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IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! A/C units in each bedroom!

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Charming Cape Style home
Eat-in, fully equipped kitchen
NEW HOT WATER PRIVATE OUTDOOR SHOWER!
Eat-in, fully equipped kitchen, door to back deck
Dine on the large back deck

Reviews

9.4 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 51400 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 Double Bed

Bedroom 2

2 Twin Beds

Bedroom 3

1 King Bed and 2 Twin Beds

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Kitchenette
Outdoor play area
Garden
Dining area

About this property

IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! A/C units in each bedroom!

***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you will find 'CONTACT HOST" on the bottom of the listing on the mobile app and on the full website "CONTACT HOST' will be located just under where it says request to book ) THEN SEND MESSAGE ) ****

***IN-TOWN -WALK TO EVERYTHING!!** ONLY A 3 NIGHT MINIMUM AND FLEXIBLE TURNOVER DAY( EXCEPT JULY & AUGUST)*This is a cozy, sunny Cape style home with a nautical theme.***LOCATION**:You can WALK TO EVERYTHING !!!! Walk to: the Ferry, Vineyard Haven Harbor/Marina ,Quaint Main Street, multiple grocery stores, galleries, restaurants, shops, Owen Beach Park, mini golf, playground, movie theater, live theater, library, baseball field, playgrounds.Owen Park Beach is a short walk away (0.5 of a mile!) with views there of the ferries coming and going.Located close to the bike path.Mink Meadows Golf Course is less than 2 miles away.Kayaks and boats can be rented at a nearby marina. Gym and spa services are available two blocks from the house. The famous Black Dog Restaurant is located right off the ferry dock. Public transportation is easily accessible. **THE FIRST FLOOR** has an open layout with a fully equipped eat-in kitchen,sunny living room, two bedrooms and a full bathroom.Hard wood floors through-out the house. The living room is comfortably furnished with a bay window, built-in bookshelves and a nautical atmosphere with ceiling fan. Living room has flat-screen TV wall mounted with built -in DVD player. Two bedrooms complete the first floor - master has double bed; mahogany dresser and ceiling fan. Guest bedroom has two twins with mahogany writing desk and dresser, and ceiling fan. Full bath across the hall. The kitchen is fully equipped with stove, microwave, dishes,blender,pots and pans., etc.
AIR CONDITIONING: 4 A/C UNITS ( one in each bedroom)
**THE 2ND FLOOR*** has an open floor plan with hardwood floors, a king bed, seating area, writing desk as well as a wet bar and under counter refrigerator. This floor is like a little apartment of its own.There is another room (no door-open floor plan) with two twin beds.This 2nd floor has an open floor plan with a total of 3 beds, kitchenette, dining table and a full bathroom. Fan and A/C unit. ***DECK & OUTSIDE & OUTDOOR SHOWER** The back door (from kitchen) opens to a large deck running the full length of the house.The deck has a dining table, small tables, ottoman, extra chairs, gas grill & lounge chair.The grassy yard also has a 2nd dining table. Plenty of parking is available in the driveway. There is a garage,5 bikes ( 2 youth and 3 adult ) beach umbrella, croquet, boogie boards, beach matts, beach toys, coolers, & 4 beach chairs for your use! NEW HOT WATER PRIVATE OUTDOOR SHOWER! Wireless high-speed internet ,3 TVs, DVD, NEW washer & dryer.
Summer activities on the Vineyard include weekly farmers markets and craft shows, visits to antique shops and art galleries, nature walks and miles of beaches.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Please be advised that it is the TENANT's RESPONSIBILITY to make ferry reservations for cars, with the Steamship Authority .
Tenant must sign customized lease that will be emailed to them, after the booking is complete.
PLEASE "MESSAGE " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST"

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
Property Registration Number C0072322960

About the neighborhood

Vineyard Haven

Located in Vineyard Haven, this vacation home is in the city center. The area's natural beauty can be seen at Inkwell Beach and Cape Cod Beaches. Island Cove Adventures and Flying Horses Carousel are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hiking and horse riding.
View more Vacation Homes in Vineyard HavenOpens in a new window
Map
Vineyard Haven, MA

What's nearby

  • Martha's Vineyard Chamber of Commerce - 6 min walk - 0.6 km
  • Vineyard Haven Terminal - 10 min walk - 0.9 km
  • Martha's Vineyard Museum - 11 min walk - 1.0 km
  • Martha's Vineyard Film Center - 11 min walk - 1.0 km
  • Tisbury Town Beach - 3 min drive - 2.1 km

Getting around

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

Restaurants

  • ‪Cumberland Farms - ‬9 min walk
  • ‪Porto Pizza - ‬9 min walk
  • ‪The Black Dog Tavern - ‬10 min walk
  • ‪Waterside Market - ‬9 min walk
  • ‪El Barco - ‬9 min walk

Frequently asked questions

Is IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! A/C units in each bedroom! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! A/C units in each bedroom!?

As of Apr 4, 2026, prices found for a 1-night stay for 2 adults at IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! A/C units in each bedroom! on Jun 29, 2026 start from $397, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! A/C units in each bedroom!?

Check-in begins at 3:00 PM.

What time is check-out at IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! A/C units in each bedroom!?

Check-out is at 10:00 AM.

Where is IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! A/C units in each bedroom! located?

Located in the heart of Vineyard Haven, this vacation home is within a 15-minute walk of Martha's Vineyard Chamber of Commerce, Vineyard Haven Terminal, and Martha's Vineyard Film Center. Island Cove Adventures and Vineyard Haven Public Library are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 19 out of 25 reviews
Rating 8 - Good. 4 out of 25 reviews
Rating 6 - Okay. 1 out of 25 reviews
Rating 4 - Poor. 1 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

9.6/10

Cleanliness

10/10

Check-in

9.6/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Marita C.

Liked: Check-in, communication, location, listing accuracy
Loved the proximity to everything, walkable to so many things right in Vineyard Haven. 2 min drive to Stop and Shop and the ferry. Easy drives to all areas of MV. A nice back porch for relaxing. Perfect weather didn't hurt!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

terri g.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home felt like I was walking into a families home. I would call it "Grandma Chic". The old books, furniture, etc was like a time capsule. The kitchen was well equipped, the beds comfy and the space was perfect. The location to town was walkable.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Melanie F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay. The house is charming and the owner communicative and the perfect level of attentive. It was a treat to be able to walk to town. House was well cared for, had beautiful details and a lovely book collection. Love an outdoor shower! Also it was so generous to have access to beach accoutrement. The king bed was very comfortable.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Shawn G.

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

Great, stay on the vineyard

Great location very clean everything you need for a great stay
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Jennifer F.

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

Great location

Great location - easy walk to town and everything in Vineyard Haven. Host is so nice and easy to communicate with - checked in on us a few times via text to make sure we had everything we needed! Definitely recommend!
Stayed 18 nights in Jun 2024
Verified

10/10 Excellent

Helen R.

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

Great week stay!

This house was perfect for our week stay in the vineyard. The house had everything we needed, close walk to town, great supplies in the kitchen. The bikes were an added bonus for us! Thank you for providing a great house.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Sasha V.

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

Cozy home close to town

Property has everything you need for a great stay. Property manager was accommodating and friendly.
Stayed 4 nights in Jun 2022
Verified

10/10 Excellent

Terece T.

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

Great location and well equipped home

Great little cape cod. Wonderful location, home very well equipped for families with children of all ages with all things families may need from porta crib to beach toys. House is barely 10 min walk to town yet deck is very private. Very well equipped kitchen. Just lovely.
Stayed 7 nights in Aug 2023
Verified

8/10 Good

LINDA m.

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

Great week?

We had a great time! The instruction book was very helpful and well written. The house was stocked with everything for the beach. There were 4 adults and 2 children and plenty of room for all of us. Communication with owner was excellent! We would definitely stay here again and recommend it!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Lee N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We LOVED this house for our MV vacation! The location is fantastic. It's quiet, yet just a few blocks to downtown Vineyard Haven, the water and the ferry. Everything inside was clean and comfortable. Air-conditioning worked well, although the week we were there, it wasn't terribly hot. The beds, the kitchen, the living room, the bathrooms...all were comfortable, well-stocked, well-appointed, exactly as described. And Darlene was a fantastic host! She kept in touch via text and made sure we had everything we needed. The only thing I would say is that it is a Cape-style home, so it is a bit cozy, but that's the nature of Capes. It was great for our family of four. Everyone had their own space and privacy. We would happily, happily come back here again. Of all the places we've ever stayed on the island, this one is our absolute favorite!! Thanks so much!
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Amy P.

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

Fabulous getaway at this cottage!

Great location close to downtown VH, with the supermarket, ferry and buses nearby, yet in a quiet lovely residential neighborhood. We loved cooking in the well- equipped kitchen and grilling on the spacious deck surrounded by birds and greenery. Beds were extremely comfortable! Communication with our host was excellent and the outdoor shower with hot and cold water was wonderful after the beach.We took the quality beach chairs on the buses to explore the whole island, including Aquinnah. We loved our stay, and were so sad to leave, but we can’t wait to return!
Stayed 7 nights in Jul 2023
Verified

8/10 Good

Donna K.

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

Great Location, Great Host.

I would have given it 5 stars except for the fact the house is not air conditioned and the back porch is very small. There is a small window a/c unit in a bedroom on the second floor, but it does not cool the entire house. The host has provided floor fans for each bedroom. The house is fragrance free and does not appear to have mold/mildew in the first and second floors. You can walk to the center of town. You have to bring your own sheets, pillow cases, towels, and washrags. Make your ferry reservations as soon as you confirm your dates.
Stayed 3 nights in Sep 2024
Verified

6/10 Okay

Jack W.

Liked: Cleanliness, check-in, communication, location

Unacceptably hot, musty, with cheap furnishings

Unfortunately, it was like staying at a your great aunt's old home. Yes, that is authentic, which is the nicer way of saying "musty"; meanwhile, it is intended for summer stays, and the fans were insufficient, and everyone was sweltering through the nights, as the temperature never dropped below 83F in the house, even at night. The TV was 20 years old and 20 inches, much of the furniture was of a quality you would donate to Goodwill, and some was low quality and broke with normal use. The fact that the owner would potentially exploit that situation to charge us for their poor quality furniture is frustrating and galling.It is also less than satisfying to be told after booking that we need to bring our own linens and towels, a point that should be extremely prominent before deciding to rent the property. Sure, you can pay extra to rent or bring your own, but we're paying rent and cleaning fees to not have to make and strip the beds.
Stayed 3 nights in Jun 2025
Verified

4/10 Poor

Thato m.

Liked: Check-in, location, listing accuracy
Disliked: Communication

Nice stay but....

My family rented this house for two weeks. The morning we checked out, we cleaned the house because we wanted to leave it as we found it even though we knew the cleaners will come and do a thorough cleaning, which we paid for included in our contract with the owner. We travel a lot and we know to take pictures and videos whenever we leave a house. We sent a thank you note to the owner along with pictures and videos just to make sure that we left her house neat. This is just curtesy. A day later, we were surprised to receive a note from the owner saying that the cleaners charged her extra because the house was left in such a mess that they spent hours and hours cleaning it. The owner said she will keep some of the security money. We were appalled and shocked. We re-sent the pictures of all the rooms and along with the videos to show the state of the house as we left. The owner apologized to us and gave us back our security deposit. Aline Cleaners Inc., the cleaning company that services the house, made up a story just to scam us for more money but unfortunately, the videos and photos proved them wrong. This is not an honest company. Be aware of their deceptive practices. I would not hire them for cleaning. Even though we enjoyed staying in this house, we were disappointed by what transpired after we checked out.
Stayed 14 nights in Jul 2020
Verified

10/10 Excellent

Charles S.

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

Island getaway

Great property, close to everything in vineyard haven. I walked everywhere. Plenty of room for more guests to stay comfortably. Great communication and will definitely rent again if ever back on the island. Thank you!
Stayed 6 nights in Oct 2022
Verified

10/10 Excellent

Verne h.

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

Super easy with daughter knowing all the places

Hope to be able to te book,!
Stayed 7 nights in Sep 2021
Verified

10/10 Excellent

Juan P.

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

Pleasant stay

This was our first time staying in MV. We chose to visit after Labor Day to skip the summer crowds and it did not disappoint us, the weather was still warm and there were plenty of interesting places to visit. The house is cozy and has enough room for a family 6-7 people, the owner has made efforts to stock cleaning supplies, beach items, bikes, etc. we enjoyed the close proximity to Vineyard Haven Main Street although the Look Street Road tends to be noisy in the early morning. If you are looking for a trendy place to stay, look elsewhere in Edgartown or Oak Bluff.
Stayed 4 nights in Sep 2020
Verified

10/10 Excellent

Patricia S.

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

A week in MV

Great experience - as described clise walk to town was fun for sll
Stayed 7 nights in Jul 2020
Verified

10/10 Excellent

Amy W.

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

Vineyard

Great, very nice
Verified

8/10 Good

Neil W.

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

Great location

Great location and space.
Verified

10/10 Excellent

Russ Y.

Well Kept Secret!

We were lucky enough to visit in July for 3 open days between a couple of weekly bookings. It's a perfect location to walk down town for coffee in the morning, go for a little jog along the water, sit on the back porch and read a book, enjoy the boats as you dine at the Black Dog or other restaurants and of course an evening stroll for an ice cream. Owner is very willing to make your stay enjoyable and has made numerous upgrades in the past couple of years. Not our 1st stay and plan on many more. RRY and MJY
Verified

10/10 Excellent

Peggy Z.

Clean, comfortable, cozy and great location

Regarding: 19 Look Street in Vineyard haven, MA Home of Darlene Webb We have had several people including friends, clients and family stay in Darlene’s Home on 19 Look Street. Everyone has always commented on how clean, comfortable and cozy her home is to live in while visiting and enjoying the Island. They all also comment on the great location with easy access to town with shops, restaurants and the ferry. One other important factor to the location of the house on Look Street is good availability to local transportation to other towns, beaches etc, when you are here without a car. From all accounts, it is a great place to stay.
Archival

10/10 Excellent

Wendee M.

Great Location

Just returned from a very relaxing hot week! House is in a fantastic location only 5 minute walk to Town! Brand new outdoor shower was great! Very charming house for a family of 5. Darlene was was an absolute pleasure to work with! Would recommend highly!
Archival

10/10 Excellent

Tonya M.

Perfect location!

We just finished our stay at this lovely home and thoroughly enjoyed it! The house has so much charm and a great amount of space. The location is so convenient to downtown Vineyard Haven that you could easily stay with no car and still have a great time! A 10 minute leisurely stroll gets you to all the shops and restaurants of downtown VH and public transportation. Just a bit farther to Owen Park beach. A short walk in the opposite direction takes you to the Tisbury School, which has a great playground to entertain the kids. My biggest concern prior to going was the lack of linens provided, but we went online to Takemmy Linen and got everything we needed. They even deliver to and pick up from the house! This is truly a gem and a great bargain on the Vineyard! Highly reccommend!
Verified

8/10 Good

Susan B.

Liked: Cleanliness, check-in
Stayed 7 nights in Jun 2025

About the host

Hosted by Annette Shalno

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Languages:

English

Premier Host

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