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 dining area with a table and chairs, a staircase, and a door with frosted glass panels.
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.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Onsite parking available
    Convenient and secure on-site 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

Popular amenities

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

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

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Oak Bluffs Vacation Rental | 2BR | 2BA | 1,100 Sq Ft | Step-Free Access
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Oak Bluffs
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (39 reviews)
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

About the area

Oak Bluffs

Oak Bluffs is home to this holiday home. Oak Bluffs Ferry Terminal and Oak Bluffs Harbor 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 Featherstone Center for the Arts are also worth visiting.
View more Holiday homes in Oak BluffsOpens in a new window
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
  • ‪Nomans - ‬2 min drive
  • ‪Biscuits - ‬9 min walk

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 29 Oct 2026, prices found for a 1-night stay for 2 adults at The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort on 2 Nov 2026 start from £2,262, 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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 10 out of 11 reviews
Rating 8 - Good. 1 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

9.4/10

Check-in

9.4/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
house was great, nice character, clean, and a shaded yard to hang out in. Location was perfect, only a 10 min walk from the ferry, 10 minute walk to the main strip with shops and restaurants, and a 3 min walk to the beach. would definitely recommend the house, just not for the same dates as our future bookings there lol.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family trip!

The house was so great and the location was perfect! Enough privacy but walking distance to everything. We loved it!
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home is fabulous area

Adorable home in a central location of OB. Exceeds the picture, home is comfortable and has everything you need.
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property & location

We had the BEST time at the Legacy house! The location was perfect and the house/yard was stunning. Everyone had a wonderful time. We will definitely be back!
Stayed 2 nights in May 2023
Response from VrboOwner on 12 Jun 2023
Thank you Samantha! We are so glad you enjoyed your stay and hope you brought back some amazing memories.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Outside of 32 (not 36)
Lovely porch
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
It was charming. The DVD's and board games were a nice touch. Updated kitchen, lots of space and bunk beds. The house is walking distance from the beach, the bustling oak bluffs eating scene and almost everything else. Loved it
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

This place was so great! Perfect location, walking distance from everything (stores, restaurants, bus, ferry). The house is SO cute and was completely what we wanted. The weather was not cooperating when we were there, so it was great to have such a lovely place to hang out. We only wished we could take more advantage of the outdoor spaces! Will definitely come back!
Stayed 2 nights in May 2024
Response from VrboOwner on 5 Jun 2024
Thanks for the 5 star review Marya - It was a pleasure to host you and your family this summer. We trust your stay was relaxing and enjoyable. We hope to see you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Best Time

Staying at Legacy House will forever be one of the best trips to the vineyard! We travelled for my best friends bachelorette party and it was the perfect house for us 8 girls. The rooms were spacious, the beds were comfy, and the common areas were excellent! The porch was for sure the best spot! The amenities the house has to offer such as a grill to make BBQ-ing easy was amazing! Through out this trip we kept saying we need to come back and make it annual girls trip! Legacy House will for sure see us again!
Stayed 2 nights in Jun 2024
Response from VrboOwner on 29 Jun 2024
Thanks so much for your kind words Alyson! Can't wait to host you again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Legacy

Absolutely Unforgettable. Love it here!!!From the moment we stepped onto the wraparound porch of this charming Oak Bluffs retreat, we knew our Martha’s Vineyard vacation would be something special. This beautifully maintained Victorian cottage perfectly captures the whimsical spirit that makes Oak Bluffs the crown jewel of the island.The House: Character Meets ComfortThe property seamlessly blends historic charm with modern amenities. Original hardwood floors gleam throughout, while updated fixtures and appliances ensure every convenience. The kitchen is a dream for morning coffee preparation and evening meal planning, with granite countertops and stainless steel appliances that make cooking a pleasure rather than a chore.Each bedroom feels like a private sanctuary, with comfortable beds dressed in crisp linens and charming period details that transport you back to Martha’s Vineyard’s golden age. The master suite’s en-suite bathroom features a clawfoot tub perfect for soaking after long beach days.Can’t wait to come back. Great memories made in Oak Bluffs!
Stayed 6 nights in Jun 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy

Oak Bluffs Stay

Very nice house, with everything in good working order and clean. Honestly nicer than the photos made it seem, and very spacious. Kitchen was well stocked. I found it confusing that the checkout instructions were only in a binder, and not in the app. There were a ton of requests in terms of work for us in getting out, which with a 10 AM check-out was a little tight. I'm also not sure if it's early in the season, but responsiveness was not great to messages on the VRBO app. Lastly, there was not clear instructions around the linens (we had to make all the beds and unpack the towels, etc.) - would have been nice if the beds were made or at least there was some heads-up on that. Just a couple of little pieces of feedback, otherwise the house was great.
Stayed 2 nights in May 2024
Response from VrboOwner on 5 Jun 2024
Hi Sarah, thanks for staying with us! We appreciate the feedback and know that it has helped other renters know what to expect so thank you for that. Our home is a 250 year old historic property, so your points about returning it to the condition it was when you started the stay are important. Also, our home is typically for long term rentals and does not include sheets/ linens. We rent them (at our cost) and they are delivered at the start of each stay and must be returned to the bag for the vendor. We understand this isn't for everyone; that's oK! We hope your review and this information will support people knowing up front and only choosing the Legacy House if it matches what they are comfortable with. We also rely on and value working with the limited local vendors for support. To do so respectfully we have to honor the check in and out times given the volume of requests they have on island. Responses for support can take 24 hours and they do their best to help when they can. We hope you and your family have a great rest of the summer!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was amazing and lightning fast to communicate with and super helpful and accommodating. Rent in complete confidence and respect the “Legacy” of this amazing home.
Stayed 4 nights in Jun 2026
Tell us how we can improve our siteShare feedback