Oak Bluffs, MA — A bold new concept in Island hospitality has arrived on Circuit Avenue. Hotelito Oso, Martha’s Vineyard’s first proudly locally owned and operated one-room hotel, is now welcoming guests, redefining boutique luxury with a stay that is intimate, elevated, and entirely its own.
Located at 33 Circuit Avenue, Hotelito Oso offers a private, design-forward retreat in the heart of Oak Bluffs. Unlike traditional hotels with dozens of rooms, Hotelito Oso is exactly what its name suggests—a single, beautifully-appointed guest experience. One reservation. One space. Entirely yours.
As a locally owned business, Hotelito Oso reflects the spirit, character, and entrepreneurial energy of Martha’s Vineyard. Designed with intention and rooted in community, it offers visitors an authentic Island stay created by people who live and work here year-round. Inside, guests will find a thoughtfully curated layout featuring one king bed and two queen beds, making it ideal for couples, close friends, or small groups seeking a stylish Vineyard getaway.
The space also includes a wine cooler and wet bar, microwave, Keurig coffee maker, and complimentary water and snacks, blending convenience with comfort.
The custom bathroom features a beautifully designed shower, creating a spa-like retreat after a day at the beach or exploring the Island. Outside, guests will enjoy two unique outdoor spaces: a 4′ x 8′ balcony overlooking vibrant Circuit Avenue, perfect for morning coffee or evening cocktails, and a peaceful rear deck overlooking the historic Tabernacle, offering a quiet escape just steps from Oak Bluffs’ lively downtown.
Hotelito Oso’s prime location places visitors within walking distance of beaches, restaurants, boutique shopping, ferry terminals, live entertainment, and many of the Island’s most beloved attractions—while still providing the privacy and exclusivity of a standalone retreat.
With only one suite available, Hotelito Oso offers one of the most distinctive lodging experiences on Martha’s Vineyard. Its exclusive nature means availability is limited, and advance reservations are highly recommended. To reserve your stay, call 508-687-9288 or visit www.HotelitoMV.com.
Hotelito Oso is more than a place to stay—it’s a locally owned labour of love, a private perch above one of Martha’s Vineyard’s most iconic streets, and a one-of-a-kind destination where thoughtful design, Island charm, and unforgettable memories come together.
