The Island Inn on Martha's Vineyard Vacation Rentals

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Make The Island Inn on Martha's Vineyard your next getaway—choose from 50 great vacation rentals

Spend a quintessential New England summer at The Island Inn on Martha's Vineyard, a 51-suite resort with townhouses and condos near the gorgeous shores of Oak Bluffs. Families, beach-goers, and tennis enthusiasts will find everything they need at our Island Inn vacation rentals - as well as everything they could possibly want within a few minutes' stroll.

The Island Inn on Martha's Vineyard vacation rentals for every getaway

Popular
Dog-friendly Internet Pool
Island Inn - 25F
0 Bedroom | 1 Bath | Sleeps 4

Island Inn - 25F - Oak Bluffs, MA

$251 avg / night
Island Inn - 14D
0 Bedroom | 1 Bath | Sleeps 4

Island Inn - 14D - Oak Bluffs, MA

$265 avg / night
Island Inn - 43G
2 Bedroom | 1.5 Bath | Sleeps 6

Island Inn - 43G - Oak Bluffs, MA

$437 avg / night
Island Inn - 37G
1 Bedroom | 1.5 Bath | Sleeps 4

Island Inn - 37G - Oak Bluffs, MA

$370 avg / night
Island Inn - 18D
0 Bedroom | 1 Bath | Sleeps 4

Island Inn - 18D - Oak Bluffs, MA

$288 avg / night

View 45 more homes

Recent The Island Inn on Martha's Vineyard vacation rental reviews

Loved our stay as always. We have been coming here for the past 25 years and stay here.
Robert B. | Sep 2022
More amenities than I expected! Full kitchen, very clean unit. TV and internet with good speed. A pleasant surprise to me was the grounds. Pool, tennis, plenty of areas for kids, dogs and others. Restaurant next door with live music on an outdoor patio. Good location on the Island. I highly recommend!
Theresa B. | Sep 2022
The hospitality, the free coffee, prompt attention to a TV problem. Don was amazing.
Debbie M. | Sep 2022
The Island Inn on Martha's Vineyard Frequently Asked Questions

Yes, 24 of our The Island Inn on Martha's Vineyard homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 50 of our The Island Inn on Martha's Vineyard vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our The Island Inn on Martha's Vineyard vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local The Island Inn on Martha's Vineyard team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for The Island Inn on Martha's Vineyard, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning


Where is the Island Inn?

You'll find this five-acre property on the northeastern shores of Martha's Vineyard, just one mile south of downtown Oak Bluffs. Here on the edge of the Farm Neck Golf Club, you can follow Beach Road half a mile south to reach Joseph Sylvia State Beach, wander one mile up Seaview Avenue to sunbathe at Inkwell Beach in Oak Bluffs, or head five miles south to catch the Chappy Ferry in downtown Edgartown.

Rentals at the Island Inn

A wide variety of accommodations means there's an option for everyone at Island Inn.

Studios: Each of our 19 studios has a large living space with beds, a full kitchen or kitchenette, and a full bath.

One-Bedroom Condos: Five one-bedroom condos feature a private bedroom, separate living area with a sofa bed, full kitchen, and private bathroom off the bedroom.

Two-Bedroom Condos: Both of these condos have a master bedroom, a second bedroom, a full bath, kitchen, living area with a dining table, fireplace, and a sofa bed.

Condo Suites: Our 12 suites have a private master bedroom with a half bath and a sleeping area off the living room separated by a half-wall. The living room has a sofa bed, fireplace, dining area, and slider to the deck. They also include a full kitchen or kitchenette and a full bath.

Townhouses: Each of our 12 two-story townhouses has a spiral staircase to the loft area featuring a master bedroom with no door and a half bath (some have a full bath). The first level has one bedroom, full bath, full kitchen, living area with a dining table, and a fireplace. Some rentals have sofa beds and a slider to the deck.

Cottage: This stand-alone, two-bedroom house includes a master bedroom with a full bath. The lower level has a sofabed and dining area, a full kitchen, and another full bathroom. Both the living room and master bedroom have a fireplace, and there's a covered deck outside.

No matter which Island Inn vacation rental you opt for, you'll find free WiFi, a full kitchen or kitchenette, and on-site laundry for your convenience.

Things to Do at The Island Inn

You'll have plenty of free time to enjoy the resort's amenities and venture out across Martha's Vineyard. Practice your drop shot on one of the three Har-Tru tennis courts, or stop by the pro shop to book a lesson with the full-time tennis professional. Join your family for a swim in the outdoor freshwater pool, set up an al fresco lunch in the communal picnic and barbecue area, and watch your kids squeal with delight at the onsite children's playground.

Rent a bicycle from the resort staff and spend the day at Joseph Sylvia State Beach, Inkwell Beach, or Oak Bluffs Town Beach just a bit farther north. Reserve a tee time to play the adjacent Farm Neck Golf Club amidst 265 acres of protected wetland and coastal habitat, and treat your kids to an evening spin on the Flying Horses - Oak Bluffs' historic carousel that was constructed in 1876 and designated as a national landmark.

You'll fall in love with the ease and beauty of our Island Inn vacation rentals—come and experience a summer to remember in Massachusetts.