Chesapeake Bay Cottage Rentals & Holiday Homes

Searching for cottages to rent near Chesapeake Bay? Stay 30 features more than 725 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Chesapeake Bay have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Stay 30’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Chesapeake Bay.

Are you planning to travel to the lakeside, beach, or mountain area? Stay 30’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

Stay 30 boasts of 725 holiday cottages and places to stay in Chesapeake Bay. The site provides unique Airbnb, VRBO, Stay 30-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.