Entire home
Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs
Photo gallery for Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs
8 bedrooms4+ bathroomsSleeps 20
Popular amenities
- Washing machine
- Air-conditioning
- Internet access
- Dryer
- Bathtub
- Non-smoking
Explore the area
Oak Bluffs, MA
- Inkwell BeachPlace, Inkwell Beach2 min walk
- Circuit AvenuePlace, Circuit Avenue5 min walk
- Oak Bluffs HarborPlace, Oak Bluffs Harbor8 min walk
- Vineyard Haven, MA (MVY-Martha's Vineyard)Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)20 min drive
Rooms & beds
8 bedrooms (sleeps 20)
1st Floor Master
1 King Bed
2nd Floor Master
1 King Bed
3rd Floor Kid’s Bedroom
1 Double Bed and 1 Single Bed
3rd Floor Master
1 Queen Bed and 1 Double Futon
Amanda’s Room
1 Queen Bed and 1 Double Bed
Annex Yellow Room
1 Double Bed
Living Room 1
1 Single Sofa Bed
The Rose Room
1 Queen Bed
The Yellow Room
1 Queen Bed
4 bathrooms, 1 half bathroom
1st Floor Shower
Soap · Towels provided · Toilet · Shower only
2nd Floor Bathroom
Soap · Towels provided · Toilet · Shower only
3rd Floor Spa Bathroom
Soap · Towels provided · Bathtub or shower · Jetted bathtub
Outdoor Shower
Towels provided · Shower only
Yellow Room Bathroom
Soap · Towels provided · Bathtub · Toilet
About this property
Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs
Oak Bluffs is waiting for you at this 8-bedroom house. With 2 king beds, 4 queen beds, 3 full beds, and more, this enchanting property is perfect for large groups. Enjoy the amenities like a hair dryer, AC, and a jetted bathtub. Kickback, relax, and enjoy an evening on the porch where Martin Luther King and Adam Clayton Powell took in the evening ocean breezes. Across the street from the renowned Inkwell Beach, walking distance to the Ferry, the Flying Horses, the Gingerbread Houses, shopping and more, Villa Rosa is everything Oak Bluffs has to offer.
Add dates for prices
Amenities
Washing machine
Dryer
Air conditioning
Have a question?
BetaBetaGet instant answers with AI powered search of property information and reviews.
Similar properties
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Oak Bluffs
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
8.2 out of 10, Very good, (40 reviews)
8.2/10
Very good
(40 reviews)
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Oak Bluffs
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (5 reviews)
10/10
Exceptional
(5 reviews)
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Oak Bluffs
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (34 reviews)
10/10
Exceptional
(34 reviews)
Beach, Town, Tennis, Pickleball - Central AC
Oak Bluffs
Beach, Town, Tennis, Pickleball - Central AC
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
9.6 out of 10, Exceptional, (27 reviews)
9.6/10
Exceptional
(27 reviews)
Daniels House is your next vacation home in Oak Bluffs.
Oak Bluffs
Daniels House is your next vacation home in Oak Bluffs.
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
Spacious 9-bedroom house with Waterview, WiFi, AC in delightful Oak Bluffs
Oak Bluffs
Spacious 9-bedroom house with Waterview, WiFi, AC in delightful Oak Bluffs
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"The Carousel House" - Ocean Park - Featured in New York Times
Oak Bluffs
"The Carousel House" - Ocean Park - Featured in New York Times
Oak Bluffs
- Ocean view
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (59 reviews)
9.8/10
Exceptional
(59 reviews)
Beautiful Carriage House on the Chop
Oak Bluffs
Beautiful Carriage House on the Chop
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (24 reviews)
10/10
Exceptional
(24 reviews)
Famous Gingerbread House named Seashrimp across from Oak Bluffs Harbor
Oak Bluffs
Famous Gingerbread House named Seashrimp across from Oak Bluffs Harbor
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.8 out of 10, Exceptional, (9 reviews)
9.8/10
Exceptional
(9 reviews)
Spacious Victorian, 5 minute walk to beach, town, and ferry in Oak Bluffs
Oak Bluffs
Spacious Victorian, 5 minute walk to beach, town, and ferry in Oak Bluffs
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (12 reviews)
10/10
Exceptional
(12 reviews)
Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!
Oak Bluffs
Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (8 reviews)
9.8/10
Exceptional
(8 reviews)
Historical house with wraparound porch, modern updates, enclosed yard, & W/D
Oak Bluffs
Historical house with wraparound porch, modern updates, enclosed yard, & W/D
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
9.6 out of 10, Exceptional, (10 reviews)
9.6/10
Exceptional
(10 reviews)
Charming 3BR Vineyard Retreat, Lg Deck w/ Kitchen, Near Beach, Town Ctr & Ferry
Oak Bluffs
Charming 3BR Vineyard Retreat, Lg Deck w/ Kitchen, Near Beach, Town Ctr & Ferry
Oak Bluffs
- Kitchen
- Washing machine
- Free Wi-Fi
- Air-conditioning
Vacation In This Historic And Luxurious Martha's Vineyard Home
Oak Bluffs
Vacation In This Historic And Luxurious Martha's Vineyard Home
Oak Bluffs
- Ocean view
- Kitchen
- Washing machine
- Dryer
9.2 out of 10, Wonderful, (7 reviews)
9.2/10
Wonderful
(7 reviews)
Relax & Unwind: Poolside Martha’s Vineyard Stay
Oak Bluffs
Relax & Unwind: Poolside Martha’s Vineyard Stay
Oak Bluffs
- Pool
- Kitchen
- Washing machine
- Dryer
Martha's Vineyard Beachfront Condo in Oak Bluffs
Oak Bluffs
Martha's Vineyard Beachfront Condo in Oak Bluffs
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (78 reviews)
10/10
Exceptional
(78 reviews)
Welcome to The “SUMMER WIND” House! 5-Minutes to the Beach!
Oak Bluffs
Welcome to The “SUMMER WIND” House! 5-Minutes to the Beach!
Oak Bluffs
- Ocean view
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
Oak Bluffs
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
Oak Bluffs
- Ocean view
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)
The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!
Oak Bluffs
The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!
Oak Bluffs
- Ocean view
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (34 reviews)
10/10
Exceptional
(34 reviews)
Waterfront House On Oak Bluffs Harbor
Oak Bluffs
Waterfront House On Oak Bluffs Harbor
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
Oak Bluff's Victorian Walk to Town & Beaches
Oak Bluffs
Oak Bluff's Victorian Walk to Town & Beaches
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (7 reviews)
10/10
Exceptional
(7 reviews)
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
- Ocean view
- Kitchen
- Free Wi-Fi
- Laundry room
9.4 out of 10, Exceptional, (91 reviews)
9.4/10
Exceptional
(91 reviews)
Location , Location , Location ! Walking distance to the beach.
Oak Bluffs
Location , Location , Location ! Walking distance to the beach.
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (8 reviews)
10/10
Exceptional
(8 reviews)
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A/C,Large Deck,Gazebo,Yard
Oak Bluffs
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A/C,Large Deck,Gazebo,Yard
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.8 out of 10, Exceptional, (43 reviews)
9.8/10
Exceptional
(43 reviews)
2 Modern Homes, 5-Star Reviews. Walk: Priv Beach, Shops, Dining, Mini-Golf, More
New Seabury
2 Modern Homes, 5-Star Reviews. Walk: Priv Beach, Shops, Dining, Mini-Golf, More
New Seabury
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (30 reviews)
10/10
Exceptional
(30 reviews)
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
Oak Bluffs
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
Oak Bluffs
- Ocean view
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (25 reviews)
9.8/10
Exceptional
(25 reviews)
Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly
Tisbury
Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly
Tisbury
- Ocean view
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (68 reviews)
10/10
Exceptional
(68 reviews)
Steps to Inkwell Beach: Victorian Home!
Vineyard Haven
Steps to Inkwell Beach: Victorian Home!
Vineyard Haven
- Kitchen
- Air-conditioning
- Outdoor space
- Barbecue
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
Big Beach House - Ocean Views!
Oak Bluffs
Big Beach House - Ocean Views!
Oak Bluffs
- Ocean view
- Kitchen
- Washing machine
- Dryer
9.6 out of 10, Exceptional, (37 reviews)
9.6/10
Exceptional
(37 reviews)
Luxury Loft Historic Center Oak Bluffs
Oak Bluffs
Luxury Loft Historic Center Oak Bluffs
Oak Bluffs
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
9.6 out of 10, Exceptional, (45 reviews)
9.6/10
Exceptional
(45 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Oak Bluffs is home to this holiday home. Cottage Museum and Martha's Vineyard Film Center are cultural highlights, and travellers looking to shop may want to visit Circuit Avenue and Main Street. Flying Horses Carousel and Island Cove Adventures are also worth visiting.
Oak Bluffs, MA
What's nearby
- Inkwell Beach - 2 min walk - 0.2 km
- Ocean Park - 2 min walk - 0.2 km
- Circuit Avenue - 5 min walk - 0.4 km
- Oak Bluffs Harbor - 8 min walk - 0.7 km
- Oak Bluffs Town Beach - 9 min walk - 0.8 km
Getting around
- Vineyard Haven, MA (MVY-Martha's Vineyard) - 17 min drive
Restaurants
- Offshore Ale Co. - 5 min walk
- The Barn Bowl & Bistro - 9 min walk
- Lookout Tavern - 7 min walk
- Mo's Lunch - 4 min drive
- Portuguese-American Club - 4 min drive
Frequently asked questions
Is Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs?
As of 23 April 2026, prices found for a 1-night stay for 2 adults at Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs on 24 April 2026 start from NZ$3,387, 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.
What time is check-in at Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs?
Check-in begins at 4:00 PM.
What time is check-out at Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs?
Checkout is at 11:00 AM.
Where is Spacious, historic, air-conditioned 8-BR 4-BA beauty in the heart of Oak Bluffs located?
Situated in Oak Bluffs, this holiday home is steps away from Seaview Beach and Inkwell Beach. Ocean Park and Circuit Avenue are also within 10 minutes.
About the host
Hosted by Valerie Mosley
Tell us how we can improve our siteShare feedback
