Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs

Oak Bluffs, Massachusetts
$1422 avg/night
Minimum Stay 4 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 4 nights

Min Stay

Perched on a grassy hill, this majestic home has sweeping views of Oak Bluffs Harbor and is just minutes from East Chop beach. Stylishly decorated and thoughtfully renovated, this charming property offers modern amenities and is the perfect family retreat. The first floor has living, kitchen and dining areas. The living area, just beyond the front entrance and open covered porch, has couch seating and a decorative stone fireplace. The large eat-in dining room has seating for eight. The kitchen has commercial stainless appliances, butcher block counters, a large island for meal preparation and table that seats four. The first floor also has a laundry room, powder room and queen bedroom with private bathroom. The four remaining bedrooms are located on the second floor. The primary Master bedroom has an ensuite bathroom, sitting area, work area, vaulted ceilings, and a stunning waterview from a private balcony. The second Master bedroom has an ensuite bathroom, sitting area and TV. Two additional bedrooms share a full bath in the hallway. The queen bedroom has a water view and small desk area. From the second floor, there is a set of stairs to the observatory, where there is bench seating and 280 degree water views of Nantucket Sound, the Steamship Ferry, and East Chop beach. A perfect spot to read, meditate, or watch the sunrise. Fronting East Chop Drive is a spacious outdoor stone patio and flower garden. The large wraparound porch is perfect for morning coffee, lazy summer afternoons and evening conversation. In the back, there is a stone patio with table, seating for six, umbrella as well as a large area for parking four of more cars in addition to the two parking spots along East Chop Drive. A large outdoor shower (6’- 0” L x 4’- 0” W) with hot and cold water and bench is appropriately located on the side of the house. Conveniently located steps from the beach and less than a mile from the heart of Oak Bluffs, this magical home has it all!

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

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers
  • 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

    5 Bedrooms
  • GENERAL

    Recycling Uses Some LED Lighting
  • KITCHEN

    Blender Dishwasher Lobster/crab Pot Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Garden Outdoor Furniture
  • BATHROOMS

    4.5 Bathrooms Bathtub Or Shower Soap Toilet Paper
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Dining Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevator (single Level Property) Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • John L.

    Submitted Jun 7, 2026

    Stayed May 31, 2026

    We had a magical stay at this lovely East Chop property. A true Vineyard beach house that had everything we needed for our week-long stay. Obi was superresponsive to our requests and made everything so easy for us. The property is perfectly located with proximity to the beach, Oak Bluffs and Vineyard Haven. And the front porch view is to die for. My morning coffee on the front porch watching the day start was the highlight of my trip. The outdoor shower was a morning ritual for all of us! I am delighted with my booking of this property for our trip, and I would stay with Obi again in a heartbeat.

  • Gerald G.

    Submitted Jun 2, 2026

    Stayed May 24, 2026

    Our Host Obi and Caretaker Omar were excellent communicators and quickly responded any requests. They both checked back multiple times to ensure we had gained access to the property and that things were in placed upon our arrival. Even the groundskeepers and landscaping staff that came were the most up friendly crew we’ve ever encountered. As they went about their duties making the place even more beautiful than the photos and upon our arrival they too were so helpful. The history and esthetics with the blend of a few modern amenities made the ambiance of the entire home picture perfect for our entire group. The location was perfect for us with access to the beach and shops in Oak Bluff and short drives to Edgartown and Vineyard Haven. The wives enjoyed the walking access to the docks and to the light house multiple times while the guys even had time to fit in 18 holes of golf at the near by course. The lobsters rolls we enjoy from a local near by eatery were good but we decided to try our hand and steaming our own. Obi had all the right pots necessary to make that happen.In fact they were so good we double down and dined on three pounders two nights in a row! We named them Busters because they were so big!!!Thanks Obi and Omar for making our vacation a most enjoyable and memorable one . You were exceptionally get host, we will be back!

  • Stephen H.

    Submitted Oct 10, 2025

    Stayed Oct 2, 2025

    Lovely home with ocean view. The home had all the essential amenities for a special family celebration. The host was extremely responsive and helpful

  • Megan G.

    Submitted Sep 21, 2025

    Stayed Sep 15, 2025

    We’ve been doing girls’ trips to the vineyard for over 10 years and this is the best house we’ve ever had. Views, location, furnishings, all top-notch. Great home base for those who wanted to walk to OB or just enjoy the view from the porch or patio.

  • hagar a.

    Submitted Aug 14, 2025

    Stayed Jul 27, 2025

    Great location and very comfortable and beautiful home

  • Dave and Sue M.

    Submitted Sep 19, 2024

    Stayed Sep 8, 2024

    Our family throughly enjoyed our recent trip to Marthas Vineyard mainly in part to this wonderful property. We were pleasantly surprised to find that the house was even nicer than the pictures showed, very clean and comfortable. The bedrooms definitely live up to the spacious description! Probably our favorite part was coffee on the porch overlooking the beautiful view of the water. Thank you again for sharing your home with us.

  • susan h.

    Submitted Sep 17, 2024

    Stayed Sep 12, 2024

    The property is amazing - a walkers paradise, close to town and the waterfront - it exceeded our expectations.

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Total

Includes taxes and fees
$1,422+
View details