Modern, renovated, downtown Oak Bluffs condo: All new! 2 x King BR, AC, sleeps 6

Oak Bluffs, Massachusetts
$925 avg/night
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 6

Max Sleeps

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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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Energy-saving Switches Recycling Unit Size: 750 Sq Ft (70 Sq M) Uses Some LED Lighting
  • KITCHEN

    Blender Cookware/dishes/utensils Dishwasher Lobster/crab Pot Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    No Onsite Parking Available
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Balcony
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Fitness Facilities Nearby Kayaking Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Scuba Diving Nearby Surfing/body Boarding Nearby Water Skiing Nearby Whale Watching Nearby
  • ENTERTAINMENT

    Books Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Children's Toys
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Local Meal Delivery Service
  • SUITABILITY/ACCESSIBILITY

    15 Stairs To Reach Property Area Rugs In Public Areas 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. No Elevators Smoke-free Property Smooth Flooring In Public Areas Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Yvonne

    Submitted Nov 9, 2025

    Stayed Aug 29, 2025

    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!

  • Martin O.

    Submitted Dec 14, 2025

    Stayed Dec 12, 2025

    The unit was really nice and cozy, great location. Very clean, we would love to return.

  • Deena D.

    Submitted Oct 31, 2025

    Stayed Oct 15, 2025

    Great location • Most comfortable accommodations • Excellent communication • 10/10 hope to stay again

  • Rachel J.

    Submitted Oct 28, 2025

    Stayed Oct 24, 2025

    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!

  • Submitted Oct 4, 2025

    Stayed Sep 25, 2025

    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!

  • Valerie W.

    Submitted Aug 18, 2025

    Stayed Aug 12, 2025

    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!

  • Tajuana TJ B.

    Submitted Aug 13, 2025

    Stayed Aug 7, 2025

    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.

  • Taylor H.

    Submitted Aug 13, 2025

    Stayed Aug 3, 2025

    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.

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Total

Includes taxes and fees
$925+
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