Newly remodeled home w/ new furniture, large yard & great porches

Oak Bluffs, Massachusetts
$1001 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Sunny Side Up

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Freshly remodeled with brand new furnishings throughout, this Oak Bluffs home is the perfect blend of modern comfort and classic Vineyard charm. Spend your mornings with a newspaper and a cup of coffee on the porch swing, relish in the cool island breezes on the sun deck and the back deck, and enjoy wonderful access to local beaches, the ferry terminal, and downtown Oak Bluffs!

What's nearby:
This home sits just over a mile west of the Oak Bluffs Steamship Authority Terminal, on large grassy property lined with trees. In downtown Oak Bluffs to the east, you'll find grocery stores, coffee shops that include Mister Pugg's Mugg and Martha's Vineyard Gourmet Cafe & Bakery, and restaurants such as Sea Smoke Barbecue and Chef Deon's Kitchen. You'll also be only a mile west of Inkwell Beach, Oak Bluffs Town Beach, and the historic Flying Horses, and four miles northwest of Joseph Sylvia State Beach.

Things to know:
Free WiFi
Full kitchen
Window AC units in every bedroom
Wood burning fireplace is for decorative purposes only - not for guest use

Parking notes: There is free parking available for 4 vehicles.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the Rental Agreement on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

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

    4 Bedrooms Bed Sheets Provided Sofa Bed
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Garden Patio
  • BATHROOMS

    3 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English French German Italian Spanish
  • THINGS TO DO

    Birdwatching Nearby Fishing Nearby Hiking/biking Trails Nearby Jet Skiing Nearby Kayaking Nearby Power Boating Nearby Scuba Diving Nearby Swimming Nearby Windsurfing Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near The Sea
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Smoking Is Not Permitted Anywhere On The Premises. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Joe O.

    Submitted Sep 22, 2025

    Stayed Sep 18, 2025

    Immaculate everywhere. Some hardware issues as missing door hinge and mystery light switches ( maybe bulb issues). Overall very easy to get around with a vehicle. Not walking distance to town. That was not an issue for us. Centrally located between Oak Bluffs and Vineyard Haven. 10 minutes either direction.

  • Lauren A.

    Submitted Jul 16, 2025

    Stayed Jul 10, 2025

    We really enjoyed our stay at this home even with two toddlers. The backyard was very comfortable and the house was in a great location to anything we wanted to go see or do.

  • Frank S.

    Submitted Jul 5, 2025

    Stayed Jun 20, 2025

    Great accomodations, clean well kept home. Thank you!

  • Darrell T.

    Submitted Oct 26, 2023

    Stayed Dec 31, 1969

    Perfect location, modern home, spacious, my family and I loved it and will definitely return. Ping pong table was a plus!

  • Ann K.

    Submitted Oct 15, 2023

    Stayed Oct 11, 2023

    Our stay was marred by the fact that the entry codes and keys did not work. It took us an hour and two calls to guest services before we got into the house, after we discovered that the back door was not locked. A nice guy came at 10pm to unsuccessfully try to fix the back door locks. It remained unsecured the whole time we were there. The other doors/ locks were also inoperable from the outside so we were forced to use the unlockable back door for entrance. No one checked in with us the following days. The house was clean, nicely furnished and well located.

  • Martha P.

    Submitted Oct 2, 2023

    Stayed Sep 23, 2023

    Liked the spaciousness of three floors and three bathrooms. Beautiful backyard.

  • Dana H.

    Submitted Sep 8, 2022

    Stayed Aug 25, 2022

    A beautiful, spacious property, 6 adults were very comfortable here. Gorgeous outdoor area for gathering, several porches and nice size kitchen table. The downstairs basement had just been finished so was not advertised and was a great surprise!!!! Property manager was quick to respond and was happy to help. Great overall experience!

  • April S.

    Submitted Aug 10, 2022

    Stayed Jul 25, 2022

    Great location and quaint house but all furnishings and grille not built when arrived, and property manager came in and out at beginning of stay to begin build. Then after meeting us, he told us the property owner did not want him to continue build. After second day and manager use, the back door no longer closed all the way and despite many calls to VRBO and notes to property owner, no one returned to fix the door. That became a safety and pest control issue thereafter, as other service people continued to visit the house while we were there and bugs came into the kitchen. OB and the table tennis table were great, but that service experience wasn’t.

  • Karen O.

    Submitted Sep 26, 2021

    Stayed Sep 18, 2021

    We enjoyed our stay in Oak Bluffs, and the Sunny Side Up house was a large part of that. It was spacious, clean, and everyone enjoyed their time in MV.

  • Virginia C.

    Submitted Sep 26, 2021

    Stayed Sep 10, 2021

    The outdoor deck was lovely especially since we had great weather. However, we were eight adults and would have liked eight chairs for the dining room and the outside deck table. When we arrived there were only 6 dinner plates and 2 side plates. Again , not enough. We did have Ruth bring us replacements and on the whole we all enjoyed our stay.

Your dates are Available!

Total

Includes taxes and fees
$1,001+
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