Three Exceptional Edgartown Vacation Rentals for a Luxury Martha's Vineyard Escape

Edgartown, Martha's Vineyard, is synonymous with timeless New England charm, pristine beaches, and understated luxury. Choosing the right vacation rental here is about more than just a place to stay --- it's about finding a home that elevates every moment of your island experience. These Three Wallace & Co Sotheby's International Realty luxury vacation rentals showcase the very best of Edgartown living, each offering a distinct take on Vineyard sophistication.

Whether you're dreaming of harbor-side elegance, a private coastal retreat, or a grand estate surrounded by nature, these homes deliver unforgettable luxury vacations.

Key Takeaways

Three Wallace & Co Sotheby's International Realty luxury rentals capture Edgartown’s best: a historic village compound with resort-style amenities and multi-structure privacy (114 North Water Street), a tranquil grand estate near town and beaches (117 Plantingfield Way), and a serene waterfront retreat with coastal elegance (65 Butlers Cove Road). Each pair's prime location and privacy with elevated indoor-outdoor living and refined design. Together, they offer effortless, memorable Vineyard stays for families, groups, and couples.

Summary

Three standout Wallace & Co Sotheby's International Realty rentals in Edgartown offer distinct luxury experiences: a historic village compound with resort-style amenities (114 North Water Street), a tranquil grand estate near town and beaches (117 Plantingfield Way), and a serene waterfront retreat with coastal elegance (65 Butlers Cove Road). Each home combines prime location, privacy, and high-end design with generous indoor-outdoor living. Together, they define effortless, sophisticated Vineyard vacations for families, groups, and couples.

114 North Water Street --- Iconic Village Luxury with Resort-Style Amenities

Located in the very heart of Edgartown Village, 114 North Water Street is a rare compound that combines historic character with modern indulgence. Just steps from Edgartown Harbor, fine dining, boutiques, and beaches, this property offers an unmatched blend of location and privacy.

What sets it apart is its multi-structure layout, which allows large families or groups to gather while still enjoying personal space. Elegant interiors, thoughtfully designed living areas, and multiple kitchens make entertaining effortless.

Outdoors, a private saltwater pool, spa, and pool cabana create a resort-like atmosphere—perfect for lazy afternoons or evening cocktails under the stars. This is luxury Edgartown living at its most refined, ideal for guests who want to walk everywhere while enjoying the comforts of a private estate.

Ideal for:

Multi-generational families, group vacations, and travelers who want to be immersed in Edgartown Village life without sacrificing privacy or amenities.

117 Plantingfield Way --- Grand Estate Living in a Serene Setting

For those seeking space, elegance, and tranquility, 117 Plantingfield Way offers a true estate-style experience. Tucked away in a peaceful Edgartown neighborhood, this home feels like a private sanctuary while remaining just minutes from downtown and the island's most beautiful beaches.

The property is defined by generous indoor and outdoor living spaces, making it ideal for longer stays and relaxed luxury. Beautifully appointed interiors provide comfort and sophistication, while expansive grounds allow guests to fully unwind in a natural Vineyard setting.

This rental captures the essence of a classic Martha's Vineyard summer: quiet mornings, outdoor dinners, and plenty of room for family and friends to reconnect.

Ideal for:

Guests who value privacy, expansive grounds, and a refined home base that feels worlds away --- yet remains close to everything Edgartown has to offer.

65 Butlers Cove Road --- Waterfront Elegance with a Coastal Retreat Feel

Set along the water in one of Edgartown's most coveted areas, 65 Butlers Cove Road delivers a luxury experience defined by coastal beauty and exclusivity. This property is all about embracing the Vineyard's natural surroundings while enjoying elevated comfort and style.

Water views, thoughtfully designed interiors, and seamless indoor-outdoor living make this home perfect for travelers who want to spend their days soaking in the scenery—whether from a deck, patio, or along the nearby shoreline.

This rental feels private and serene, making it an exceptional choice for guests who want a peaceful retreat with an unmistakably upscale atmosphere.

Ideal for:

Couples, families, or groups looking for waterfront living, privacy, and a slower, more immersive Martha's Vineyard experience.

Why These Rentals Define Luxury in Edgartown

While each of these homes offers a unique experience, they share the hallmarks of a truly luxurious Martha's Vineyard vacation:

• Prime Edgartown locations close to beaches, harbor activities, and village dining
• High-end design and thoughtful layouts that balance elegance with comfort
• Outdoor living spaces that celebrate summer on the Vineyard
• Privacy and exclusivity without sacrificing convenience

From iconic village estates to tranquil waterfront retreats, these Wallace & Co Sotheby's International Realty vacation rentals allow you to experience Edgartown at its very best --- effortlessly stylish, deeply relaxing, and unforgettable.

Frequently Asked Questions

Question: How do these three Wallace & Co. Edgartown rentals differ? 

Short answer: Each home offers a distinct luxury experience. 114 North Water Street is an iconic village compound with a multi-structure layout and resort-style amenities—saltwater pool, spa, and cabana—just steps from the harbor, dining, boutiques, and beaches. 117 Plantingfield Way is a tranquil, grand estate with expansive grounds and generous indoor-outdoor living, tucked in a peaceful setting yet minutes from town and beaches. 65 Butlers Cove Road is a serene waterfront retreat that emphasizes coastal beauty, water views, and seamless indoor-outdoor living in a private, exclusive setting.

Question: Which property is best if we want to be in the heart of Edgartown and walk everywhere? 

Short answer: 114 North Water Street. It sits in the very heart of Edgartown Village, steps from the harbor, fine dining, boutiques, and beaches. Its multi-structure layout offers privacy for groups, while the saltwater pool, spa, and cabana create a resort-like atmosphere—all without sacrificing walkable convenience.

Question: We’re seeking maximum privacy and space for a longer, relaxing stay—what’s the right fit

Short answer: 117 Plantingfield Way. It delivers an estate-style experience with refined interiors, expansive grounds, and generous indoor and outdoor living areas. The setting feels serene and secluded, yet is just minutes from downtown Edgartown and the island’s most beautiful beaches.

Question: We want a peaceful waterfront setting with elevated coastal living. Which home should we choose? 

Short answer: 65 Butlers Cove Road. Set along the water in a coveted area, it features water views, thoughtfully designed interiors, and seamless indoor-outdoor living via decks and patios. It’s ideal for couples, families, or groups seeking privacy and a slower, more immersive Vineyard experience.

Question: What shared features define the “luxury” experience across these rentals? 

Short answer: All three pair prime Edgartown locations with privacy and high-end design. They emphasize generous indoor-outdoor living, thoughtful layouts that balance elegance and comfort, outdoor spaces that celebrate summer on the Vineyard, and an effortless, refined experience suited to families, groups, and couples.