Cottages in Chesapeake Bay at the best prices

This Saxis holiday home is conveniently located near Bloxom Winery and Somers Cove Marina, offering easy access to the Chesapeake Forest – Dunn Swamp Complex and Kegotank Bay for birdwatching and outdoor recreation.
Sleeping up to four guests, the two-bedroom property features a queen and a double bed, a fully equipped kitchen with fridge and microwave, air conditioning, Wi-Fi, in-unit laundry, and a bathroom with a hairdryer; local assistance is available from the owner.

This charming lakeside retreat is located in Pasadena, Maryland, just a short drive from historical landmarks and art galleries. It has received excellent reviews from previous guests.
The cottage offers 54 square metres of living space, accommodating up to four guests in a comfortable layout with one bedroom and one bathroom. You can enjoy a range of amenities including a swimming pool, a terrace, and a garden, and the property is perfect for enjoying water activities like fishing and boating.

This Stevensville, Maryland holiday home is conveniently located near several Kent Island wedding venues, within an hour's drive (approx. 80km) of Annapolis, Washington D.C., and Baltimore.
The 111-square-metre property boasts two bedrooms, two bathrooms, sleeping up to six guests, and features a screened-in porch, private sauna, and accessibility features; guests can also hire a chef or artist.

This charming cottage is situated in Yorktown's historic district, just a short walk from Main Street and the Yorktown Beach. It has received excellent user ratings and is a popular choice for travellers seeking a comfortable and convenient stay.
This one-bedroom cottage sleeps up to four guests and features a spacious living area, a fully equipped kitchen, and two bathrooms. Guests can enjoy modern amenities like air conditioning, Wi-Fi, and a private garden, making it ideal for a relaxing getaway.

This charming three-bedroom cottage is located in Northeast Virginia Beach, just a mile from First Landing State Park and Marina Shores Marina, and within three miles of Chesapeake Beach and Sylvan Beach. The cottage has received excellent reviews from previous guests, highlighting its comfortable and convenient location.
The 167 square metre cottage comfortably sleeps six guests and offers three bathrooms, a fully equipped kitchen, and a private water park. Guests can enjoy a range of amenities including a terrace, garden, spa, and parking, as well as access to free WiFi, a Smart TV, and a washing machine.

This charming cottage is just a stone's throw from Norfolk Beaches, offering easy access to the beautiful coastline and a range of attractions. The property has received very good ratings for both its location and user experience, as well as a good rating for cleanliness.
The three-bedroom cottage spans 172 square metres, providing ample space for families or groups. Guests can enjoy a fully equipped kitchen, a private fenced garden, a terrace, and a range of other amenities including Wi-Fi, air conditioning, and parking.

This Tall Timbers holiday home enjoys a riverside location, less than 1.5 kilometres from the Potomac River and within a 10-kilometre radius of Piney Point Beach, Piney Point Lighthouse, and St. Mary's River State Park.
The 102-square-metre property offers three bedrooms, one bathroom, and sleeps eight guests, boasting a fully equipped kitchen, a terrace, a garden, a spa, free Wi-Fi, and an arcade/game room.

This waterfront holiday home in Hague, Northern Neck, Virginia, is situated close to the Kinsale Museum and Piney Point Lighthouse, offering easy access to local wineries.
The two-bedroom, two-bathroom property sleeps seven, boasts a fully equipped kitchen, private 50ft dock, and spectacular Potomac River views, perfect for fishing, crabbing, or simply enjoying the scenery.

This Dundalk holiday home is situated within 9.6km of Johns Hopkins Bayview Medical Center, the Baltimore Cruise Terminal, and Johns Hopkins Hospital, offering convenient access to these key locations.
Sleeping eight guests, the four-bedroom, two-bathroom property boasts a fully equipped kitchen with dishwasher, a jacuzzi, private garden, parking, and air conditioning, plus a washing machine and dryer for added convenience.

This St. Leonard's cottage, near Long Beach, offers easy access to Flag Ponds Nature Park and Flag Harbour Marina, both within 1.6km, and is less than 1.6km from Long Beach and Matoaka Beach.
This 74 square metre holiday home sleeps five, boasting two bedrooms, two bathrooms, a fully equipped kitchen, swimming pool, jacuzzi, and terrace, plus free Wi-Fi and on-site parking.

This waterfront holiday home in Lottsburg, Virginia, boasts 100+ feet of private beach access (tide dependent) and is situated approximately 320 km from Washington, D.C., and 6.4 km from the Maryland shoreline across the Potomac River.
The 102-square-metre property sleeps five guests in two bedrooms and one bathroom, offering a Jacuzzi, kayaks for exploring the Potomac River and Chesapeake Bay, a fully equipped kitchen with a dishwasher, and blazing-fast broadband internet, plus a ChargePoint Level 2 EV charger.

This Mathews County waterfront holiday home in Onemo, Virginia, is situated 4.5km from Bethel Beach Natural Area Preserve and within 51km of the Deltaville Maritime Museum and White Stone Beach.
The four-bedroom, two-bathroom property sleeps eight guests and boasts a fully equipped kitchen, Jacuzzi, terrace, garden, free Wi-Fi, and on-site amenities including a hot tub, arcade, and barbecue grills.

This Gloucester Point holiday home is situated near Yorktown, a short drive (approximately 8km) from the Yorktown Victory Center and Gloucester Museum of History, offering easy access to the York River.
Sleeping up to 10 guests, the property features three queen beds, one double bed, and a bunk bed, alongside a spacious living area, two bathrooms (one with an outdoor shower, an indoor shower is coming soon), and Wi-Fi; a marina and boat ramp are directly opposite.

This Chance waterfront holiday home is situated 2.6km from Shark Fin Shoal and 3.9km from Rock Island, within a 32km radius of Whitehaven Historic District and Mount Vernon Park.
The 201 square metre property boasts four bedrooms, two bathrooms, sleeps nine, and includes a fully equipped kitchen, laundry facilities, patio, barbecue, and parking.

This charming cottage is located on Deal Island in Maryland's Eastern Shore, just a short walk or drive from a Chesapeake Bay beach, offering a tranquil escape from the hustle and bustle of everyday life. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The 3-bedroom, 2-bathroom home spans 144 square metres and comfortably accommodates up to 8 guests. The cottage is fully equipped with modern amenities, including a kitchen with a fridge, freezer, microwave, and dishwasher, as well as a terrace, garden, and parking. Guests can enjoy breathtaking sunrises from the dining room or screened-in porch, explore the beautiful Tangier Sound by kayak, or go crabbing in secret local spots.

This charming cottage is situated on a picturesque river, just 8.7 kilometres from Riverside Walter Reed Hospital and 19.3 kilometres from Machicomoco State Park, offering a peaceful retreat for those seeking tranquility. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The self-catering property has one bedroom and one bathroom, comfortably accommodating up to four guests. The cottage provides a range of amenities, including a fully equipped kitchen, a private patio, a hot tub, and a garden, offering everything you need for a relaxing and enjoyable getaway.