Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings! | Cabin in Wittman

9.8 (78 Reviews) |   Pet Friendly   5 Bedrooms  5 Bathrooms  16 Guests
Wittman Cabin | Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings!

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 Entertainment, Kitchen, Air Conditioner, among other amenities. This Cabin features Entertainment, Kitchen, Air Conditioner, 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.

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Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • Pool
  • TV
  • Private Pool
  • Balcony/Terrace
  • Accessibility
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry

Policies

Check-in Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy 2 total (up to 20 lbs per pet) note from host: well behaved dogs only w/additional fees , no cats pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Other Policy 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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Reviews

Martha H. Aug 11, 2024 04:01:55 AM
Summary: As soon as you step into Watermark, you begin your escape. The house is designed to provide cozy gathering spaces and the yard though large is framed by trees making it an enclosed space. We enjoyed feeding the turtles in the pond which is right on your doorstep. The dock provides a pleasant place to enjoy nature and beautiful sunsets.
Karen G. Jul 22, 2024 06:23:43 AM
Summary: We truly loved Watermark with its spaciousness and lovely property. As someone who loves to cook I found the kitchen well equipped and we enjoyed family meals together. Beds were very comfortable and sunsets were unbelievably beautiful. I highly recommend Watermark and Nadir was a pleasure to work with
samantha e. Sep 6, 2023 08:12:11 AM
Summary: It was wonderful
Daniel M. Aug 28, 2023 05:40:38 AM
Summary: It was a family vacation with our 3 Grandchildren, ages 4, 9, and 12. The best aspect was the easy access to the Bay and kayaking for our older Grandchildren. The children could wade quite far and only be up to their thighs. The house was large and spacious providing many place for the children to play. Every night, we enjoyed the fire pit. The house is older, but it worked well for us as a large family group.
Betsy G. Aug 3, 2023 11:00:53 AM
Summary: This home has a terrific setting - beautiful sunsets, kayaks to borrow, fabulous hammocks, and so much room! All the bedrooms are large and let folks spread out and come together . We loved the kitchen because most meals were at home as we centered around a three month old! We loved doing a puzzle together and the fun games on the game porch. Nadir is on top of everything and very helpful. Highest praise of all? One of my kids wants to rebook the home with his friends as soon as he can! Thanks Nadir.
Katie K. Jul 5, 2023 08:43:23 AM
Summary: We loved Nadir’s home. It is huge and homey, and the setting is so peaceful. The sunsets are out of this world. The beds are cozy, unlike many rental beds we’ve experienced. There was plenty of room for everyone. Nadir was a wonderful host-very communicative the entire time. The location is perfect. Very close to St. Michael’s, which has tons of cute shops and restaurants. Our kids loved the heated pool. We definitely recommend and if we come back to St. Michael’s we would definitely look to rent again.
Bev S. Jun 27, 2023 11:01:57 AM
Summary: This is a beautiful and very comfortable property that has absolutely everything you need. Plenty of room to spread out and perfect common areas to gather for fun and games. The pool was a delight as was the pier and beautiful views. Comfortable beds and furniture. Host was wonderful, great place for a vacation for young and old alike!
Chris M. May 31, 2023 02:43:29 AM
Summary: We had a wonderful time at this beautiful property. The owner was very responsive and responded to any issues right away.
Chris F. Dec 12, 2022 06:41:15 PM
Summary: This home is so cozy to stay in, lovely views of the water, great fire pit and really private.
Pon K. Sep 24, 2022 11:02:53 PM
Summary: Home was clean, had all the amenities for a 8 family and friends to enjoy. Very spaces, larger than it looks in the pictures. We crabbed and caught 11, kayaked, grilled seafood from Whittman’s Warf (where their tuna and salmon were sushi-grade and oysters were sucked), cooked, swam in the pool, played games, used both TVs for the US Open and exercising. The two dish washers and two fridges and the ice maker were nice as the main dish washer stopped working on our last night there. Since it was cloudy we were only able to get in two nice sunsets. Nadir was responsive and accommodating, even when I forgot something and had to go back to the house after checkout. One thing that can be better is while the stove and oven are sophisticated and large, you have to hold the gas switch for 20 secs before the light comes on, which was not convenient for my Mom or other cooks in the house. House tour was good and we had a great time at the house.

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 $1,230 per night with includes Laundry, TV, Security/Safety, Entertainment, Kitchen, Air Conditioner, Parking, Bedding/Linens, Barbecue/Outdoor Cooking, Child Friendly, Balcony/Terrace, Wellness Facilities, Fireplace/Heating, Hot Tub, Internet, Pet Friendly, Pool, Private Pool, Accessibility, Sports/Activities with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

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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