Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings! | Cabin in Wittman
5 Bedroom Cabin in Wittman
WATERMARK: A Relaxed, Spacious and Fun Chesapeake Bay Escape for Events, Extended Stays & Private Gatherings
**IMPORTANT!**
We do not offer short-term vacation rental stays at this time and are only event based. Normal rentals are a minimum of 13 weeks at special discount rates.
Discover Watermark, a breathtaking 6,500 sq. ft. waterfront estate offering unparalleled views across 12 miles of the Chesapeake Bay. With spacious, light-filled interiors, four luxury master suites, a heated pool, and direct shoreline access, this extraordinary home is designed for relaxation, connection, and unforgettable memories.
We welcome guests to book for week-long to multi-week events retreats and private events such as:
✔ Family Gatherings & Multi-Generational Celebrations
✔ Weddings (On-Site Tent and Parking Space Available) & Rehearsal Dinners (Off-Site Ceremonies Welcome!)
✔ Corporate Retreats & Creative Workshops
✔ Wellness, Yoga & Inspiration Retreats
✔ Exclusive Photo & Film Shoots
We do not offer short-term vacation rental stays at this time and are only event based. Long-term rentals are a minimum of 13 weeks at special discount rates.
- Prime Location – Just 6 miles from the charming shops, restaurants, and attractions of St. Michaels and Tilghman Island.
Inside Watermark
Luxury Accommodations with Unforgettable Views
-Four Grand Master Suites – Each with a king-size bed, luxury linens, a private spa-style bathroom, and stunning water views. Suites also include a daybed and trundle, providing flexible sleeping arrangements.
- Wheelchair Accessible – First-floor access with no barriers.
Spacious Living Areas & Gourmet Kitchen
- Fully Equipped Chef’s Kitchen – Featuring a professional AGA stove and oversized island.
- Floor-to-Ceiling Bay Views – A wall of glass invites natural light and breathtaking scenery.
- Cozy Evenings – Enjoy the 75” & 84” 4K TVs, game room, bar area, and indoor fireplace.
Unplug, Recharge & Explore
- Heated Pool – Open April to October (weather-dependent).
- Private Beach & Dock – Swim, kayak, or crab at low tide (beach tide dependent)
- Outdoor Fire Pit & BBQ – Perfect for al fresco dining and evening gatherings.
- Incredible Wildlife Viewing – Spot bald eagles, herons, and osprey.
Exclusive Experiences at Watermark
- Scenic Bike Rides – Ride along the dedicated paths of Tilghman Island Road.
- Kayaking & Watersports – Five kayaks provided to explore the open bay.
- Crabbing at Low Tide – Simply wade in and see if you can net fresh Chesapeake blue crabs like the pros out there!
Plan Your Stay
- Available Year-Round – Enjoy seasonal specials with reduced rates through Memorial Day!
- Dog-Friendly – Up to 2 pets welcome ($100 per pet).
- High-Speed Internet – Perfect for remote work and extended getaways.
- Book Early – 2025 Availability is now Available!
- Experience the magic of Watermark – where relaxing meets nature on the Chesapeake Bay.
***Note:***
Watermark is not a short-term rental at this time. However, we welcome events and private events.
Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings! is located in Wittman. Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings! provides accommodation, featuring TV, Private Pool, Balcony/Terrace, among other amenities. This Cabin features TV, Private Pool, Balcony/Terrace, to make your stay a comfortable one.
Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings! has 5 Bedrooms , 5 Bathrooms, and max occupancy of 16 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 Cabin because of the excellent services rendered by the owner or manager of this Cabin, 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. Cabin has a friendly neighborhood, and the Wittman has interesting places to visit. If you want to learn more about the Cabin in Wittman, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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Heating
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Toilet paper
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Towels provided
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Shampoo
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5 bathrooms
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Jetted bathtub
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Soap
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Bathtub or shower
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Outdoor shower
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Bed sheets provided
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Day bed
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5 bedrooms
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Dining table
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Fireplace
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Living room
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Wood stove
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Toaster
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Paper towels
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Cookware/dishes/utensils
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Ice maker
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Oven
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Refrigerator
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Dishwasher
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Microwave
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Stovetop
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Washing machine and dryer
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Laundry facilities
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Onsite parking
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Car recommended
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Pet friendly
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Welcoming dogs only
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2 total (up to 20 lbs per pet)
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
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Smoke-free property
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Note from host: NO Smoking in & around the house!
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Wheelchair accessible
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Hiking nearby
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Water tubing nearby
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Marina nearby
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Windsurfing nearby
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Golf nearby
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Golf privileges
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Cycling nearby
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Kayak on site
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Birdwatching nearby
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Water skiing nearby
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Water sports equipment
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Ecotours nearby
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Foosball table
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Stereo
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Video games
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Games
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Music library
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Books
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Smart TV with cable/satellite service
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Arcade/game room
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DVD player
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Unit size: 6500 sq ft (604 sq m)
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English
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Near outlet shopping
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Near the bay
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On the waterfront
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Children's books
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Children's toys
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Children's games
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Highchair
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Playground
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Iron/ironing board
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Housekeeping (on request)
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Free WiFi
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Garden
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Balcony
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Firepit
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Barbecue grill
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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First aid kit
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Fire extinguisher
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Outdoor pool
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Heated pool
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Private pool
Policies
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 long-term renters welcome parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 75 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
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