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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

Exterior
Exterior
Property grounds
Living area
Room

Reviews

9.8 out of 10, Loved by Guests
3 bedrooms1 bathroomSleeps 8107.8 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Barbecue

Explore the area

View map
Deal Island Historic District, MD
  • Place, Shark Fin Shoal
    ‪3 min drive‬
  • Place, Rock Island
    ‪6 min drive‬
  • Place, University of Maryland Eastern Shore
    ‪26 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪44 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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Barbecue

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Exterior
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  • Dryer
  • Air-conditioning
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10.0 out of 10, Exceptional, (1 review)
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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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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

Frequently asked questions

Is Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD?

As of 27 Mar 2026, prices found for a 1-night stay for 2 adults at Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD on 7 July 2026 start from AU$190, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD?

Check-in begins at 4:00 PM.

What time is check-out at Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD?

Checkout is at 10:00 AM.

Where is Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD located?

Situated in Deal Island, this holiday home is 2 mi (3.2 km) from Shark Fin Shoal and 2.8 mi (4.5 km) from Rock Island. Whitehaven Historic District and Mount Vernon Park are also within 20 miles (32 km).

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 window
Rating 10 - Excellent. 9 out of 11 reviews
Rating 8 - Good. 2 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

8/10 Good

Clarky

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the location and property, very welcoming and quiet. Perfect for a little get away
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Robert P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second stay and was very nice. Home is well equipped and will be back again.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Sarafina D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We had a great time!

Very clean and charming home we will be back again!
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Timothy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Deal Island Getaway

Great house, attentive host, and a beautiful and quiet setting
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Ryan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely spring break spot

We wanted a low key place to use as a base for exploring the Eastern Shore, and this was a great spot! An hour or so from almost everything you might want to do, and Deal Island is a relaxing place in its own right, with a little beach and pleasant views of the bay.
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

Cherie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Heavenly abode

The house is located on Deal Island. It’s a perfect location for peace and quiet and beautiful surroundings. The house is decorated in such a lovely way - beautiful touches throughout. Ample area to walk my dog. Wonderful mornings spent on the screened in porch.
Stayed 3 nights in May 2025
Verified

8/10 Good

Landon S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hunting trip

The house worked out good for 4 hunters.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Terry R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

This was the best rental! Cute little early 1900s farmhouse with beach decor. The kitchen js well equipped and there js a nice grill outside. The firepit was a nice way to spend evenings as was the screen porch.The little beach about a 5 minute ride/15 min walk was an added bonus! We will definitely rent here again!
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Robert P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanksgiving weekend

Our stay was perfect. The home was quite lovely and equipped with all amenities. The location was very nice. The bay was only a 2 minute walk at the end of the street. Highly recommend.
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Monika B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Memories for a lifetime!!

I booked The Rusty Anchor for my sisters surprise bachelorette weekend getaway… From the first moment, to the last, it was simply amazing. None of us wanted to leave!! Christine was a blessing! Responded to all messages almost immediately. That is pretty rare these days, and was sincerely appreciated. The house was extremely cozy, and there was plenty of room for all of us. Yes, there is only 1 bathroom, but it is quite large, and plenty of room! Do not let that deter you! The house was very clean, organized, stocked, and so comfortable. Loved the kitchen, beds were very comfortable, cute front porch, outside shower, grill, fire pit…you name it, they had it. Extremely quiet and remote area. When standing at the end of the driveway, you can see the water right down the street. Just absolutely stunning. We only had one hiccup… Unfortunately, the day before arrival, a burn ban was put into place for the area given the lack of rain. Within a matter of a couple hours, Christine called, and they came up with another option for us, that worked perfectly. Could not have asked for more! Thank you so very much for an unforgettable experience!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Alin H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very cozy home with everything you need for a comfortable stay!
Stayed 3 nights in Oct 2025

About the host

Your host

Host profile image
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.

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.






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.
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