Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings!

Waterfront lodge in Wittman with an outdoor pool

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Photo gallery for Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings!

Enjoy views of the Chesapeake Bay, pool and garden through a wall of glass!
Crabs netted at low tide by kids and adults being kids, right off Watermark.
Watermark nights are amazing!  Relish the dark starry sky and amazing Milky Way
Walk in to a wall of glass overlooking the Chesapeake.  Savor space to breath!
Relax in 30x30 vaulted ceiling Living Room. Cozy wood stove! Music+Games+TV 75"

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Parking available
  • Laundry
  • Kitchen
  • Pet-friendly
  • Air conditioning
S$1,379
avg per night

Explore the area

View in a map
Wittman, MD
  • Place, Wittman Park
    ‪16 min walk‬
  • Place, U.S. Naval Academy
  • Place, St. Michaels Winery
    ‪15 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪33 min drive‬

Rooms & beds

5 bedrooms (sleeps 16)

Eagles Nest Suite

1 King Bed and 2 Double Futons

Falcons Perch

1 Double Bed

Fox Den Suite

2 Double Futons and 1 King Bed

Herons Hideaway Suite

1 King Bed and 2 Double Futons

Turtle Cove Suite

1 King Bed and 2 Double Futons

5 bathrooms

Eagles Nest Bathroom

Toilet · Shower only · Jetted bathtub

First Floor Bathroom

Bathtub or shower · Toilet · Shower only

Fox Den Bathroom

Toilet · Shower only · Jetted bathtub

Herons Hideaway Bathroom

Toilet · Shower only · Jetted bathtub

Outdoor Shower

Outdoor shower

Turtle Cove Bathroom

Bathtub · Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Outdoor play area
Garden
Dining area
The current price is S$1,379
avg per night

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About the area

Wittman

Located in Wittman, this lodge is on the waterfront. The area's natural beauty can be seen at Wittman Park and CL Open Field, while Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum are cultural highlights. Discover the area's water adventures with waterskiing and water tubing nearby, or enjoy the great outdoors with ecotours and hiking/biking trails.

What's nearby

  • Wittman Park - 16 min walk - 1.4 km
  • St. Michaels Marina - 14 min drive - 16.1 km
  • Chesapeake Bay Maritime Museum - 14 min drive - 16.1 km
  • 1879 Hooper Straight Lighthouse - 14 min drive - 16.1 km
  • St. Michaels Winery - 15 min drive - 16.8 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 32 min drive

Restaurants

  • ‪Stars - ‬11 min drive
  • ‪Foxy's Harbor Grille - ‬13 min drive
  • ‪The Crab Claw - ‬12 min drive
  • ‪Carpenter Street Saloon - ‬12 min drive
  • ‪Chesapeake Landing - ‬7 min drive

About this property

Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings!

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.

Amenities

Pool
Pet-friendly
Free WiFi
Air conditioning
Parking available
Laundry

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)
Well behaved dogs only w/additional fees , no cats
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Smoking

Smoking is not permitted
NO Smoking in & around the house!
Use of the pool & dock is strictly at your own risk.

Important information

You need to know

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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 75
Long-term renters welcome
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit

We should mention

A car is recommended for transport to and from this property

Frequently asked questions

Does Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings! have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings! pet-friendly?

Yes, Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings! allows dogs (limit 2 total) with a maximum weight of up to 9 kg per pet.

How much is parking at Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings!?

On-site parking is available at the property.

What time is check-in at Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings!?

Check-in begins at 4:00 PM.

What time is check-out at Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings!?

Checkout is at 10:00 AM.

Where is Comfortable Spacious Fun! 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings! located?

This family-friendly Wittman lodge is located on the waterfront, 0.9 mi (1.5 km) from Wittman Park, and within 6 mi (10 km) of CL Open Field and Goat Island. Back Creek Community Park and Knapp's Narrows Marina & Inn are also within 6 miles (10 km).