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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.
A two-story house with a porch, outdoor seating area, and a visible garage.
A bedroom with a white canopy bed, wooden flooring, and a chair.
A living room with a wooden floor, a blue rug, and two sofas.
A dining area with a table and chairs, a staircase, and a door with frosted glass panels.

Reviews

10 out of 10
Exceptional
This vacation home accommodates 10 guests with 5 bedrooms and 2 bathrooms. It features outdoor areas including a patio and balcony. Enjoy attractions such as Circuit Avenue and Seaview Beach.

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Onsite parking available
    Convenient and secure onsite parking, a rare amenity in the area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Inkwell Beach
5 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Balcony or patio
  • Barbecue grill
  • Off-street parking available
  • Washing machine
  • Air-conditioning
  • Internet

Explore the area

View in a map
Oak Bluffs, MA
  • Place, Circuit Avenue
    ‪3 min walk‬
  • Place, Inkwell Beach
    ‪3 min walk‬
  • Place, Oak Bluffs Harbor
    ‪8 min walk‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪19 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Single Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Single Bed

Common area 1

1 Double Futon

2 bathrooms

Bathroom 1

Bathtub · Toilet

Bathroom 2

Bathtub · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number c0288502210
Property # 2981076vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Oak Bluffs

Oak Bluffs is home to this holiday 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.
Map
Oak Bluffs, MA

What's nearby

  • Circuit Avenue - 3 min walk - 0.3 km
  • Inkwell Beach - 3 min walk - 0.3 km
  • Ocean Park - 5 min walk - 0.4 km
  • Oak Bluffs Harbor - 8 min walk - 0.7 km
  • Oak Bluffs Town Beach - 11 min walk - 1.0 km

Getting around

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

Restaurants

  • ‪Lookout Tavern - ‬9 min walk
  • ‪Nancy's - ‬9 min walk
  • ‪Portuguese-American Club - ‬20 min walk
  • ‪Mo's Lunch - ‬4 min drive
  • ‪Nomans - ‬2 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 does it cost to stay at The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort?

As of 1 Sept 2026, prices found for a 1-night stay for 2 adults at The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort on 28 Sept 2026 start from £2,324, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort?

On-site 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?

Checkout is at 10:00 AM.

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

Situated in Oak Bluffs, this holiday 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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