Entire condo

Modern Downtown OB Condo, Stroll to Ferry & Beach

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

A two-story building with a porch, a flag, and a sign that reads 'Vineyard Vines.' - Modern Downtown OB Condo, Stroll to Ferry & Beach (Oak Bluffs)
A modern kitchen with a stainless steel sink, white cabinets, a built-in microwave, and an oven. - Modern Downtown OB Condo, Stroll to Ferry & Beach (Oak Bluffs)
A living room with a blue sofa, a flat-screen TV, a fireplace, and a framed artwork on the wall. - Modern Downtown OB Condo, Stroll to Ferry & Beach (Oak Bluffs)
A bedroom with a large bed, a nightstand with a lamp, a window with a view, and a painting on the wall. - Modern Downtown OB Condo, Stroll to Ferry & Beach (Oak Bluffs)
A balcony with a blue chair, a white railing, and a view of a street with buildings and a train station. - Modern Downtown OB Condo, Stroll to Ferry & Beach (Oak Bluffs)
Close to Inkwell Beach, Modern Downtown OB Condo, Stroll to Ferry & Beach has plenty to offer. Guests can connect to in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroom655 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Fireplace

Add dates for prices

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.

Property amenities

Internet

  • Available in the condo: WiFi

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Balcony

Laundry

  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In a village
  • In the city centre
  • Near the sea

Things to do

  • Cycling nearby
  • Fishing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 655 square feet

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  • Washing machine
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Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Rules

Guests must be 25 years of age. Any guest under the age of 25 must be accompanied by a parent or legal guardian throughout the entirety of the stay.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
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
Property Registration Number C0544702210
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Located in Oak Bluffs, this condo is in the city centre and by the sea. Inkwell Beach and Cape Cod Beaches reflect the area's natural beauty and area attractions include Flying Horses Carousel and Featherstone Center for the Arts. Island Cove Adventures and Polly Hill Arboretum are also worth visiting. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with cycling. Visit our Oak Bluffs travel guide
View more Condo rentals in Oak Bluffs
Map
Oak Bluffs, MA

What's nearby

  • A row of colorful houses with a prominent tower, a grassy lawn, and a winding road.
    Ocean Park
    3 min walk - 0.2 miles
  • A marina with boats docked along a sandy beach, surrounded by greenery and buildings.
    Oak Bluffs Harbor
    5 min walk - 0.3 miles
  • A beach with a lifeguard tower, a rocky breakwater, and the ocean.
    Inkwell Beach
    6 min walk - 0.4 miles
  • A beach with clear blue water, a sandy shore, and a few boats in the distance.
    Oak Bluffs Town Beach
    8 min walk - 0.5 miles
  • Circuit Avenue
    1 min walk - 0.0 miles

Getting around

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

Restaurants

  • Lookout Tavern
    6 min walk
  • Nancy's
    5 min walk
  • Nomans
    3 min drive
  • Portuguese-American Club
    3 min drive
  • Biscuits
    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 and Inkwell Beach. Trinity Park Tabernacle and Cottage Museum are just steps away.

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Modern Downtown OB Condo, Stroll to Ferry & Beach Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens 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

Cleanliness

10

Location

10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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