NOW BOOKING SUMMER 2027!! OAK BLUFFS 5 Bedroom/3 Bath/Central AC.

Oak Bluffs, Massachusetts
$1047 avg/night
Minimum Stay 3 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 3 nights

Min Stay

This is one summer school you won't want to miss!
Bright, airy, elegant home is perfect combination of past and present featuring great natural light, high tin ceilings and spacious rooms. Vintage detail fuses nicely with modern amenities like Central AC, 77 Smart HDTV and strong wifi signal throughout.
The house is ideally located in a quiet residential neighborhood but within walking distance of the ferry. A five minute walk brings you to the waterfront and/or center of town. Stroll through the famous gingerbread cottages on your way to the boutiques and restaurants that make Oak Bluffs such a unique spot. Take full advantage of Inkwell and Jetty beaches- both only 10 minute walk from the house or jump in the car to explore all that the island has to offer.
Aside from location, what makes this house truly unique is the unbeatable combination of indoor/outdoor living space.
Mahogany deck, private outdoor shower and landscaped lawn are ideal for outdoor summer activities like grilling and lawn games. Separating the deck from the main living area is an absolute gem of a screened-in porch that provides all the benefits of being outside while remaining indoors. This porch has a ton of character, is a great gathering spot and is sure to be a hit with everyone.
The house itself is well appointed and has a nice flow throughout. There are two bathrooms and two bedrooms on first floor.
- Bedroom 1 has a queen bed
- Bedroom 2 has twin beds and TV
Ornate staircase leads to the second floor which contains one bathroom and three bedrooms.
- Bedroom 3 has a king bed and great views of sunrise. TV
- Bedroom 4 also has great light and a queen bed. TV
- Bedroom 5 has a queen bed and great view of the sunset.
Another fun feature is a smaller screened-in porch on the front of the house-perfect for morning coffee and watching the world go by.....
Summer School is the perfect backdrop for your Vineyard adventure!

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

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2000 Sq Ft (186 Sq M)
  • KITCHEN

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

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

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

    Barbecue Grill Garden Patio
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Hiking/biking Trails Nearby Kayaking Nearby Surfing/body Boarding Nearby Water Sports Equipment Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Children's Games
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    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 : 10

Map Map

School District Availability

Review Review

  • Barry F.

    Submitted Jun 11, 2026

    Stayed Jun 4, 2026

    Good location. Beautiful home. Everything was as promised. Good people.

  • Pam S.

    Submitted Jul 26, 2025

    Stayed Jul 19, 2025

    This home is large, comfortable, clean, and well appointed. It is a short walk (5 minutes, tops) to the main drag in OB, Inkwell Beach, and the marina. We cooked breakfast in most days, and the kitchen had everything we needed (and more). Having 2 washing machines and dryers was such a bonus. The beds were so comfortable that every one of our group of seven people had the best sleep every night. We will definitely be back!

  • Antonette G.

    Submitted May 12, 2025

    Stayed May 5, 2025

    House was lovely and perfect size for our gang of 8. Owner was quick to respond if we had questions. We truly enjoyed our stay and plan to be back!

  • Nancy A.

    Submitted Aug 24, 2024

    Stayed Aug 17, 2024

    Very nice home. Lots of space. Front deck is nice we sat there most nights. Beds and bedding very comfortable and luxurious. Overall everyone had a great time.

  • Amanda B.

    Submitted Jun 26, 2024

    Stayed Jun 20, 2024

    My friends and I had so much fun at Finbarr's beautiful property. It had such charming details, plenty of space for our group, and we immediately felt at home upon arrival. Finbarr was a gracious and patient host when we texted him that we had locked ourselves out. The response was prompt and resolution was quick. The keys are a little tricky and seemed like they were maybe cut a bit poorly but we eventually figured them out. We would love to come back and stay another time!

  • Deborah P.

    Submitted Oct 17, 2023

    Stayed Oct 12, 2023

    Visited with 4 other girls for a birthday celebration. The place was fabulous we each had our own lovely room. The place was well stocked and plenty of room to hang out together or to get a little quiet time if needed. Plenty of clean linens and towels, lots of coffee cups, wine and drinking glasses. Location is perfect. Walking distance to the town, beaches and restaurants. Bike rental and car rental nearby too. Great outdoor space too. The owner Finbarr was amazing quick to respond to any problem or questions we had and let us check out later when our flight was delayed. Would definitely recommend to others and hope to return one day.

  • Pete K.

    Submitted Jul 26, 2023

    Stayed Jul 8, 2023

    We stayed at Summer School two years ago and this year's trip did not disappoint. The property is in a great location - walking distance to the shops, restaurants, and ferry in Oak Bluffs. The amenities are superb and the owner's keep making improvements. Plenty of room for the family to spread out or gather together in the screened porch, at the outdoor picnic table, or in front of the huge TV in the living room.

  • Thomas D.

    Submitted Aug 1, 2022

    Stayed Jul 24, 2022

    Very nice home located a short walk to the center of Oak Bluffs. Plenty of space for the whole family with a wonderful outdoor porch for gathering.

  • Alexandra C.

    Submitted Oct 12, 2021

    Stayed Oct 7, 2021

    Owners were very responsive to our needs and requests

  • Adrienne D.

    Submitted Sep 2, 2021

    Stayed Aug 15, 2021

    We had an enjoyable trip to OB this year. The house was spacious and the location was amazing. Would highly recommend this property.

Your dates are Available!

Total

Includes taxes and fees
$1,037+
View details