Entire home

The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort

Photo gallery for The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort

A Victorian-style house with a central entrance, a balcony, and a porch with railings. - The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort (Oak Bluffs)
A bedroom with a white canopy bed, wooden flooring, and a chair. - The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort (Oak Bluffs)
A dining area with a table and chairs, a staircase, and a door with frosted glass panels. - The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort (Oak Bluffs)
A two-story house with a porch, outdoor seating area, and a visible garage. - The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort (Oak Bluffs)
A living room with a wooden floor, a blue rug, and two sofas. - The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort (Oak Bluffs)
Located close to Inkwell Beach, The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort provides a garden, a playground, and laundry facilities. Stay connected with in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Add dates for prices

About this property

The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort

  • Step into the timeless charm of Oak Bluffs while enjoying the comforts of a thoughtfully renovated home. The Legacy House blends 250 years of history with modern upgrades—creating a one-of-a-kind stay just 2 blocks from Inkwell Beach and a short stroll to everything you love about Oak Bluffs.

    Whether you're planning a multi-family summer getaway or a peaceful fall retreat, this home offers the space, location, and character that make Martha’s Vineyard unforgettable.

    Why Guests Love The Legacy House
    - Unbeatable Location – Walk to Inkwell Beach, Circuit Avenue, Ocean Park, and the ferry
    - Historic + Renovated – 250-year-old home with a brand-new kitchen and updated bathrooms
    - Perfect for Groups – Comfortably designed for 2 families or group gatherings
    - Outdoor Living – Wrap-around porch, large rear deck, and outdoor shower
    Peaceful Setting – Quiet, charming neighborhood just steps from the action
    No Hidden Fees – Transparent pricing, always

    The Space
    This spacious home is filled with warmth, personality, and room to gather.

    - Large front sitting/family room for relaxing together
    - Full dining room for shared meals and memories
    - 5 thoughtfully arranged bedrooms across two levels
    - 2 full bathrooms (one on each floor)
    - Ample off-street private parking

    Start your mornings with a sunrise walk to the water—or join the iconic “polar bears” for an early swim. Spend your afternoons biking, shopping, or relaxing on the porch with a drink in hand.

    Sleeping Arrangements

    Designed for flexibility and comfort:
    - Bedroom 1 (Upstairs): King bed, spacious, bright, flat-screen TV
    - Bedroom 2 (Upstairs): Queen bed + private balcony
    - Bedroom 3 (Upstairs): Double + twin bunk with trundle (ideal for kids)
    - Bedroom 4 (Upstairs): Twin with trundle (sleeps 2, great for kids/teens)
    - Bedroom 5 (Downstairs): Queen bed, large room, ground-level access, TV

    Outdoor + Local Highlights
    - 2 blocks to tennis, pickleball, and basketball courts
    - Easy walk to beaches, shops, dining, and entertainment
    - Classic Oak Bluffs neighborhood full of history and charm

    Please Read Before Booking (Important Details)
    We want your stay to be seamless, so here are a few important notes:
    - 7-night minimum during peak season
    - This is a historic 250-year-old home—full of charm, but not a hotel-style property
    - Linens & towels are not included by default but we will order them for you
    - We arrange rental and delivered prior to arrival based on your guest count
    - Accuracy in your reservation is important to ensure proper setup

    No pets allowed

    A Different Kind of Stay
    The Legacy House is for those who appreciate character, history, and togetherness over a cookie-cutter experience. If you're looking for a place where mornings start on the porch, days are spent walking to the beach, and evenings bring everyone back together—you’ll feel right at home here.

Property amenities

Beach

  • Beach loungers

Internet

  • Available in the house: WiFi

Parking and transportation

  • Wheelchair-accessible parking available
  • Onsite parking includes off-street options

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Ceiling fan
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • 2 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • No elevator
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number c0288502210

We should mention

This property does not have elevators

About the neighborhood

Oak Bluffs is home to this vacation home. Woods Hole Ferry Terminal and Oak Bluffs Ferry Terminal are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Inkwell Beach and Cape Cod Beaches. Flying Horses Carousel and Island Cove Miniature Golf are also worth visiting. Visit our Oak Bluffs travel guide
View more Vacation Homes in Oak Bluffs
Map
Oak Bluffs, MA

What's nearby

  • A beach with a lifeguard tower, a rocky breakwater, and the ocean.
    Inkwell Beach
    3 min walk - 0.2 miles
  • A row of colorful houses with a prominent tower, a grassy lawn, and a winding road.
    Ocean Park
    5 min walk - 0.3 miles
  • A marina with boats docked along a sandy beach, surrounded by greenery and buildings.
    Oak Bluffs Harbor
    8 min walk - 0.5 miles
  • A beach with clear blue water, a sandy shore, and a few boats in the distance.
    Oak Bluffs Town Beach
    11 min walk - 0.6 miles
  • Circuit Avenue
    3 min walk - 0.2 miles

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard)
    15 min drive

Restaurants

  • Lookout Tavern
    9 min walk
  • Nancy's
    9 min walk
  • Rocco's Pizzeria
    6 min drive
  • Cumberland Farms
    6 min drive
  • Mo's Lunch
    4 min drive

Frequently asked questions

Is The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort?

Check-in begins at 3:00 PM.

What time is check-out at The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort?

Check-out is at 10:00 AM.

Where is The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort located?

Situated in Oak Bluffs, this vacation home is within a 5-minute walk of Circuit Avenue and Inkwell Beach. Ocean Park and Seaview Beach are also within 5 minutes.

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The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort Reviews