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A stylized yellow bear sleeping under a crescent moon, accompanied by the text "HOTELITO OSO."

Hotelito Oso

  • 950-sq-ft private luxury suite
  • The only California King bed on Martha's Vineyard
  • Private Spanish-style balcony & 120-sq-ft rear mahogany deck
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  • 950-sq-ft private luxury suite
  • The only California King bed on Martha's Vineyard
  • Private Spanish-style balcony & 120-sq-ft rear mahogany deck
Welcome to the island's most exclusive stay. The Hotelito Oso Suite is an intimate, private 950-square-foot hideaway perched above downtown Oak Bluffs. Perfect for a romantic getaway, this one-room luxury suite features the only California King bed on Martha's Vineyard: a premium Beautyrest Hospitality Napa pillow-top mattress. The private bathroom has a custom tiled shower, a granite countertop, custom tile floor, hairdryer, and ironing board. Enjoy an array of high-end amenities, including a Sonos soundbar, a mini-fridge, a wine cooler, and a Keurig coffee station. Relax on your private Spanish-style balcony overlooking Circuit Avenue, or retreat to the 120-square-foot rear mahogany deck steps away from the historic Tabernacle. One room. One key. One unforgettable stay.
June 2026
July 2026