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Historic Oak Bluffs Cottage – Porch with View

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House in Oak Bluffs, Massachusetts

8 guests • 4 bedrooms • 6 beds • 2 full baths
5.00
• 3 reviews
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
Oak Bluffs, MA, USA
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.

This property is managed through Fairly. It is also available on sites like Airbnb and Vrbo, but the lowest price is always at Fairly.com. Avoid service fees by booking direct.