Boothbay Region & Midcoast

Local Knowledge

Here at Cottage Connection of Maine, we’ll help connect you to the perfect rental for your vacation! We make it easy. Our knowledgeable and friendly staff of locals loves making our guests feel welcome and cared for. After all, here in Maine, we’ve been welcoming visitors to our home for generations. Sharing our summer camps and cottages with friends and relatives from ‘away’ has been going on here long before anyone coined the phrase “vacation rental.” In 1993, we decided to start helping our friends and neighbors rent their summer homes. So each of our homes is privately owned and as unique as its owner. This means you get an authentic Maine experience, you get to live like a local! We provide professional management to ensure a standard of excellence and comfort today’s travelers expect. Many of our homes are pet friendly, too! So contact us today and let us connect you to the perfect cottage.

Classic Maine Cottages, from Camps to Castles

Somewhere in our large inventory is the perfect cottage in the perfect location for you. Oceanfront, lakeside, forest, or intown – location is often just as important as the cottage itself. We have specifically chosen the cottages we feature, finding the best of the gems offered in our area. We proudly partner with the owners of our cottages to provide you with a unique, authentic Maine experience. Our cottages are scattered throughout midcoast Maine: Boothbay Harbor, Boothbay, Southport Island, East Boothbay, Spruce Point, Sprucewold, Linekin Bay, Edgecomb, Wiscasset, Westport Island, Phippsburg, Bath, Damariscotta, Pemaquid, Wayne, and even Vermont. Describe what you are looking for, we’ll help you find it.

So Much to See, So Much to Do

Boothbay Harbor is a very active boating community and one of the most picturesque places in coastal Maine. Whether you bring your own boat, enjoy local offerings, or simply watch them go by, boating is a big part of being here. Let local guides show you reversing falls, try sea kayaking, or paddle up a saltwater river. Take a four-hour whale watch or puffin cruise, a two-hour sunset or reggae cruise, or sail the harbor on a schooner. You can even be a lobsterman for a day! We also have miles of trails through preserves and protected lands, the Coastal Maine Botanical Gardens, Maine State Aquarium, and our newly renovated YMCA with a brand new Olympic-size pool. The Boothbay Country Club has been renovating to create a tournament-level golf course, and the Dolphin Mini Golf is as much fun as ever! Shopping, antiquing, galleries, art, jewelry, and local crafts can all be found here. Our nightlife includes live theater, a movie theater, dinner theater, and lots and lots of live music. And don’t forget about the food. We have incredible food here. So bring your appetite, let go of your stress, and don’t forget the camera!


When we think about what makes a vacation fantastic, it is usually the memories of the people we were with every bit as much as where we were or what we were doing. We wanted to point out – what we think is – one of the best reasons to stay together in a vacation rental rather than separately in a hotel. Togethering is that reason. Hanging out over breakfast in your jammies. Teaching the art of s’mores to a new generation. Enjoying a cocktail as the sun goes ‘plunk’ into the ocean. Looking at all the great pictures you took today. Sitting around the living room sharing family stories. Togethering is a large part of why we gather, why we travel to see each other. Think back over some of your favorite memories – sometimes sharing them creates new

Cottage Connection of Maine, Inc., is a proud member of the Vacation Rental Managers Association and founding member of the Vacation Rental Professionals of Maine and operates according to their rules of ethics and high standards in property management.

Unique Maine Vacation Rental Cottages. Privately Owned.
Professionally Managed. Trusted Since 1993.

(800) 823-9501 /



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