The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort | House in Oak Bluffs

9.8 (9 Reviews) |   6 Bedrooms  2 Bathrooms  10 Guests
Oak Bluffs House | The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort

6 Bedroom House in Oak Bluffs

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.

The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort is located in Oak Bluffs. The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort provides accommodation, featuring Parking, View, Sports/Activities, among other amenities. This House features Parking, View, Sports/Activities, to make your stay a comfortable one.

The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort has 6 Bedrooms , 2 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Oak Bluffs has interesting places to visit. If you want to learn more about the House in Oak Bluffs, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Amenities

Air Conditioner
Parking
TV
View
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Ceiling fan
  • Air conditioning
  • Heating
Bathrooms
  • Bathtub
  • Towels provided
  • Toilet paper
  • 2 bathrooms
Bedroom
  • Sofa bed
  • Bed sheets provided
  • 6 bedrooms
  • Dining table
  • Living room
Kitchen
  • Coffee/tea maker
  • Paper towels
  • Microwave
  • Dishwasher
  • Stovetop
  • Oven
  • Cookware/dishes/utensils
  • Toaster
  • Refrigerator
Laundry
  • Laundry facilities
  • Washing machine and dryer
Ocean view
  • Beach sun loungers
Parking
  • Onsite parking includes off-street options
  • Onsite parking
  • Wheelchair-accessible parking available
Pet Friendly
  • No pets allowed
Accessibility
  • Area rugs in public areas
  • Well-lit path to entrance
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Smoke-free property
  • Wheelchair-accessible parking
  • No elevators
  • 2 stairs to reach property
  • Handrails in stairways
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 on-site accessible parking spaces
Entertainment
  • Games
  • Books
  • Smart TV with cable/satellite service
  • DVD player
Guest Services
  • Playground
  • Iron/ironing board
Internet
  • WiFi available
Outdoors
  • Outdoor furniture
  • Barbecue grill
  • Balcony
  • Garden
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in
Check-in time starts at 3:00 pm minimum check-in age: 24
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number c0288502210 safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

License number: c0288502210

Reviews

Madge W.
Sep 22, 2025 03:14:49 AM
Review Score:   10
Summary: Great location in beautiful quirky old house. We could easily walk everywhere and we were comfortable outside, on the porch and in the living room. 2 of the bedrooms best for kids and be prepared for walk-thru bathroom. 6 “Seniors” had fun.
See All Reviews

FAQ's

Is this Oak Bluffs house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Oak Bluffs house have a swimming pool?

No, this Oak Bluffs house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Oak Bluffs house?

Best-rates for the Oak Bluffs house starts from $686 per night with includes Ocean View, Balcony/Terrace, Parking, View, Sports/Activities, Bedding/Linens, Air Conditioner, Fireplace/Heating, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Internet, Kitchen, Security/Safety, Laundry, TV with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Oak Bluffs house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Oak Bluffs house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Oak Bluffs house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Oak Bluffs house?

Based on the information reported by the owner or manager, the Oak Bluffs house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Oak Bluffs house?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check House Availability
Nightly rates from:
USD686
You will be redirected to  
Hot Deal - It has been viewed 78 times today
Not the right fit? Check out our other properties in Oak Bluffs
Treeside Lodge From US $702
         

|
8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Attleboro House From US $265
         

9.8 (94 Reviews)
Hotel
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Breezy Oak Bluffs Condo - Steps to Inkwell Beach! From US $239
         

Garage Suite From US $624
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Conveniently located near Town From US $423
         

9.4 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Luxury Loft Historic Center Oak Bluffs From US $1,159
         

9.6 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Beautiful Carriage House on the Chop From US $916
         

10.0 (24 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach! From US $395
         

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV