Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly
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1 room, 2 adults, 0 children
All properties in Vineyard Haven
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly
Vineyard Haven, Massachusetts, 02568
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Amenities
Hiking
Wi-Fi in public areas
Kayaking
Sailing
Beach towels
Fishing
BBQ
No smoking in public areas
All amenities
Property Description
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.About pets:Pets allowed: limit 2 total.Dog friendly residence. Yard is partially fenced..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 30.
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10.0/10
Cleanliness10.0
Amenities10.0
Location10.0
Service10.0
All 4 reviews
Surroundings
Airport: Martha's Vineyard Airport
(10.3 km)
Airport: Cape Cod Gateway Airport
(60.0 km)
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Overview
Rooms
Guest Reviews
Services & Amenities
Policies
Host
13
9 Bedrooms Private Vacation Home
9 bedrooms: 1 sofa bed 3 queen beds 3 king beds and 2 double beds
Free Wi-Fi
Non-smoking
Air conditioning
Bathtub
Refrigerator
TV
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Guest Reviews
10.0/10
Outstanding
4 reviews
Verified Reviews- Cleanliness10.0
- Amenities10.0
- Location10.0
- Service10.0
Average for similar properties in Vineyard Haven
Book now and leave a review after your stay to earn up to 120 Trip Coins (approx. SAR 4.50). Trip Coins can be used to save instantly on room rates.
Sharon M.
April 1, 2025
Perfect venue for my Mother’s Memorial.
My mom lived on Martha’s Vineyard for over forty years. This was the perfect place to hold a memorial-celebration of life for her. Off island guests could walk from the ferry, no cars needed. Family and friends who traveled from out of state were very comfortable staying here. The beds are luxurious. Bedrooms and bathrooms are nicely furnished and well lit. The kitchen is huge and had everything needed to cater this event ourselves. The large dining table, and kitchen island held an abundance of food. We used the TV for a slideshow. Everyone had room to mingle, or sit as there are plenty of chairs and sofas. I would definitely recommend this house for a family event, or a multi family vacation.
holly g.
October 1, 2024
Spotless and spacious historic house
Ideal location to walk through Vineyard Haven. Ample off-street parking. Great kitchen, great bathrooms. Clean and well equipped for large family gatherings. Would come again!
Christian V.
March 25, 2024
Excellent Stay!
Hospitable host, perfect location, spacious rooms , beautiful kitchen, all of which made for a wonderful weekend for us!
Services & Amenities
Most popular amenities
Hiking
Off-site
Wi-Fi in public areas
More Amenities
Internet
Wi-Fi in public areas
Health & wellness
Hiking
Off-site
Kayaking
Off-site
Sailing
Off-site
Activities
Beach towels
Fishing
Off-site
Public areas
BBQ
No smoking in public areas
Garden
Facilities for children
Kids' board games/puzzles
Children's toys
Accessibility
Stair-free main entrance
Property Policies
Check-in and Check-out Times
Check-in: after 16:00
Check-out: Before 10:00
Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.
Cribs and Extra Beds
Please contact the hotel for details about crib and extra bed policies.
Age Requirements
The main guest checking in must be at least 25 years old
Property host
Alexandra Wild
Speaks: English
About this property
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.About pets:Pets allowed: limit 2 total.Dog friendly residence. Yard is partially fenced..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 30.
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Frequently Asked Questions
What are the check-in and check-out times at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly?
Check-in time at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly starts at 16:00, and check-out time is by 10:00.What are the check-in and check-out times at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly?
How much does it cost to stay at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly?
Room prices at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly vary by travel dates, hotel policy, and other factors. Enter your travel dates to see current prices.How much does it cost to stay at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly?
How to get to Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly from the nearest airport?
The nearest airport is Martha's Vineyard Airport, located about 14 mins from hotel by car (10.3 km) away.How to get to Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly from the nearest airport?
What’s the cancellation policy at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly?
The cancellation policy at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly depends on your room type and booking terms.What’s the cancellation policy at Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly?
About This Property
| Nearest Airport | Martha's Vineyard Airport |
|---|---|
| Distance to Airport | 10.31KM |
| Nearest Train Station | Hyannis Transportation Center |
| Distance to Train Station | 40.26KM |
| Hotel Star Rating | 4 |



