Places to Stay
Located in Ewell.
Susan's is a charming waterfront B&B with two rooms, each with a private bath and views of the harbor. Hosted by 13th-generation islander Susan Evans, this cozy retreat offers an authentic glimpse into island life.
Located in Ewell.
​A beautifully restored 1880s Victorian home, this cozy, family-owned B&B features rooms lovingly named after the family’s grandmothers—full of charm and heritage.
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Located in Ewell.
​This waterfront 2-bedroom cottage offers a private dock for fishing and crabbing, plus bikes, kayaks, and more—just steps from restaurants and the museum.
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Located in Ewell.
​A peaceful retreat with vintage charm and modern comforts, this 1-bedroom home features a spacious kitchen, updated patio, and access to bikes, kayaks, and SUPs—perfect for a relaxing island stay.
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Located in Ewell.
​Spacious and inviting, this home offers easy access to a deep-water dock for crabbing, kayaking, or mooring your boat—plus an outdoor shower to end the day refreshed.
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Located in Ewell.
​A thoughtfully restored 1900s farmhouse with classic Eastern Shore character, offering spacious gathering areas, cozy upstairs bedrooms, and a front-yard view of a blooming magnolia. Ideal for slow mornings and unwinding after a day on the water.
Located in Ewell.
Ungovernable Joy Cottage invites you to relax your way—joyfully, boldly, and on your own terms. One of the island’s only wheelchair-accessible stays, it’s your cozy, welcoming base for exploring Smith Island.
Located in Ewell.
Step off the ferry and into a place where time moves slower. This bright 2-bedroom, 1-bath cottage—with its cheerful, Himalayan-salt-pink interior—is the perfect place to unwind and explore Smith Island.
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Located in Rhodes Point.
This spacious 3-story home features wraparound porches, a third-floor loft, and stunning sunrise and sunset views. Enjoy a laid-back island stay with complimentary bikes, kayaks, and fishing gear.
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Located in Rhodes Point.
Welcome to one of Smith Island’s newest hidden gems. Tucked away in the quiet village of Rhodes Point, Blue Heron Cottage offers a peaceful escape just a 40-minute scenic ferry ride through the Tangier Sound.
Experience the peaceful charm of island life, where birdsong and the sound of waves replace the noise of everyday hustle. This perfectly imperfect 1860s home was lovingly restored in 2008 and offers a serene escape surrounded by natural beauty.
Located in Tylerton.
Step back in time at Pauline’s House—a beautifully restored, historic 4-bedroom waterfront home in Tylerton. With space for up to 9 guests, it’s perfect for families or groups looking to enjoy the simple pleasures of Smith Island life.
