Title: Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. Vacation home in Oak Bluffs with kitchen and patio ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76020000/76011300/76011294/3922404c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76020000/76011300/76011294/66f2e940.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/77000000/76020000/76011300/76011294/259f1f59.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/77000000/76020000/76011300/76011294/ce9ef949.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76020000/76011300/76011294/fe9fa452.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. provides amenities like a playground and laundry facilities. Stay connected with in-room WiFi. 10 Exceptional ### Entire home 3 bedrooms3 bathroomsSleeps 62000 sq ft ## Popular amenities - - Parking available - Dryer - Washer - Barbecue grill - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## 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 lot with its own roundabout driveway. Walk to the center of Oak Bluffs and the OB Ferry. (Scenic 15 minute walk brings you to the Historic Campground, right behind the center of Downtown OB, Circuit Avenue .) Inkwell Beach is a short 5-10 minute walk from there, if you don’t stop for ice cream :) Each location above is accessible by bike in 7 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 for cable and Netflix. (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. We have welcomed families as 5-Star VRBO hosts since 2013 and would like to share our new family home with wonderful families and great guests. Please message me if you have a question or if there is any information we can provide. Best regards, Jason ## Property amenities ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - 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. - Wheelchair accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### 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 ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33580000/33571200/33571102/7d990ccb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The quintessential MV home. Now booking for 2026! 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Oak Bluffs - Pet-friendly - Air conditioning 9.6 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-26&endDate=2025-11-27&selected=89673796&PinnedHotelID=89673796&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/acf9512c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### MOST CHIC SPOT! Your Martha's Vineyard Getaway! Oak Bluffs - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 7 reviews CA $771 CA $1,699 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-13&endDate=2025-11-14&selected=48483278&PinnedHotelID=48483278&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/48000000/47020000/47012600/47012586/b3294fd1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful downtown Oak Bluffs! Oak Bluffs - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 10 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-26&endDate=2025-11-27&selected=47012586&PinnedHotelID=47012586&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 21 ### Check-out Check-out before 11:00 AM Contactless check-out available ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### 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. ### Pets Pets not 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 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 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 Property Registration Number C2050898600 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.45760%2C-70.56957&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=1s-TNomHefVzN7WHmqLb7VK-uvw=) Oak Bluffs, MA #### What's nearby - Oak Bluffs Harbor - 8 min walk - 0.7 km - Circuit Avenue - 13 min walk - 1.1 km - Oak Bluffs Town Beach - 16 min walk - 1.4 km - Oak Bluffs Ferry Terminal - 16 min walk - 1.4 km - Inkwell Beach - 19 min walk - 1.7 km #### Getting around - Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive #### Restaurants - ‪The Barn Bowl & Bistro - ‬16 min walk - ‪Nancy's - ‬17 min walk - ‪Portuguese-American Club - ‬14 min walk - ‪Giordano's Restaurant - ‬18 min walk - ‪Sharky's Cantina - ‬16 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 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). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 10 Cleanliness ### 9.8 Location 10 - Excellent 17 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Camille U. Aug 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Check in was easy. Pleasant walk to OB. kitchen was nicely stocked and equipped. ##### Camille U. Stayed 6 nights in Jul 2025 ### 10/10 Excellent #### Katharyn F. Jul 14, 2025 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 ##### Katharyn F. Stayed 3 nights in Jul 2025 ### 10/10 Excellent #### Sarah S. Jul 1, 2024 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! ##### Sarah S. Stayed 3 nights in Jun 2024 ### 10/10 Excellent #### Clifford R., Cambridge, MA USA Aug 5, 2022 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 ##### Clifford R. Stayed 21 nights in Jul 2022 ### 10/10 Excellent #### David S. Jul 29, 2025 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](https://a.travel-assets.com/ugc/hotel-reviews/5b37240b-c31d-4554-a69c-fb5b69a5a845-1753753666957.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![Path to the front door](https://a.travel-assets.com/ugc/hotel-reviews/f51fb4f7-39ec-4dd8-8309-7deaabf194d0-1753753696238.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![Back deck with seating and grill. Shed and trash container in background](https://a.travel-assets.com/ugc/hotel-reviews/418220f7-1b04-40be-96dd-5fd1b5b9bd29-1753753715008.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![Living room and kitchen entry](https://a.travel-assets.com/ugc/hotel-reviews/1db4ef92-f353-48d0-ba5a-511d886814f7-1753753763690.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### David S. Stayed 7 nights in Jul 2025 ### 10/10 Excellent #### Catherine G. Jun 22, 2025 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! ##### Catherine G. Stayed 3 nights in Jun 2025 ### 10/10 Excellent #### Angela L. Sep 5, 2024 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! ##### Angela L. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Karen G. Aug 15, 2024 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! ##### Karen G. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Ashley G. Jul 26, 2024 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. ##### Ashley G. Stayed 4 nights in Jul 2024 ### 10/10 Excellent #### Jennifer T. Sep 27, 2023 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! ##### Jennifer T. Stayed 3 nights in Sep 2023 ### 10/10 Excellent #### Constance K. Aug 15, 2023 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!! ##### Constance K. Stayed 8 nights in Aug 2023 ### 10/10 Excellent #### Scott M. Jun 30, 2023 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. ##### Scott M. Stayed 4 nights in Jun 2023 ### 10/10 Excellent #### Patrick M. Jun 6, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent Loved it ##### Patrick M. Stayed 5 nights in Jun 2023 ### 10/10 Excellent #### Katisha V. May 28, 2023 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. ##### Katisha V. Stayed 3 nights in May 2023 ### 10/10 Excellent #### Alicia O. Aug 26, 2022 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. ##### Alicia O. Stayed 5 nights in Aug 2022 ### 10/10 Excellent #### natalie t. Jul 18, 2022 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! ##### natalie t. 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