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Vacation rentals in Deale

Vacation rentals in Deale

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Deale

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Rockhold Creek Cottage
    SUPERHOSTEntire cottage · 6 guests · 5 beds · 1.5 baths
    Rockhold Creek Cottage

    The Perfect rock fishing and crabbing cottage in Deale, Maryland right on Rockhold Creek, with docks and spectacular views! The waterfowl are mesmerizing to watch. Just 1/2 block from Happy Harbor and Fishing Charters! No need to make that drive at 4am, you can stay the night before and after for maximum enjoyment!

    What guests are saying:

    “Richie's home in Deale is exactly the type of experience that makes Airbnb special. First, the location: the back yard opens right up to the water where there is just the right amount of boat activity to be fun and picturesque but also quiet. At the same time, you are a ten-minute (or less) walk to a number of welcoming restaurants. People in the neighborhood are friendly and proud of the area; they consider it a hidden gem, which is absolutely correct. There would be no way to experience the Chesapeake like this from a hotel. Second, the place: it's spotless, a perfect size for a large family or two small families, and has all of the amenities you need (including a coffee machine with coffee). Finally, and this is the best part, the hospitality: Richie took care of every single need that we had with remarkable speed (seconds!) and sincere kindness. We came to Deale for a wedding celebration knowing nothing about the area, but now we plan to come back again and again for as long as Richie is hosting!”

  • Romantic/Modern Chesapeake Waterfront Modern Suite
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    Romantic/Modern Chesapeake Waterfront Modern Suite

    Gift yourself this private, secluded 2nd floor flat--the best hideaway to rest, bond, restore, create, or work. Deep discounts for longer stays; time & sanitizing between. Breezy, country-like setting provides space to escape city hustle. Nearby scenic drives & groceries, or venture to Annapolis TJ/WF or historic walks. Fully relax & recharge with pier, kayaks, swings, fire pit, starry nights, sun-drenched loungers or cozy up with books/movies & luxuriate in deep soaking tub or European shower.

    What guests are saying:

    “I, like, a previous reviewer was concerned about a negative review that seemed fairly recent. COMPLETELY UNFOUNDED!! The space was exactly as listed. It was tastefully decorated and secure, and the views were unrivaled! Shawn has obviously taken the time to provide the small touches so that her guests are supremely comfortable. Shawn was responsive by text and email within hours at the most (when I emailed past midnight), but usually within minutes. While on the property she was super gracious and available to answer questions, no matter how mundane. My goal was to be in peace and solitude for a weekend without going too far from home (I live just inside Virginia). Light Landing is a haven, not far from the hustle and bustle of DC if that's what you seek. I will be visiting again”

  • Hannah’s Hideaway
    SUPERHOSTEntire house · 8 guests · 7 beds · 2 baths
    Hannah’s Hideaway

    Cottage style with water view of Rockhold Creek. Water taxi right out front of house to take you to local restaurants. Crabbing excursions or fishing charters available for extra cost. Dog friendly. Local restaurants all within 1 mile from location. Fenced in back yard. Picnic table and fire pit to have own personal crab feasts or cookout. Boat slip available at an extra charge. Many local restaurants with outside musicians.Grocery store and gas/liquor stores within 5 minutes from house.

    What guests are saying:

    “Hannah's Hideaway was perfect for our three-week stay. The location allowed us to explore Deale (I highly recommend getting a pie from South County Cafe) while waiting for our permanent residence to become available. The fenced-in backyard and dog door were perfect for our pups! Paul was an outstanding host and went above and beyond to make sure we had everything we needed. We were sad to leave and look forward to our next stay at Hannah's!”

Vacation rentals for every style

Get the amount of space that is right for you.

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  • Unique stays

Popular amenities for Deale vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Deale

Romantic/Modern Chesapeake Waterfront Modern Suite
SUPERHOSTEntire apartment
Romantic/Modern Chesapeake Waterfront Modern Suite
Price:R2,769 ZAR / night
Cozy waterfront getaway on the Bay
SUPERHOSTEntire bungalow
Cozy waterfront getaway on the Bay
Price:R2,246 ZAR / night
Waterfront Retreat/2 BR Get-Away w/Kayaks and Pier
SUPERHOSTEntire guest suite
Waterfront Retreat/2 BR Get-Away w/Kayaks and Pier
Price:R2,212 ZAR / night
Rockhold Creek Cottage
SUPERHOSTEntire cottage
Rockhold Creek Cottage
Price:R4,092 ZAR / night
Great Bayside Getaway 35 min from DC and Annapolis
Entire house
Great Bayside Getaway 35 min from DC and Annapolis
Price:R3,918 ZAR / night
The Deale Delight
SUPERHOSTEntire house
The Deale Delight
Price:R2,612 ZAR / night
Hannah’s Hideaway
SUPERHOSTEntire house
Hannah’s Hideaway
Price:R3,465 ZAR / night
Chesapeake Bay Cottage
Entire cottage
Chesapeake Bay Cottage
Price:R4,005 ZAR / night
Comfortable Guest Suite at Chesapeake Bay
Entire guest suite
Comfortable Guest Suite at Chesapeake Bay
Price:R1,393 ZAR / night
Million Dollar View
Entire house
Million Dollar View
Price:R5,224 ZAR / night
"Seas the Bay Cottage" in Deale with Kayaks
Entire cottage
"Seas the Bay Cottage" in Deale with Kayaks
Price:R6,948 ZAR / night
NEW! Coastal Pet-Friendly Cottage <½ Mi to Beaches
Entire cottage
NEW! Coastal Pet-Friendly Cottage <½ Mi to Beaches
Price:R2,212 ZAR / night
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