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Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.

Photo gallery for Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.

Exterior
Exterior
Exterior
Living area
Dining

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2+ bathroomsSleeps 62000 sq ft

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Outdoor grill
  • Deck or patio

Explore the area

View in a map
Oak Bluffs, MA
  • Place, Oak Bluffs Harbor
    ‪8 min walk‬
  • Place, Circuit Avenue
    ‪13 min walk‬
  • Place, Inkwell Beach
    ‪3 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪19 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

2 Twin Beds

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Lower Level has a Pull Out Couch

1 Double Futon

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Outdoor play area

About this property

Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.

Renovated in 2022, The Panola House is tucked away on a private expansive lot with its own roundabout driveway. The property offers a chance to enjoy your time in the Vineyard with family and friends in a private setting, and a short walk away from the action. Walk to the center of Oak Bluffs and to the OB Ferry. (The scenic 15 minute walk brings you to the Historic Campgrounds, right behind the center of Downtown OB and Circuit Avenue.) the beach is less than a 10-minute walk from there, unless your plan is to stop for ice cream :)

Each location above is accessible by bike, 7-8 minutes, and car in less than 10 minutes.

The 1st floor has 1,500 sq. ft of living space with an additional 1,500 in the finished lower level, perfect for family time, children, teenagers and adults. There is a 65 inch TV that connects to Sling TV, Netflix, and other media providers. The lower level is great for media & entertainment, board games, and movies.

The lower level also has a pullout full-sized bed and a 1/2 bathroom in addition to the three bedrooms on the 1st floor. Central A/C throughout the house (installed in 2022).

The outdoor landscape/ grounds, front and rear decks, are surrounded by beautiful gardens and trees which provide tranquility and privacy. There is a gas outdoor grill on the rear deck and outdoor shower.

As 5-Star VRBO hosts since 2013, we welcome families and friends, many of whom return annually. We look forward to sharing our own home away from home with wonderful families and guests.

Please message me if you have a question or if there is any information we can provide.

Best regards,
Jason
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Thank you so much for staying with us! Please help our cleaners by kindly starting a load of bath towels and washcloths. Thank you, Jason :)
Please turn both A/C controls to off (mode to off). One is located just outside of the master bedroom and the second is on the wall in the hallway. Thanks again!
Place all garbage in the outside garbage bins located next to the shed. That would be again so helpful 🙏
Failure to complete these may result in a negative review from the host.

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
Property Registration Number C2050898600

About the neighborhood

Oak Bluffs

Oak Bluffs is home to this vacation home. While the natural beauty of Inkwell Beach and Cape Cod Beaches can be enjoyed by anyone, those looking for an activity can check out Woods Hole Ferry Terminal. Flying Horses Carousel and Island Cove Adventures are also worth visiting.
View more Vacation Homes in Oak BluffsOpens in a new window
Map
Oak Bluffs, MA

What's nearby

  • Oak Bluffs Public Library - 5 min walk - 0.4 km
  • Oak Bluffs Harbor - 8 min walk - 0.7 km
  • Circuit Avenue - 13 min walk - 1.1 km
  • Oak Bluffs Town Beach - 18 min walk - 1.5 km
  • Inkwell Beach - 3 min drive - 1.5 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive

Restaurants

  • ‪Offshore Ale Co. - ‬3 min drive
  • ‪The Barn Bowl & Bistro - ‬16 min walk
  • ‪Lookout Tavern - ‬20 min walk
  • ‪Mo's Lunch - ‬10 min walk
  • ‪Portuguese-American Club - ‬14 min walk

Frequently asked questions

Is Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.?

As of Apr 30, 2026, prices found for a 1-night stay for 2 adults at Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. on May 1, 2026 start from $850, 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?

Onsite parking is available at the property.

What time is check-in at Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.?

Check-in begins at 4:00 PM.

What time is check-out at Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.?

Check-out is at 11:00 AM.

Where is Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. located?

Situated in Oak Bluffs, this vacation home is within a 15-minute walk of Martha's Vineyard Hospital Development and Martha's Vineyard Hospital. Oak Bluffs Public Library and Oak Bluffs Harbor are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 17 out of 17 reviews
Rating 8 - Good. 0 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Pat M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This a beautiful property that would be ideal for a large family or a group of friends. Bedding is great and the host was extremely helpful and easy to communicate with. This was one of the best properties we have stayed in while using VRBO.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Camille U.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was easy. Pleasant walk to OB. kitchen was nicely stocked and equipped.
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Catherine G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect weekend

Jason was super communicative, the place was spotless, peaceful and perfect! Easy walk to town. Definitely recommend!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Katisha V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming in Martha’s Vineyard

This home is as advertised: clean and quiet, with an easy drive to Oak Bluffs. Jason was a pleasure to work with and I’d definitely stay here again.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Katharyn F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Oak Bluffs Retreat

Beautiful property- set back from the street down a quaint road in the woods, yet has an impeccable yard and open feel with round about driveway paved with shells. Home is in immaculate condition and well stocked It is a bit of a trek to town but the walking trail there is gorgeous and easy to hit steps each day Very helpful host who made us feel at home and clearly prioritizes the guests’ experience Anyone who wants to stay in Oak Bluffs area should surely consider this propertyq
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Ashley G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property!

My husband and I stayed here with our 3 kids ranging in ages 16-infant. We really enjoyed the privacy of the lot this beautiful house is on. The house had everything we needed and there was more than enough room for us. Jason is a great host and ensured we had everything we needed for our stay. We would love to come back some day.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Jennifer T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Jennifer T

We had a great stay, besides the weather, but house was extremely clean and comfortable for our visit. Jason was a super host!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Patrick M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Loved it
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Sarah S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sister Weekend Getaway

My three sisters and I had a wonderful long weekend getaway. The house was the perfect setup for the 4 of us and Jason was great to work with. We loved the front porch for coffee in the morning and chatting late into the evening. It was a quick 10 minute bike ride into Oak Bluffs and Vineyard Haven so we didn't miss having a car at all. We would definitely stay there again!
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Karen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great home, Great hospitality!

Jason is a terrific host! The home is better in person than advertised. It was the perfect amount of space for our family and friends and has all necessary amenities and tools for fabulous cooking and entertaining. And the backyard is gorgeous! I will be back!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Angela L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

As advertised

My family of five (three kids - 15, 12 and 9) stayed here for a week and it was perfect for us. It was incredibly clean with enough space for all. We loved the location - great for walks or bike rides. The owner was very responsive and helpful (and even set up our roundtrip ferry for us). Plenty of beach chairs, towels etc. so everything was very convenient. We hope to come back in the future!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Constance K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magical Stay!!

I couldn’t have asked for better accommodations. The home was clean, beautiful, comfortable and well stocked. The basement was awesome for the teens since they had their own space to hangout away from the adults. The walkable location was perfect and Jason responded immediately to my questions. My favorite part was watching the deer family in the mornings while having my coffee on the gorgeous porch. Magical!!
Stayed 8 nights in Aug 2023
Verified

10/10 Excellent

David S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home, comfortable stay!

This home is exceptional! All of the details have been taken care of from cleanliness to comfort to entertainment and landscaping. The spacious deck was perfect for having breakfast and watching the wild turkeys pass by. The front porch was ideal for afternoon reading and napping. The house feels light and airy and the dual thermostats and basement air conditioner kept everyone happy. We also utilized the built-in wireless speaker system to play music throughout the house. We were even able to store our 4 bikes in the spacious shed (which also contained 4 bikes and beach supplies). It was easy to bike anywhere and to walk into Oak Bluffs and Inkwell Beach. We wish we could have stayed longer, but we made many wonderful memories there!
Front drive with landscaped circle
Path to the front door
Back deck with seating and grill. Shed and trash container in background
Living room and kitchen entry
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Scott M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house for a family or two

We loved the house. It is a five minute drive to oak bluff and maybe 10 minute drive to Vineyard Haven. In short, great location. The house is modern and clean. Everything worked great. The yard is awesome. We played corn hole and relaxed out back. They have bicycles for the family which was fun. But I’m glad we had a car. We had five people and the house had room for plenty more. Would highly recommend and would come back again.
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Clifford R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Responsive and considerate communication and oversight

Anytime you are invited to tell a property owner how your stay might be better is a great sign that your stay will be first rate. Jason not only asked what we needed to improve our 3 week stay, but quickly provided the drip coffee machine and blender that we suggested. Beach chairs, beach towels and umbrellas were plentiful. Two adult bicycles were available. Air conditioning was a godsend during the heat wave. Proximity to Oak Bluffs and Vineyard Haven also a huge plus. Would probably return next summer
Stayed 21 nights in Jul 2022
Verified

10/10 Excellent

Alicia O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic time

We booked this house somewhat late into the season and got extremely lucky. The house was beautiful, well-maintained, and well-stocked. We weren’t able to get our car on the ferry because of our last minute plans, but it worked out okay. We brought bikes and the owner also had bikes for guests. We were able to get around with bikes and the bus shuttle without a problem. Also, walking to downtown Oak Bluffs only took about 20 minutes and was a pleasant walk. Overall, I really appreciated how private the property was and how well stocked the house was, especially considering we weren’t able to bring much on the ferry. There were beach towels, a beach blanket, plenty of bath towels and bedding, beach toys (for my three year old), all the necessary kitchen supplies, an iPad, and the list goes on. The owner also checked in with us to make sure we were doing okay… I can’t recommend this property highly enough.
Stayed 5 nights in Aug 2022
Verified

10/10 Excellent

natalie t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stunning home! Great layout for families.

We were blown away by the property! Not only was it well styled and beautiful, everything was top of the line quality and the home was immaculate. The amount of natural light pouring in to the first floor was exceptional and made the overall experience in the home feel really fresh and calm. The backyard and basement were perfect for kids and adults. So much space for our very active kids to run around and play games while us adults could comfortably watch them without sacrificing our own quality comfort. Jason, our host, was everything I hope to have in all future hosts. Friendly, accommodating, reachable and helpful. He went out of his way to make sure we had everything we needed to make the most of our stay. He had the shed stocked with bikes, beach gear and lawn toys, which was an unexpected surprise. And all of it was top of the line! I wouldn’t have changed a single detail of the house and I highly HIGHLY recommend the property!
Stayed 3 nights in Jul 2022

About the host

Hosted by Jason

Host profile image
We only recently discovered the serenity and magic of Martha's Vineyard. We continue to meet really amazing old and new friends, who live, visit and vacation on Martha's Vineyard. My wife and I have been VRBO (formerly HomeAway) hosts since 2013. We have earned over 200 5-Star ratings mostly because we truly care about the experiences that our guests have while staying in our rental home and spending time in our neighborhood.

Why they chose this property

This property is special because it is a short walk away from the center of Oak Bluffs and also close to the beach. The property itself feels tucked away, so after a long day, you will feel and experience privacy similar to a house located on lots of land, while having breakfast or an afternoon dinner with family.

What makes this property unique

The lower level adds a great outlet for quiet reading and/or media entertainment before or after a day out for the day.

Premier Host

They consistently provide great experiences for their guests
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