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Modern Downtown OB Condo, Stroll to Ferry & Beach

Photo gallery for Modern Downtown OB Condo, Stroll to Ferry & Beach

A living room with a blue sofa, a flat-screen TV, a fireplace, and a framed artwork on the wall.
A house with a blue door, white porch railing, and a brick wall.
A two-story building with a porch, a flag, and storefronts.
A living room with a sectional sofa, a flat-screen TV mounted on the wall, and a large window.
A room with a blue sectional sofa, a round ottoman, a lamp, and wall-mounted artwork.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Discover nearby landmarks
    Near Inkwell Beach
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Air-conditioning
  • Balcony
  • Internet access
  • Fireplace

Explore the area

View map
Oak Bluffs, MA
  • Place, Circuit Avenue
    ‪1 min walk‬
  • Place, Oak Bluffs Harbor
    ‪5 min walk‬
  • Place, Inkwell Beach
    ‪6 min walk‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪19 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Living Room 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen
Office
Balcony

About this property

Modern Downtown OB Condo, Stroll to Ferry & Beach

The Space:

Experience the ultimate Martha’s Vineyard getaway at 'Whale Tail,' a newly reimagined second-story sanctuary nestled inside an iconic Oak Bluffs gingerbread building directly above Vineyard Vines. This immaculate, top-to-bottom renovation effortlessly pairs historic coastal charm with modern interior luxury, featuring central climate control, crisp nickel gap walls, and a gourmet quartz kitchen equipped with brand-new stainless steel appliances. Designed to comfortably sleep six, the layout offers two beautifully appointed King bedrooms and a premium pop-up sleeper sofa in the living room. Best of all, you are perfectly positioned just steps from the vibrant dining and shopping of Circuit Avenue, the historic Campground Cottages, and a short walk to Inkwell Beach and the ferry—making it the ideal base for a stylish and completely unforgettable island escape.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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 C0544702210
Property # 5350263vb
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 and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Oak Bluffs

Located in Oak Bluffs, this condo is in the city centre and by the sea. Oak Bluffs Harbor and Woods Hole 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 Oak Bluffs Town Beach and Inkwell Beach. Flying Horses Carousel and Island Cove Adventures are also worth visiting. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Oak Bluffs, MA

What's nearby

  • Circuit Avenue - 1 min walk - 0.0 km
  • Ocean Park - 3 min walk - 0.3 km
  • Oak Bluffs Harbor - 5 min walk - 0.4 km
  • Inkwell Beach - 6 min walk - 0.6 km
  • Oak Bluffs Town Beach - 8 min walk - 0.7 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 17 min drive

Restaurants

  • ‪Lookout Tavern - ‬6 min walk
  • ‪Offshore Ale Co. - ‬3 min walk
  • ‪Portuguese-American Club - ‬3 min drive
  • ‪Mo's Lunch - ‬20 min walk
  • ‪Nancy's - ‬5 min walk

Frequently asked questions

Is Modern Downtown OB Condo, Stroll to Ferry & Beach pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Modern Downtown OB Condo, Stroll to Ferry & Beach?

Check-in begins at 4:00 PM.

What time is check-out at Modern Downtown OB Condo, Stroll to Ferry & Beach?

Checkout is at 10:00 AM.

Where is Modern Downtown OB Condo, Stroll to Ferry & Beach located?

Located in the heart of Oak Bluffs, this condo building is within a 10-minute walk of Circuit Avenue, Oak Bluffs Harbor and Oak Bluffs Town Beach. Trinity Park Tabernacle and Cottage Museum are just steps away.

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. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

kenyetta g.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was immaculate and spacious. On the main strip on Circuit Ave, close to everything. Inkwell beach a few blocks away. Would stay again.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Benjamin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed at this location for my wife’s 50th birthday and it was fantastic. Very well done with the upgrades, and location of the condo. Circuit Ave shops were very cute and quaint. Host was fantastic and very responsive with answers to inquires. I would recommend this location and definitely planning another trip in the fall. Thanks again!
Stayed 2 nights in May 2026
Response from VrboOwner on 5 May 2026
Terrific guest. Left it looking as good as when they arrived- was a perfect guests and we look forward to renting to them whenever we can!
Verified

10/10 Excellent

Deena D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location • Most comfortable accommodations • Excellent communication • 10/10 hope to stay again
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Martin O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The unit was really nice and cozy, great location. Very clean, we would love to return.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Rachel J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely loved this property. The condo was beautifully renovated and furnished. We were also very impressed by the cleanliness of the property and the amenities. Scott was an excellent host and was very responsive to our messages and needs. We would love to stay here again!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Yvonne

Liked: Cleanliness, amenities, property conditions & facilities, communication
The experience was amazing! The host was extremely accommodating and attentive. The space was beautiful, stylish, spotless and thoughtfully decorated for comfort and relaxation. And the wonderful balcony with a great view up Circuit Ave was just the icing on the cake! 10 out of 10 I would definitely recommend!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Valerie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We LOVED this condo. It is the perfect location in Oak Bluffs and very walkable. The condo itself was very clean and the use of space was impeccable. Scott was lovely and easy to work with - highly recommend!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had such a great experience at this property! The home was clean, beautifully maintained, and exactly as described in the listing. It had everything we needed for a comfortable and relaxing stay. The location was perfect—quiet, yet close to everything.What really stood out was the communication with the owner. From the moment we booked, they were responsive, friendly, and helpful. They provided clear check-in instructions and even checked in to make sure we had everything we needed during our stay. It made the whole process so easy and stress-free.Highly recommend this place to anyone looking for a great getaway. We’d absolutely stay here again!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Tajuana TJ B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
So many good things to say about this rental. Where do I begin? First, this place has the coastal charm of historic MV homes, but with the modern touch and conveniences that my family prefers when vacationing. The property is in an amazing location right off Circuit Avenue, allowing the opportunity to sit on the upstairs deck or downstairs porch and enjoy the energy and movement on the active street. We enjoyed sitting out upstairs after a long day out and the rocking chairs downstairs while waiting for everyone to come down before heading out on excursions. With a little effort we were able to find parking, even on busy nights. The place is laid out perfectly and thoughtfully and was stocked with everything we needed for our vacation. I used the blender for smoothies most mornings. The range of kitchenware was great quality. The beach chairs and towels came in handy for our day at the beach. We also used the chairs for the drive-in movie at the YMCA. (I also popped popcorn on the stove to take with us). The beds were so comfortable, my girls even noticed. The water pressure in the shower was good. There was an overall light, peaceful feeling to the place, which was a bonus. Not to mention, check-in was a breeze and communicating with Scott was smooth and straightforward. We clearly enjoyed our stay there and would recommend this gem to anyone wanting to have easy access to all the Oak Bluffs has to offer.
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Taylor H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We couldn’t have asked for a better experience. We were scrambling to find a place in Oak Bluffs. after another host of a different property canceled last minute last-minute cancellation from another property. If anyone knows, it's extremely hard to find housing in OB that close to August, so our options were very limited. So we stumbled upon this property.This spot not only saved our trip, it completely exceeded expectations. The location was incredibly convenient to walk to everything we love: shops, restaurants, the harbor, and more.The unit was spotless and well-maintained, and we especially loved spending time each day out on the balcony. It was perfect for soaking in the vibrant downtown atmosphere with a morning coffee. I just want to comment on the beds too, it was the best sleep I've gotten all year hahaParking around Circuit Ave was an initial concern but there was typically long-term parking available near the church or around the corner.Scott was an exceptional host. Since it was a new property, he was very clear in answering any questions we had and advising us about every step of check-in. He responded to our texts within minutes (never more than 10!), which made everything smooth and stress-free.We’ve been coming to Oak Bluffs for 7 years, and this is hands-down one of the best locations we’ve stayed in. We’ve already reached out to book again for next year!Highly recommend this property to anyone looking for a clean, comfortable, and relaxing stay.
Us sitting on the balcony!
Our bedroom
The kitchen where we baked cookies for three days. They had appliances and cooking tools for everything.
We watched movies in the living room.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Suzanne R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place is lovely! You’re right on the edge of town. Everything I needed was there. Scott answered my messages right away. I would definitely stay there again.
Stayed 6 nights in Jun 2026
Response from VrboOwner on 10 July 2026
Great guests. Thanks so much for joining us.
Verified

10/10 Excellent

Heidi C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely fantastic location. The house was beautiful and perfect for our girls weekend. Host was incredibly accommodating and a pleasure to work with
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

Andrew Sr. H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay and would absolutely stay here again. The unit was newly renovated, spotless, and very well maintained. Check-in was completely seamless, and communication with the owner was excellent from start to finish.The property is located right on the main street, and as first-time visitors to Martha's Vineyard, we didn't realize that area could be a bit busy at times. That said, it didn't affect our stay at all, and we really appreciated that each bedroom was equipped with a sound machine, which made for great sleeping. Overall, a fantastic property in a convenient location, and we'd happily return.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Paige H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location, had everything needed for a fabulous stay in Martha’s Vineyard. Beach chairs, beach towels, books and plenty of linens. Highly recommend this precious condo.
Stayed 4 nights in Jun 2026

About the host

Hosted by VueStay Vacations by Casago

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Languages:

English
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