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:
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.
What this place offers
Outdoor shower
Hair dryer
TV
Microwave
Heating
Desk
Wifi
Baking sheet
Barbecue utensils
Blender
Where you'll sleep
1/2
Bedroom 1
1 king
Bedroom 2
1 queen
Bedroom 3
2 twins
Bedroom 4
2 twins
About the neighborhood
This historic cottage is only five minutes away from Inkwell Beach and the Steamship Authority Dock, and is just a half mile from the Flying Horses Carousel. Circuit Avenue shops and restaurants, arcades, bowling alleys, and ice cream parlors are all nearby.
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Getting around
There is 1 off street parking spot. You can walk around Vineyard Haven from here, and a bus is available to explore the rest of the island.
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Things to know
House rules
Check-in after 4:00 PM
Check-out before 10:00 AM
8 guests maximum
Safety & property
Carbon monoxide alarm installed
Fire extinguisher
First aid kit
Cancellation policy
Add your trip dates to get the cancellation details for your stay.