You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Close to Oak Bluffs Harbor
5 bedrooms4+ bathroomsSleeps 10
Popular amenities
Balcony
Barbecue
Air-conditioning
Refrigerator
Washing machine
Internet
Explore the area
Oak Bluffs, MA
Oak Bluffs Harbor
Place, Oak Bluffs Harbor
1 min walk
Circuit Avenue
Place, Circuit Avenue
14 min walk
Oak Bluffs Town Beach
Place, Oak Bluffs Town Beach
17 min walk
Vineyard Haven, MA (MVY-Martha's Vineyard)
Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
21 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1 - Master Bedroom
1 Queen Bed
Bedroom 2 - 2nd Master Bedroom
1 Queen Bed
Bedroom 3
1 Queen Bed
Bedroom 4
2 Single Beds
Bedroom 5
1 Queen Bed
4 bathrooms, 1 half bathroom
Bathroom 1 - Within Master Bedroom
Soap · Towels provided · Bathtub or shower · Toilet
Bathroom 2 - Within 2nd Master Bedroom
Soap · Towels provided · Toilet · Shower only
Bathroom 3
Soap · Bathtub · Toilet
Bathroom 4
Soap · Towels provided · Toilet · Shower only
Bathroom 5 - Powder Rm
Soap · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
About this property
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
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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Welcome to your perfect island retreat nestled in a private Oak bluffs Enclave
Oak Bluffs
Welcome to your perfect island retreat nestled in a private Oak bluffs Enclave
Traveler must submit and ID and information about their party to host within 48 hours of booking.
Important information
You need to know
Property Registration Number C0321212210
Property # 3884315vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Oak Bluffs
Located in Oak Bluffs, this holiday home is by the sea. Oak Bluffs Harbor and Woods Hole Ferry Terminal are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Inkwell Beach and Old Silver Beach. Flying Horses Carousel and Island Cove Adventures are also worth visiting.
Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive
Restaurants
Offshore Ale Co. - 13 min walk
Lookout Tavern - 13 min walk
The Barn Bowl & Bistro - 15 min walk
Sharky's Cantina - 11 min walk
Giordano's Restaurant - 12 min walk
Frequently asked questions
Is Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs?
As of 16 June 2026, prices found for a 1-night stay for 2 adults at Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs on 4 October 2026 start from NZ$2,765, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs?
On-site parking is available at the property.
What time is check-in at Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs?
Check-in begins at 3:00 PM.
What time is check-out at Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs?
Checkout is at 10:00 AM.
Where is Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs located?
Situated by the sea, this holiday home is within 1 mi (2 km) of Oak Bluffs Harbor and Inkwell Beach. Cottage Museum and Circuit Avenue are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
Megan G.
Stayed 6 nights in Sep 2025
Response from VrboOwner on 6 October 2025
Megan,
It was a pleasure having you and your party over at VillaDosi. You guys were great and I am glad that you all had a great time..
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!
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.