Summer House Cottages

Cottages at the Boat Basin

Cliffside Beach Club

White Elephant Hotel

”Sprawling inn with a classic island feel, a 10-minute walk from the beach....”  More

Hob Knob Inn

”Don't worry if you track beach sand through the fr...”  More

Chatham Bars Inn

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Wequassett Inn Resort & Golf Club

”Cluster of shingled cottages on 22 oceanfront acres....”  More

Vanessa Noel Hotel

VNH

”This season, New York-based shoe designer Vanessa Noel—who opened VNH, the island's first boutique hotel—will spotlight fanciful accessories by Lana...”  More

The Winnetu Inn & Resort

”An old motel on this prime South Beach site below Edgartown was demolished to make way for the Winnetu, which...”  More

Charlotte Inn

”It's almost impossible to deny the appeal of a classic New England inn, especially in winter......”  More

Union Street Inn

Land's End Inn

”Sixteen-room retreat with impressive harbor views....”  More

Carpe Diem Guesthouse

Crowne Pointe

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Brass Key Guesthouse

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Sherburne Inn

”Simple, breezy, and right in the center of town....”  More

Crow's Nest Resort

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Hotel Green

”Hotel Green has an organic restaurant and 10 guest rooms that combine Noel's eye for design with substance...”  More

Veranda House

”The 20 rooms at the gingerbread-trimmed Veranda House are furnished with Frette linens and Simon Pearce glass lamps....”  More

Colony of Wellfleet

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

The Wauwinet Inn

”The $380-a-night rooms at the exclusive, white-fenced Wauwinet may not be in my budget, but cocktails at the alfresco bar...”  More

La Maison Cappellari at Mostly Hall

”All six rooms have trompe l'oeil paintings by the owner, Christina Simcic. The house is situated in a large, peaceful...”  More

Red Inn

”My father used to say that you were guaranteed goo...”  More

Cottage Grove

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Even'Tide Resort Motel and Cottages

A Little Inn on Pleasant Bay

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across ...”  More

Belfry Inne

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Captain's House Inn

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Day's Cottages

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Inn at Cook Street

Inn on the Sound

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Menemsha Inn Cottages

Ocean Edge Resort & Club

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Race Point Lighthouse

Wade Cottages

”Staying in one of Susanne and Wade Green's six cottages (two-week minimum) or five apartments (one-week minimum) is like crashing...”  More

Wequassett Resort and Golf Club

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More

Wings Neck Lighthouse

”My father used to say that you were guaranteed good weather if you spotted a boat as you drove across...”  More