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
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 week to multi-week event stays and private events. We are an ideal home base for wedding guests, extended corporate groups, and special celebrations in the St. Michaels area.
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 Private Pool, Balcony/Terrace, Security/Safety, among other amenities. This Cabin features Private Pool, Balcony/Terrace, Security/Safety, 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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Heating
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Air conditioning
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Jetted bathtub
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Bathtub or shower
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Soap
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5 bathrooms
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Toilet paper
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Towels provided
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Outdoor shower
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Shampoo
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Day bed
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5 bedrooms
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Bed sheets provided
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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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Electric kettle
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Oven
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Lobster/crab pot
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Kitchen island
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Refrigerator
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Stovetop
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Dishwasher
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Microwave
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Laundry facilities
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Washing machine and dryer
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Onsite parking
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Car recommended
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2 total (up to 20 lbs per pet)
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Welcoming dogs only
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Pet friendly
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Note from host: NO Smoking in & around the house!
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Smoke-free property
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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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Wheelchair accessible
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Golf nearby
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Basketball nearby
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Swimming nearby
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Windsurfing nearby
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Kayak on site
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Golf privileges
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Winery tours nearby
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Cycling nearby
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Ecotours nearby
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Marina nearby
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Water sports equipment
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Sailing nearby
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Stereo
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Video games
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Smart TV with cable/satellite service
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Arcade/game room
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Games
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Books
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Music library
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Foosball table
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DVD player
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English
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Near the bay
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Near outlet shopping
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On the waterfront
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Children's games
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Children's books
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Children's toys
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Playground
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Highchair
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Housekeeping (on request)
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Iron/ironing board
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Free WiFi
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Firepit
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Barbecue grill
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Garden
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Balcony
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First aid kit
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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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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Heated pool
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Private pool
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Outdoor pool
Policies
Reviews
FAQ's
Is this Wittman cabin pet-friendly for guests?
Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Wittman cabin have a swimming pool?
Yes, this Wittman cabin has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Wittman cabin?
Best-rates for the Wittman cabin starts from $1,280 per night with includes Pool, Fireplace/Heating, Barbecue/Outdoor Cooking, Child Friendly, Hot Tub, Sports/Activities, Wellness Facilities, Entertainment, Laundry, Private Pool, Balcony/Terrace, Security/Safety, Internet, Air Conditioner, Parking, Pet Friendly, TV, Accessibility, Bedding/Linens, Kitchen At SunSki Resorts, we pair every traveler with their perfect accommodation, complete with all necessary facilities. Whether you're traveling with a group, friends, family, or pets, we have the ideal rental for you.
Is Wittman cabin a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cabin Good or guests have recommended them suitable for families. As reported by the owner or manager, the cabin has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Wittman cabin wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Wittman cabin has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Wittman cabin?
Based on the information reported by the owner or manager, the Wittman cabin indicates 1 day stay policy at this cabin. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Wittman cabin?
Based on the information reported by the owner or manager, details for the cancellation policy for the Wittman cabin are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
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