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Waterfront Maryland Retreat w/ Dock & Bay View!

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Deal Island Historic District Vacation Rental | 3BR | 2BA | 3 Steps Required
Back Exterior | Bay View | Private Dock | Charcoal Grill | 2,168 Sq Ft
Living Room | Free WiFi | Telescope | Bay View
Interior
Dining Area | Dishware & Flatware Provided | Central A/C | Electric Heat

Reviews

9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 9201.4 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

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 9)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

Bedroom 3

1 Single Bed and 1 Queen Bed

2 bathrooms

Full Bathroom

Full Bathroom

Spaces

Deck or patio
Kitchen
Separate dining area

About this property

Waterfront Maryland Retreat w/ Dock & Bay View!

Treat yourself to the tranquility of a rural retreat when you book this coastal cottage vacation rental in Deal Island Historic District, MD! Ideal for large groups and nature lovers, this 3-bedroom, 2-bath getaway offers a peaceful, bayfront location with on-site access to boating, fishing, and crabbing right off the private dock. Gather around the gas fire pit, enveloped in the salty sea breeze, or prepare the day's catch on the charcoal grill! After, cozy up with a movie on the Smart TV.

-- THE PROPERTY --

Pet Friendly w/ Fee | Gas Fire Pit | On-Site Fishing & Crabbing

Bedroom 1: King Bed | Bedroom 2: 2 Queen Beds | Bedroom 3: Queen Bed, Twin Bed

OUTDOOR LIVING: Bay view, private boat dock, deck w/ seating, charcoal grill, outdoor shower
INDOOR LIVING: Smart TVs, telescope, books, 2 dining tables, office, treadmill, ceiling fans
KITCHEN: Cooking basics, dishware/flatware, dishwasher, stove/oven, refrigerator, microwave, Keurig coffee maker w/ starter pods, toaster
GENERAL: Free WiFi, linens/towels, washer/dryer, complimentary toiletries, central A/C, electric heat, clothes hangers
FAQ: Pet fee (paid pre-trip), 2 exterior security cameras (outward facing), quiet hours (10:00 PM-7:00 AM), boat lift unavailable
ACCESSIBILITY: Single-story home, 3 steps required to access
PARKING: Driveway (2 vehicles), no street parking, no garage access

-- THE LOCATION --

FUN IN THE SUN: On-site fishing, crabbing, waterfowling, Deal Island Boat Ramp (2 miles), Art Benton Fishing Charters (5 miles)
NEARBY SPOTS: Skipjack Heritage Museum (1 mile), Deal Island State Wildlife Management Area (6 miles)
TEE OFF: Great Hope Golf Course (22 miles), Nutter's Crossing Golf Course (28 miles)
AIRPORT: Salisbury Regional Airport (31 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No fireworks permitted on-site or in the surrounding area
- Pet friendly w/ $150 fee (+ fees & taxes, 2 pets max)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: Please observe quiet hours from 10:00 PM-7:00 AM
- NOTE: This single-story home requires 3 steps to access
- NOTE: The garage is not available for guest use
- NOTE: The boat lift is not available for guest use
- NOTE: Your safety matters. The property features 2 exterior security cameras located on the corner of the garage facing the front entrance and on the left corner of the back of the home facing the backyard and dock area. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
A maximum of 2 pets are allowed.
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Chance

Located in Deal Island, this cottage is on the waterfront. 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. Spend some time exploring the area's activities, including golfing.
View more Cottages in ChanceOpens in a new window
Map
Deal Island Historic District, MD

What's nearby

  • Shark Fin Shoal - 3 min drive - 2.8 km
  • Rock Island - 6 min drive - 3.8 km
  • University of Maryland Eastern Shore - 26 min drive - 31.0 km
  • Salisbury University - 39 min drive - 51.0 km
  • Wicomico Youth and Civic Center - 43 min drive - 58.2 km

Getting around

  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 41 min drive

Restaurants

  • ‪Arby's Restaurant and Bar - ‬10 min drive
  • ‪The Wilde Hare - ‬12 min walk
  • ‪Lucky's - ‬4 min drive
  • ‪Crab Bytes - ‬10 min walk
  • ‪Carbin Seafood - ‬4 min drive

Frequently asked questions

Is Waterfront Maryland Retreat w/ Dock & Bay View! pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Waterfront Maryland Retreat w/ Dock & Bay View!?

As of 30 Mar 2026, prices found for a 1-night stay for 2 adults at Waterfront Maryland Retreat w/ Dock & Bay View! on 9 May 2026 start from AU$221, 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.

How much is parking at Waterfront Maryland Retreat w/ Dock & Bay View!?

On-site parking is available at the property.

What time is check-in at Waterfront Maryland Retreat w/ Dock & Bay View!?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Maryland Retreat w/ Dock & Bay View!?

Checkout is at 10:00 AM.

Where is Waterfront Maryland Retreat w/ Dock & Bay View! located?

Situated on the waterfront, this cottage is 1.6 mi (2.6 km) from Shark Fin Shoal and 2.4 mi (3.9 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 10 reviews
Rating 8 - Good. 1 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

10/10

Check-in

9.2/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Justin P.

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

Great bayfront house

This was a perfect place to stay, a bit far from our daily destination of Assateague but worth the drive for a place to unload and I unwind and relax without worrying about disturbing anyone, and with enough space for the whole family. We took advantage of the dock for crabbing and watching the sunset. Easy to get to, well stocked, easy to use and take care of, we would definitely stay here again.
Stayed 3 nights in Jul 2025
From a partner site

10/10 Excellent

Jerry Walberg

Awesome Unique Place to relax

IF a Quiet, Peaceful, Beautiful place to stay is what your looking for this is the place for you.
Verified

10/10 Excellent

Barbara D.

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

Great place to stay.

The house is absolutely beautiful and the view is spectacular ! If by chance you forget to bring something with you dont worry they have it all right down to the lotion. The neighbors are great too ! Loved our stay.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Timothy C.

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

Million dollar View

Beautiful sunset views and well accommodating house.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Melissa B.

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

Above and beyond expectations

This property was above and beyond what we expected. We ended up extending our stay one extra night to continue to fish and crab the next afternoon. 3 huge bedrooms, 2 bathrooms and had everthing we needed for the weekend. The view was beautiful every night and we cannot wait to come back again soon!
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Donna B.

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

September getaway

The house was wonderful. Very comfortable. Kitchen well appointed with everything we needed. Location on the water ideal for crabbing, fishing, or just relaxing. (Make sure to have needed supplies since stores etc are not nearby but that seems to be the way with any waterfront property). We had our first experience with “costal flooding” which made it a bit more interesting. Neighbors were very nice. Would highly recommend staying at this property.
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Jennifer S.

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

Family vacation

I was a little hesitant about this Vrbo since there were no reviews but the house was exactly as described. We wanted a quiet, do nothing but relax and that is what we did. We loved the private dock and caught many crabs and a few fish. The bay breeze kept the bugs away which was an added bonus. The little beach over the bridge was great for a quick dip to cool off (although the bay was 82). We also chartered a fishing boat with a local company (art benton) who gave us a great day on the water catching tons of fish. The house was beyond equipped with everything you need!
Stayed 6 nights in Jun 2024
Verified

8/10 Good

Susan C.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Ideal location, wonderful view

This is a beautiful place to stay -- the peaceful view of the bay is SO relaxing, and the house is very comfortable. We did have an issue though: when I tried to email our host contact that the back doorknob was broken, there was no answer. Tried to call, but the call went straight to voicemail and the voicemail box was full. Tried to text the "Evolve" people, but got only a formulaic response. It wasn't until the next day, when I thought to make contact through VRBO, that I got a real answer from an Evolve representative. Deeply glad it wasn't a more serious problem, such as a leaking pipe!
Stayed 3 nights in Aug 2024
From a partner site

10/10 Excellent

MargieMargaret

Get Away from It All!

Four of my older women friends and I just returned from 4 wonderful days at this spacious one level home situated on the Chesapeake Bay across from Deal Island in Chance, Maryland. This well maintained and fully air conditioned house had two full baths, three bedrooms, a TV nook, and a spacious living room, and the last two rooms had comfy sofas large enough for sleeping. All bedding was spotless and extra blankets were readily available. Rooms also had ceiling fans which are one of my favorite amenities. Although there was a lovely and inviting dining room, we chose to eat either outside or around the large table in the living room.The best part of our stay was definitely our location which was literally only a few feet from the water and a sturdy dock. The lapping of the waves definitely soothed spirits and made the place a truly relaxing escape. This was a perfect setting for catching up with friends and reading.Jerry, the owner went above and beyond to provide support and rapid responses to our questions, and folks in the neighborhood readily assisted us when one of our cars refused to start. What a relief and special gift that was! Thank you, All. We look forward to returning in the future.PS Do plan to take a drive over to the town of Princess Anne for a good meal and a chance to see a lovely historic community!Also, do plan to bring your foodstuffs and-or to stop in Princess Anne at the Food Lion or Dollar City for your provisions as no shops are in walking distance of the house.
Verified

10/10 Excellent

Michael A.

Stayed 3 nights in May 2025

About the host

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