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Cottages in Middle Island

"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "

$432 nightly

Oct 2 - Oct 3

Total with taxes and fees

"Exactly what we looking for. We loved our stay. "

"Really enjoyed our stay here and had a wonderful time exploring the area."

$341 nightly

Oct 15 - Oct 16

Total with taxes and fees

"The little cottage in quaint Jamesport was perfect! Felt like you were back in simpler times and able to walk to near restaurants/ beach. Joe was always responsive with all questions. Hope to visit again soon! "

"Very calming property and everything you would need inside. "

$286 nightly

Sep 30 - Oct 1

Total with taxes and fees

"We had such a wonderful time during our stay, thanks to Sandra's excellent hospitality. She was extremely helpful, knowledgable, and accommodating throughout our entire stay. Upon checking in, we found a beautiful welcome card and local treats left for us alongside an incredibly informative binder detailing any and all information relevant to the property, attractions in town, and fabulous restaurant recommendations. Sandra's cottage was comfortable, cozy, safe, and tidy. We are very grateful to...

"Very clean and comfortable "

$286 nightly

Sep 30 - Oct 1

Total with taxes and fees

"Cottage was awesome!! It was clean and welcoming. We felt at home. Great place to stay."

$297 nightly

Sep 30 - Oct 1

Total with taxes and fees

"Great location near good dining options (Cooperage, Desmond's), vineyards, walk to beach. Comfortable bed. It's a cabin in the woods so damp and musty smell, like a cabin in the woods."

"It was everything my heart desired. My mind remembered & MY SPIRIT needed to sore Looking forward to revisiting as soon as I can get my dates "

"The pictures do not do this cottage justice. The Christmas decorations were a great surprise too. Plenty of room for all 8 of us with everything we need nearby. "