Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St. Michaels | House in Sherwood

10.0 (150 Reviews) |   2 Bedrooms  2 Bathrooms  4 Guests
Sherwood House | Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St. Michaels

2 Bedroom House in Sherwood

Looking for an Eastern Shore waterfront retreat that's perfect for a romantic long weekend, a family vacation with the kids, or just a place for you to rejuvenate? Welcome to ''Overlook on Dun's Cove!'' Relax in this custom-built vacation home in an exceptionally private wooded lot of almost 3 acres, yet minutes from fine pop dining, eateries, museums, and shops in St. Michaels, Easton and Tilghman. This idyllic property boasts glorious views, abundant wildfowl, and its own deep water pier which accommodates sail or power yachts up to 40 feet - also great for crabbing and fishing! (Adults and kids alike note their productive catches in our Guest Book. Two crab pots are available on-site for guests.) The pier is equipped with shore power, water, lights, and a dock storage box. Steps at the other end of the bulkhead provide a convenient launch for kayaks and paddle boards.
Recent upgrades assure luxury, comfort, and functionality that will delight the most discerning vacation rental guests. The living and dining areas, master bedroom, and home office/den have premium red oak hardwood floors. Stylish wool rugs define different areas in the open concept living space. The master bedroom has a Queen bed in a handsome iron frame with an aged pewter finish.
Whether you are an enthusiastic chef or prefer the convenience of takeout, you will enjoy using the gourmet kitchen. Its premier appliances include a SubZero refrigerator, Jenn-Aire range and microwave, and an Asko dishwasher. Inside the driftwood gray all-wood kitchen cabinets and drawers, you will find chef-quality cookware, bakeware, and utensils including All-Clad stainless pots, non-stick fry pans and a sauté pan, J.A. Henckels knives, Le Creuset Dutch oven and cast iron fry pan, and a stockpot for crabs and lobsters. The upper cabinets between the kitchen and dining area have glass inserts where you can readily access the Apilco French porcelain “Tradition” dinnerware plus a full complement of glassware (red wine, white wine, short (old fashioned), martini and tall (iced tea/soda/beer) glasses, champagne flutes, and juice tumblers) on the shelves. I
Each of the two bedrooms has its own full bathroom with marble floor and an undermount porcelain sink set in a Misty Carrera quartz vanity top. These bathrooms feature high-end polished chrome fixtures; glossy white subway tile; new alcove soaker tub, shower, and toilet (master bathroom); new tile walk-in shower (upstairs bathroom); and custom frameless glass shower enclosures (both bathrooms).
The home has a soft contemporary interior décor. Furnishings and amenities include HDTV with Netflix, DVD player, Bose CD/radio; modern home office with high-speed (250 Mbps) WiFi and cable internet access and a laser printer; Saber outdoor stainless gas grill, and all-weather patio furniture. Other notable features are Carrier heat pump and central air conditioning with individually controlled thermostat; Asko high efficiency washer and dryer; wood-burning fireplace (with ample supply of firewood); wrap-around deck that’s great for entertaining; professional mosquito and insect control protection for comfort outdoors; weekly housecleaning and linen changeout at no extra charge for rentals of two weeks or longer; and hand-ironed sheets and luxurious fluffy towels.
Available year-round for weekend, weekly, or longer rentals. NOTE: A 4-night minimum is normally required for rentals during the busiest prime season, May 15 - October 15. Talbot County Law requires at least a 3-night minimum throughout the year.
Weekly rates are discounted 11% to 12% off nightly rates. Nightly rates are: $280 for January 5, 2026 - February 28, 2026; $300 for March 1 - May 14, 2026; $340 for May 15 - October 15, 2026 (peak season); $300 for October 16 - December 18, 2026; and $315 for December 19, 2026 - January 3, 2027.
The following accolade in our Guest Book reflects the exquisite vacation rental experience at Overlook on Dun’s Cove: “This home is gentle and kind; it’s a real Chesapeake Bay treasure. Our heartfelt thanks for creating such a gracious haven to rest and replenish.”
--Talbot County Short-Term Rental License: STRN-24-56.

Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St Michaels is located in Sherwood. Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St Michaels provides accommodation, featuring TV, Balcony/Terrace, Sports/Activities, among other amenities. This House features TV, Balcony/Terrace, Sports/Activities, to make your stay a comfortable one.

Overlook on Dun's Cove - Luxury waterfront hideaway minutes from St Michaels has 2 Bedrooms , 2 Bathrooms, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Sherwood has interesting places to visit. If you want to learn more about the House in Sherwood, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Bathtub or shower
  • 2 bathrooms
  • Toilet paper
  • Towels provided
  • Hair dryer
  • Soap
  • Shampoo
Bedroom
  • 2 bedrooms
  • Bed sheets provided
  • Egyptian cotton sheets
  • Dining table
  • Living room
  • Fireplace
Kitchen
  • Electric kettle
  • Refrigerator
  • Microwave
  • Cookware/dishes/utensils
  • Dishwasher
  • Ice maker
  • Coffee/tea maker
  • Oven
  • Stovetop
Laundry
  • Near laundromat
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Onsite parking
  • Car required
Pet Friendly
  • No pets allowed
Accessibility
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Smoke-free property
  • Area rugs in public areas
Activities
  • Cycling nearby
  • Water sports equipment
  • Kayaking nearby
  • Birdwatching nearby
  • Sailing nearby
  • Ecotours nearby
  • Kayak on site
  • Water skiing nearby
  • Hiking nearby
  • Winery tours nearby
  • Golf nearby
Entertainment
  • TV with cable/satellite service
  • Games
  • DVD player
  • Music library
  • Books
  • Stereo
General
  • Unit size: 1425 sq ft (132 sq m)
  • English
  • On the river
  • Near outlet shopping
  • In a rural location
  • Near the bay
  • Near a health or beauty spa
  • On the waterfront
  • Near a hospital
  • Office
  • Desk
  • Desk chair
  • Printer
Guest Services
  • Phone
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Patio
  • Outdoor furniture
  • Gas grill
  • Garden
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 22
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number strn-24-56 safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

License number: STRN-24-56

Reviews

Nov 1, 2025 03:12:43 AM
Review Score:   10
Summary: The host provided everything we needed. The property is beautifully decorated and the view is an ever changing picture.
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