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Top Cottages in Chilmark

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

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

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

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

Cozy New TimberFrame Vineyard Haven!

5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.

WATERFRONT Downtown Cottage w/ Beach

Cozy family-friendly cottage on beautiful Shining Sea bike trail

Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower

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

4 Mi to Bristol Beach: Cottage w/ Pond & Deck
Top hotels in Chilmark

Summercamp
Chilmark Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Chilmark that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Chilmark is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Chilmark Cottages essential information
Accommodation | 155 Cottages |
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Popular accommodation | Charming Seaside Cottage Central to the Beach and New Seabury Resort Community, Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace, Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach, Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site, Cozy New TimberFrame Vineyard Haven!, 5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views., WATERFRONT Downtown Cottage w/ Beach, Cozy family-friendly cottage on beautiful Shining Sea bike trail, Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower, LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!, 4 Mi to Bristol Beach: Cottage w/ Pond & Deck, Cozy Beach Cottage |