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

A sandy beach with footprints and a pier in the background. - Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD (Deal Island Historic District)
A rustic kitchen with wooden beams, a dining area with a long table and chairs, and a kitchen counter with a bowl. - Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD (Deal Island Historic District)
A kitchen with wooden cabinets, a white sink, a stove, and a window with curtains. - Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD (Deal Island Historic District)
A porch with rocking chairs, a welcome sign, and a beach-themed decoration. - Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD (Deal Island Historic District)
A house with a covered porch, a red wagon, and a green chair. - Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD (Deal Island Historic District)
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD provides laundry facilities and more. Stay connected with in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms1 bathroomSleeps 81160 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Barbecue grill

Add dates for prices

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.

Property amenities

Internet

  • Available in the house: WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Outdoor areas

  • Barbecue grill
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the bay

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 1,160 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 50 lbs per pet)

Children and extra beds

Children are welcome

Events

Events allowed: family gatherings, birthday parties, weddings

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
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

About the area

Deal Island is home to this vacation 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. Visit our Deal Island travel guide
View more Vacation homes in Deal Island
Map
Deal Island Historic District, MD

What's nearby

  • Shark Fin Shoal
    2 min drive - 2.4 km
  • Rock Island
    6 min drive - 5.1 km
  • University of Maryland Eastern Shore
    28 min drive - 32.4 km
  • Salisbury University
    44 min drive - 52.7 km
  • Wicomico Youth and Civic Center
    52 min drive - 60.6 km

Getting around

  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    43 min drive

Restaurants

  • Somerset Seafood Company
    8 min drive
  • shedders at Wenona,Md
    5 min drive

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 50 lbs per pet.

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?

Check-out 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 vacation home is 2.2 mi (3.6 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 mi (32 km).

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Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD Reviews