Maryland Cottage Rentals & Holiday Homes
Find the best cottages in Maryland - We found 9 exact matches
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About Maryland Cottage Rentals on Unplugged Weekend
Searching for cottages to rent near Maryland? Unplugged Weekend features more than 9 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 Maryland 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. Unplugged Weekend’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Maryland.
Are you planning to travel to the lakeside, beach, or mountain area? Unplugged Weekend’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.
Unplugged Weekend boasts of 9 holiday cottages and places to stay in Maryland. The site provides unique Airbnb, VRBO, Unplugged Weekend-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 Maryland Cottage Rentals
What are the top rated Cottage Rentals in Maryland?
There are a lot of options in Maryland. If you plan on staying in the Maryland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Maryland:
- Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym)
- Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities
- Family and Pet-Friendly, Waterfront with Pier
- Oceanfront and Boardwalk luxury condo - 705
- Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
- Rustic Cabin in Thurmont, MD
- PERFECT LOCATION in the heart of history
- Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
- Ocean Front - 3 Bedroom w/2 King Rooms - Amazing Views - Perfect for Families!
- Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
How much does it cost to rent a cottage in Maryland?
The average cost for a cottage rental in Maryland is $376 per night. Unpluggedweekend has a wide list of great cottages near Maryland that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Maryland that allow pets?
Yes, here are the top cottage rentals in Maryland that allow you to bring your pet:
- Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
- A Blissful Retreat in Rock Hall
- Walk to everything! Downtown Historic Annapolis “Arts District”
- -Sunset River Shack-Amazing water views of the upper Chesapeake bay
- PERFECT LOCATION in the heart of history
- Thunder Island 67B
- Evergreen: NEW, Lake Access, Hot Tub, Dogs OK, Fire Pit, Accessibility Features
- Charming Historic Annapolis Home With Two Off-street Parking Places!
See all pet-friendly vacation rentals in Maryland on Unpluggedweekend
Do you have any rental cottages in Maryland that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Maryland to find one that works for you.
Are there quality cottages in Maryland that have indoor swimming pools?
As of 2026, the data from Unpluggedweekend shows that there are Over 9 private swimming pools or cottages with indoor pools in the Maryland area along with other great amenities.