Cottages in Oak Bluffs

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August 2026

September 2026

The best cottages in Oak Bluffs

Check out our selection of great cottages in Oak Bluffs

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Inkwell Beach Cottage

Oak Bluffs

This oceanfront bed and breakfast in Martha’s Vineyard is just a 5 minute walk from the ferry and features free Wi-Fi and full daily breakfast. The Niantic Park Tennis Courts are a 10 minute walk...

Scored out of 10, guest rating 8.5

Very Good - What previous guests thought, 193 reviews

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< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

Oak Bluffs

< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs is located in Oak Bluffs, just a 15-minute walk from Oak Bluffs Town Beach and 6.9 miles from Edgartown Lighthouse.

Robin

From

United States

Very convenient location and clean.

Scored out of 10, guest rating 8.1

Very Good - What previous guests thought, 7 reviews

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Canary Cottage

Oak Bluffs

Canary Cottage offers accommodations in Oak Bluffs, a 13-minute walk from Oak Bluffs Town Beach and 6.8 miles from Edgartown Lighthouse.

marian

From

United States

The property was clean and mainly comfortable. It is not in the bustling part of Oak Bluffs, but an easy walk into the town. It is exceptionally quiet, ensuring a good night’s rest.

Scored out of 10, guest rating 7.8

Good - What previous guests thought, 5 reviews

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Yellow Brick Road House

Oak Bluffs

Yellow Brick Road House offers accommodations in Oak Bluffs, a 10-minute walk from Eastville Beach and 7.5 miles from Edgartown Lighthouse. Outdoor seating is also available at the vacation home.

Larry

From

United States

3 bedroom ranch style home. Accessible for me and my wife as we are both in our 70’s.

Scored out of 10, guest rating 6.6

Pleasant - What previous guests thought, 12 reviews

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Oak Bluffs Cottage

Oak Bluffs

Oak Bluffs Cottage is located in Oak Bluffs, just a 12-minute walk from Oak Bluffs Town Beach and 6.8 miles from Edgartown Lighthouse.

Scored out of 10, guest rating 7.6

Good - What previous guests thought, 6 reviews

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Sea Glen Cottage

Oak Bluffs

Sea Glen Cottage offers accommodations in Oak Bluffs, 6.4 miles from Edgartown Lighthouse. This vacation home offers a garden. Outdoor seating is also available at the vacation home.

Nicole

From

United States

Location was good and very clean

Scored out of 10, guest rating 6.8

Pleasant - What previous guests thought, 6 reviews

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Island Sanctuary

Oak Bluffs

Island Sanctuary is located in Oak Bluffs, just 6.8 miles from Edgartown Lighthouse and 3.1 miles from Martha'S Vineyard Hist'L Island Trs.

From

United States

All went well & thank you. Enjoyed the property & surroundings.

Scored out of 10, guest rating 7.6

Good - What previous guests thought, 9 reviews

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Family-Friendly Tisbury Escape - Walk to Town

Vineyard Haven (Near Oak Bluffs)

Family-Friendly Tisbury Escape - Walk to Town is located in Vineyard Haven, just 1.3 miles from Owen Park Beach and 1.1 miles from Louisa Gould Gallery.

Walton Masters

From

United States

Clean, organized, comfortable!

Scored out of 10, guest rating 9.6

Exceptional - What previous guests thought, 7 reviews

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The CAVU Mansion on Bellevue

Oklahoma Heights (Near Oak Bluffs)

The CAVU Mansion on Bellevue is located in Oklahoma Heights, just 1.4 miles from Owen Park Beach and 7.2 miles from Edgartown Lighthouse.

Nnenna

From

United States

Loved the spacious rooms and bathrooms . Great for a group trip of 8 girls.

Scored out of 10, guest rating 7.0

Good - What previous guests thought, 6 reviews

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Chilmark Guest House

Chilmark (Near Oak Bluffs)

Featuring a garden, Chilmark Guest House features accommodations in Chilmark. The air-conditioned accommodation is 15 miles from Edgartown Lighthouse.

Jeff

From

United States

Everything was great. Perfectly fit what we had in mind for a short stay on Martha's Vineyard. Was easy enough to locate using gps maps, made a few little goofs navigating the driveway through the woods that go to other properties, but no big deal. It was neatly hidden away in the quiet woods, complete with the occasional cute woodland creatures. It was clean and the layout is really neat. The kitchen was very useful and complete. The washing machine got the job done fine. The bathroom's a little small, but worked good. The shower water pressure is much stronger than I'd expected it would on the island. And the provided detergents/soaps were handy. It's interesting how few bugs there are in the area, as very few would gather around the porch light compared to places we're used to. And the night sky's very clear. Anyway, just a great spot we hope we could return to some day, if we're lucky. Thanks!

Scored out of 10, guest rating 8.6

Excellent - What previous guests thought, 6 reviews

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All cottages in Oak Bluffs

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Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

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