Northern Chesapeake Bay Cottage Rentals & Holiday Homes
Find the best cottages in Northern Chesapeake Bay - We found 264 exact matches
About Northern Chesapeake Bay Luxury Rental on Scary Travels
Searching for cottages to rent near Northern Chesapeake Bay? Scary Travels features more than 264 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 Northern 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. Scary Travels’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Northern Chesapeake Bay.
Are you planning to travel to the lakeside, beach, or mountain area? Scary Travels’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.
Scary Travels boasts of 264 holiday cottages and places to stay in Northern Chesapeake Bay. The site provides unique Airbnb, VRBO, Scary Travels-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.
Frequently Asked Questions About Northern Chesapeake Bay Cottage Rentals
What are the top rated Cottage Rentals in Northern Chesapeake Bay?
There are a lot of options in Northern Chesapeake Bay. If you plan on staying in the Northern Chesapeake Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Northern Chesapeake Bay:
- Annapolis waterfront "tiny house" in garden setting
- Potomac River Getaway at McKays Beach
- St. Michael's Premier In-Town Rental with heated pool. Pool opens 4/3
- Blissful Retreat In Rock Hall
- Chesapeake Bay Cottage
- Truly Waterfront Cottage
- Rare find! Chic cottage, salt water heated pool May 15-Oct15.
- The Cottage at Heron Cove is a Cozy waterfront cottage on a Secluded Peninsula
- Cottage at Goose Neck Point
- Ruby's Sea Glass Cottage near Betterton Beach
How much does it cost to rent a cottage in Northern Chesapeake Bay?
The average cost for a cottage rental in Northern Chesapeake Bay is $360 per night. Scarytravels has a wide list of great cottages near Northern Chesapeake Bay that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Northern Chesapeake Bay that allow pets?
Yes, here are the top cottage rentals in Northern Chesapeake Bay that allow you to bring your pet:
- Eastern Shore beach cottage get-away
- Cozy Cottage with Yard Less Than 2 Mi to Choptank River
- 5 Mi to Downtown Baltimore: Quiet Home w/Porch
- Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
See all pet-friendly vacation rentals in Northern Chesapeake Bay on Scarytravels
Do you have any rental cottages in Northern Chesapeake Bay that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Northern Chesapeake Bay to find one that works for you.
Are there quality cottages in Northern Chesapeake Bay that have indoor swimming pools?
As of 2026, the data from Scarytravels shows that there are Over 264 private swimming pools or cottages with indoor pools in the Northern Chesapeake Bay area along with other great amenities.
