Celebrating 30 Years in Business!


Spacious Seaside Home in East Boothbay with Deep Water Dock & Float, Wrap-Around Porch and Sunset Views

  16 guests
  8 bedrooms
  3 full bathrooms
  Allows Pets

Instant Quote

Property Features

Sleeping Arrangement

Bedroom 1 Second Floor
1 King
Bedroom 2 Second Floor
1 Queen
Bedroom 3 Second Floor
1 Double / Full, 1 Twin
Bedroom 4 Second Floor
2 Twins
Bedroom 5 Third Floor
2 Twins
Bedroom 6 Third Floor
2 Twins
Bedroom 7 Third Floor
2 Twins
Bedroom 8 Third Floor
2 Twins




WELCOME TO CAPTAIN'S QUARTERS! Here you can sail, swim, kayak, fish and boat- all from a private dock & float (shared with owner). "CQ" is for anyone who loves the ocean! Located on the east side of Linekin Bay, just across from Cabbage Island, this comfortable three-story home in East Boothbay is the real deal.  This house was featured in the made for PBS television series, Getting Away Together.  We have a link to the episode's sizzle reel and the show which is currently on Amazon Prime on our home page. https://vimeo.com/328682044
THIS OCEANFRONT HOUSE: This home was built in the late 1800's as an Inn for the Eastern Steamship company. It features a spectacular wrap-around porch on three sides with beautiful sunset views over Linekin Bay and Cabbage Island.  People also love to gather in the kitchen which has an island in the middle and several bar stools for eating or just "gathering together" to cook and talk and enjoy time with each other.

First floor: Here you will enjoy the well-equipped kitchen, formal dining room, large living room and 3/4 bathroom (shower). The large spacious kitchen is well equipped for preparing big meals with two coffee makers, two refrigerators, and an additional freezer plus an island for socializing, the kitchen is large enough for folks to ‘hang out’ while preparations are underway. The living room has a brick fireplace and several furniture groupings offering plenty of space for conversations and indoor activities such as puzzles, board games, and WiFi. Mementos from the current owners as well as historic pieces from over a century of visitors, this cottage welcomes you to come right in and make your own memories! 
Second Floor: Features one full bathroom and four bedrooms: 
The Lilac Room has a King bed, gracious lilac wallpaper, and soothing furnishings. This room is for morning people with views over the terrace and lawn.
The Nautical Room has a Queen bed and just enough nautical touches to have you dreaming of adventures on the high seas. Lace curtains frame views of Linekin Bay and Cabbage Island.
The Butterfly Room has Two Twin Beds. Hand-painted butterflies' flitter about the walls of the room creating a soothing oasis of whimsical magic with beautiful touches adding to the charm. 
The Shorebird Room has One Single Bed and one Double Bed. Hand-painted art depicts life-size images of local birds and their habitat. Civil War era furniture and appointments add beauty to this incredible room.
Third Floor: Also has one full bathroom and four bedrooms:
The Garden Room, with two single beds, is complete with a white picket fence around the hand-painted garden circling the room. Little bunnies, birds, ladybugs and more make delightful roommates! 
The Harry Potter Room, with two Twin beds, is a wizard’s delight with all manner of secret magic paraphernalia. Should the need to look up a potion recipe arise, a set of the books is on hand! 
The Portrait Room, with two Twin beds, is replete with red and blue roses on the walls and carpet with white blankets making this room the perfect haven for the patriot in your group. 
The Soldier’s Room, with two Twin beds and tin soldiers marching wallpaper, will inspire child-hood nostalgia you will want to share with your grandkids!

The grounds cascade in tiers from above the house down to the water.
A gas BBQ and cook-out area with picnic tables are great for outdoor grilling and provide the perfect venue for an old-fashioned lobster bake. Croquet, horseshoes and badminton games are available. There is a swing set for small children!

An enclosed porch wraps around three sides of the house with glass and screen windows letting in the sunshine, sea breezes, and amazing views! White wicker furniture with nautical-inspired cushions leads from one seating arrangement to the next. Dining tables, a foosball and Ping-Pong table along with games, puzzles, a reading library and DVD’s will provide hours of endless entertainment. In the evening, warm lighting and salty air lend a festive ambiance for music, games, storytelling, and gathering together.

Extending out into Linekin Bay, the low tide depth of the float is 10’.  Bring your kayaks and boats or rent them in Boothbay Harbor. Sturdy Adirondack chairs on the dock are perfect for morning coffee or evening cocktails or just to enjoy the cool afternoon breezes. Swim, sunbathe or fish from the float. One deep water mooring is also available, ask for details. Bring your own boat, or rent one. No boats are provided per the insurance company.  The dock is shared with the Owners who come and go from their boat.

BEDROOMS: (1) King, (1) Queen, (2) Twins, (1) Double and (1) Single, (2) Twins, (2) Twins, (2) Twins, (2) Twins.
BATHROOMS: (1) 3/4 Bathroom with shower, sink & toilet, (1) full bathroom with shower/tub combo, (1) full bathroom with shower/tub combo.

DOGS PERMITTED? Dogs are negotiable, give us a call!
LINENS & TOWELS INCLUDED? Yes, linens and towels are included

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Write a Review
Columbia, US
Reviewed: Aug 20, 2019
Property Manager
Wilton, US
Reviewed: Aug 4, 2019
Property Manager
Montrose, US
Reviewed: Jul 30, 2019
Property Manager
Columbus, US
Reviewed: Jul 17, 2019
Property Manager
Belmar, US
Reviewed: Jul 1, 2019
Property Manager
Montreal, CA
Reviewed: Sep 18, 2018
Property Manager
Hallowell, US
Reviewed: Aug 25, 2018
Property Manager
Nashville, US
Reviewed: Jul 16, 2017
Property Manager
The team was always more than willing to answer all questions both about the house and the surrounding area. We had rented the house 2 previous times so we were already familiar with most things. I asked for a photographer to come to the house and Pamela was kind enough to recommend Karin, who was simply wonderful and spent lots of time with our family getting what I am sure will be memorable shots of our large family. We don't have the photos as of yet but I know they will be amazing.
Amazing as always!!!!!! Our collective families love Captain's Quarters and the surrounding area. We traveled from Tennessee, California, Georgia and Indiana to spend time together in a very special place!!!!!
Westlake, US
Reviewed: Jul 2, 2017
Property Manager
The team is very responsive. Audrey is awesome.
We couldn't have had a better family vacation experience. The house suited us perfectly. We were a family of 10, ages 15 to 87. Captains Quarters had something for each of us. We loved the view and never got tired of it. Some of us biked, some of us hiked, some of us relaxed on the dock. Each evening we played games or did a fun craft. We kayacked, played ball, had a cookout one day. Loved cabbage island excursion and all the neat restaurants we visited. Loved downtown Boothbay! All in all a fabulous family vacation! Thank you Cottage connection!
Rome, US
Reviewed: Sep 20, 2016
Property Manager
Very grateful that your team arranged a suitable replacement, when the original property we reserved became unusable just a week before our scheduled vacation.
We should have stayed longer, because there is a lot more to see and do along Maine's coast.
new durham, US
Reviewed: Aug 14, 2016
Property Manager
Lucy did most of the coordinating. She helped us as we made our choice among different options. We were able to come to Boothbay well in advance of our gathering, and were given a tour of "Captain's Quarters", so that we could get the layout in advance - even decide who would sleep in which bedrooms. When we had trouble figuring out the TV and DVD player, we called in and were walked through the process right away.
First of all, the place was spic and span when we arrived - that makes such a good first impression. The house is very comfortable, and can handle many guests. The bedrooms are upstairs, our of traffic. The kitchen is well-equipped and supported cooking dinner for up to 16 people. The kitchen was also perfect for impromptu breakfasts - having two ten cup coffee makers is a big plus. We looked at several properties before choosing "Captain's Quarters", and the decisive feature was the veranda - 60 feet of open view on Linekin Bay, plenty of comfy wicker seating, and a place to fit everyone in case of inclement weather (which fortunately we did not have). Finally, lots to see and do in the mid-coast area. And we could bring our cat!
Westfield, US
Reviewed: Aug 3, 2016
Property Manager
No problems, very friendly.
It was lovely. We did not want to go home.
Arlington, US
Reviewed: Feb 18, 2016
Property Manager
They were very nice and informative during check-in.
Columbia, US
Reviewed: Dec 16, 2015
Property Manager
Excellent and soo friendly.
Fun, fun, fun!
Bel Air, US
Reviewed: Dec 14, 2015
Property Manager
Cottage Connections and the homeowners made our vacation stress free. Any suggestions for future guests? Relax! Yo're in great hands!
We had a wonderful time. The house has 8 generously sized bedrooms. Plenty to do in the area. Loved the big porch for our family gatherings, entertainment and meals. The big yard was a Hugh plus for us. The ages of our family ranged from 3-70 years of age and the house and grounds suited all ages. A large family vacation with family coming from 5 states. Shopping, kayaking, swimming, tours, meals out, visiting with family, and TOTALLY relaxing.
Tampa , US
Reviewed: Dec 11, 2015
Property Manager
What was your reason for visiting - 50th anniversary family get together What activities did you participate in while visiting? (ex. shopping, spa, golf) - we did it all
we enjoyed it--it was perfect and just what we anticipated.
Reviewed: Aug 18, 2014
Property Manager
We chose Cottage Connection because they had the size house and mooring requirements we needed.
The best part of our rental experience was lots of space for 11 people!
Reviewed: Aug 1, 2014
Property Manager
We worked with Cottage Connection because they had a large enough house to accommodate our family. Your staff were wonderful and we had relatives in another rental and you were great to them.
Everything was in order and we all had plenty of room inside and out. The house was awesome and accommodated everyone so well - LOTS of space - even when it rained. It was so nice at how happy and please everyone in our group was with house and its location.
Reviewed: Jun 20, 2014
Property Manager
We chose Cottage Connection because they were in the right location and large enough (the house) to accommodate us all. We thought your service was excellent. We have had our family reunions all over the country and this was the best. We are definitely going to recommend you to friends and family, as you just work very well for large groups. The biggest and best surprise was how easily everything flowed for our multigenerational reunion. We ranged in age from 6 months to 73 years and we all had a blast!
Great home, very nice amenities, activities for all ages. Room enough for us all to be together or to find our own space!


To Our Guests: A Note From The Owner

      "I grew up in this area went away and came back and Jeff moved here with his family in 1977 as a summer resident.  We met here, fell in love here, and got married here at the house. We love living here year-round.  The Boothbay Region is so beautiful and full of quaint small towns with lots of history and charm!  There is something for everyone! This area has a lot of local restaurants, no chain restaurants and also a few craft beer breweries. You can tour lighthouses, historical museums, shop, eat, sail on a schooner, paddle around the Bay in a kayak or visit the interesting and beautiful aquarium and botanical gardens. When you get tired you can come home and relax on this beautiful porch and enjoy the ever-changing weather and views of the Bay watching seals and sailboats. We love to spend our Sundays out on the boat fishing for mackerel and bring our catch home and cook it for dinner.  We love to travel but we really love coming home to Boothbay!

      Beginning the day with coffee down on the dock and ending the day on the covered, screened glassed porch with a glass of wine or a favorite drink makes for the perfect day and night. In the evening, the cooks congregate in the kitchen, the kids like to play on the porch and the sports lovers like to watch the game in the living room. All the bedrooms are on the second and the third floor, so if you want to go to bed early you probably won’t hear the noise downstairs. The house is minutes from downtown. Our house is on Ocean Point, yet you feel like you're far away when you get home. There are so many things to love about this historic house. There is a lovely breeze off the Bay that makes for lovely cool nights and great sleeping! This house embodies the "Classic Maine" and the “Real Maine”.  We believe we are merely the caretakers of this wonderful home and we love sharing it with others to enjoy it and create beautiful lasting memories with family and friends.  This house has been a “home-away-from-home” to thousands of people over the years. And, the tradition continues."


A 4-NIGHT MINIMUM IS REQUIRED FOR NON-PEAK SEASON RENTALS. We require at least 72 hours’ notice of intent to rent so the cottage can be prepared for your stay.

*** Certain fees such as the required Cleaning Fee and optional Pet Fee do not always appear on all booking platforms. Due to this, we reserve the right to collect monies owed for these fees from the guest if not collected as part of the original reservation.***


Check-In Time: BEGINS AT 4:00 PM
Check-Out Time: NO LATER THAN 10:00 AM

Driving Directions & Lock Box Code will be sent to the guest, via e-mail, once their reservation is finalized by signing the Short-Term Occupancy (Rental) Agreement.



We represent a wide variety of quality vacation rentals throughout the Mid Coast Region of Maine. Individually and privately owned, each vacation rental reflects the taste of its property owners. Every effort has been made to ensure that the descriptions and amenities listed above are accurate. However, occasionally changes are made to furnishings, amenities, and equipment made by the owners. Once a change is brought to our attention, we will update that webpage. If you have any specific questions not addressed above or are in search of specific criteria, please contact us.


Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993.

Cottage Connection was one of the first vacation rental companies in the Mid-coast region of Maine. Since being created by Jeff and Audrey Miller in 1993, Cottage Connection has been trusted by homeowners and vacationers alike to “connect” each family with the perfect vacation cottage. As Audrey puts it; “The home they stay in becomes a personality, a part of their lore, when a family connects with the right cottage. Whether they want a rustic cabin in the woods or a high-end ocean bungalow, the right setting sets the tone for the entire vacation.”