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
Oak Bluffs, MA
Circuit Avenue
Place, Circuit Avenue
3 min walk
Inkwell Beach
Place, Inkwell Beach
3 min walk
Oak Bluffs Harbor
Place, Oak Bluffs Harbor
8 min walk
Vineyard Haven, MA (MVY-Martha's Vineyard)
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.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
Oak Bluffs
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
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.
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.