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27 Meshacket Road, Edgartown single family home — photo 1 of 43
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27 Meshacket Road

653Sleeps 12

Edgartown

$29,500 – $47,500 per week

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27 Meshacket Road

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Welcome to your dream luxury rental property in Edgartown, where every detail has been meticulously crafted to provide the ultimate experience in upscale island living.

Nestled in a quaint neighborhood of newly constructed homes close to downtown Edgartown and the pristine shores of South Beach, this property offers the perfect blend of convenience and tranquility. Enjoy easy access to the island's vibrant dining scene, charming boutiques, and sandy beaches, allowing you to fully immerse yourself in the relaxed coastal lifestyle of Martha's Vineyard.

This expansive estate features six luxurious bedrooms, including two opulent primary suites, one on each floor, with private en suite bathrooms. Two guest bedrooms with their own en suite baths for added privacy, and two additional bedrooms that share a well-appointed bathroom. Each bedroom is elegantly furnished and equipped with plush bedding, ensuring a restful night's sleep for every guest.

Entertain in style in the spacious dining area, which comfortably seats ten guests for memorable gatherings and intimate dinner parties. The gourmet kitchen is a chef's delight, boasting high-end appliances, sleek countertops, and two dishwashers for effortless cleanup after meals. The butlers pantry includes a third dishwasher and ice maker for added convenience. There are additional ice makers in the basement, outdoor kitchen and pool house.

The property features three separate sitting areas tailored for privacy, workspaces, and relaxation.

The finished basement is a haven of entertainment, featuring a state-of-the-art home theater with a massive 100-inch TV, perfect for movie nights or watching the big game. A fully stocked bar invites guests to unwind, while a well-equipped gym and pool table provide opportunities for recreation and fitness.

Step outside to discover a resort-style outdoor living space. Lounge by the heated pool and hot tub surrounded by lush landscaping. The top-of-the-line outdoor kitchen is equipped with premium appliances and ample seating, making it ideal for al fresco dining and entertaining. Guests can unwind after a day at the beach by the outdoor fire pit.

The property also boasts a stylish pool house, offering additional accommodations for guests or a secluded retreat for relaxation. Complete with its own bathroom, TV and fireplace, the pool house provides the ultimate in comfort and convenience.

Enjoy seamless entertainment throughout the property with surround sound speakers installed throughout the property, creating an immersive audio experience for music, movies, and more.

From the heated pool and hot tub to the meticulously landscaped grounds, every aspect of this property exudes luxury and sophistication. Whether you're lounging poolside, exploring downtown Edgartown, or soaking up the sun at one of the islands many beaches, this exquisite rental property offers an unparalleled retreat for discerning travelers seeking the ultimate Martha's Vineyard experience.

**Updated photos coming soon!

Wallace & Co. Sotheby’s International Realty attempts to accurately represent the Premises to the best of our ability. Our information is deemed reliable but not guaranteed. Opinions as to the condition of the Premises vary from individual to individual and are very subjective. We highly recommend that you personally view the property before signing the lease to verify the information in the advertised listing sheet. Be aware that numerous types of molds occur naturally on Martha’s Vineyard; some people may be sensitive to and have allergic reactions from the same. Any house built prior to 1978 may contain lead paint.

Bedrooms

Bedroom 1

First Floor: Primary Suite, King Bed, Ensuite Bath, Deck, TV

Bedroom 2

Second Floor: Primary Suite, King Bed, Ensuite Bath, Balcony, TV

Bedroom 3

Second Floor: Queen Bed, Ensuite Bath

Bedroom 4

Second Floor: (2) Queen Beds, Ensuite Bath

Bedroom 5

Second Floor: Queen Bed, Shared Bath

Bedroom 6

Second Floor: Queen Bed, Shared Bath

Amenities

Featured Amenities

  • Lawn / Garden Area
  • Pool - Heated
  • Outdoor Shower
  • Hot Tub
  • AC - Central Air

Indoor Amenities

  • Den
  • Exercise Equipment
  • Finished Basement
  • Fireplace
  • Home Office / Study
  • Private - In Home Gym
  • Wet Bar

General

  • Hair Dryer
  • Iron/Ironing Board
  • Washer/Dryer
  • Vacuum

Linens

  • Linens - Provided

Nearby Attractions

  • Bike Path
  • Beach - Town
  • Downtown

Kitchen And Dining

  • Bakeware
  • Beverage Refrigerator
  • Blender
  • Keurig Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Additional Dishwasher
  • Food Processor
  • Gourmet Kitchen
  • Lobster Pot
  • Microwave
  • Mixer
  • Oven/Stove
  • Refrigerator
  • Toaster
  • Wine Fridge
  • Wet Bar - Outside

Entertainment

  • Board Games
  • Media Room
  • Wireless Internet
  • Pool Table
  • Surround Sound System
  • TV - Cable

Outdoor Amenities

  • Hot Tub
  • Beach Chairs
  • Beach Umbrella
  • Cooler
  • Driveway Parking
  • Patio
  • Balcony
  • Porch
  • Deck
  • Fenced Yard
  • Grill - Gas
  • Outdoor Dining Area
  • Outdoor Furniture
  • Outdoor Kitchen
  • Outdoor Fireplace
  • Pool House
  • Pool Toys

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Not ready to pick dates? .

October 2026

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Rates & Availability

May 2027 – August 2027

May 2027

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$35,000/week
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$35,000/week
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$47,500/week
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$37,500/week
Available BookedCheck-out day — available from middayCheck-in day — available until the afternoon

Rates and availability are subject to change and may not be current. Published rates do not include local & state taxes. Please contact your Wallace & Co. Sotheby’s International Realty agent to confirm current rates and availability.

$29,500 – $47,500 per week

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Location

Edgartown

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