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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.

A spacious room with a large French door leading to a deck, a sofa, and a lamp on a side table.
A spacious living room with a large gray sofa, a wooden side table, and a patterned rug.
A two-story house with a covered porch, a well-maintained lawn, and a variety of flowering shrubs.
A house with a covered porch, surrounded by a well-maintained garden with various plants and a gravel driveway.
A dining area with a wooden table and chairs, a view through a glass door to an outdoor patio, and a kitchen with white cabinets and a marble countertop.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 6186 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Gym
  • Outdoor space

Explore the area

View 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

Room options

About the area

Oak Bluffs

At this holiday home you'll be within just a 15-minute stroll of Martha's Vineyard Hospital Development and Martha's Vineyard Hospital. Highlights at this holiday home include a kitchen, a washing machine and a patio. .Home features 2.5 bathrooms, a sofa bed and a Smart TV. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker, a hairdryer and an iron/ironing board are also available. .This smoke-free holiday home offers a fitness centre and barbecues. Added amenities include laundry facilities. .Near this Oak Bluffs holiday home, you'll find Inkwell Beach.
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What's nearby

  • Oak Bluffs Harbor - 8 min walk - 0.7 km
  • Circuit Avenue - 13 min walk - 1.1 km
  • Cottage Museum - 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

  • ‪Lookout Tavern - ‬20 min walk
  • ‪Nancy's - ‬17 min walk
  • ‪Nomans - ‬5 min drive
  • ‪Portuguese-American Club - ‬14 min walk
  • ‪Biscuits - ‬17 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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 centre of Oak Bluffs and to the OB Ferry. (The scenic 15 minute walk brings you to the Historic Campsites, right behind the centre of City centre 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 films.

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.

1.  Explore the Gingerbread Cottages (0.5 miles, ~10-minute walk)
Visit the iconic Campground Cottages in the Martha’s Vineyard Camp Meeting
Association area. These colourful, Victorian-style cottages are a hallmark of Oak
Bluffs. Join a guided tour (check mvmuseum.org for schedules) or wander the
streets like Trinity Park to soak in the charm. Evening illumination events, if
scheduled, are a treat.

2.  Relax at Inkwell Beach (0.7 miles, ~12-minute walk)
This popular beach, named for its historic significance to African American visitors,
is perfect for swimming, sunbathing, or a beach picnic. It’s family-friendly with calm

waters and lifeguards in season. Bring a book or frisbee for a laid-back day.
3.  Stroll Circuit Avenue (0.6 miles, ~10-minute walk)
The heart of Oak Bluffs, Circuit Avenue, is lined with quirky shops, ice cream
parlours, and galleries. Check out Craftworks for local art or grab a souvenir at Island Outfitters. It’s great for evening walks when the area buzzes with live music or street performers.

4.  Visit the Flying Horses Carousel (0.7 miles, ~12-minute walk)
The oldest operating platform carousel in the US, located on Lake Avenue, is a
must for families or nostalgia seekers. Try grabbing the brass ring for a free ride.
Open daily in summer, hours vary (check flyinghorsescarousel.com).

5.  Ocean Park and Bandstand (0.8 miles, ~15-minute walk)
This scenic park hosts concerts and events in summer, with sweeping views of
Nantucket Sound. Pack a picnic or join locals for a sunset stroll.
Check oakbluffsma.gov for event schedules.

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

Best regards,
Jason

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  • Kitchen
  • Dryer
  • Parking included
  • Air-conditioning
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Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • In-room accessibility
  • No lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Gym

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to 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 rubbish
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.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events 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
Safety features at this property include a fire extinguisher and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Property Registration Number C2050898600

Frequently asked questions

Are there any beaches close to Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.?

The closest beach to Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. is Inkwell Beach (1.4 km).

Does Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. have a pool?

No, this holiday home doesn't have a pool.

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

You bet! With amenities such as a playground, laundry facilities and children's dinnerware, it's no surprise that Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. is a winner with our family travellers.

Is there a free airport shuttle available at Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.?

No, Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.?

No, pets are not allowed.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 27 out of 28 reviews
Rating 8 - Good. 1 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family of five. Loved our stay at this house. Jason is a great host and very responsive. Location is very good in Oak Bluffs. We often walked to town and back. Good access to other parts of the Island too. Beautiful landscaping :)
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a beautiful home and location! The pictures are spot-on and the location was serene and quiet. There were some issues with the lawn irrigation system noise impacting my sleep but, after 2 nights, most of it was resolved. Jason was extremely responsive from both a communication as well as a solution perspective. Lots of space for friends and family to spread out in while also being so close to the center of Oak Bluffs.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

Excellent

Loved it
Stayed 5 nights in Jun 2023
Verified review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at this Oaks Bluffs home was absolutely wonderful. From the moment we arrived, we felt like we had found our own peaceful retreat on Martha’s Vineyard. The property is beautifully landscaped, with lush gardens and inviting outdoor spaces that made it easy to relax and unwind.The location offered the perfect balance of privacy and convenience, quiet enough to feel like an escape, yet just a short drive or bike ride to everything the island has to offer.What truly set this experience apart was our host. Jason was incredibly responsive, thoughtful, and easy to communicate with throughout our stay. Every question was answered promptly, and it was clear that Jason genuinely cared about making sure we had a great experience.If you are looking for a serene, and well-maintained home with an outstanding host, this is it. We would not hesitate to stay here again and highly recommend it to anyone visiting Martha’s Vineyard. Five stars all around!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Jason was extremely communicative and helpful during our stay. The house is exactly as the photos and reviews say it is - really beautiful. House was close to town, came with beach gear. Not to mention beautifully landscaped. Would stay here again!!
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is a gem. We will likely return. It is perfectly secluded but not isolated. We videoed the short cut to town for the directionally challenged in our group. The floor plan was perfect with the main bedroom on the opposite side of the house from the others. I can't say enough about the beautiful landscaping and the huge backyard and deck. The finished basement worked out great for those who wanted to watch the FIFA World Cup games. Overall, everyone was happy with this choice.
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay here! It was very clean and had everything we could have asked for! The home is beautiful, and sits on a quiet road, for a peaceful escape! It’s in a great location, and is surrounded with a lot of natural beauty. Couldn’t recommend this Vrbo more!
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What an amazing place in Oak Bluffs! Jason was an incredibly attentive host, and the house is so spacious while being beautifully decorated. The walk to the nearest beach is about 20 minutes, but that is easily handled by one of the bikes left for guests to use (as well as beach chairs and umbrellas). Just something to keep in mind when traveling with those that may be less mobile!So many nice touches all around (beach towels, chargers, area maps, board games, etc). Highly recommend!
Stayed 3 nights in Jun 2026