Hot Chilmark Cottage Rates
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Featured Cottages in Chilmark

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

New Rental - 2 bedrooms, 1.5 baths, with magnificent views.

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

Adorable, 2 Bedroom Beach Cottage, Sleeps 4, private beach-Wilsons Grove

Oceanside Cottage with Private Beach

2-bdrm Cottage | Close to Everything | Pet Friendly

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

Chappaquiddick, Cozy 2 Bedroom, Spring and Fall Derby availability

12 VINEYARD VIEW - FULLY RENOVATED
Chilmark Budget-Friendly Cottage Accommodation
Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Chilmark will have you feeling like your SO is the peanut butter to your jelly again in no time.
We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Chilmark definitely fit the bill.
Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)
Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Chilmark, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.
Chilmark Cottages essential information
Accommodation | 146 Cottages |
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Lowest Price | NZ$227 |
Highest Price | NZ$371 |
Popular accommodation | Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace, New Rental - 2 bedrooms, 1.5 baths, with magnificent views., Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach, Adorable, 2 Bedroom Beach Cottage, Sleeps 4, private beach-Wilsons Grove, Oceanside Cottage with Private Beach, 2-bdrm Cottage | Close to Everything | Pet Friendly, ★The Islander | Steps From Water, Fire Pit, AC★, Chappaquiddick, Cozy 2 Bedroom, Spring and Fall Derby availability, 12 VINEYARD VIEW - FULLY RENOVATED |
More accommodations in Chilmark
Top trending hotels in Chilmark

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Sea Crest Beach Resort

Admiralty Inn & Suites - a Red Collection Hotel

Summercamp
More ways to explore Chilmark
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^Subject to availability and chosen travel dates.