Chilmark Cottages

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Cottages in Chilmark

WATERFRONT Downtown Cottage w/ Beach

Tisbury MA

With a stay at this cottage, you'll be centrally located in Vineyard Haven, a 4-minute drive from Oak Bluffs Harbor and 11 minutes from Inkwell Beach.

Kitchen

Washer

Chappy Summer Cabin!

Edgartown MA

Located in Edgartown, this cottage is by the sea, within a 5-minute drive of Mytoi Garden and Chappaquidick Dike Bridge.

Kitchen

Washer

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

Tisbury MA

$490 nightly

$547 total

Jun 18 - Jun 19

Total with taxes and fees

When you stay at this cottage in Vineyard Haven, you'll be by the sea, within a 15-minute drive of Oak Bluffs Harbor and Inkwell Beach.

Kitchen

Washer

Cozy Beach Cottage

Oak Bluffs MA

With a stay at this cottage, you'll be centrally located in Oak Bluffs, within a 5-minute drive of Oak Bluffs Harbor and Inkwell Beach.

Kitchen

Washer

Cozy family-friendly cottage on beautiful Shining Sea bike trail

Falmouth MA

With a stay at this vacation home in Falmouth, you'll be a 2-minute drive from Cape Cod Beaches and 7 minutes from Woods Hole Ferry Terminal.

★The Islander | Steps From Water, Fire Pit, AC★

Mashpee MA

With a stay at this cottage in Mashpee (Monomoscoy Island), you'll be within a 10-minute drive of Cape Cod Beaches and Cape Cod Children's Museum.

Cozy Cottage 1/2 mile to Woods Hole village

Falmouth MA

When you stay at this cottage in Woods Hole, you'll be on the waterfront, within a 5-minute drive of Cape Cod Beaches and Woods Hole Ferry Terminal.

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Tisbury MA

$742 nightly

$829 total

Jun 28 - Jun 29

Total with taxes and fees

With a stay at this cottage, you'll be centrally located in Vineyard Haven, a 5-minute drive from Oak Bluffs Harbor and 6 minutes from Inkwell Beach.

Kitchen

Washer

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

Mashpee MA

With a stay at this cottage in Mashpee (New Seabury), you'll be a 2-minute drive from South Cape Beach and 6 minutes from Popponesset Beach.

This Romantic Cottage is Simply a Cut Above -

Edgartown MA

With a stay at this cottage, you'll be centrally located in Edgartown, within a 15-minute drive of Inkwell Beach and Oak Bluffs Harbor.

Renovated Cottage with nice yard and homey interior

Edgartown MA

When you stay at this cottage in Edgartown, you'll be by the sea, within a 15-minute drive of Inkwell Beach and Oak Bluffs Harbor.

Kitchen

Washer

The Sandbar Casita in Padanaram Village with Beach Access

Dartmouth MA

Located in Dartmouth, this cottage is a 1-minute drive from Dartmouth Cultural Center and 6 minutes from Rotch Jones-Duff House and Garden Museum.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.