Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD | House in Deal Island Historic District
3 Bedroom House in Dames Quarter, Deal Island Historic District
Welcome aboard the Rusty Anchor, a beautifully restored 1900s farmhouse that perfectly balances old-school charm with modern-day comfort. Nestled in the heart of Deal Island—a waterman’s haven—this cozy retreat is ideal for families, friends, and anyone craving outdoor adventures and peaceful escapes.
3 Cozy Bedrooms + Charm to Spare
With two private bedrooms upstairs (sleeps 6) and a snug first-floor room (sleeps 2), this farmhouse is ready to host your crew. Fully stocked with a modern kitchen, a comfy living room, and a porch perfect for al fresco dinners, it’s everything you need to unwind and make memories.
Adventure Awaits – Just Minutes from the Chesapeake Bay Deal Island is known for some of the best fishing (Redfish, Striped Bass, Flounder, and Cobia) and waterfowl hunting Maryland has to offer. And if crabbing or kayaking is more your style, you’ll love the cozy beach and boat ramps just a quick 5-minute bike ride away. Not directly on the water? No problem—getting to the shoreline is half the fun.
Want the full waterman experience? Book a local fishing charter or go on a crabbing expedition. Afterward, rinse off in the outdoor shower and relax on the screened porch, watching the stars over the tranquil night sky.
Elevate Your Stay with Special Add-Ons!
Once you book with us, you’ll receive a message with a link to our online store—where you can reserve exclusive add-ons, from kayak rentals to gourmet meal kits. It’s your vacation, exactly how you want it!
Family-Friendly Fun + Outdoor Bliss
Whether it’s biking, beachcombing, or fishing, there’s space for all your gear (and your crew!). With air conditioning, internet, and plenty of outdoor space for games, the Rusty Anchor keeps everyone happy and comfortable.
Easy access? You got it. Our digital keypad entry means no stress at check-in—your custom code will be waiting when you arrive.
Local Treasures + Day Trips Galore
Stock up and dine out in the charming nearby town of Princess Anne, MD, where you’ll find:
Groceries: Food Lion
Dining & Drinks: Beach to Bay Seafood, Caesar’s Pizza Palace, Somerset County Liquors, The Washington Inn & Tavern
Shopping: Hayman Antiques, O Grace and Glory Boutique, Somerset Hidden Treasures
Looking for an extra adventure? Take a scenic drive to Chincoteague Island, VA. Or, if you’re craving a laid-back vibe, stop by Goose Creek Pit & Pub for a Tiki-inspired experience.
Relax. Explore. Recharge.
The Rusty Anchor offers everything you need for a vacation full of fun and relaxation. Whether you’re reeling in fish or kicking back with a good book, this farmhouse getaway makes every moment special.
We’re thrilled to have you as our guest. Book now and get ready to unplug, unwind, and create unforgettable memories on Deal Island.
If anything is needed at all, Please feel free to contact the host Christina Weigand.
Don't forget to stop in Princess Anne for all your grocery, firewood, seafood and produce stand needs.
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD is located in Dames Quarter. Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD provides accommodation, featuring Pet Friendly, Barbecue/Outdoor Cooking, Child Friendly, among other amenities. This House features Pet Friendly, Barbecue/Outdoor Cooking, Child Friendly, to make your stay a comfortable one.
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD has 3 Bedrooms , 1 Bathroom, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have rated it 2, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Dames Quarter has interesting places to visit. If you want to learn more about the House in Dames Quarter, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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Heating
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Toilet paper
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Shower
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1 bathroom
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Soap
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Towels provided
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3 bedrooms
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Bed sheets provided
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Dining table
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Living room
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Refrigerator
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Toaster
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Dishwasher
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Cookware/dishes/utensils
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Ice maker
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Oven
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Coffee/tea maker
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Microwave
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Stovetop
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Laundry facilities
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Washing machine and dryer
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1 total (up to 50 lbs per pet)
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Pet friendly
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Welcoming dogs only
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Smoke-free property
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Unit size: 1160 sq ft (108 sq m)
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Near the bay
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Iron/ironing board
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WiFi available
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Porch or lanai
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Barbecue grill
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Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Policies
Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip host has not indicated whether there is a smoke detector on the property parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 30 special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
Reviews
