Search All Cottages in Chesapeake Bay

This riverside lodge in Galena, Maryland, offers direct access to the Sassafras River, a tributary of the Chesapeake Bay, and is located near the Middletown and Betterton Historic Districts.
This 77-square-meter holiday home sleeps five guests across three bedrooms, featuring a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a garden, parking, and kayaks and bikes for guest use, with an option to dock a boat for an additional fee.

This two-bedroom holiday home in Eastville offers private beach access for sunset viewing and is situated approximately 5.6 kilometres from Chesapeake Bay and 7.2 kilometres from Cape Charles Beach.
This Eastville holiday home accommodates up to four guests, featuring a king and a queen bedroom, a private hot tub, air conditioning, and Wi-Fi, with a check-out time of 12:00 PM.

This Anne Arundel County holiday let is situated approximately 18 kilometres from the Patuxent River and 24 kilometres from the Chesapeake Bay, with London Town and Annapolis Harbour Centre a short 13 to 14 kilometre drive away.
This one-bedroom annex accommodates up to four guests and offers amenities including Wi-Fi, air conditioning, a dryer, and ironing board, with toiletries provided, and is conveniently located for South River Golf Links and Thanksgiving Farm Wines.

This charming cottage is situated just a short distance from Fridays Creek Winery and the Patuxent River, offering a peaceful escape in the heart of Dunkirk, Maryland. It has received excellent reviews from previous guests, making it a popular choice for travellers seeking a relaxing getaway.
The cottage spans 84 square metres and comfortably accommodates up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private outdoor pool, barbecue grills, and a spacious garden, as well as the convenience of a fully equipped kitchen, free Wi-Fi and a private patio.

Ruscincy's Rest, a one-bedroom cottage in Arcadia, Baltimore, is located a short drive (approximately 2-3km) from Oriole Park at Camden Yards and offers easy access to Baltimore's Inner Harbour.
This self-catering property sleeps two, features air-conditioned rooms with ironing boards, and includes a shower and hairdryer in the bathroom; nearby attractions include the National Aquarium and Port Discovery Children's Museum.

This charming cottage is situated in Northeast Virginia Beach, just a mile from First Landing State Park and Marina Shores Marina, with Chesapeake Beach and Sylvan Beach within a 3-mile radius. It has received excellent user ratings, making it a popular choice for travellers.
The cottage has three bedrooms and two bathrooms, offering comfortable accommodation for up to six guests. It features a fully equipped kitchen, a private garden, a terrace, and free Wi-Fi, ensuring a relaxing and enjoyable stay.

This waterfront cottage is situated in White Stone, Virginia, just a short drive from award-winning restaurants and a marina. The cottage has consistently received excellent reviews for its location, cleanliness, and overall experience.
The cottage spans 126 square metres and comfortably accommodates up to six guests in its three bedrooms and two bathrooms. Enjoy stunning views of the bay and creek from the porch swings, take advantage of the high-speed internet, and explore the area by kayak, launching from the floating dock or nearby community boat ramp.

This waterfront property is located in Gloucester, Virginia, just a short drive from Deltaville and its attractions like the Deltaville Marina and Holly Point Nature Park. The cottage has consistently received excellent ratings from previous guests, highlighting its charm and comfort.
The two-bedroom cottage offers 121 square metres of space, comfortably accommodating up to four guests. The property features a fully equipped kitchen, a garden, air conditioning, high-speed internet, and a private dock with stunning waterfront views, perfect for fishing, crabbing, or simply relaxing by the water.

This three-bedroom Virginia Beach holiday home is situated in Northeast Virginia Beach, a short walk (less than 1km) from the Virginia Beach Convention Centre and Boardwalk, and a 5km drive from Sandbridge Beach.
Sleeping seven, the self-catering property boasts a fully equipped kitchen, private patio, free Wi-Fi, and is conveniently located near the Virginia Beach Station for easy public transport access.

This charming cottage is situated on St. George's Island, just 13-16 kilometres south of Point Lookout and the Chesapeake Bay, offering a tranquil escape with stunning sunset views over the Potomac River. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The two-bedroom cottage spans 111 square metres and comfortably accommodates up to four guests. It comes fully equipped with a kitchen, air conditioning, a terrace, a garden, and a fire pit, along with amenities like a washer and dryer, crab pots, and direct access to fishing and crabbing opportunities.

This historic carriage house offers direct bayfront access in Willoughby Spit, Norfolk, featuring private walkways to the Chesapeake Bay and situated 483 metres from Ocean View Beach Park and 644 metres from Willoughby Spit.
This family-friendly cottage accommodates two guests with one bedroom and one bathroom, boasting a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, and complimentary kayaks and paddleboards, with parking available and a 10:00 AM check-out.

This charming cottage is situated just 15km from the Reedville Fishermen's Museum, Smith Point Marina, and Buzzard's Point Marina, with the Northern Neck Farm Museum a short 16.4km drive away. It enjoys a peaceful location near the beach, making it a perfect escape for those seeking a relaxing getaway. The property has received excellent reviews from previous guests.
This two-bedroom holiday home can comfortably accommodate up to six guests. It comes equipped with a fully fitted kitchen, a terrace, a garden, and parking, as well as air conditioning, Wi-Fi, a dishwasher, and a microwave.