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

Luxury and Privacy on the Chesapeake Bay - 50 Acres of protected pines!

Bedrooms 4
Half Baths2
Space 5,700 sq ft
Property type estate
Minimum Stay 1 - 4 nights


About the property

4 Bedroom, 4 Bath, 5700 Sq Ft. Home With Broad Westerly Views Of Chesapeake Bay

This amazing property is located on 48 + acres with big broad views of the Chesapeake Bay. Last Resort is a contemporary home, built in 2009, and offers bright spaces, an abundance of windows and views of the Bay from every room. Four bedrooms, 4 full baths and two half bath spread over 5700 square feet makes this an ideal family getaway. There are great gathering spots for everyone to come together and room to roam when some quiet time is desired.

Once you drive on to this peaceful compound, surrounded by towering pines, you will never want to leave. The outdoor pursuits alone can keep you busy for a week; crab off your private pier, fish from the rocky shoreline, watch the Eagles and Osprey soaring in the thermals, enjoy a leisurely swim in the in-ground pool, kayak on the bay or stroll the pine forest. There is something for everyone!

If you would like to take a break from the outdoors, you can curl up with a book in a sunny corner, have a game of pool in the upstairs game loft, workout in the fully equipped gym, soak in the whirlpool bath or whip up a favorite recipe in the gourmet kitchen. Unfortunately our rental license does not allow us to host weddings or similar organized events. Please check with B&B's or Inn's in the area for assistance in this matter.

Friends and family alike will want to return to this amazing vacation home to enjoy the bay and make memories that will last a lifetime!

More Details

Property Manager
Chesapeake Bay Real Estate
Member since: 2014
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
August 10, 2018

Why Chesapeake Bay Real Estate chose McDaniel

Jim and Janie have been spending time on the Eastern Shore for over 25 years! They enjoyed boating, which first drew them to the area. As they spent more time at the Eastern Shore they gravitated to the St. Michaels area because of all it offered. Jim and Janie searched for property for several months. Once they discovered the fabulous spot their home is situated on they knew this was it! There was an older home originally located on the property, but in 2009 they decided to build their dream home. The Post & Beam house that stands there today was built to their specific standards. Its design captures the huge views of the bay and passing wildlife and frames the outdoors beautifully.

What makes this estate unique

Last Resort is close to both St. Michaels and Tilghman, but makes you feel like you've been transported to an outdoor oasis by the bay. There are views from every room that let you enjoy the Chesapeake Bay and all the wildlife that stroll or fly by the property. The 48 plus acres that surround Last Resort enable you to enjoy it all surrounded by peace and quiet for the perfect getaway!


McDaniel Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
Floor Area:
  • 5700 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 10
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed ...
  • Non smoking only
Location Type:
  • Waterfront ...
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning
  • Clothes Dryer
  • Fireplace ...
  • Fitness Room / Equipment
  • Garage
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 4 Bathrooms
  • 2 Half Baths
  • Bathroom 1 - Master Bath - toilet , shower , jetted tub
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet
    Bathroom 6 - toilet
  • There are 4 full Bathrooms, one per bedroom. There is a downstairs powder room adjacent to the living room. There is also an outside shower near the pool. There is also a half bath located near the laundry room, which can easily be accessed from the pool area through the side entrance of the garage.
  • 4 Bedrooms, Sleeps 10
  • Bedroom 2 - 1 queen , With private bath
    Bedroom 4 - 1 double , 2 twin/ single , With private bath
    Master Bedroom - 1 king , On Main Level with private bath
    Bedroom 3 - 1 queen , With private bath
  • Books
  • DVD Player
  • Game Room ...
  • Games
  • Pool Table
  • Satellite / Cable
  • Stereo ...
  • Television ...
  • Video Library
  • Bicycles ...
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill ...
  • 2 bicycles
Pool / Spa:
  • Private Pool ...
  • bay/sound
  • churches
  • festivals
  • library
  • marina
  • playground
  • restaurants
  • winery tours
Leisure Activities:
  • beachcombing
  • bird watching
  • outlet shopping
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hunting
  • pier fishing
  • sailing
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
There is great fishing and crabbing from the private pier on the property. The sunset views of the bay are just breath taking! Please note - Weddings are NOT Allowed.


Wonderful! 4.8/5 -
(12 traveler reviews)

83% Complete
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Luxury and Privacy on the Chesapeake Bay - 50 Acres of protected pines!
average rating of 4.8333335 based on 12 reviews

Best vacation rental ever!

  • 5 of 5

From the minute we drove down the long driveway and approached the house, we had smiles on our faces and peace in our hearts. The house was everything we hoped for and needed for our vacation. Plenty of space, views from basically every room except the laundry room 😉� and glistening rooms greeted us as we entered the house. Having a bathroom for each bedroom was a treat and the beds themselves were very comfortable. The pool area overlooking the bay was comfortable and delightful. I do wish the screened door on the porch was in better shape. It was torn at the bottom and my small dog was able to escape through it. This is not enough to change my 5 star review however it did add a small amount of stress to my stay. Thank you for a wonderful time and we will be back.

  • Submitted: Aug 14, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for staying with us, we try to give our guests as much privacy as possible and only address imperative issues when guests are at the home. The screen was repaired on Sunday after you checked out, will make sure it stays that way for your next visit. Looking forward to seeing you again!
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Great Falls, Virginia

An amazing property!

  • 5 of 5

Beautiful home, well equipped and amazing views!!

We will be back!

  • Submitted: Jul 26, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: Repeat guests are our best compliment, looking forward to it!
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Everything was great except for the WIFI

  • 4 of 5

Everything was great except for the WIFI. Don't expect to have a decent internet connection.

  • Submitted: May 25, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for the feedback, unfortunately our internet connection comes through the satellite and if there are a lot of devices using the internet things move along a little slower. We're glad you enjoyed your stay!
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0 1

Girls Weekend

  • 5 of 5

We had such an amazing time at Last Resort Farm. We surprised my sister with a long weekend on the bay while I was in town. The house is amazing - I don't think there is a bad view of the bay from any area of the house. The weather we had was great, it even stormed one of the nights and there was an incredible show of lightning. The pool was perfectly refreshing when the days got warm, we even swam in the bay. The house was very accommodating - full bathrooms in each bedroom and an outdoor shower. The kitchen was very open and perfect for setting up our champagne brunch. The large screened in porch was perfect to hang out in at night and kept the mosquitoes at bay.

The sound system was perfect. You can play music from almost every room of the house as well as outside.

The rental agent, Ruta, was so helpful. She let us check in a little earlier than planned so we could set up some decorations to surprise my sister with. She also noticed the propane tank was low and left a replacement on the porch for us.

It was a weekend to remember and my sister was so elated with her surprise I doubt we'll ever be able to top it. We had a great time at the house and would rent it again in a heartbeat

  • Submitted: Oct 6, 2016
  • Stayed: June 2016
  • Source: VRBO, from HomeAway
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Prepare to be WOWED!

  • 5 of 5

Exceptional property in every respect. Perfect for large groups of friends or family. View is so beautiful it's hard to do it justice with photos. Driveway is 1/2 mile long, with no neighbor's in sight anywhere. House is beautifully designed, decorated, equipped and maintained. This is our second visit and we will be back again!

  • Submitted: Aug 21, 2016
  • Stayed: August 2015
  • Source: HomeAway
Owner's Response: Nothing pays us a bigger compliment then guests who return year after year. Thank you for the kind words, we look forward to seeing you again!
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Absolutely amazing property, breathtaking sunsets!

  • 5 of 5

We have absolutely nothing bad to say about this property. We stayed at the house with a total of 10 people and it always felt roomy and spacious. In addition to the great pool and kayaking on the bay, it was by far the most relaxing can't help but feel relaxed in that setting. The house has a great layout, beautifully decorated and for a family that cooked most nights, the kitchen was great to cook for a large group. Even in July, we ate dinner every night in the screened in dining room, it was cool with the bay breezes and the fans. I can't forget to mention the sound system throughout the whole house and outside in the back decks and poolside, my husband was very envious!! The Agent was great and always willing to help and answer any questions we had from the moment we expressed interest in the property right through even after our visit was over. Can't forget the sunsets...absolutely beautiful and different every night.

  • Submitted: Aug 20, 2015
  • Stayed: July 2015
  • Source: HomeAway
Owner's Response: Thank you so much for your kind words, we must agree, there are some magnificent sunsets and there's nothing like an old fashioned crab feast on the screen porch! Please visit with us again!
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Nearest Airport
20 Miles
Easton Airport
Nearest Barpub
3 Miles
Lowe's Wharf
Nearest Ferry
20 Miles
Oxford Bellevue Ferry
Nearest Golf
3 Miles
Harbourtowne Golf Resort
Nearest Motorway
15 Miles
Route 50
Nearest Restaurant
4 Miles
Chesapeake Landing Restaurant and Seafood Market
Nearest Beach
2 Miles
Claiborne, MD
Car: necessary

Located just minutes from St. Michaels and less than 2 hours from Ocean City. This is the perfect location to explore all the charms and traditions of the Chesapeake. Enjoy the peace and quiet of 50 acres on the bay or venture out to the peaceful little towns surrounding our home. Tilghman, St. Michaels, Oxford, Neavitt, Bozman, Easton and Cambridge all offer their own unique Chesapeake charm. Shop, visit restaurants, explore harbors, visit with locals then return home and just relax!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

cleaning fee $250
Refundable damage deposit $750
Pet Fee $200

Trained dogs are welcome at Last Resort. Dogs must be under owner's control at all times. Dogs must be crated when left alone in the home. Owners must pick up after their pet and properly dispose of waste.

Manager's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.