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New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs

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Fridge, microwave, oven, stovetop
Dining
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Exterior
Property grounds

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroom750 sq ft

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Kitchen
  • Air conditioning
  • Free WiFi

Explore the area

View in a map
Oak Bluffs, MA
  • Circuit Avenue
    ‪1 min walk‬
  • Inkwell Beach
    ‪6 min walk‬
  • Oak Bluffs Town Beach
    ‪8 min walk‬
  • Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪15 min drive‬

Room options

About the neighborhood

Oak Bluffs

Heart of Oak Bluffs.With a stay at this Oak Bluffs vacation home, you'll be steps from Circuit Avenue and Trinity Park Tabernacle. Cottage Museum and Ocean Park are also within half a mile (1 km).
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What's nearby

  • Circuit Avenue - 1 min walk - 0.0 miles
  • Oak Bluffs Harbor - 5 min walk - 0.3 miles
  • Oak Bluffs Ferry Terminal - 6 min walk - 0.4 miles
  • Inkwell Beach - 6 min walk - 0.4 miles
  • Oak Bluffs Town Beach - 8 min walk - 0.5 miles

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 14 min drive

Restaurants

  • ‪Lookout Tavern - ‬6 min walk
  • ‪Portuguese-American Club - ‬3 min drive
  • ‪Back Door Donuts - ‬2 min walk
  • ‪Black Joy - ‬10 min walk
  • ‪Offshore Ale Co. - ‬3 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs

Welcome to 'Whale Tail', one of the most iconic and talked-about properties in Oak Bluffs! Located directly above Vineyard Vines, this stunning pink, blue, and white gingerbread-style condo offers the perfect mix of charm, luxury, and unbeatable convenience.

Freshly renovated from top to bottom, this premium second level space features nickel gap walls, central A/C and heat, a beautifully designed kitchen with brand, new stainless appliances, quartz countertop, and backsplash, and dining for six along with all-new furnishings and amenities. There are two lovely king bedrooms and a comfortable pop-up sleeper in the living room which is perfect for a child or two. Every detail has been carefully curated to make your stay stylish, relaxing, and easy.

The location couldn’t be better: you’re just steps from Circuit Avenue’s shops, bars, and restaurants, and a short stroll to the ferry, harbor, and Oak Bluffs’ popular beaches. The property also sits feet from the historic Campground Cottages, offering a quiet, storybook backdrop while still being in the center of it all.

Whether you’re sipping coffee on the deck, walking to dinner, or catching a sunset by the water, this condo offers the ideal Martha’s Vineyard experience: central, comfortable, and completely unforgettable.

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Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • No onsite parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 15 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • Smooth flooring in public areas
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina

Things to do

  • Bicycle parking
  • Basketball nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Windsurfing 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)
  • Fire extinguisher

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Energy-saving switches in guestrooms
  • Recycling
  • Unit size: 750 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 24

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Please throw all used towels into the shower
No need to strip the beds we will take care of that
Please set the ÅC to 74 upon departure
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. No onsite parking is available. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property Registration Number c0544702210

Frequently asked questions

How close is New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs to the airport?

This vacation home is 6.9 mi (14-min drive) away from the Vineyard Haven, MA (MVY-Martha's Vineyard) airport, the closest popular airport to the property.

Does New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs to the beach?

This vacation home is a short 8-minute walk from Inkwell Beach and 6-minute walk from Seaview Beach. Don't forget your sunscreen!

Does New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs?

No, there is no casino at this vacation home.

What time is check-in at New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs?

Check-in begins at 4:00 PM.

Is there free parking at New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs?

Free parking is not available at this vacation home.

Does New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs have a pool?

This vacation home does not have a pool.

Does New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs have a spa?

There are no spa services available at this vacation home.

How close is New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs to downtown Oak Bluffs?

This vacation home is 0.2 mi away from Oak Bluffs.

New downtown 2 bedroom condo, both kings, with central AC in Oak Bluffs Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Valerie W.

Liked: Cleanliness
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

10/10 Excellent

Tajuana TJ B.

Liked: Cleanliness
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

10/10 Excellent

Taylor H.

Liked: Cleanliness
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