Elegant, Waterview, Luxury Villa by the Chesapeake Bay

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Last updated: 11/25/2015
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:2-7 nights
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:No

Property description

The majestic property of Villa Wenona sits on a beautiful lawn and wooded ¾ acre lot, yards from the Chesapeake Bay at the southern tip of Deal Island, MD. Enjoy exquisite sunsets from the comfortable sun room or the stunning balcony located off the master bedroom suite!
Our brand new home was built to provide comfort and privacy. On the second floor you will find the master bedroom suite, complete with beautiful balcony, gorgeous views, a queen size bed, sitting area and a private full bathroom with double sinks. Across a wide hallway you will find a second bedroom, with queen size bed, sitting area and full private bathroom. Enjoy the bay views from the two bedrooms downstairs, one with a full size bed, the other a twin trundle. These comfortable bedrooms share a 3rd full bathroom with large stand up shower. Relax in the roomy living room, watch TV, play games, or simply curl up on the sofa with a good book in front of the large, stone fireplace.


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Property Type

  • House
  • 3000 sq. ft.

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals

Onsite Services

  • Housekeeper Optional


  • Minimum Age Limit For Renters:


  • Children Welcome
  • Non Smoking Only
  • Pets Considered:

    We allow well behaved dogs....moreless

  • Wheelchair Inaccessible

Bedrooms: 4 Bedrooms, Sleeps 12

  • Bedroom 1: 1 queen

    Sitting area...moreless

  • Bedroom 2: 1 queen

    Loveseat included...moreless

  • Bedroom 3: 1 double


  • Bedroom 4: 2 twin/ single

    Trundle Bed...moreless

  • Large master bedroom suite with private bath, large walk-in closet, and private deck overlooking the Chesapeake Bay. Sitting area, satellite television, sunlight. Views of sunrise and sunset. All bedrooms have bathrooms attached. Full-size bedroom and Trundle bedroom share bathroom with large walk-in shower....moreless

Bathrooms: 3 Bathrooms

  • Bathroom 1: toilet, combination tub/shower


  • Bathroom 2: toilet, combination tub/shower


  • Bathroom 3: toilet, shower


  • Brand new tile bathroom with double sink and window in shower area overlooking the Chesapeake Bay....moreless

Other Amenities

  • Please enjoy the use of 4 kayaks and one 3-man canoe for free during your stay at Villa Wenona! ...moreless


  • Books
  • CD Player
  • DVD Player
  • Games
  • Games For Kids
  • Music Library
  • Piano
  • Radio


  • Away From It All
  • Family


  • Bay/Sound
  • Churches
  • Cinemas
  • Forests
  • Marina
  • Playground

Local Services & Businesses

  • Groceries
  • Medical Services

Leisure Activities

  • Antiquing
  • Beachcombing
  • Bird Watching
  • Boating
  • Horseback Riding
  • Photography
  • Walking

Location Type

  • Beach
  • Rural
  • Water View

Sports & Adventure Activities

  • Cycling
  • Fishing
  • Golf
  • Hiking
  • Hunting
  • Kayaking
  • Pier Fishing
  • Sailing
  • Sound/Bay Fishing
  • Swimming
  • Tennis


  • Dining Area
  • Seating for 10 people


  • Activities Guide
  • Air Conditioning
  • Alarm Clock
  • Basic Soaps
  • Broadband Access
  • Ceiling Fans
  • Clothes Dryer
  • Fireplace
  • Free Long Distance
  • Hair Dryer
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Local Activities Guide
  • Local Restaurant Guide
  • Parking
  • Shampoo
  • Sofa Bed
  • Telephone
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace


  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Kitchen
  • Lobster Pot
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Stove
  • Toaster


  • Balcony
  • Barbecue
  • Beach Chairs
  • Bicycles
  • Deck / Patio
  • Fish Cleaning Table
  • Kayak / Canoe:

    4 kayaks, 1 canoe...moreless

  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Porch / Veranda
  • Wood Deck

House Cleaning

  • Housekeeper Optional


Write a review 5
from 45 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Sep 21 - Jan 3, 2016
2 night min stay
Jan 4 - Mar 17, 2016
2 night min stay
Mar 18 - Jun 17, 2016
2 night min stay
Jun 18 - Sep 10, 2016
7 night min stay

My Standard Rate
2 night min stay

Additional information about rental rates


  • Pet Fee $50 + tax
  • Refundable Damage Deposit $300
  • Tax Rate 11%


Mid-Peak season nightly rates $250, Off Peak $225. 2 night minimum.

Pets - Well-behaved dogs (max 2), with our approval and a $50.00 fee PER dog.

Extra person fee - $50 per person beyond 10, 12 max. This fee is PER RENTAL, not per night and is not calculated using BOOK it NOW button.

We accept credit cards and eChecks for your convenience.

Cancellation policy:

Policy available by contacting owner when booking.

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Last updated: 11/25/2015
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


Car: Necessary


Owner info

Year Purchased: 2004

About the owner: We purchased this land in 2004, but didn't begin building until 2006. The house was completed in 2010 as Rocco had to come down from Brooklyn for a week or two at a time to work on the construction. It was always his dream to build a house and apparently Rocco dreams big! He left Italy when he was 12, but the house definitely shows his Italian roots. He loved working with the concrete and loved that the house is strong - Hurricane 5 proof in fact.

Why the Owner Chose Deal Island:
Rocco had looked for land up and down the east coast, starting at St. Michaels. However, the peace and quiet of Deal Island, plus the view of the bay was what won his heart. He saw it on his own first, then drove down with Teresa to show it to her the following weekend. We decided that day to purchase the land.

The Unique Benefits at this House:
Now that the house is complete, we enjoy moving from sunroom to deck to the balcony off the bedroom. Sometimes we just enjoy sitting on the stoop at the front door and watching the birds. The peace and quiet of Deal Island and the comforts of Villa Wenona restore us every time we visit.

Contact us

Speaks: english, italian



  • Villa Wenona

    Villa Wenona

  • Enclosed Sunroom

    Enclosed Sunroom

  • River Rock Bathroom with Shower - 1st floor

    River Rock Bathroom with Shower - 1st floor

  • Master Bedroom

    Master Bedroom

  • Guest bedroom - 1st floor

    Guest bedroom - 1st floor

  • Master Bath with Double Sinks

    Master Bath with Double Sinks

  • Our Gourmet Kitchen

    Our Gourmet Kitchen

  • View from Deck of Master Bedroom

    View from Deck of Master Bedroom

  • Living room shot from staircase

    Living room shot from staircase

  • Guest Bedroom - 2nd floor

    Guest Bedroom - 2nd floor

  • Guest bedroom - 1st floor trundle bed

    Guest bedroom - 1st floor trundle bed

VRBO #319207

This listing was first published here in 2010.

Date last modified - Wednesday, November 25, 2015

Minimum stay: 2-7 nights
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  • Reviews
  • Sleeps
  • Bedrooms
  • Bathrooms
  • Property type
Member since: 2010
Speaks: english, italian
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  • Response time Within 12 hours
  • Response rate 90%
  • Calendar last updated 11/25/2015
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Elegant, waterview, luxury villa by the Chesapeake Bay

Deal Island #295422ha

4 BR  3 BA  Sleeps 12

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