Martha's Vineyard

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

6638 waterfront rentals·19 shores·Every listing on the water·Updated 2026-11-05

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
Featured22 rentals
The curated list · 22 rentals

Where we would stay in Martha's Vineyard.

Affiliate links. About our partners.

Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
No. 01

Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell

Oceanfront
6 bedroom sleeps 12

This unique home was carefully renovated to maintain its original character.

PRIVATE CHAPPY WATERFRONT-360o WATERVIEWS/SAILBOATS, KAYAKS, PADDLEBOARDS
No. 02

PRIVATE CHAPPY WATERFRONT-360o WATERVIEWS/SAILBOATS, KAYAKS, PADDLEBOARDS

Beachfront
6 bedroom sleeps 14

A rare beachfront property in the area - enjoy direct access to the beach and sea.

Oceanfront Home w Private Beach!
No. 03

Oceanfront Home w Private Beach!

Oceanfront
6 bedroom sleeps 10

A spacious main house and guest house sit on the south shore of Chilmark, with an expansive yard and private stairs down to your own stretch of Atlantic Ocean beach.

Luxury 3 Field Club Compound with Pool and Barn
No. 04

Luxury 3 Field Club Compound with Pool and Barn

Beachfront
5 bedroom sleeps 8

This Martha’s Vineyard compound features two master suites and three additional bedrooms, along with a luxurious pool and spa.

Compare prices

See Martha's Vineyard stays on Booking.com.

Search Booking.com →

Affiliate link.

Menemsha Pond waterfront Available July 18-25, 2026 BOOK NOW!!
No. 05

Menemsha Pond waterfront Available July 18-25, 2026 BOOK NOW!!

Pond front
5 bedroom sleeps 8

Pond front cottage and attached Silo house, 4-5 bedrooms on large acreage fronting Menemsha Pond, big views of the long lawn and waterfront.

Classic Modern House on its Own Point of Land with Astounding Views
No. 06

Classic Modern House on its Own Point of Land with Astounding Views

Beachfront
5 bedroom sleeps 11

A rare beachfront property in the area - enjoy direct access to the beach and sea.

Modern Saltbox in Edgartown Village
No. 07

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.

725 Acre Chilmark Estate Hot Tub, WFH & Parking
No. 08

725 Acre Chilmark Estate Hot Tub, WFH & Parking

Holiday home
4 bedroom sleeps 8 Beachfront private pool

725 Acre Chilmark Estate offers beachfront access and a swimming pool with stunning views.

Browse more in Martha's Vineyard

Search every rental in Martha's Vineyard.

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

22
curated rentals in Martha's Vineyard
Oceanfront Home - Walk to Everything
No. 09

Oceanfront Home - Walk to Everything

Beachfront
4 bedroom sleeps 9

A rare beachfront property with endless water views, fully updated and steps from a sandy beach excellent for swimming.

Beachfront Aquinnah home. Beautiful views!
No. 10

Beachfront Aquinnah home. Beautiful views!

Beachfront
4 bedroom sleeps 8

Beachfront home on Lobsterville Beach in Aquinnah, featuring spacious bedrooms, ocean views from every room, and a private deeded beach dune path.

Classic Chappy Beach House, big water views, near the water
No. 11

Classic Chappy Beach House, big water views, near the water

Beachfront
4 bedroom sleeps 8

A rare beachfront property in the area - enjoy direct access to the beach and sea.

Steps to Beach: Martha's Vineyard Private Retreat!
No. 12

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.

On the water
Rent a boat on Sailo

Affiliate link.

Fabulous Waterfront 3-Bedroom Martha's Vineyard Cottage
No. 13

Fabulous Waterfront 3-Bedroom Martha's Vineyard Cottage

Beachfront
3 bedroom sleeps 6

This quintessential Vineyard cottage was built in the 1920's, and retains most of its original charm and character. Located in the desirable East Chop neighborhood, this little cottage is known for its appearance in the Jaws movie.

House in Chilmark/Menemsha, Martha's Vineyard w/ Private Beach, Sunset View
No. 14

House in Chilmark/Menemsha, Martha's Vineyard w/ Private Beach, Sunset View

On beach
3 bedroom sleeps 6

Discover paradise at this top rated beach location with rare beachfront access.

Stunning Location, Oceanfront Home Chilmark
No. 15

Stunning Location, Oceanfront Home Chilmark

On beach
3 bedroom sleeps 8

A rare beachfront property in the area - enjoy direct access to the beach and sea.

Vintage 1920s House W/Beach Path & Glorious Sunset Water Views
No. 16

Vintage 1920s House W/Beach Path & Glorious Sunset Water Views

Beachfront
3 bedroom sleeps 8

This quintessential Up-Island 1920s summer house has panoramic water sunsets thanks to its hillside position overlooking the Vineyard Sound.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
No. 17

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Apartment
2 bedroom sleeps 4 Beachfront

Beachfront location with direct access to Inkwell Beach.

Location , Location , Location ! Walking distance to the beach.
No. 18

Location , Location , Location ! Walking distance to the beach.

Oceanfront
2 bedroom sleeps 4

Welcome to Bellavista at the Seaview. This oceanfront condo is a coveted two-bedroom, two-bathroom home that was completely renovated in 2021.

Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod
No. 19

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. 20

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.

Featured partner
Vrbo vacation rentals
Rent a Boat → Plan your big escape →

Affiliate link.

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
No. 21

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.

Bonita Springs vacation rentals
No. 22

Bonita Springs vacation rentals

Beach

Welcome to Bonita Springs, where sun-soaked beaches and lush parks create an idyllic escape for families and friends alike.

Sponsored · Booking.com Partner

Search every stay in Martha's Vineyard on Booking.com

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

Or browse the same coast on Vrbo: Browse Vrbo →

Affiliate links.

Curated luxury alternative

Prefer a boutique hotel or villa?

If a hand-picked, design-led hotel sounds better than a vacation rental, Skylark Travel Group covers the same destinations with curated boutique stays, Mr & Mrs Smith, exclusive deals, real human concierge.

Sponsored.

Before you book

Get new waterfront rentals as we add them.

Hand-picked for genuine waterfront. New finds and off-season picks, sent when there is something worth sending. No spam.

Get new posts in your inbox. No spam, unsubscribe anytime.