Charming 2 Bedroom Cottage in Vineyard Haven Close to Main Street

2 Bedrooms 2.0 Baths 6 Guests No Pets House in Vineyard Haven
Exterior view of a wood-shingled cottage with a small covered porch and trimmed hedges along the front walkway. - property
Exterior view of a wood-shingled cottage with a small covered porch and trimmed hedges along the front walkway.
Natural light filters through double windows onto a seating area with a rattan coffee table and textured navy rug.
Rectangular wood dining table with four matching chairs and a painted ceramic serving dish centerpiece.
Queen bed with white linens centered between two dark wood nightstands topped with textured white lamps.
Dark blue sofa with striped and solid cushions sits beneath three windowpanes by a wood coffee table with books.
Sitting area with light gray sofa, patterned red pillows, woven armchairs, and a wooden coffee table on dark rug. Sitting area with navy sofa, striped pillows, anchor-patterned chair, wooden coffee table, and natural light. Two windows frame lush greenery in a bedroom with white linens, wood nightstands, and ceramic table lamps. Wood stairs descend with natural handrails alongside white beadboard walls in a narrow stairwell. Living room with deep blue sectional, patterned throw pillows, round wood coffee table, and large multi-pane windows. Living room with navy sofa, leather armchair with blanket, round wooden coffee table, and hardwood floors. Navy blue sectional sofa with patterned and plaid pillows faces round wooden coffee table by large grid-pane windows. Attic bedroom with sloped ceilings, twin beds dressed in white linens and gray throws, and a patterned rug. Side view of shingled house with a small covered porch, concrete foundation, and green lawn under clear blue sky. Shingled exterior with white trim windows, a side staircase, and a covered porch surrounded by greenery. Grassy backyard with a fire pit, wooden deck with railing, and shingled house exterior under clear sky. Wooden deck with dark wicker chairs overlooks a sunlit grassy backyard bordered by dense green trees. Black and white floor plan showing two levels with labeled rooms, dimensions, and outdoor decks. Floor plan showing layout with two bedrooms, kitchen, dining area, sitting room, porch, decks, and bathroom with walk-in closet. Black-and-white floor plan showing layout of first floor with living room, eat-in kitchen, bedroom, bath, and two halls.

Property Details

NEW to the rental market! Charming 2BR/2BA Vineyard Haven cottage with a spacious yard, sunny deck, and comfortable coastal interiors. Just minutes from downtown, beaches, ferry, dining, and shopping. Sleeps up to 6 with a sleeper sofa.

Freshly Renovated Vineyard Haven Cottage | NEW Vacation Rental

Be among the first guests to enjoy this charming Vineyard Haven retreat, offered as a vacation rental for the very first time.

Thoughtfully updated while maintaining its classic Martha’s Vineyard character, this inviting two-bedroom, two-bath home offers the perfect setting for families, couples, or friends seeking a relaxing Island getaway. Bright interiors, comfortable furnishings, and peaceful outdoor spaces create an easygoing atmosphere where mornings begin with coffee on the deck and evenings end beneath the Vineyard stars.

The main living area is warm and welcoming, with abundant natural light and comfortable seating, including a queen sleeper sofa to accommodate additional guests. Adjacent to the living room, the dining area offers ample space for gathering over meals prepared in the fully equipped kitchen.

The home comfortably sleeps up to six guests.

Outside, a spacious backyard offers room for lawn games, family fun, or simply enjoying the quiet surroundings. A sunny elevated deck is ideal for outdoor dining, relaxing with a book, or unwinding after a day exploring the Island.

Located in a quiet residential neighborhood, the home offers convenient access to everything Vineyard Haven has to offer. Spend your days exploring boutique shops, waterfront restaurants, local galleries, ferry arrivals, Owen Park Beach, Tisbury Town Beach, and nearby Island bike paths. From here, every corner of Martha’s Vineyard is within easy reach.

Whether you’re planning beach days, cycling adventures, or simply looking for a peaceful place to reconnect with family and friends, this welcoming Vineyard Haven cottage makes an ideal home base for your Island vacation.

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Highlights

* NEW to the vacation rental market
* Sleeps up to 6 guests
* 2 Bedrooms
* 2 Full Bathrooms
* Queen sleeper sofa in living room
* Bright, newly refreshed interiors
* Spacious backyard
* Outdoor deck with seating
* Quiet residential neighborhood
* Minutes from downtown Vineyard Haven
* Convenient access to ferry, beaches, restaurants, and shopping
* Ideal for families, couples, or small groups

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Sleeping Arrangements

Bedroom 1

* Queen Bed (assuming from photos—please confirm)

Bedroom 2

* 2 Twin Beds

Living Room

* Queen Sleeper Sofa

Maximum Occupancy: 6 Guests

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Why Guests Love This Home

Unlike many vacation rentals that have been heavily used over the years, this home is making its debut as a seasonal rental. Guests will enjoy fresh furnishings, comfortable coastal décor, inviting outdoor living spaces, and the opportunity to experience one of Vineyard Haven’s most convenient neighborhoods from a home that feels thoughtfully prepared for visitors.

Sleeping Arrangements

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Living Room 1

1 Sofa Bed

Amenities

Attractions

  • Museums

Entertainment

  • Games
  • Television

Features

  • Clothes Dryer
  • Hair Dryer
  • Internet - Wifi
  • Iron and Board
  • Linens Provided
  • Living Room
  • Towels Provided
  • Washing Machine

Kitchen

  • Coffee Maker
  • Cookware
  • Dining Area
  • Dining Table
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster

Leisure

  • Antiquing
  • Bird Watching
  • Boating
  • Horseback Riding
  • Shopping
  • Wildlife Viewing

Local

  • Fitness Center
  • Hospital

Location

  • Near Ocean
  • Town

Outdoor

  • Deck/Patio
  • Gas Grill

Safety

  • Carbon Monoxide Detector
  • Emergency Exit Route
  • Fire Emergency Contact
  • Fire Extinguisher
  • First Aid Kit
  • Medical Emergency Contact
  • Smoke Detector

Sports

  • Biking
  • Fishing
  • Fishing Bay
  • Fishing Surf
  • Golf Optional
  • Hiking
  • Mountain Biking
  • Pier Fishing
  • Sailing
  • Swimming
  • Tennis

Themes

  • Family

Availability

Location

101 Midland Avenue
Vineyard Haven, Massachusetts Open in Maps

Policies

Cancellation Policy

CANCELLATION POLICY: In the event of a cancellation Tenant must notify Portfolio Properties in writing. Portfolio Properties will then make every effort to re-rent this property for the lease rental period. If the property is re-rented for the full rental period at the amount specified in this lease document, a refund will be issued less 15% of the total amount of the lease to be retained by Portfolio Properties. In the event Portfolio Properties is unable to re-rent the property, the tenant agrees to be responsible for the full amount of the rental as outlined in the payment schedule. If Portfolio Properties is able to re-rent the property for less than the full rental amount, the tenant will be responsible for 15% of the original rental amount and any difference between the original rate and the new rental rate.

Deposit Policy

Initial payment (50% of the rental rate as well as associated fees) is due at booking and the remaining amount is due 60 day prior to arrival. This initial payment MUST be received no later than 48 hours from confirming your reservation, otherwise the dates will be released.

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