[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly Family-friendly vacation home in Vineyard Haven ![Exterior](https://images.trvl-media.com/lodging/50000000/49040000/49037700/49037659/94064cd7.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49040000/49037700/49037659/9c73882b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49040000/49037700/49037659/e8b4c248.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/50000000/49040000/49037700/49037659/f65d6d1e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![9 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/50000000/49040000/49037700/49037659/e150c826.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location In the heart of Vineyard Haven, The Dexter is a historic whaling captain's house offering 9 bedrooms, 6.5 baths and numerous lounges. Take advantage of an outdoor shower, private patio with grill and wrap-around porch overlooking the harbor. 10 Exceptional ### Entire home 9 bedrooms7 bathroomsSleeps 186800 sq ft ## Popular amenities - - Dryer - Breakfast available - Washer - Pet-friendly - Fireplace ## 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. ### Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly The Dexter is the perfect place to stay on the Vineyard in ALL seasons. We have 9 bedrooms, 6.5 baths, an outdoor shower, private patio, 2 decks, grill, onsite parking, chef's kitchen, 6 living rooms, and w/d. AWESOME SPOT FOR YOUR CELEBRATIONS! 5min walk from the ferry boat and giant private parking lot. We welcome bachelorette parties, reunions, work retreats, etc, etc, etc. Accepting books for summer 2026 Saturday-Saturday. One vehicle ferry reservation included with your booking. Sleeps 18 people. The Dexter is a beautiful, historic whaling captain's house in downtown Vineyard Haven. The home was built in 1843 and has undergone creative design and renovations to modernize it into the stunning home it is now. We pair the old with the new and twist the traditional into modern. Each of our nine rooms features unique design and furnishings. Guests enjoy our numerous lounges and common areas, giant kitchen, wrap-around porch, patio, and yard. Several of our bedrooms have views of the harbor. We are located at 92 Main Street, in the heart of the action in Vineyard Haven. Walking distance from the restaurants, the harbor, the beach, and the best ice cream on Martha's Vineyard. We have 4-6 parking spaces in our lot (depending on what you drive). Bedroom locations: 1st floor: 1 queen bedroom. 1 bedroom with pullout sofa and 1/2 bath. 1 full bathroom with clawfoot tub/shower. 2nd floor: 2 king bedrooms with Jack and Jill bathroom. 1 queen bedroom with an en-suite. 3rd floor: Captain's suite up the back staircase has 1 king bed, sitting room, giant bathroom, and 1 double bedroom attached (double bedroom is also accessible from front staircase). 1 queen bedroom with en-suite. 1 double bedroom with en-suite. ## Property amenities ### Beach - Beach nearby - Beach loungers - Beach towels ### Internet - Available in the house: Free WiFi ### Parking and transportation - Car not required - Wheelchair-accessible parking available ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Breakfast available for a fee - Dining table ### Bedrooms - 9 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 6.5 bathrooms - Bathtub - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - Books - DVD player - Games - Smart TV with cable/satellite channels - Stereo ### Outdoor areas - Balcony - Barbecue grill - Fenced yard - Firepit - Garden - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - 2 pets total ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - 1 accessible parking space - Upper floors accessible by stairs only - Wheelchair accessibility - Wheelchair-accessible parking - Smoking not allowed ### Services and conveniences - Iron/ironing board - Phone ### Location highlights - In a village - In the city center - Near a health/beauty spa - Near a hospital - Near the bay - Near the marina - Near the sea ### Things to do - Bicycles - Birdwatching nearby - Fishing nearby - Hiking/biking trails nearby - Kayaking nearby - Motor boating nearby - Sailing nearby - Swimming nearby - Wildlife walks nearby - Windsurfing nearby ### 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) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Bicycles - Garden - Unit size: 6,800 square feet ## Similar properties ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/110000000/109530000/109523100/109523034/d6707132.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gorgeous Spacious Victorian Cape Cod Beach View Retreat Falmouth - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 15 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=109523034&PinnedHotelID=109523034&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92760000/92753000/92752934/17d8fd70.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious home for entertaining, centrally located to beach, ferry, and airport. 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Katama - Pool - Kitchen - Washer - Dryer 10 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=67301249&PinnedHotelID=67301249&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 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: Load and start the dishwasher 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 Failure to complete these may result in a negative review from the host. ### Pets Pets allowed Service animals are welcome, and are exempt from fees 2 total pets Note from host: Dog friendly residence. Yard is partially fenced. ### Children and extra beds Children are welcome ### Events Events allowed: family gatherings, birthday parties, weddings ### 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 Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 30 Long-term renters welcome 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, a first aid kit, 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 C0363072960 ### We should mention This property does not have elevators A car is not required for transportation to and from this property ### Property is also known as Vrbo Property ## 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%7C41.45627%2C-70.60332&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=NBtlF-YZkQ4wCAnBFPERN9AIvmA=) Tisbury, MA #### What's nearby - Martha's Vineyard Chamber of Commerce - 5 min walk - 0.4 km - Vineyard Haven Terminal - 5 min walk - 0.5 km - Martha's Vineyard Film Center - 8 min walk - 0.7 km - Martha's Vineyard Museum - 13 min walk - 1.1 km - Inkwell Beach - 7 min drive - 5.7 km #### Getting around - Vineyard Haven, MA (MVY-Martha's Vineyard) - 12 min drive #### Restaurants - ‪The Black Dog Tavern - ‬6 min walk - ‪Catboat Coffee Co. - ‬9 min walk - ‪Portuguese-American Club - ‬5 min drive - ‪The Attic At Waterside - ‬1 min walk - ‪Porto Pizza - ‬3 min walk ## Frequently asked questions ### Is Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly pet-friendly? > Yes, this property allows pets (limit 2 total). ### What time is check-in at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly? > Check-in begins at 4:00 PM. ### What time is check-out at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly? > Check-out is at 10:00 AM. ### Where is Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly located? > This family-friendly Vineyard Haven vacation home is located by the sea, within a 5-minute walk of Vineyard Haven Terminal and Martha's Vineyard Chamber of Commerce. Martha's Vineyard Film Center and Vineyard Haven Public Library are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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