Unique Airbnb Stays on Martha’s Vineyard

Martha’s Vineyard is more than just an island escape—it’s a New England treasure filled with sun-soaked beaches, storybook towns, and a sense of timeless charm. And while traditional inns and resorts have their allure, the island’s unique Airbnb stays offer something far more personal. Whether you’re dreaming of a rustic oceanside retreat, a luxurious lighthouse experience, or a quirky artist’s hideaway, there’s an Airbnb here that will make your Vineyard getaway unforgettable.

1. Oceanfront Cottages With Private Beaches

Best for: Couples seeking romance and seclusion
Picture waking up to the sound of waves and stepping onto your own private beach before breakfast. Many oceanfront Airbnbs on Martha’s Vineyard boast panoramic water views, wraparound decks, and cozy fireplaces for year-round comfort. Look for stays near Chappaquiddick Island or Menemsha for a more remote, serene vibe—perfect for sunrise walks and uninterrupted stargazing.

2. Historic Vineyard Homes With Modern Twists

Best for: History lovers who appreciate style
Martha’s Vineyard has no shortage of historic Airbnbs—some dating back over 100 years—beautifully restored with modern amenities. Expect wide-plank floors, antique furnishings, and charming clapboard exteriors paired with updated kitchens, spa-like bathrooms, and fast Wi-Fi. Staying in these homes lets you soak in the island’s past while enjoying the comforts of today.

3. Tiny Houses & Off-Grid Hideaways

Best for: Minimalists and eco-conscious travelers
For a truly unique experience, consider a tiny home Airbnb tucked into the woods or perched near a quiet harbor. These stays often feature smart space-saving designs, outdoor showers, and solar-powered amenities. You’ll be close to nature, away from the bustle, yet still just a short drive from island highlights like Oak Bluffs and Edgartown.

4. Artist Lofts & Creative Retreats

Best for: Writers, painters, and daydreamers
Martha’s Vineyard has a thriving arts scene, and some hosts open their personal studios to guests. These art-inspired Airbnbs often come with easels, sunlit workspaces, and gardens brimming with inspiration. Many are located near Vineyard Haven’s galleries or tucked away in the countryside for ultimate creative focus.

5. Farm Stays & Vineyard Rentals

Best for: Foodies and wine lovers
Stay on a working farm or vineyard and wake up to fresh eggs, local produce, or even a morning wine tasting. These Airbnbs immerse you in the island’s farm-to-table culture and give you the chance to meet the growers behind your meals. Look for properties offering seasonal experiences like oyster shucking or vineyard tours.

Tips for Booking the Perfect Martha’s Vineyard Airbnb

Book early: Summer dates fill up months in advance.

Check ferry access: Confirm which port you’ll arrive in and plan accordingly.

Read the fine print: Some island homes have unique quirks—like composting toilets or limited parking.

Look for seasonal deals: Off-season (spring and fall) offers lower rates and fewer crowds.

Why Airbnb Is the Best Way to Experience Martha’s Vineyard

Airbnb stays offer an unmatched local, authentic experience. You’ll have the flexibility to live like a resident—shopping at farmers markets, cooking fresh seafood in your own kitchen, and discovering hidden corners of the island you’d never find in a guidebook.

Martha’s Vineyard isn’t just a destination—it’s a feeling. And the right Airbnb can transform your trip from a getaway into a story you’ll tell for years. Whether you crave salt-sprayed mornings by the shore or cozy evenings under the stars, the island’s unique stays will give you both.