Martha’s Vineyard Vacation Rentals Our Most Popular Picks For Summer 2021

This is the year to elevate your Summer vacation on Martha’s Vineyard. Our collection of luxury rental properties offer you the best of vacation living with all the comforts of home. Create the getaway that leads to memories that you and your loved ones will cherish for years to come. We can help make your dream vacation a realty.

Martha’s Vineyard Vacation Rentals Our Most Popular Picks For Summer 2021 In Oak Bluffs

ARCHITECT-DESIGNED LUXURY COMPOUND WITH POOL AND POOL HOUSE: This deluxe new compound at The Preserve makes a grand multi-generation or larger group Vineyard getaway destination. There are three levels of luxury living space inside, and equally stunning outdoor living centered around a large pool with hot tub, Pool House, Lounge Areas, and outdoor Living and Dining Areas.

Martha’s Vineyard Vacation Rentals Oak Bluffs Architect Designed Luxury Compound With Pool And Pool House

Designed by noted architect Patrick Ahearn, the 7,000+ square foot home is stylishly appointed throughout, and offers plenty of space to spread out and enjoy every moment of your Martha’s Vineyard getaway.

Martha’s Vineyard Vacation Rentals Oak Bluffs Architect Designed Luxury Compound With Pool And Pool House

Sleeps 18 | 6 Bedrooms | 9.5 Bathrooms
Available In July | Rates $27,500 – $30,000/week
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SLEEK CONTEMPORARY IN HIDDEN COVE: Point B Exclusive – This sleek new Contemporary is tucked away in the Hidden Cove neighborhood, just off Sengekontacket Pond.

Martha’s Vineyard Vacation Rentals Oak Bluffs Sleek Contemporary In Hidden Cove

Coastal chic decor is featured throughout this spacious retreat that has something for everyone in your group.

Martha’s Vineyard Vacation Rentals Oak Bluffs Sleek Contemporary In Hidden Cove Point B Realty

From the gourmet kitchen to the relaxing living area, to the lovely outdoor space, this home will help you relax and enjoy your time on the Island. From its convenient mid-island location, downtown Oak Bluffs, Vineyard Haven, and Edgartown are all about equal distance away. 

Martha’s Vineyard
Luxury Vacation Home Rental 
Point B Realty

Sleeps 12 | 6 Bedrooms | 5.5 bathrooms
Availability July & August | Rates $10,000 – $13,000/week
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Martha’s Vineyard Vacation Rentals Our Most Popular Picks For Summer 2021 In Katama

LUXURIOUS NEW KATAMA GAMBREL WITH POOL: Point B Exclusive – BRAND NEW FOR SUMMER 2021 – This luxurious new Gambrel is designed for the indoor-outdoor Vineyard lifestyle, with a modern layout inside and outdoor living centered around the pool, patio and deck.

New Luxury Home IN Katama With Pool  Martha’s Vineyard Vacation Rentals

The house has just been completed and will now be furnished and stylishly outfitted under the watchful eye of California interior designer and decorator Alison Kandler, known for her enriched use of color and great design sense. New photos will be added as the furniture and design elements are installed. From its convenient Katama location, downtown Edgartown is about a mile away, and South Beach is about two miles.

Martha’s Vineyard
Luxury Vacation Home Rental 
Point B Realty

Sleeps 8 | 4 Bedrooms | 3.5 Bathrooms
Available Peak Weeks July & August | Rates $17,500 – $22,000/week
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BEACH PLUM MEADOWS: EXQUISITE KATAMA LUXURY HOME NEAR SOUTH BEACH: Point B Exclusive – This stunning architectural gem is tucked away in the prestigious Beach Plum Meadows area of Katama. The large Gambrel-designed luxury home features three floors of grand living and entertaining space, with close proximity to the sandy shores of South Beach.

Luxury Gambrel Near South Beach Martha's Vineyard Vacation Rentals Katama

The third-floor deck has distant seasonal water views of South Beach and the Atlantic Ocean, as well as year-round views across the meadows and fields of the Farm Institute and surrounding conservation land. The property is located less than one mile to South Beach and offers easy access to the bike path and Edgartown Village.

Sleeps 8 | 4 Bedrooms | 3.5 Bathrooms
Available Peak July & August Weeks | Rates $10,000 – $12,000
**Transferrable Ferry Tickets Available For All Open Weeks**
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Martha’s Vineyard Vacation Rentals Our Most Popular Picks For Summer 2021 In Edgartown

VILLAGE COMPOUND WITH CARRIAGE HOUSE & POOL: Point B Exclusive – This in-town compound is luxurious Village living at its finest. The Main House and Pool Area are tucked away off the road behind the Carriage House and its entryway to the compound.

Martha’s Vineyard
Luxury Vacation Home Rental 
Point B Realty

The pool has a large stone surround with lounging area, plus a covered deck with outdoor Living Area. The compound is nicely accented with manicured grounds and gardens. All of downtown Edgartown is a short stroll away, with its restaurants, shops, harbor and beaches.

Luxurious Edgartown Village Compound Guest House And  Pool

Sleeps 12 | 6 Bedrooms | 4.5 Bathrooms
Available Last 2 Weeks Of August | $25,000/week
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THE DEXTER HOUSE: LUXURIOUS DOCKSIDE RETREAT: The Captain Dexter House is part of a spectacular two-home waterfront compound that sits directly on historic Edgartown Harbor.

Martha’s Vineyard Vacation Rentals Waterfront Luxury Home On Edgartown Harbor

It features architecturally-rich detailing throughout, and stunning panoramic views of the Harbor, Chappaquiddick, Edgartown Lighthouse, and Vineyard Sound from its deck and patio, plus many of its rooms.

Transformed from a former boathouse, the compound has been featured in Architectural Digest. The Dexter House is a spectacular home to spend your time on the Island. It’s also in the heart of the Village, with all it has to offer.

Sleeps 8 | 4 Bedrooms | 4 Bathrooms
All Peak July & August Weeks Available | Rates $22,000 – $25,000/week
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Martha’s Vineyard Vacation Rentals Our Most Popular Picks For Summer 2021 – Other Options

These are six of our most popular picks for Martha’s Vineyard Vacation rentals this summer. They are part of a curated collection of 24 great vacation rentals that still peak weeks available for summer 2021. You can see the entire collection here.

Top 20 Martha's Vineyard Vacation Rentals With Peak Weeks Available For Summer 2021

Please contact our Vacation Rental + Experiences Team if you’d like to book any of these homes for the summer or explore other Martha’s Vineyard vacation rental options. The team is happy to help. You can reach us at 508-627-4567 ext 1 or by email. We look forward to hearing from you, and helping you plan a great getaway to Martha’s Vineyard.

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