Martha's Vineyard

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

486 hand-picked rentals·10 shores·Every listing on the water

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 to August
Best forWaterfront stays
Featured20 rentals
The curated list · 20 rentals

Where we would stay in Martha's Vineyard.

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Captain Morse House - Luxury, Waterfront, Town, & Beaches - 5 stars
No. 01

Captain Morse House - Luxury, Waterfront, Town, & Beaches - 5 stars

Vacation Home
12 bedroom sleeps 23 Oceanfront

Captain Morse House in Edgartown offers a luxurious holiday home experience within a historic building.

Steps to Inkwell Beach: Victorian Home!
No. 02

Steps to Inkwell Beach: Victorian Home!

Vacation Home
6 bedroom sleeps 10 Steps to Beach

Steps to Inkwell Beach: Victorian Home! offers six bedrooms and three bathrooms with stunning views and modern amenities.

Blissful Island Haven
No. 03

Blissful Island Haven

House
4 bedroom sleeps 4 Beachfront

Blissful Island Haven offers a spacious holiday home in Oak Bluffs, United States.

Modern Saltbox in Edgartown Village
No. 04

Modern Saltbox in Edgartown Village

Vacation Home
4 bedroom sleeps 8 Beachfront

Modern Saltbox in Edgartown Village offers direct beachfront access and a sun terrace.

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Island Dream
No. 05

Island Dream

Vacation Home
4 bedroom sleeps 8 Sea view

Island Dream in Oak Bluffs offers a spacious holiday home with four bedrooms and five bathrooms.

Seabreeze Retreat
No. 06

Seabreeze Retreat

House
4 bedroom sleeps 8 Ocean View

Spacious Accommodations in Oak Bluffs with four bedrooms and two bathrooms.

Need a Bigger Boat
No. 07

Need a Bigger Boat

Holiday Home
4 bedroom sleeps 8 Beachfront

Spacious and pet-friendly holiday home in Edgartown with four bedrooms and three bathrooms.

Winthrop Cottage
No. 08

Winthrop Cottage

Vacation Home
3 bedroom sleeps 6 Steps to Beach

Spacious Accommodations: Winthrop Cottage in Oak Bluffs offers a spacious holiday home with three bedrooms and one bathroom.

Browse more in Martha's Vineyard

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.

20
curated rentals in Martha's Vineyard
Steps to Beach: Martha's Vineyard Private Retreat!
No. 09

Steps to Beach: Martha's Vineyard Private Retreat!

Vacation Home
3 bedroom sleeps 6 Private beach access

Steps to Beach: Martha's Vineyard Private Retreat! in Vineyard Haven offers a spacious holiday home with three bedrooms and two bathrooms.

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
No. 10

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Apartment
2 bedroom sleeps 4 Beachfront

Beachfront location with direct access to Inkwell Beach.

Modern Downtown OB Condo Stroll to Ferry & Beach
No. 11

Modern Downtown OB Condo Stroll to Ferry & Beach

Vacation Home
2 bedroom sleeps 4 Steps to Beach

Modern Downtown OB Condo offers a two-bedroom holiday home with a living room.

Heart of Oak Bluffs Walk to Beach & Ferries
No. 12

Heart of Oak Bluffs Walk to Beach & Ferries

Vacation Home
2 bedroom sleeps 4 Steps to Beach

The entire place is yours with a private kitchen and city views.

On the water
Rent a boat on Sailo

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Island Home
No. 13

Island Home

Home
2 bedroom sleeps 4 Sea View

Island Home in Vineyard Haven offers a two-bedroom holiday home with sea views and modern amenities.

The Pinkletink
No. 14

The Pinkletink

Holiday home
1 bedroom sleeps 4 Oceanfront

Comfortable Living: The Pinkletink in Oak Bluffs offers a holiday home with one bedroom and a living room.

Cottage Rental on Chappaquiddick Island with Transferable Ferry Ticket Availability Massachusetts
No. 15

Cottage Rental on Chappaquiddick Island with Transferable Ferry Ticket Availability Massachusetts

Vacation Home
1 bedroom sleeps 4 Beachfront

Cottage Rental on Chappaquiddick Island with Transferable Ferry Ticket Availability Massachusetts offers a charming holiday home in Edgartown, Massachusetts.

Vineyard Haven Family Beach Fire Pit & Garden View
No. 16

Vineyard Haven Family Beach Fire Pit & Garden View

Holiday Home
sleeps 9 Beachfront

Vineyard Haven Family Beach Fire Pit & Garden View offers a spacious holiday home in Vineyard Haven.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

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Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod
No. 17

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. 18

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.

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
No. 19

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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Hotels, beach houses, apartments, and resorts. Free cancellation on most rooms. Then add a flight in or a rental car for dune drives.

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Curated luxury alternative

Prefer a boutique hotel or villa?

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