10/10 Excellent
Ryan S.
18 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely spring break spot
Ryan S.
Stayed 4 nights in Apr 2025
Entire home
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD
Photo gallery for Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD
Reviews
9.8 out of 10
Exceptional
3 bedrooms1 bathroomSleeps 8107.8 sq m
Popular amenities
Explore the area
Deal Island Historic District, MD
- Smith Island
- Crab Island
- University of Maryland Eastern Shore26 min drive
- Cambridge, MD (CGE-Cambridge - Dorchester)72 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 Double Bed
Bedroom 2
2 Single Beds
Bedroom 3
2 Single Bunk Beds
1 bathroom
Bathroom 1
Towels provided · Toilet · Shower only
Spaces
Porch or lanai
Kitchen
Dining area
About this property
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD
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.
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.
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Barbecue grill
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed: family gatherings, birthday parties, weddings
Pets
Pets allowed: dogs less than 23 kg per pet (limit one pet total)
Smoking
Smoking is not permitted
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30
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
About the area
Deal Island
Deal Island is home to this holiday home. Shark Fin Shoal and Whitehaven Historic District are local landmarks, and the area's natural beauty can be seen at Rock Island and Mount Vernon Park.
Deal Island Historic District, MD
What's nearby
- University of Maryland Eastern Shore - 26 min drive - 25.6 km
- Salisbury University - 40 min drive - 42.5 km
- Wicomico Youth and Civic Center - 43 min drive - 48.9 km
- Somers Cove Marina - 52 min drive - 55.5 km
- Blackwater National Wildlife Refuge - 109 min drive - 117.8 km
Getting around
Restaurants
- Shredders Restaurant & Bar - 6 min drive
- Lucky's - 3 min drive
- Lucky's Last Chance - 3 min drive
- Arbys Dock Side Bar And Grill - 5 min drive
- Carbin Seafood - 19 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
10/10 Excellent
Sarafina D.
18 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time!
Sarafina D.
Stayed 3 nights in Mar 2025
10/10 Excellent
Timothy S.
4 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Deal Island Getaway
Timothy S.
Stayed 3 nights in Jan 2025
8/10 Good
Landon S.
11 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Hunting trip
Landon S.
Stayed 3 nights in Jan 2025
10/10 Excellent
Robert P.
1 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Thanksgiving weekend
Robert P.
Stayed 3 nights in Nov 2024
10/10 Excellent
Monika B.
12 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Memories for a lifetime!!
Monika B.
Stayed 3 nights in Oct 2024
About the host
Your host
Meet Your Hosts: Local Adventurers & Historic Home Enthusiasts
Hey there! We’re locals who know and love the area like the back of our hand. When we’re not working on our next big project, you’ll probably find us traveling the coast, treasure-hunting at antique shops, or hanging out with our family.
This house has been a true labor of love. We’ve restored plenty of historic homes over the years, and there’s nothing more satisfying than breathing new life into a place that’s been waiting to shine again. From vacant to vibrant—this home is part of our journey, and we’re so excited to share it with you!
We hope you enjoy it as much as we do.
Hey there! We’re locals who know and love the area like the back of our hand. When we’re not working on our next big project, you’ll probably find us traveling the coast, treasure-hunting at antique shops, or hanging out with our family.
This house has been a true labor of love. We’ve restored plenty of historic homes over the years, and there’s nothing more satisfying than breathing new life into a place that’s been waiting to shine again. From vacant to vibrant—this home is part of our journey, and we’re so excited to share it with you!
We hope you enjoy it as much as we do.
Why they chose this property
This area isn’t just a spot on the map—it’s home in our hearts. After living away for a while, we felt the pull to return to the place that’s always meant the most to us. There’s something special about coming back to your roots, and this corner of the world welcomed us back like an old friend.
When we found this neighborhood, we knew it was exactly what we’d been searching for: quiet, secluded, and a perfect escape from the everyday hustle. It’s the kind of place where you can hear the birds in the morning, feel the breeze off the water, and unwind under a sky full of stars—completely disconnected from the “busy” of modern life.
We’ve restored many historic homes over the years, and when this one came along, we couldn’t resist giving it a fresh start. It felt right to create a space where guests could experience the same peaceful retreat we were craving—a home with character, nestled in an area that feels far away from it all, yet still close to nature and local adventures.
We’re excited to share this special spot with you. Whether you're here to explore the outdoors, discover local treasures, or just take a breather from life’s demands, we think you’ll love this neighborhood as much as we do.
When we found this neighborhood, we knew it was exactly what we’d been searching for: quiet, secluded, and a perfect escape from the everyday hustle. It’s the kind of place where you can hear the birds in the morning, feel the breeze off the water, and unwind under a sky full of stars—completely disconnected from the “busy” of modern life.
We’ve restored many historic homes over the years, and when this one came along, we couldn’t resist giving it a fresh start. It felt right to create a space where guests could experience the same peaceful retreat we were craving—a home with character, nestled in an area that feels far away from it all, yet still close to nature and local adventures.
We’re excited to share this special spot with you. Whether you're here to explore the outdoors, discover local treasures, or just take a breather from life’s demands, we think you’ll love this neighborhood as much as we do.
What makes this property unique
What Makes Our Vacation Rental Unique?
Historic Charm, Modern Comfort: Our home blends the character of a beautifully restored 1900s farmhouse with the comforts of today—preserving original features while adding thoughtful touches.
Carefully Curated Decor: We’ve filled the space with pieces we love, giving the home a cozy, personal feel that invites you to relax and make it your own.
Quiet, Secluded Escape: Tucked away from the hustle and bustle, our rental offers a peaceful retreat where you can truly unwind, recharge, and reconnect with nature.
Rooted in Local Love: This area is more than just a getaway—it’s our home. We’ve poured our hearts into creating a space where you can experience the same serenity and charm that brought us back here.
Historic Charm, Modern Comfort: Our home blends the character of a beautifully restored 1900s farmhouse with the comforts of today—preserving original features while adding thoughtful touches.
Carefully Curated Decor: We’ve filled the space with pieces we love, giving the home a cozy, personal feel that invites you to relax and make it your own.
Quiet, Secluded Escape: Tucked away from the hustle and bustle, our rental offers a peaceful retreat where you can truly unwind, recharge, and reconnect with nature.
Rooted in Local Love: This area is more than just a getaway—it’s our home. We’ve poured our hearts into creating a space where you can experience the same serenity and charm that brought us back here.
Premier Host
They consistently provide great experiences for their guests
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