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windjammer days rentals2015 Windjammer Days Rentals

We're Famous! Check your PBS listings for the 30-min episode featuring Boothbay and our very own Captainís Quarters! More info...

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Guest Reviews
"Thank you for responding so quickly. You guys have been so wonderful there! I truly appreciate all of the compliance and care from you"
---Carissa A.
"A belated thank you for providing us with an outstanding vacation! Maine is my favorite state and I wanted to share this with my sister..."
---Judy H.B.
"First-you are awesome! We had such a wonderful time at Duck Inn. It was just the best setting for our anniversary. The house is set up ..."
---Cathy and Jim W.
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Free Tickets to the beautiful Coastal Maine Botanical Gardens for up to the occupancy of the house.  This offer applies to Atlantic Sunset, Captain's Quarters, Dorr's Alley, Duck Inn, Fairview, Linekin Breeze and Whiteley's Wharf, for bookings made during February. 

Give us a Call 800-823-9501



Connect with us! (207) 633-6545 (800) 823-9501

sprucepointestate3a.jpg Here at Cottage Connection of Maine, we’ll help connect you to the perfect Maine Vacation Rental! We make it easy. Our knowledgeable and friendly staff of locals love 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". kitchen_sm.jpg

In 1993, we decided to start helping our friends and neighbors rent their summer homes. This means 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! And most of our homes are full houses with kitchens and lobster pots, bedrooms and bathrooms. Many have full yards, some have private docks & floats. (We have a hand full of beautiful efficiencies and condos too.)

Our owners create unique and welcoming homes, Cottage Connection provides professional management. Together we 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.

We are local. Our entire team lives in and around Boothbay year-round. We grew up here. We raised our kids here. We've experienced other parts of the world, but this is home. We always come back, we love it here, and so will you! So ask us questions. Let us help you build the absolutely perfect vacation for you, your freinds, your family.


CaptKent_SailboatKids.jpg Somewhere in our large inventory is the perfect cottage in the perfect location for you. Ocean front, 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. Harbor.jpg

Our cottages are scattered throughout Mid Coast 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.



canoes_sm.jpg Boothbay Harbor is a very active seaside 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 salt-water 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 try lobstering for a day! Kayaking in Midcoast Maine

Need to stretch those sea legs out a bit? We also have miles of trails through preserves and protected lands via the Boothbay Region Land Trust. There's 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! 

Photo by R. Nichols

Shopping, antiquing, galleries, art, jewelry and local crafts can all be found here. Our night life 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 your camera! <more>



And don't forget our festivals! The season kicks off with the locally inspired Fisherman's Festival, the schooners parade in for Windjammer Days and the food and music just never stops for Harborfest! We have tons of things to celebrate here and there is usually some sort of event going on to do just that: come join us!


Togethering in MaineWhen 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 favorites.

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.



Vacation rental managers association