Entire home

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

your current months are November, 2024 and December, 2024.
November 2024
December 2024

Photo gallery for Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Dining
Exterior
Interior
Living area
Beach

Reviews

10 out of 10

Exceptional

Entire home

3 bedrooms1 bathroomSleeps 8107.8 sq m

Popular amenities

  • Washer
    Washer
  • Pet-friendly
    Pet-friendly
  • Air conditioning
    Air conditioning
  • Dryer
    Dryer

Explore the area

Map
Deal Island Historic District, MD
  • Smith Island
  • University of Maryland Eastern Shore
    26 min drive
  • Salisbury University
    40 min drive
  • Cambridge, MD (CGE-Cambridge - Dorchester)
    72 min drive

Room options

Similar properties

About the area

Deal Island

At this holiday home, you'll be 3.2 km (2 mi) from Shark Fin Shoal and 25.1 km (15.6 mi) from Chesapeake Health Care. Highlights at this holiday home include a washing machine. .You can enjoy an iron/ironing board in home. .Sights within a 30-minute drive of this Deal Island holiday home include University of Maryland Eastern Shore and Hytche athletic Center.

What's nearby

  • University of Maryland Eastern Shore - 26 min drive
  • Salisbury University - 40 min drive
  • Wicomico Youth and Civic Center - 43 min drive
  • Harriet Tubman Underground Railroad National Historical Park - 99 min drive
  • Blackwater National Wildlife Refuge - 109 min drive

Getting around

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

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

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

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

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

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 18

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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lb per pet)
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30.

Frequently asked questions

Are there any beaches close to Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD?

The closest beach to Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD is Elms Beach Park (36.6 km).

Does Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD have a pool?

No, this holiday home doesn't have a pool.

Is there a free airport shuttle available at Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD?

No, Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews" "
Rating 8 - Good. 0 out of 1 reviews" "
Rating 6 - Okay. 0 out of 1 reviews" "
Rating 4 - Poor. 0 out of 1 reviews" "
Rating 2 - Terrible. 0 out of 1 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Monika B.

Liked: Cleanliness
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