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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

New! Comfortable Relaxing Spacious & Fun! 6 Acres Pool+Waterfront by St Michaels

Bedrooms 5
Space 6,500 sq. ft.
Property type lodge
Minimum Stay 3 nights


About the property

4 Master Suites+1 Bed/Bath-All Waterviews-Wheelchair Accessible-Rent All Seasons

***Watermark At a Glance:

2018 Update:

- Heated Pool is Open (heated before April-May Memorial Day and after Labor Day September - October weather dependent)

- Outdoor 1/2 Basket Ball Court is now waiting.

Spacious 6000+ square foot home. Up-to-date Gourmet Kitchen. Large and Open Common Spaces. Wall of Glass Overlooking the Chesapeake.

4 Master Suites with Attached Bathrooms and Each with King Bed, Day Bed and Trundle Bed. Luxury Mattresses. ALL with Water-views of the Chesapeake. Wheelchair Accessible.

Pool, Shoreline, Small Private Beach, Acreage, Lawn, Barbecue, and Nature. weddings due to Talbot County regulations.

6 miles (6 minutes) from St. Michaels and Tilghman Island shops, restaurants, docks, museum, golf, winery, and more!

Renting in Spring - Summer - Fall - Winter!

We have been blessed with wonderful visitor to Watermark. We are glad that so many renters enjoyed staying at this very special property.

We happily and continually improve Watermark!

You can book online with us! Online reservations booked have priority in booking as we can receive several interested parties for the same period.

Gather your friends and family at Watermark, your waterfront vacation home. Perfect for holidays, family gatherings, anniversaries, birthdays, reunions, weekend escapes, romantic getaways, friends get-togethers, wedding attendees or festive occasions!

Health/Wellness/Inspiration Gatherings. Avoid the box you get at hotels and inns. Have 6500 square feet of indoor private space and 6+ acres outside to breathe.

Create wonderful memories. Enjoy large and generous open spaces indoors and 6 private acres of outdoors for a wonderful place to relax and enjoy. Delight at having a complete and private spacious home at a fraction of the cost of staying at a hotel or inn. Watermark is a safe haven for all ages.

Only a short seven minute drive from picturesque St. Michaels, Watermark delights with views of the blue waters of the open bay with sail boats racing the breeze, punctuated by the oohs and aahs of seeing massive ships traversing in the distance.

Watermark, the house, is well over 6000 square feet of comfort. Enter into a wall of windows overlooking the Chesapeake bay, grounds and pool. Enjoy the spacious layout. There are over three thousand square feet in common area with nooks and crannies that will accommodate all. Watermark is fully wheelchair accessible on the first floor.

A large glass walled dining area opens right into the gourmet kitchen with professional AGA stove. Eat in or alfresco under the covered outdoor deck, making for many relaxing family dinners and extended scrabble games. Step into the high ceiling living room to enjoy a fire or watch entertainment on the 65” HD TV. Entertain at the bar with fridge and dishwasher. Yes, we have high speed internet (60mb/sec) and WiFi in the house.

Of the five bedrooms, four are large master suites each enjoying luxury bathrooms with separate showers and jacuzzi tubs. Each master bedroom is furnished with king size beds with luxury mattresses and pillows, and twin daybeds with trundle. Take your pick from Fox Den, Eagles Nest, Herons Hideaway, Turtle Cove, and Falcons Perch.

Enjoy high-speed WiFi, large 65” high definition TV, movies, Xbox 360 with games as well as the game area with Foosball, chess/backgammon, card/poker table, board games and reading from our stash of books!

Outdoors, enjoy the sparkling swimming pool, relaxing on the hammock, eating al fresco on the patio, barbecuing (propane), or gathering around the fire pit.

Hang out at the dock. Crab at low tide. At low tide, enjoy the private small beach where the shallow drop-off makes it perfect for kids to play in the sand and water. Unlike the ocean beaches, our shore on the Bay is a natural living shore adjacent to the wetlands that provide breeding grounds and great diversity for fish, birds and other species that inhabit the beautiful Eastern shore. Depending on the wind and tide cycles, our low-tide shoreline varies from very small to very large sandy strips. It is great fun to wade out and watch the thousands of baby fish, net crabs in season and explore shallow bay. (You crab at low tide by simply walking out to the sea grasses with crabbing nets. Scoop them into the provided 5 gallon bucket)! As the tide rises, use the included four kayaks to explore the surrounding waters or rent the sunfish sailboat (additional cost). Unlike creeks, the open bay provides long stretches of shallow water ideal for kids, kayaking, windsurfing and kite surfing. Enjoy a cooling rinse in our refreshing outdoor shower.

Bring your bikes! Both St. Michaels and Tilghman Island are wonderful destination bike rides on large dedicated bike paths on Tilghman Island road. This area is well known for it flat and scenic biking.

For those who enjoy nature, your morning sightings may easily include bald eagles flying overhead, regular visits by osprey or the resident heron peering into one of three ponds hunting for fish. Enjoy the cool breeze at the dock. Watermark is a Maryland natural habitat. Part-time caretaker/woodworking atelier in outbuilding. Please note that the property is not suitable for hunting parties. Upon request (additional charge), we can arrange for an expert naturalist or fishing guide.

We are just a few minutes from Harbortowne Resort and the Inn at Perry Cabin. If you are seeking a place for family and friends to stay, Watermark is a ideal (if not much better) alternative.

We welcome travelers who are attending weddings, receptions, retreats at other locations around nearby St. Michaels. However our license does not allow weddings and receptions.

If you are looking for an small retreat to inspire, brainstorm or solve vexing issues away from the office, Watermark welcomes you.

We can also arrange for (at an extra cost):

- Family photographer - so everyone is in the photo and it's done right.

- Private Chef - so you can enjoy your evening and have a gourmet meal

- Full corporate service including maid service, chef, tours, and more. Fully WIFI enabled in the building. Our 65" screen can provide almost there video conferencing.

Interesting Happenings Around Watermark

The St. Michaels area is an amazing leaf peeping gem right close to the Washington, DC area. You will be stunned by the colors rivaling Vermont and surprised at the beautiful interplay with the Chesapeake Bay waters. Please come and have a look! Peak colors are in October up to mid-November.

More Details

Property Manager
Chesapeake Bay Real Estate Plus, LLC
Member since: 2015
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
March 19, 2018


Wittman Lodge Accommodation and Amenities

Property Type:
  • lodge
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 6500 sq. ft.
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 10
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets considered ...
  • Non smoking only ...
  • Use of the pool & dock is strictly at your own risk.
Location Type:
  • Waterfront ...
  • Away From It All
  • Family
  • Romantic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fireplace ...
  • Heating ...
  • Internet ...
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Wood Stove ...
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 14 people
  • 5 Bathrooms
  • Outdoor Shower - outdoor shower
    First Floor Bathroom - toilet , combination tub/shower , shower
    Fox Den Bathroom - toilet , shower , jetted tub , Double bowl vanity
    Eagles Nest Bathroom - toilet , shower , jetted tub , Double bowl vanity
    Turtle Cove Bathroom - toilet , tub , shower , jetted tub , Double bowl vanity
    Herons Hideaway Bathroom - toilet , shower , jetted tub , Double bowl vanity
  • All master suite bathrooms have separate showers and jacuzzi tubs. Fifth bathroom is a full bath with tub.
  • 5 Bedrooms, Sleeps 10
  • Turtle Cove Suite - 1 king , 2 sleep sofa /futon , 1st Floor Bay and Pond View
    Herons Hideaway Suite - 1 king , 2 sleep sofa /futon , 2nd Floor with Bay and Pond Views
    Falcons Perch - 1 double , Bay View with Windows on Three Sides
    Fox Den Suite - 1 king , 2 sleep sofa /futon , 1st Floor Bay and Pool View opens on to Deck. Fireplace.
    Eagles Nest Suite - 1 king , 2 sleep sofa /futon , 2nd Floor Bay and Pool View Opens on to Balcony. Fireplace.
  • Four master bedrooms each larger than 500 sq/ft. Well appointed bathrooms with separate shower and jacuzzi tub. All suites with king size beds and twin daybed with trundle. All with luxury mattresses. Two suites with gas fireplace/stove. One bedroom with double bed. All bedrooms are with waterview.
  • Books ...
  • DVD Player ...
  • Foosball
  • Game Room ...
  • Games ...
  • Music Library ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys ...
  • Video Games ...
  • Balcony ...
  • Boat ...
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Water Sports Gear ...
  • Long-term Renters Welcome
  • wheelchair accessible ...
Pool / Spa:
  • Private Pool ...
  • autumn foliage
  • bay/sound
  • churches
  • festivals
  • forests
  • library
  • marina
  • playground
  • pond
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • outlet shopping
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • golf privileges optional
  • hiking
  • pier fishing
  • roller blading
  • sailing
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Private chef upon request (extra charge). Family memories/event photographer upon request (extra charge). Daily cleaning service upon request (extra charge)


Exceptional! 5/5 -
(22 traveler reviews)

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New! Comfortable Relaxing Spacious & Fun! 6 Acres Pool+Waterfront by St Michaels
average rating of 4.9545455 based on 22 reviews
Palo Alto, California

Perfect for a Family Reunion/Celebration!

  • 5 of 5

Amidst the the fast pace of everyday life and the glitz of modern day resorts, it is rare to find the perfect hideaway where you can truly enjoy the company of others yet not sacrifice the amenities of a five star resort. The feeling of a 5 star resort begins with the very personal attention you receive from Barbara ! She tends to every detail of your stay from recommendations on the best restaurants, grocery stores and options for catering in - - to providing a stepping stool with handle to ascend to the height of the plush king sized beds for the slightly unsteady octogenarians in the group.

The setting is so tranquil nestled in the wooded waterfront of the Chesapeake Bay. There is something for everyone from watching the wildlife, antiquing in the nearby towns, swimming in the pool, resting on a hammock, or old school board games and puzzles to Wii/Netflix's on a HD Theatre size screen.

We spent a week together as an adult family celebrating my parents 60th Wedding Anniversary. The first family vacation in over three decades! We started each day with a family breakfast and ended most nights with a family meal at the Watermark. Our last night was a classic Chesapeake Bay meal of steamed crabs (mallets & crab knives stocked in the Watermark kitchen) ending up with S'mores at the fire pit. No one wanted the night to end. . . . . not even the family dog who made a 250 mile trip !

Thank you Watermark for the memories!

Thank you Barbara for making it all perfect!

  • Submitted: Aug 26, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
Owner's Response: We include everything but the memories - they are you and yours to treasure forever. Barbara - Watermark
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wonderful family house

  • 5 of 5

we had a wonderful time with our extended family at the Watermark - the kayaks on the Bay were great and the kitchen was perfect for our many cooks!

  • Submitted: Sep 22, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: We are happy that you have enjoyed just a few of the wonderful amenities of Watermark and wonders of the bay.
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Well-maintained home perfect for large family vacation

  • 5 of 5

This home is beautifully situated, within a 10-15 minute drive of St Michaels downtown but in a very quiet setback from the road. There is a huge lawn leading down to the dock and a pool perfect for entertaining kids. The kitchen allowed us to make large meals and the double dishwashers made cleanup a breeze. The rooms are all large and very well appointed with cushy king beds alongside smaller day/trundles (perfect for little ones). We were able to spend quality time all together but also could find private quiet space when needed. The back kids' play room was a happy surprise for all. The property manager was fantastic, showing up on short notice when we couldn't use the tv. We would happily return. Thank you for a fantastic, laid back mini family reunion week!

  • Submitted: Aug 2, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: Watermark is the perfect home for a large family vacation. Private spaces yet large gathering rooms for those special times. Peaceful setting where natures abounds and a 16 x 32 pool - So much more to enjoy and make your own memories.
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Excellent place for families

  • 5 of 5

Our third year spent here with our family. We appreciated the excellent service by Ms Focht.

  • Submitted: Jun 27, 2017
  • Stayed: June 2017
  • Source: HomeAway
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Beautiful home, spotlessly clean! Just the perfect setting indoor and out for relaxing with family!

  • 5 of 5

Don't hesitate to book this! I'm already planning a get together here for next year, and will consider myself lucky if I'm able to get this house again!

  • Submitted: Jun 13, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
Owner's Response: We pride ourselves in keeping our wonderful Watermark as close to perfect as possible for our guests. Come and experience a unique, private setting - pool and spacious home included.
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Great house for friends and family!

  • 5 of 5

We stayed at the house for 3 nights with a couple families and the house was perfect. Plenty of space for adults and kids plus the outdoor space can't be beat. There are several ponds on the property with turtles and fish that the kids loved feeding, the pool and yard are wonderful and the house is waterfront! Really a fantastic house only a few minutes outside of St. Michaels and Tilghman Island.

  • Submitted: Jun 6, 2017
  • Stayed: June 2017
  • Source: HomeAway
Owner's Response: So glad you enjoyed our wonderful Watermark. We hgope you make this your continued destination for fun, discoveries and memories. Bhf
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Nearest Airport
20 Miles
Easton Airport - about 25-30 minutes
Nearest Barpub
2.9 Miles
Lowes Wharf - 5 minutes
Nearest Ferry
14 Miles
Oxford-Bellevue Ferry - 20 minutes
Nearest Golf
6.9 Miles
Harbourtown Country Club - 10 minutes
Nearest Restaurant
3.8 Miles
Chesapeake Landing - 4 minutes
Nearest Beach
4.5 Miles
Claiborne - about 8 minutes
Car: recommended

Saint Michaels

Tilghman Island





Additional information about rental rates

Cleaning Fee $250
Refundable damage deposit $1,000
CC/Online Pmt/Check=$0 $125 + Tax
Pet Fee $100 + Tax
Property Damage Protection $99
Tax Rate 10.0%

Rental agreement will be provided upon payment. This is to be signed and returned within 24 hours of deposit payment.
Price quote includes bed and bath linens, and all other fees except state 6% and local taxes 4% which are added to total.
Trip cancellation insurance is available at an additional cost.
Until confirmed, prices are subject to change without notice.
Thank you.

Manager's Cancellation Policy

  • Canceled bookings will not receive a refund