Historic Oak Bluffs Cottage – Porch with View

Historic Oak Bluffs Cottage – Porch with View

Step into the charm of a bygone era at this classic Oak Bluffs home, filled with antiques, Persian rugs, and vintage character. From the front porch, you can take in views of the pier while rocking in the chairs, enjoying the same simple pleasures that have made this neighborhood a beloved summer destination for generations.

This is not a modern, luxury home—it’s a historic Vineyard cottage, complete with creaky floors, unique décor, and plenty of personality. It’s the perfect setting for families and groups who want a comfortable, lived-in space with history at its heart.

Inside the home you’ll find the following:

Spacious living areas decorated with antique furnishings, including a red velvet camel-back sofa, pink chesterfield, striped chairs, and a striped settee.

Air conditioning in most rooms to help keep things cool during summer days.

Dining options with a six-seat dining table and a two-seat dinette in the kitchen.

Full kitchen with a stainless steel stove, refrigerator, dishwasher, and all the essentials.

Family room with two couches and a brand-new 50" TV for downtime.

Bedrooms (all with new mattresses):

Primary suite: King bed, hardwood floors, dresser, wicker sofa, and a private balcony.

Second bedroom: Queen bed with a rocking chair and Persian rug.

Two additional bedrooms: Each with two twin beds—great for kids or extra guests.

Two full bathrooms plus an outdoor shower.

Extras for your stay:

Washer and dryer

Free WiFi and cable TV

Four beach chairs

Gas grill on the back deck

Location highlights:

5 minutes to Inkwell Beach and the Steamship Authority Dock

Half a mile to the Flying Horses Carousel


Close to parks, shops, and plenty of local attractions

This stately, antique-filled home offers the true Oak Bluffs experience—comfortable, welcoming, and full of character. If you’re looking for a unique stay that blends history with family-friendly amenities, this is the place.