The Dexter- Downtown Captain's House

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9 bedrooms6+ bathroomsSleeps 18632 sq m

Popular amenities

Hot tub

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Explore the area

Tisbury, MA

Vineyard Haven Terminal4 min walk
Martha's Vineyard Museum13 min walk
Vineyard Haven, MA (MVY-Martha's Vineyard)12 min drive
Inkwell Beach15 min drive

Rooms & beds

9 bedrooms (sleeps 18)

1st floor bedroom

1 Queen Bed

Captain's Quarters

1 King Bed

Connected to Captain's- Chart Room

1 Double Bed

Crow's Nest

1 Double Bed

Front Room

1 Double Futon

Leeward

1 King Bed

Midship

1 King Bed

Pilot House

1 Queen Bed

Windward

1 Queen Bed

6 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Bathroom 4

Bathtub · Toilet · Shower only

Bathroom 5

Bathtub · Toilet · Shower only

Bathroom 6

Bathtub · Toilet · Shower only

Bathroom 7

Bathtub · Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Balcony

Outdoor play area

Garden

Dining Area

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.

Sleeps 18 people.

Booking includes vehicle FERRY RESERVATION when you book the following weeks: 7/6-7/13/24, 7/20-7/27/24, 8/17-8/24/24, and 8/24-8/31/24.

AWESOME SPOT FOR YOUR CELEBRATIONS! 5MIN WALK FROM THE FERRY BOAT!

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 manager

Alexandra Wild

Premier Host

Languages

English

Amenities

Hot tub

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Pool

Kitchen

Washer

Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

Events allowed: family gatherings, birthday parties, weddings

Pets

Pets allowed: limit 2 total

Dog friendly residence. Yard is partially fenced.

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

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, a first aid kit and a deadlock

Property Registration Number C0363072960

We should mention

A car is not required for transport to and from this property

About the area

Vineyard Haven

Located in Vineyard Haven, this holiday home is in the city centre and near the beach. While the natural beauty of Inkwell Beach and Cape Cod Beaches can be enjoyed by anyone, those looking for an activity can explore Woods Hole Ferry Terminal. Travelling with kids? Consider Island Cove Adventures and Oak Bluffs Fishing Pier. With kayaking, power boating and sailing nearby, you'll find plenty of adventures in the water.

Tisbury, MA

What's nearby

Vineyard Haven Terminal - 4 min walk
Martha's Vineyard Film Center - 9 min walk
Martha's Vineyard Museum - 13 min walk
Oak Bluffs Ferry Terminal - 7 min drive
Inkwell Beach - 15 min drive

Getting around

Vineyard Haven, MA (MVY-Martha's Vineyard) - 12 min drive

Restaurants

Nancy's Restaurant - 6 min drive
The Black Dog Tavern - 6 min walk
Portuguese American Club - 5 min drive
VFW Hall - 5 min drive
Black Dog - 5 min walk

Frequently asked questions

Is The Dexter- Downtown Captain's House pet-friendly?

Yes, this property allows pets (limit 2 total).

What time is check-in at The Dexter- Downtown Captain's House?

Check-in begins at 4:00 PM.

What time is check-out at The Dexter- Downtown Captain's House?

Checkout is at 10:00 AM.

Where is The Dexter- Downtown Captain's House located?

This family-friendly Vineyard Haven holiday home is located by the sea, within a 5-minute walk of Vineyard Playhouse, 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.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Christian V.

24 March 2024

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

Excellent Stay!

Hospitable host, perfect location, spacious rooms , beautiful kitchen, all of which made for a wonderful weekend for us!

Stayed 2 nights in Mar 2024

10/10 Excellent

Verified traveller

10 December 2023

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

Wonderful experience

This is such a great house for larger groups.

Stayed 3 nights in Dec 2023

10/10 Excellent

Gwen G.

16 November 2023

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

Excellent family vacation

The home was beautiful, convenient and comfortable. We throughly enjoyed our stay.

Stayed 4 nights in Nov 2023

10/10 Excellent

Nancy H.

10 October 2023

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

Highly recommend!!

The house is in a fabulous location - a short walk to shops, restaurants, and food store. Our expectations we exceeded as far as comfort and amenities. You will want for nothing! The owner quickly reply to our message and was very easy to work with. This house is a gem.

Stayed 5 nights in Oct 2023

10/10 Excellent

Jim H.

2 October 2023

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

Wedding Week

House accomidated family & friends quit well. Plenty of places to gather as well as find alone time. Host very responsive. Already planning next years trip.

Stayed 6 nights in Sep 2023

About the host

Hosted by Alexandra Wild

I grew up on MV, married an islander, and we are raising our family with lots of lucky island time.

Why they chose this property

Our home is on Main Street so it is in the thick of all the Vineyard Haven action. You can sit on our porch to people watch or withdraw to our private patio where you'll feel a world away.