's Eastern Shore, our suites feature upscale furnishings, fully equipped kitchens, and high-speed internet access. We now offer GFI outlets in the parking lot for charging Electric Vehicles and boat batteries. Plenty of parking is available for your boat. Enjoy breathtaking sunsets and nature sightings in the surrounding Eastern Shore region, all against the backdrop of some of the most historical places in the United States. We are a proud partner of the Eastern Shore Artisan Trail. Whether you're planning a weekend getaway or a longer stay, our roomy suites will make your stay comfortable. Come experience Shore Stay Suites in Cape Charles, Virginia's Eastern Shore.

Blue Crab Cottage is a charming lodging establishment located at 211 Vernon Street in the quaint town of Colonial Beach, Virginia. This cozy cottage offers a serene and comfortable retreat for guests looking to relax and unwind by the beautiful Chesapeake Bay. The Blue Crab Cottage is tastefully decorated in a coastal theme, with modern amenities and a touch of Southern hospitality. Perfect for a weekend getaway or a longer stay, this institution is the perfect escape for those looking to enjoy the beauty of Virginia's waterfront.

The Haven On The Bay is a real estate and travel agency located at 160 Shipwatch Lane, Reedville, Virginia, United States. Find your perfect vacation rental free of service fees with us. From oceanfront condos with free beach lounges to secluded cabins with stunning Blue Ridge Mountains views, we have a wide range of properties to choose from. Our beautifully renovated and newly furnished vacation villas offer everything you need for a relaxing getaway. Whether you prefer to be near the beach or surrounded by the tranquility of the North Georgia mountains, we have the perfect rental for you. Houfy, our advertising platform, offers over 60,000 vacation rentals worldwide with no booking or service fees. Guests and hosts can save money by booking directly through Houfy. Easily search for and book a property with a Houfy host anywhere in the world.

Camp Cardinal RV Resort, located at 3149 Campground Road in Virginia, United States, is the perfect home away from home for those seeking a extended stay at a beautiful waterfront campground. Formerly known as Gloucester Point RV Resort, Camp Cardinal offers seasonal and long-term RV sites, cabins, cottages, and tent sites for guests to choose from. Conveniently located near Gloucester Point, Virginia, the resort is just 5 miles from historic Yorktown and 20 miles from Colonial Williamsburg. Camp Cardinal RV Resort offers a variety of amenities and activities for the whole family to enjoy, including fishing, crabbing, kayaking, access to the Severn River and Chesapeake Bay, planned activities and crafts, a playground, basketball and volleyball courts, a jumping pillow, pool, splash park, and more. With its close proximity to shopping, museums, historical sites, and amusement parks, Camp Cardinal RV Resort is the perfect destination for a fun and memorable stay.

Great Bell Bridge Apartments Pond is a charming residential complex located at 124 Fairwind Drive in Chesapeake, Virginia. Situated in a peaceful and picturesque neighborhood, this institution offers residents a tranquil living environment with a beautiful pond on the premises. The apartments are spacious and well-maintained, providing a comfortable and convenient place to call home. With easy access to local amenities and attractions, Great Bell Bridge Apartments Pond is the perfect place for those looking for a serene retreat in the heart of Chesapeake.

Towneplace Suites is a cozy and comfortable lodging option located at 2000 Old Greenbrier Road in Chesapeake, Virginia. This welcoming establishment offers spacious suites with fully equipped kitchens, free Wi-Fi, and a complimentary breakfast buffet. Guests can also enjoy amenities such as a fitness center, outdoor pool, and barbecue area. Conveniently located near shopping, dining, and attractions, Towneplace Suites is the perfect home away from home for both business and leisure travelers visiting the United States.