1 / 41

Waterfront Maryland Retreat w/ Dock & Bay View!

Entire cottage in Deal Island Historic District, MD

9 guests·3 bedrooms·2 bathrooms
5.0 · 2 reviews

Property details

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 space
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

Guest access
Guests will have access to the entire property

Other things to note
- 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

Sleeping arrangements

Bedroom 1

1 king Bed

Bedroom 2

2 queen Beds

Bedroom 3

1 queen Bed, 1 single Bed

What’s included

  • Free parking on premises

    Free parking on premises

  • Washer

    Washer

  • Dryer

    Dryer

  • Central air conditioning

    Central air conditioning

  • Heating

    Heating

  • Pets allowed

    Pets allowed

  • Kitchen

    Kitchen

  • Wifi

    Wifi

Guest reviews

Star icon 5.0 | 2 reviews
5
4
3
2
1
M

MargieMargaret

Get Away from It All!

Star Icon 0 0Star Icon 0 1Star Icon 0 2Star Icon 0 3Star Icon 0 4

June 2025

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.

J

Jerry Walberg

Awesome Unique Place to relax

Star Icon 1 0Star Icon 1 1Star Icon 1 2Star Icon 1 3Star Icon 1 4

June 2025

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

Know before you go

House rules

Check-in: 4:00pm

Checkout: 10:00am

Pets allowed

Min. age to rent: 18

No smoking

No parties

Have a question about this property?

Site Footer

Get deals directly in your inbox:

© 2026 Whimstay, Inc. All Rights Reserved. “SEIZE THE STAY” and “WHIMSTAY” are registered trademarks of Whimstay, Inc. and the W Logo is a trademark of Whimstay, Inc.