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Check out the two-minute sizzle reel of the upcoming Getting Away Together episode featuring Captain's Quarters and the Boothbay Peninsula!



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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.
More guest reviews >>

Maine Vacation Rentals


We're ready to connect you with the
Perfect Maine Vacation Cottage!
Call 800-823-9501 and let us find yours today!

Vacation Rentals. Privately Owned. Professionally Managed. Trusted Since 1993.
Your connection to quality vacation rentals on the Coast and Lakes of Maine and Vermont.

Vacation starts with connecting you to the perfect Boothbay, midcoast or other Maine Vacation Rental. Do you want:

  • Your refrigerator fully stocked when you arrive?
  • Wi-Fi?
  • To bring your family pet?
  • To watch lobster boats or hear pounding surf?

Well, you have come to the right place! The Cottage Connection team is here to make your dream vacation a reality - Real people, Great Listeners, Attention to Detail and most important You. Problems arise, Question about activities, Help with planning a family reunion, we have you covered.

When you call, you connect to a live person, even when the office is closed.

We are here for You.

As you plan your migration to our Vacation Lodging in Boothbay or one of our other select Maine or Vermont towns, our Cottage Connection team of specialists will connect you with a perfect place to stay and connect you to Your Unique Maine Vacation. You have our “Maine Promise.”

We will make your vacation in Boothbay the best Maine Vacation we can.

Call our Specialist now at 800-823-9501 or 207-633-6545 and start your migration today!

Why rent from Cottage Connection in Boothbay, Maine?

Check out what our guests have to say!

"The Cottage Connection staff is the BEST! Every detail is attended to: Clear concise rental agreements; detailed lists of things to do and places to go in the area; written lists of emergency measures phone numbers posted on the refrigerator door; arranging for delicious pot pies for dinner upon our arrival; crisp clean linens in each bedroom, startup supplies of soap, toilet paper, detergent, spices, etc. -Nothing is overlooked in making our arrival and vacation stay perfect."

Vacation Rentals in the Boothbay Region of Maine

Cottage Connection's Maine Cottages in the Boothbay Region are perfect for your New England ocean front vacation, family reunion, small weddings, corporate retreats & more. Renting a cottage is an economical lodging option. We invite you to experience what 200,000+ people have already experienced, real Maine hospitality.

Our office is centrally located in Boothbay, Maine, just 10 minutes south of Rt. ONE on Rt. 27 (now called Wiscasset Road). Come take a journey with us through our quaint villages from Harpswell to Waldoboro. Reserve one of our exclusive Maine Vacation Rentals or Cottages and use them as a base for day trips. Use our "About Midcoast Maine" page, to plan your trip.

Our Maine Vacation Rentals are Pet Friendly

The Welcome Mat is Out

Pet Friendly since 1993, man's Best Friend is welcome! Over 90% of our vacation homes are dog and cat friendly. View our list of Pet Friendly vacation rentals and let your best friend experience a Boothbay Vacation with you.




Customer Service is our Specialty

Concierge-Style Services for a Care-Free Maine Stay: Our service promise to you is that all of the properties we represent will be clean and in good repair ready for your Boothbay, Maine Vacations! In addition to these quality Boothbay Region Vacation Rental Properties we offer a variety of services including housekeeping to make your vacation rental as carefree as possible. Our cottages are clean, secure and many have wonderful water views and some are near the beach or have their own private beach. Lower prices don’t always bring value. Our prices are market competitive and are always being reviewed to ensure You get the best value for your precious vacation dollars. Take a look at our Guest Services.

Contact us to Reserve your Maine Vacation Cottage

Rentals Available Year Round: Give us a call and let us take the worry out of renting for you! Our office is open year round for your vacation or holiday planning convenience. Check out our Special Vacation Packages.

Contact us at 800-823-9501 or email us:rentme@cottageconnection.com today and let us know what you are looking for because helping you to find the perfect place is what we do!

Prices are subject to change without notice. While every effort is made to ensure information is accurate, Cottage Connection is not responsible for errors or omissions. We thank you for bringing these to our attention and they will be promtly taken care of.


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

Vacation rental managers associationBBB® Accredited Business SealBBB® A+ Rating

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