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 porch with rocking chairs, a welcome sign, and a beach-themed decoration.
A living room with a fireplace, a television, a blue armchair, and a patterned rug.
A rustic kitchen with wooden beams, a dining area with a long table and chairs, and a kitchen counter with a bowl.
A kitchen with wooden cabinets, a white sink, a stove, and a window with curtains.
A house with a covered porch, a red wagon, and a green chair.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Dog-friendly
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Internet
  • Washing machine

Explore the area

View map
Deal Island Historic District, MD
  • Place, Shark Fin Shoal
    ‪2 min drive‬
  • Place, Rock Island
    ‪6 min drive‬
  • Place, University of Maryland Eastern Shore
    ‪28 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪53 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

Add dates for prices

Similar properties

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.
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
  • Somerset County Library - 28 min drive - 32.4 km
  • Salisbury University - 44 min drive - 52.7 km

Getting around

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

Restaurants

  • ‪Arby's Restaurant and Bar - ‬6 min drive
  • ‪Crab Bytes - ‬4 min drive
  • ‪Lucky's - ‬3 min drive
  • ‪Island Seafood - ‬13 min walk
  • ‪The Wilde Hare - ‬3 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 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 31 October 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 8 November 2026 start from NZ$996, 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 2.2 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 miles (32 km).

Reviews

9.6

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. 12 out of 15 reviews
Rating 8 - Good. 3 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place to stay while traveling around MD and DE. Very communicative and accurate listing. The house had everything we needed!
Stayed 7 nights in May 2026
Verified review

8/10 Good

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house had a nice, rustic vibe, which I like. The rooms were as pictured and spacious. The beach and a boat launch were five minutes away, and the marsh and bay was beautiful. On the way in to the island we caught a late night thunderstorm which was quite impressive. The geography of Deal Island and the Chesapeake Bay meant we could see the lightning but not really be in the storm. If you are looking for a comfortable and quiet place to stay on the Delmarva peninsula, this place is great. If you want to be close to what's going on, not so much. The closest gas station was 16 miles away, as was the closest grocery store. Just something to be aware of. However, within about an hour you have the shops and restaurants of Salisbury, MD, the beautiful Chincoteague National Park and the Wallops NASA Rocket Launch center. And Norfolk, VA is only about two and a half hours via the Chesapeake Bay bridge and tunnel. This house was a great place to relax and a great staging area for day trips and paddling excursions. It has a fair kitchen, with basic kitchen equipment. Feeding our family of seven took a bit of creative adjustment. I'm a bit of a foodie and used to a well equipped kitchen and a well stocked pantry. This kitchen was functional and adequate. It did have a dishwasher and a Belgian waffle maker, though, both of which were used and appreciated. And I didn't think I would like it much, but the outdoor (enclosed) shower was more popular than the indoor one. Recommended.
Stayed 14 nights in Aug 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very relaxing! Home was comfortable and clean.
Stayed 4 nights in Jul 2026
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