Martha's Vineyard Home Listings

 Sankofa Vineyard Retreat is a Black-owned Oak Bluffs getaway offering a 4-bedroom, 2-bath main house that sleeps up to 9, plus a private 1-bedroom, 1-bath studio—available separately or together for a total of 5 bedrooms and 3 baths. Interested renters can inquire and connect directly with the owner through the Airbnb contact portal for seasonal availability.   https://www.airbnb.com/rooms/1208074066306032389?guests=1&adults=1&s=67&unique_share_id=8c3efc3e-ddb1-4e14-98c9-d941a31f1e76  &  https://www.airbnb.com/rooms/1203722448954188613?guests=1&adults=1&s=67&unique_share_id=389c5865-784e-473c-afed-9547cab27803 

 Legacy House is an elegant 5-bedroom, 3½-bath colonial in Vineyard Haven that sleeps up to 12 guests and offers over 4,000 sq ft of modern comfort. Built in 2020 and newly furnished in 2026, the home features individually controlled AC, a private fire pit, and generous indoor and outdoor living spaces—ideal for memorable Vineyard stays. 📩 Booking & Inquiries:

Guests can contact the owner directly through the We Need a Vacation contact portal. https://www.weneedavacation.com/Marthas-Vineyard/Vineyard-Haven-Vacation-Rental-41170  

The Sandcastle – Vineyard Haven, Martha’s Vineyard 🌊✨

Imagine yourself here — beachfront bliss, ocean breezes, and pure luxury.

This 5BR, 6½-bath retreat sleeps 12 and features a private beach, deep-water dock, and modern coastal design made for unforgettable gatherings. Perfect for Juneteenth, July 4th, Labor Day, or a peaceful summer escape.

🌅 Luxury. Privacy. Restoration.

📍 Vineyard Haven, Martha’s Vineyard

🔗 Serious inquiries: https://www.weneedavacation.com/Marthas-Vineyard/Vineyard-Haven-Vacation-Rental-38942

 The Encore House is a beautifully appointed Oak Bluffs property featuring a main cottage and a cozy garage apartment, perfect for couples, families, or groups seeking flexibility. Centrally located near the Martha’s Vineyard Performing Arts Center, it offers easy access to beaches, shopping, and dining. A peaceful retreat with the best of the Vineyard just minutes away.   

Rent both the Cottage and the Garage Apartment for flexibility, privacy, and shared gathering space—while staying together in one prime location.
All inquiries & bookings must be made through the We Need A Vacation listing portal:

Charming & Centrally Located Oak Bluffs Garage Apartment (Listing #41194)
Charming and Centrally Located Oak Bluffs Cottage (Listing #41191)
Classic Vineyard charm. Central location. Thoughtful design.
Your Oak Bluffs stay starts here.


https://www.weneedavacation.com/.../Oak-Bluffs-Vacation.../ & https://www.weneedavacation.com/.../Oak-Bluffs-Vacation.../

Black-Owned • Trusted • High-Visibility

Black homeowners are invited to feature their Martha’s Vineyard property on LegacyWeekOnTheVineyard.com, a curated platform connecting renters intentionally seeking Black-owned vacation homes during the high-demand summer and fall seasons. https://legacyweekonthevineyard.com/mv-black-business-listing 

For a small listing fee, your home will receive:

• Dedicated visibility on our website
• Promotion across our social media platforms
• Exposure to a targeted audience of professionals, families, alumni groups, and cultural travelers actively planning Vineyard stays

By listing your home, you increase rental opportunities while supporting a platform that uplifts Black ownership, legacy, and economic impact on the Vineyard.

More visibility. More intentional renters. More opportunities. Email Info@HBCUBrandPartners.com  

BBlack-Owned • Trusted • High-Visibility

Black homeowners are invited to feature their Martha’s Vineyard property on LegacyWeekOnTheVineyard.com, a curated platform connecting renters intentionally seeking Black-owned vacation homes during the high-demand summer and fall seasons. https://legacyweekonthevineyard.com/mv-black-business-listing 

For a small listing fee, your home will receive:

• Dedicated visibility on our website
• Promotion across our social media platforms
• Exposure to a targeted audience of professionals, families, alumni groups, and cultural travelers actively planning Vineyard stays

By listing your home, you increase rental opportunities while supporting a platform that uplifts Black ownership, legacy, and economic impact on the Vineyard.

More visibility. More intentional renters. More opportunities. Email Info@HBCUBrandPartners.com  

https://studiorealty.com/properties/coastal-retreat-in-quiet-edgartown-neighborhood

 Contact: Bridget Smith, 718 578-5886. Email: bridgeloveinc@aol.com  

 L Edgartown - Sunny Beach House on the Bike Path! AC! FREE Bus to town!

3 BR, 2 baths, Sleeps 6, Beds: 2 queens, 2 twins

Beach: 2 miles to State Beach; 3 miles to South Beach

This comfortable home is ideally situated on the bike path! Perfect for a family vacation, a romantic getaway or a small gathering of friends. It"s located midway between Oak Bluffs town center and Edgartown Village 

https://www.weneedavacation.com/Marthas-Vineyard/Edgartown-Vacation-Rental-29253/#section-description

 Welcome to this Oak Bluffs Modern Cottage 

2 bedrooms 2 beds, 1 bath, sleeps 4.

Walkable to downtown Oak Bluffs, Circuit Avenue, and The Inkwell Beach.  This 2-story home has a modern kitchen & cozy living room.  Relax on the outdoor patio & enjoy the BBQ grill.  Two queen size beds make this home perfect for a small family, girls trip, or couples vacation.  Maximum 4-person occupancy.  July - August rentals minimum 7 days with a Saturday or Sunday check-in.   Flexible check-in / out for multi-week stays.  No Pets. 

 https://www.airbnb.com/rooms/23730119?viralityEntryPoint=1&s=76 

 First-timers to The Vineyard?  I highly recommend a week in late August/early September, after all of the hoopla... when daily life becomes easier!
Cozy Cottage at Coleman Corners is nestled in a quiet, wooded area of East Chop, Oak Bluffs, but merely a 10-minute walk to downtown shopping, restaurants, art galleries, museums, beaches and a vibrant nightlife.
Quiet, comfy, cozy and warm.....your home away from home....the Cottage can accommodate 8 adults and 2 small children, with 4 Bedrooms, a Kids' Loft,

2 Bathrooms with Showers and an Outdoor Shower.
Or perhaps you can only spare a few nights: July 8, 9 and 10 are currently available.
FMI: Please see: https://joyner12.wixsite.com/cozycottage and inquire via website, if interested.

 The Island Luxe Retreat at Tower Ridge is a spacious Oak Bluffs getaway located directly across from Farm Neck Golf Course, just minutes from beaches, town, and island attractions. This beautifully appointed home features 4 bedrooms, 3 full bathrooms, and comfortably sleeps up to 10 guests. Designed for relaxed island living, it offers open, light-filled spaces ideal for families or group stays. No pets.

👉 Interested renters can use the link below directly for availability, pricing, and inquiries:
https://www.vacasa.com/unit/123832

  Take the guesswork out of turnover cleanings.

Renting out your Martha’s Vineyard home means every stay counts—and so does every detail.

Clyn verifies your home is truly guest-ready after cleaners finish—without an in-person walkthrough.

✔ Cleaners take post-clean photos
✔ Clyn scans for missed tasks, damage & missing items
✔ You get visual proof before guests arrive

No assumptions.
No surprises.
No last-minute scrambles.

Perfect for remote owners, weekly rentals, luxury & multi-bedroom homes—especially during peak season.

Integrated with Guesty • OwnerRez • Jurny

🔗 Learn more: https://clyn.com/