Martha's Vineyard

Unfussy New England island retreat of presidents, painters, and generations of summer people.

430 hand-picked rentals·7 coastal towns·Every listing vetted by a person

The Vineyard's 100 square miles cover six towns, each with its own character. Edgartown for captains' houses, Chilmark for cliffs, Oak Bluffs for gingerbread cottages, Aquinnah for red clay bluffs. Rentals concentrate in July-August; May and September are cheaper and quieter.

StateMA
Peak seasonJuly – August
Best forWaterfront stays
Featured13 rentals
The curated list · 13 rentals

Where we would stay in Martha's Vineyard.

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Vintage Waterfront Home On Katama Bay With Dock
No. 01

Vintage Waterfront Home On Katama Bay With Dock

Beachfront
6 bedroom sleeps 12

Vintage Waterfront Home On Katama Bay With Dock | 17 Edgartown Bay Rd | Location, location, location. This Vintage waterfront Vineyard home enjoys sweeping water views, from its perch atop a knoll overlooking Katama Bay, Edgart

Eel Pond Waterfront Estate With Pool
No. 02

Eel Pond Waterfront Estate With Pool

Beachfront
6 bedroom sleeps 12 private pool

Eel Pond Waterfront Estate With Pool | 117 Planting Field Way | This architect-designed, newly renovated waterfront estate combines sweeping water views of Eel Pond and the Atlantic Ocean, with a sophisticated and smart

Grand Waterfront Luxury Compound With Pool
No. 03

Grand Waterfront Luxury Compound With Pool

Waterfront
6 bedroom sleeps 12 private pool

Grand Waterfront Luxury Compound With Pool | 46 Slough Cove Road | This stunning waterfront compound has it all. Privately set on a sprawling 14 acres on the Edgartown Great Pond, there is a four bedroom Main House, two be

Waterhaven: Grand Waterfront Estate With Pool
No. 04

Waterhaven: Grand Waterfront Estate With Pool

Beachfront
6 bedroom sleeps 12 private pool

Waterhaven: Grand Waterfront Estate With Pool | 96 Off Beach Road | Majestically tucked away on the shores of Sengekontacket Pond, Waterhaven Estate is a stunning waterfront compound surrounded by 160 acres of conservation

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Waterfront Estate On Edgartown Harbor With Pool
No. 05

Waterfront Estate On Edgartown Harbor With Pool

Waterfront
5 bedroom sleeps 10 private pool

Waterfront Estate On Edgartown Harbor With Pool | 31 South Water Street | This grand, in-town Waterfront Estate enjoys sweeping water views across Edgartown Harbor from many rooms, and an equally stunning setting from the harbors

Katama Waterfront Contemporary With Private Beach
No. 06

Katama Waterfront Contemporary With Private Beach

Beachfront
5 bedroom sleeps 10

Katama Waterfront Contemporary With Private Beach | 60 Witchwood Lane | Tucked away in the prestigious Witchwood section of Katama, this Waterfront Contemporary enjoys sweeping water views from many rooms, out across Katama Bay

Waterfront Retreat With Pool, And Private Beach
No. 07

Waterfront Retreat With Pool, And Private Beach

Beachfront
4 bedroom sleeps 8 private pool

Waterfront Retreat With Pool, And Private Beach | 385 Barnes Road | This waterfront home features three levels of striking indoor living space, nicely integrated with outdoor living spaces that center around a gunite pool a

Hines Point Waterfront Retreat
No. 08

Hines Point Waterfront Retreat

Waterfront
4 bedroom sleeps 8

Hines Point Waterfront Retreat | 114 Hines Point Road | Facing West across the Lagoon with beautiful golden light and spectacular sunsets, this luxurious Hines Point waterfront contemporary was meticulously reno

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Hundreds more waterfront rentals we haven't featured yet.

Filter by dates, bedrooms, price, and distance to water. These are the full Vrbo and Booking.com inventories for Martha's Vineyard.

13
curated rentals in Martha's Vineyard
The Lighthouse: Luxurious Dockside Retreat
No. 09

The Lighthouse: Luxurious Dockside Retreat

Waterfront
4 bedroom sleeps 8

The Lighthouse: Luxurious Dockside Retreat | 2 Morse Street | The Lighthouse sits directly on historic Edgartown Harbor, with architecturally rich detailing throughout, and stunning panoramic views of the Harbor, Chap

Katama Bay Contemporary With Water Views
No. 10

Katama Bay Contemporary With Water Views

Waterfront
3 bedroom sleeps 6

Katama Bay Contemporary With Water Views | 104 Edgartown Bay Road | Sitting just across from Katama Bay, this contemporary enjoys both water views and easy access to nearby South Beach. The house is designed to take advanta

Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod
No. 11

Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod

Oceanfront

Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod offers accommodations in Dennis Port, a few steps from Sea Street Beach and 21 miles from Nauset Lighthouse.

Capricorn House
No. 12

Capricorn House

Oceanfront

Housed in a historic building, Capricorn House features accommodations with a terrace and free Wifi in Oak Bluffs, a 1-minute walk from Oak Bluffs Town Beach.

On the water
Rent a boat on Sailo

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Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
No. 13

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Oceanfront

Breezy Oak Bluffs Condo - Steps to Inkwell Beach! is located in Oak Bluffs, just a few steps from Oak Bluffs Town Beach and 5.9 miles from Edgartown Lighthouse.

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