Find short term rentals in Chesapeake Bay at the best prices

This charming cottage is situated in Chesapeake Bay Beach Estates, a private community in Reedville, Virginia, just a short 30-minute drive from Kilmarnock. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom, one-bathroom cottage can comfortably accommodate up to six guests. It offers modern amenities such as high-speed internet, a smart TV, and a fully equipped kitchen, along with a screened-in porch providing stunning views of the Chesapeake Bay. Guests can enjoy direct beach access, explore the community on a golf cart, and take day trips to nearby towns and Tangier Island.

This four-bedroom home is situated in a peaceful residential neighbourhood in Bear, Delaware, just a short drive from the Delaware Museum of Natural History and the Brandywine Creek State Park, offering easy access to nature and local attractions. The property has received excellent ratings for its location and user experience, with a very good score for cleanliness.
This spacious apartment spans 297 square meters and comfortably accommodates up to eight guests. Enjoy modern amenities, including a fully equipped kitchen, air conditioning, a jacuzzi, a private garden, and parking, as well as a dedicated theatre room in the basement for entertainment.

This holiday home is located in Crisfield, within 5 kilometres of McCready Health Pavilion, Somers Cove Marina, and the J. Millard Tawes Museum, making it a great base for exploring the town. The property has received excellent user and location ratings, and a very good cleanliness rating.
This three-bedroom house has one bathroom and offers comfortable accommodation for families or groups of friends. Guests can enjoy a fully equipped kitchen, free Wi-Fi, a smart TV, barbecue facilities and a peaceful setting.

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 Bay Ridge flat is situated near Annapolis city centre and Quiet Waters Park, approximately 5.5 kilometres from Annapolis Harbour.
The 111-square-metre property, sleeping up to 11 guests, offers two bedrooms, one bathroom, free parking, a fully equipped kitchen, and a private patio; nearby attractions include Downtown Annapolis and Quiet Waters Park.

This guest cottage in Heathsville offers direct waterfront access with a private dock, situated just off Callao and Lottsburg, providing a peaceful 1.5-acre fenced property ideal for fishing, crabbing, and enjoying sunsets.
Accommodation for up to five guests includes a private guest cottage with a balcony, two kayaks, a paddleboard, three bicycles, a gazebo with a fire pit table, a grill, a smoker, and cornhole boards, all within easy reach of local attractions.

This Queenstown cottage, near the Avalon Theatre and Third Haven Friends Meeting House, offers a convenient base for exploring local attractions such as the Hazel Miner Monument and Adkins Arboretum, although precise distances are unavailable.
The self-catering property features two bedrooms, one bathroom, sleeps four guests, and includes amenities such as Wi-Fi, air conditioning, parking, and a garden with a terrace; a washing machine and a kitchen with a fridge and microwave are also provided.

This Baltimore waterfront apartment, less than 1.6km from the Inner Harbour and attractions such as the National Aquarium and Johns Hopkins Hospital, offers easy access to public transport and scenic views.
This 60 square metre, two-bedroom flat sleeps four guests and boasts a fully equipped kitchen, swimming pool, spa, parking, and free Wi-Fi; on-site amenities include a water park and barbecue grills.

The Yellow Rose of Talbot Bed and Breakfast is located in Easton, Maryland, just 2.9 kilometres from the Academy of the Arts and a short drive from the Federalsburg Marina. The property enjoys excellent ratings for location, cleanliness and overall experience.
The charming guesthouse offers one bedroom and one bathroom, accommodating up to two guests. Guests can enjoy a variety of amenities, including free Wi-Fi, private parking, a garden, a spa and an outdoor fireplace.

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 Locust Hill cottage, near Urbanna, Virginia, is conveniently located within 15km of the Middlesex County Museum, Piankatank River Golf Club, and Urbanna Historic District, and 19km from White Stone Beach.
This three-bedroom, two-bathroom holiday home sleeps six, offering in-unit laundry facilities, a hair dryer, and iron, and is ideal for exploring the Northern Neck's historical sites and natural beauty.

This Stevensville waterfront residence is located on the bay, offering direct access to water activities and serene views, with the town's attractions a short distance away.
This spacious four-bedroom flat accommodates up to six guests and features a private swim spa, sauna, indoor fireplace, game room, outdoor kitchen, and a separate in-law suite with a kitchenette.