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Oak Bluffs, Ma
508-687-9288
A stylized yellow bear sleeping under a crescent moon, accompanied by the text "HOTELITO OSO."
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
Cozy attic bedroom featuring a chandelier, a large bed, a sofa, and a view through open doors.
A warmly lit entrance of "Hotelito Oso" featuring a wooden door and decorative signage.
View down a staircase with floral wallpaper leading to a door marked "HOTEL."
Cozy attic bedroom with a bed, seating area, kitchenette, and open balcony doors.
A cozy living space featuring a beige couch, wooden coffee table, and floral wallpaper with a kitchenette in the background.
Interior view of a hallway leading to a bathroom, featuring a wooden console, patterned tile floor, and a chandelier.
A doorway leads to a deck with outdoor seating and a chandelier above.
A cozy deck featuring a wooden table, gray seating, and decorative plants under a clear blue sky.
A small gravel yard with green shrubs and a two-story house featuring a balcony.
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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.

What we offer

  • California king pillow-top bed
  • Mini fridge
  • Wine cooler
  • Keurig coffee service
  • Microwave
  • Steamer
  • Iron and ironing board
  • Hairdryer
  • Makeup removers
  • Flat-screen television
  • Sonos sound bar
  • Spanish-style balcony
  • Private deck
September 2026
October 2026