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Teachín in Saint Michaels

La Casita on Harris Creek, St. Michaels

La Casita on Harris Creek is an architecturally unique guest house situated on a private 40-acre farm in the heart of the Chesapeake Bay, 5 min by car to Saint Michaels, MD. The guesthouse, adjacent to the owner's main farm house, features an upstairs loft, open plan first floor TV/WiFi, full bath/shower, galley kitchen/ cook top stove, microwave, stainless refrigerator, microwave, stainless refrigerator. An adjacent private pool is available for guests. TALBOT COUNTY LICENSE NUMBER STRN 26-39

TeaghlachLuach ar airgeadSeomra folctha

Meánrátáil 4.98 as 5, 204 léirmheas

Sáróstach

Teach in Neavitt

Pet-Friendly Cottage | Near St. Michaels

Escape to the quieter side of St. Michaels at Banyan Cottage, a charming 2-bedroom, 2-bath retreat tucked away in the peaceful waterfront village of Neavitt. Made for couples, small families and four-legged companions, days here are wonderfully simple, coffee on the deck, afternoons exploring St. Michaels, walks by the water and evenings gathered around the firepit. With private water access, a fully equipped kitchen and room for 4, it’s an easy Eastern Shore escape in every season. Talbot Cou

SuíomhIn aice láimheBail

Meánrátáil 4.71 as 5, 14 léirmheas

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Teach in Neavitt

Waterfront, Dog friendly, St Michaels home

Lovingly restored waterfront historic home just minutes from St. Michaels. Located in a quiet waterman's village, Seth's Landing provides tranquility and beautiful surroundings. Up for a little adventure? Bring your watercraft of choice - house has dock with two deepwater boatslips. Or bring your bikes - great area for biking! Or rent any of these from local business and have delivered to house. Great for couples and small families. Due to proximity to water, not good for young children.

Luach ar airgeadSuíomhCruinneas

Meánrátáil 4.94 as 5, 107 léirmheas

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Teach in Tilghman Island

The Getaway

The Getaway, is a 3 bedroom home made for relaxation and fun get togethers, We take pride in providing a clean home with a well equipped kitchen, and bedrooms with quality bedding. Has a spacious and quiet backyard perfect for barbecues or simply enjoying a peaceful day with nature. Explore the island by biking around town or take a short walk to the award-winning Two if by Sea restaurant famous for their delicious breakfast and the General Store where you can grab all essentials. STN-24-21

TeaghlachSuíomhTaisteal thart

Meánrátáil 5.0 as 5, 36 léirmheas

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Teach aíochta in Easton

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

SuíomhTeaghlachBricfeasta

Meánrátáil 4.99 as 5, 658 léirmheas

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Teach in Sherwood

Punch Point boasts a sandy beach w/ pool and pier

TREMEZZO STAY - Punch Point Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury rentals in St. Michaels, MD. We also own Tilghman Island Inn, a waterfront destination specializing in group retreats, weddings, and private events. If you do not see availability for your dates or are looking to sleep more/less, please visit our other exclusive listings! Chesapeake Mansion (sleeps 12) Ranch at Royal Oak (sleeps 12) Spencer Creek Cabin (sleeps 8)

TeaghlachSuíomhIn aice láimhe

Meánrátáil 5.0 as 5, 26 léirmheas

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Teach in Shady Side

Iconic Chesapeake. Unparalleled Luxury.

Autumn at The Cottage at Silver Water is peaceful, cozy, and a little magical. Crisp days invite you to kayak, explore the shoreline, or enjoy the changing colors. Evenings bring golden skies, spectacular sunsets, cool breezes, and fires by the water. Inside, the cottage is warm and inviting, with luxurious bedding, curated art, and thoughtful amenities for a relaxed, memorable stay. Come experience autumn at Silver Water—and see why every guest has given their stay five stars.

Luach ar airgeadSuíomhBricfeasta

Meánrátáil 5.0 as 5, 217 léirmheas

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Teach in Cambridge

Sunset Breezes - quiet waterfront retreat

Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

TeaghlachLuach ar airgeadTaisteal aonair

Meánrátáil 4.99 as 5, 228 léirmheas

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Árasán in Saint Michaels

Blue Crab Lodge

Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

Luach ar airgeadTeaghlachInsiúltacht

Meánrátáil 4.98 as 5, 162 léirmheas

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Svuít d'aíonna in Tilghman Island

Black Walnut Cove Retreat, Tilghman Island

Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing are a delight. Please note: 1) There is a 3-nt. minimum on holiday weekends. 2) Children between the ages of 1 and 5 are not permitted

TeaghlachSuíomhBail

Meánrátáil 4.97 as 5, 181 léirmheas

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Teach in Bozman

The Cottage at Broad Creek

Your Private Waterfront Escape on Maryland's Eastern Shore Wake up to panoramic water views from your soaking tub. Kayak from the private dock, cook your catch in the chef's kitchen, then gather at your waterside fire pit and grill as the sun sets over the bay. Minutes from historic St. Michaels yet secluded enough to feel like your own sanctuary. Perfect for couples seeking both adventure and relaxation, whether celebrating a milestone or simply unplugging together.

SuíomhInsiúltachtRochtain

Meánrátáil 5.0 as 5, 54 léirmheas

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Teach aíochta in Stevensville

Waterfront-View of Bay from your Bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

TeaghlachLuach ar airgeadGlaineacht

Meánrátáil 4.99 as 5, 371 léirmheas