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Waterfront Captain's Cottage with deep-water dock on private 6-acre property

Bedrooms 6
Space 3,900 sq. ft.
Property type cottage
Minimum Stay 7 nights


About the property

5 bedrooms, 3 baths, sleeps 11 plus 2 single futons in gameroom

Vacation at this Westport Island Waterfront Captain's Cottage with spectacular views! Enjoy working lobster boats, colorful sailboats, beautiful sunrises, low-flying osprey, and a deep-water dock that gives access to some of the world's finest Striped Bass fishing around! Enjoy coffee on the open deck in an Adirondack chair and watch the fishermen haul in their catch. Order freshly caught lobsters! Wind down your day with drinks and dinner on the huge screen porch overlooking the water or head downstairs for a game of pool on the slate Olhausen pool table. The kids will enjoy roaming the property's acreage with plenty of woods for exploring. Kayaks can also be rented and kept at the dock for tranquil early morning bird watching or trips to see the seals basking on the rocks just a few hundred yards away. Surrounded by woods and water, framed by roses and perennial gardens, complete privacy is yours at the Captain's Cottage.

Now accepting reservations for the 2017 season! Book early to reserve your summer vacation time at the Captain's Cottage. Call or email me anytime with additional questions concerning the cottage or surrounding area. Additionally, call me to request a discount for multiple weeks or for weeks during the off-season.

Full amenities in a 3-story waterfront cottage. This waterfront 3-story cottage boasts 5 bedrooms, 3 full baths, and a sunny kitchen and family room adjoining the 30x10 foot screened-in porch. In addition, there is a dining room with seating for 8, a living room, sun-room, two decks overlooking the water and a 36x24 ft. fully furnished game room. The decor is pure Maine with exposed beams and a hand-hewn wrought iron staircase. It is exceptionally appointed in antiques, Bar Harbor wicker, four-poster and iron beds and antique oil lamps. The library is fully stocked and there are hundreds of children and young-adult books, too.

More Details

Sarah Rutler
Member since: 2004
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
July 18, 2017

Why Sarah Rutler chose Boothbay Harbor Area

When you vacation at the Captain's Cottage you enter into the real deal - a storied Maine cottage owned by the captain and master of the famous fishing vessel Hannah Boden which survived The Perfect Storm during the Halloween gale of 1991.

Guestbook comments from the owner

The Captains Cottage

Our extended family, ranging from age 6 to 72, has found the Captains Cottage to be the perfect Maine getaway. It is a large beautifully appointed cottage and yet casual enough to completely relax. We love the front lawn for games, the lightly screened deck, and the open deck. Both decks have a classic Maine water view. There is room to read by yourself, play pool or cards downstairs or just sit on a couch and look at the view. We love to cook and the well equipped kitchen with an island is always busy. Last, but not least, the dining room has a long table that will hold everyone for meals, including lobster that can be delivered to the dock on the water.
Jul 2010
  • 1 of 1


Westport Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Floor Area:
  • 3900 sq. ft.
House Rules:
  • Max. occupancy: 13
  • pets considered ...
  • children welcome
  • non smoking only ...
Location Type:
  • Waterfront
  • Away From It All
  • Family
  • Activities Guide
  • Alarm Clock
  • Clothes Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Local Activities Guide
  • Local Maps
  • Paper Towels
  • Rumpus Room
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet
  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils ...
  • Dishwasher
  • Freezer
  • Grill
  • Kitchen ...
  • Lobster Pot
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • Bathroom - toilet , shower
    Bathroom - toilet , shower
    Bathroom - toilet , tub
  • One ground floor bath with easy step-in shower and two additional baths on top floor. One with claw foot tub and the other with a step-in shower. Magnificent view from the upstairs 'throne'!
  • 6 Bedrooms, Sleeps 13
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 double
    Bedroom 3 - 1 double
    Bedroom 4 - 2 twin/ single
    Bedroom 5 - 2 twin/ single
    Bedroom 6 - 1 twin/ single , Alcove off of master bedroom
    Gameroom - 2 sleep sofa /futon , Single size chair futons
  • 1 king, 2 doubles, 1 set bunks, 2 twins, and one twin in alcove off of master bedroom - perfect for a young child who doesn't want to be too far from mom and dad...In addition, there are two LL Bean over -size chair futons in the downstairs game room that fold out in to single beds. These are ideal for teenagers that like to stay up later while playing ping-pong, pool, poker and listening to music.
  • Books
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player
  • Game Room
  • Games
  • Games for Kids
  • Piano
  • Ping Pong Table
  • Pool Table
  • Radio
  • Satellite / Cable
  • Stereo
  • Television
  • Toys
  • Video Library
  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Binoculars
  • Boat Dock
  • Deck / Patio ...
  • Large Cooler
  • Lawn / Garden ...
  • Outdoor Grill
  • Outdoor Grill Gas
  • Porch / Veranda ...
  • Screen Porch / Veranda
  • Small Cooler
  • Unscreened Porch / Veranda
  • Walkway to Water
  • Wood Deck
  • 6 garden chairs
  • Low Allergen Environment
  • suitable for elderly or infirm
  • wheelchair inaccessible
Onsite Services:
  • Private Chef
  • autumn foliage
  • live theater
  • recreation center
Leisure Activities:
  • antiquing
  • bird watching
  • outlet shopping
  • sight seeing
  • walking
  • whale watching
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • hiking
  • mountain biking
  • sailing
  • swimming


Wonderful! 4.9/5 -
(11 traveler reviews)

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Waterfront Captain's Cottage with deep-water dock on private 6-acre property
average rating of 4.909091 based on 12 reviews
Warren, R.I.

Perfect Place for Family Celebration/Vacation

  • 5 of 5

We have just spent a wonderful week at Captain's Cottage celebrating our 5oth Anniversary with our family, which included 6 adults and 4 grandchildren ages 7-16.The house is warm and inviting with lots of interesting art and antiques to look at.Eveyone from age 7 to 73 found a book to read from your extensive collection.The downstairs game room was a perfect diversion for teenagers during the adult cocktail hour. The eating facilities were very good with room on the kitchen island to do a buffet for a casual meal.The 3 mile and 4 mile connecting running /bike routes from the house was great for our exercise enthusiasts.Although the water was too cold for swimming, the dock was a great place to relax and try our luck at fishing. Dusk kayak trips were beautiful and we saw quite a few seals. We practically lived on the screened deck enjoying the view at all hours. Marianne was helpful with information and so pleasant. It was a wonderful vacation and the cottage was absolutely perfect. I would enthusiastically recommend Captain's Cottage to anyone.

  • Submitted: Aug 25, 2009
  • Stayed: Aug 2009
  • Source: HomeAway
Owner's Response: Judith, It was an absolute pleasure to have you and your family as guests at the Captain's Cottage. I am so pleased to hear that the cottage met all of your expectations and that you and your entire family had a wonderful vacation. Thank you very much for the kind review and for leaving the cottage in such wonderful shape. Please come see us again! Best regards, Marianne
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Mount Laurel

Cute cottage with a great view.

  • 4 of 5

Our extended family had a wonderful time staying at Capt. cottage. It was a very peaceful area, the trees were so thick you can't see the neighbors. The water views from the screened porch were fantastic. Lots of steps down to the dock, your legs get a good workout. The house was clean and comfortable, nicely decorated. The kitchen was well stocked with cookware so meal prep was easy. The only thing we found missing was the lobster pot, so we called the owner and she had one dropped off very quickly. We bought lobster from the co-op on the island, just a few minutes away, fresh and delicious. The upstairs bathroom has the best view of any bathroom I have ever been in. The house is in a good location just far enough away but still close enough to downtown wiscasset and over the bridge to Boothbay. The beach at Popham state park was fabulous and less than an hour away, making it a fun day trip. We thoroughly enjoyed our stay.

  • Submitted: Jul 8, 2017
  • Stayed: Jun 2017
  • Source: VRBO, from HomeAway
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Los Angeles CA

Time Flew By

  • 5 of 5

Our family of four adults and four teens stayed for a week in mid-June. There was ample room for all with lovely linens on the beds, tons of towels, and very clean rooms. The housekeeping throughout was well taken care of. Most of the beds are super comfortable. The room with two twins that can be made into a king has mattresses you can make do with, but felt a bit thin. Better for kids than older adults.

The house is on a dirt road and it takes exactly 19 minutes to make it to the main road in Wiscasset. So we loaded up two carts at Shaw's grocery store to avoid having to go back to the market again. There is a little shortage of cabinet space in the kitchen even for one cart of food. There are lots of pretty dishes in the cabinets and two half-full pull out drawers in the island. We got creative and managed to get the food put away. The fridge is large and has lots of room. This is not a negative at all, when you rent a house figuring these things out is part of the experience. Paper towels, TP, dish and kitchen cleaning products all included.

The house is beautifully decorated with antiques, comfy good-quality furniture & rugs, pretty art, nice photos. We spent most of our time when inside on the screened in porch off the kitchen. The kids spent a lot time when inside in the basement playing pool & pingpong. We took day trips each day and ate at home many evenings. The grill on the screened porch has its own exhaust hood and that was a delight!

The large green lawn from the drive way up to the house is bordered by pretty pink beach roses, purple iris, and rock garden flowers. Everything was green, lush, and in great shape. The woods surrounding the house were full of wild blueberry and blackberry bushes. There were moose tracks by the pond (which is full of frogs). We saw deer and porcupines and fishers in the woods. One night we heard loons for hours. We saw dolphins and seals off the dock. We walked down the dirt road and there were lady slipper orchids growing alongside wild strawberry plants.

Bath is about 35 minutes away. Freeport was less than an hour. Boothbay about 35 minutes.

Sarah was attentive and helpful by email during the week. We had a flat tire and she sent us to a great auto repair shop in town. A coffee pot was broken upon arrival and it was replaced within hours. Then they sent someone to check that it had been done.

This was the fastest vacation we have ever had, time just flew by. Thank you Sarah!

  • Submitted: Jul 5, 2017
  • Stayed: Jun 2017
  • Source: VRBO, from HomeAway
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This cottage had all you need and more.

  • 5 of 5

We had a wonderful family vacation. There were 15 of us ranging in age from 5 to 69. We even had 6 additional friends come for a day with their 4 children, and though there was a rainstorm, the house easily accommodated 10 children and 16 adults for two meals.

Everyone mentions the screened porch and that is because it is wonderful. It has an excellent view and we all spent as much time as possible there. In the morning, the sun streams in and warms it so that you can use it earlier than you might otherwise if it is chilly. In the afternoon, it is shaded and cool. If you want afternoon sun, you can be on the deck at the other end of the house.

The house has wonderful common areas that work well with a big group. You can find a corner to read or work undisturbed, or talk easily in groups with plenty of space. The children spent a lot of time in the well-equipped game room in the basement. The kitchen had everything we needed in abundance. There were plenty of towels and sheets, and the cleaners came in and did a great job at the height of our stay. The bedrooms are somewhat awkward, depending on the needs of your guests. If all the couples we expected had shown up, we would have had to have them share space with others. As it was, because we are all extended family, it worked out well, and everyone said they wouldn't mind if they had to sleep on air mattresses in with others if they had to, especially since the common areas are so wonderful and you only need the bedrooms for sleep. The property can handle 4 couples and a few children without any awkwardness.

The dock is down more than 75 stairs, so trekking down and back up with kayaks is not easy, but not impossible. There is a small dingy and garden chairs that live at the dock, and the area is very good for canoeing and kayaking. We also bicycled and ran.

The lobster co-op is a wonderful resource, and we even watched a lobster molt! Other day trips that have become a tradition for us included the Cabbage Island Clambakes out of Boothbay Harbor, a day at Ried State Park with a wonderful meal at Five Islands Lobster Co. and a day at the Coastal Maine Botanical Gardens. The pond on the property is lovely - full of butterflies, and dragonflies, etc. The decor is fun and lovely. And the book collection is really special. Oh, and there is a grand piano with a bench full of music!

  • Submitted: Aug 26, 2014
  • Stayed: Aug 2014
  • Source: HomeAway
Owner's Response: Thanks for the fun review- and I am delighted that you have already booked the same two weeks for next year. Your family takes the record for the biggest gathering of overnight guests! I generally limit the cottage to 11 guests as that is how many sleeping accommodations there are - but if everyone was happy and comfortable then that is all that matters. Thanks so much for making the Captain's Cottage your vacation destination for 2015. All the best, Marianne
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The Ultimate Maine Experience!

  • 5 of 5

New to Maine, our New York family of 13 chose Westport Island and the wonderful Captian’s Cottage based on numerous recommendations from veteran Maine vacationers we knew, and the kind and incredibly helpful email correspondence from the home’s owner, Marianne. With ages in our group ranging from 80 years old to 8, we enthusiastically arrived at the Captian’s Cottage, ready to experience everything Maine was known for. Marianne’s beautiful home, filled with comfy, New England antiques, didn’t disappoint. With room for us all to spread out, we explored the 3 levels of the cottage, chose our favorite beds, (Every room complete with clean bedding, towels and old Maine charm) and gazed out from the expansive, screened in porch in awe- peaceful, waterfront scenery, complete with a lobster boat or two, as far as the eye can see.

Situated on 6 sunny acres, we had all of the privacy a crowd like us could ask for. We did, however, take advantage of Marianne’s recommendation and had a

local Maine chef come to the cottage and cook us all an authentic Maine dinner, not only once, but twice during our week stay! Even the younger children in our group enjoyed tasting all of chef Kathie’s wonderful appetizers and dishes- she was just a pleasure as we all gathered in the kitchen asking “touristy” questions and watching her whip up her specialties. Her meals were just out of this world. Marianne’s lobster fisherman recommendation, Mike, was another special event at the cottage. He delivered 30 lobsters (Caught not far from our waterfront) to our door one evening and even helped us prepare them! He was just great and our lobster fest will be one of our favorite memories of Maine.

Although we loved relaxing at the cottage, kayaking off our very own boat dock, we did often venture out to explore. Not far from the cottage (15 minute drive or so) was a nice big supermarket (Shaws) to help stock up our kitchen. A little further down was the quaint town of Wiscasset- great for antiquing or an afternoon lobster roll. A little further on, and you’ll find Boothbay Harbor- a fun and busy harbor town great for fishing trips, various boat rides- including one to nearby Cabbage Island for a humongous clambake- shops, homemade ice cream and restaurants for all. The very best part for us, though, was coming back to the Captain's Cottage, where in such a short time, it felt like our second home. A big thanks to Marianne for sharing this very special place- Recommended for all!

  • Submitted: Sep 12, 2013
  • Stayed: Aug 2013
  • Source: HomeAway
Owner's Response: Donna, I am absolutely thrilled that you and your family loved the Captain's Cottage as much as I do! Thank you for the wonderfully kind and thorough review. You and your family are exactly the type of guests that I love to host at the cottage. I will also let my chef Kathie and my lobster guy Mike know that they played a big part in making your Maine vacation even more memorable. Please come back and visit anytime! All the best, Marianne
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The BEST!!

  • 5 of 5

We can't say enough about how wonderful our week at the Captain's Cottage was! Marianne is a most gracious hostess - she has thought of everything and she was just a phone call away if we needed anything! We had four generations ranging in age from 9 to 78 and everyone enjoyed. My Mother enjoyed reading in the sunroom, the youngsters loved feeding the horses and playing in the treehouse. Everyone else enjoyed the wonderful walkout basement with lots of windows and lots of entertainment - pool, ping pong, poker table, and tons of games. The number of books is amazing and we all found just what we wanted. I was worried at first because there are so many beautiful antiques and decorations around the house and I was worried about something being destroyed. But, not to worry, the house is just so homey and friendly and the kids were fascinated with everything, but didn't destroy anything!! We all spent the majority of time on the huge screened porch where we rocked while watching the lobster boats and where we ate all of our meals. The BEST part of the trip was the lobsters that were delivered right to the dock! We had so much fun cooking what turned out to be the best lobster any of us had ever tasted! It is a steep, long walk down to the dock so my Mother didn't attempt that. Also, it was nice that there was a bedroom on the first floor, so Mom was very content there. We had fun exploring the house because it just seems to keep going on and on from one room to another - in fact there were times I would forget how to get somewhere! The kids enjoyed figuring out which bed they wanted to sleep in each night! It was so private and so quiet and just what we wanted to get away from it all. Thanks so very much, Marianne, for making us so comfortable and for sharing your beautiful home with us!

  • Submitted: Sep 21, 2012
  • Stayed: Sep 2012
  • Source: HomeAway
Owner's Response: Thanks so much for the lovely review! Families such as yours spend a lot of time searching for the perfect vacation home. I am so pleased that the Captain's Cottage fit the bill for your entire group. We had such amazing weather while you were on the island, too! And I'm so glad you enjoyed the lobsters - they were freshly caught the morning before and you just can't beat the local lobsters for their incredible sweetness. Thanks again for making the Captain's Cottage your vacation destination! Best, Marianne
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Nearest Airport
50 Miles
Portland, Maine
Nearest Barpub
9 Miles
Monsweag Road House, Woolwich, Maine
Nearest Golf
12 Miles
Bath Country Club Bath, Maine
Nearest Train
45 Miles
Portland, Maine
Nearest Motorway
8 Miles
Route One
Nearest Restaurant
1 Miles
Squire Tarbox Inn Westport Island, Maine
Nearest Beach
15 Miles
Reid State Park Georgetown, Maine
Car: necessary

New for kids of all ages! Monkey C Monkey Do: Family Adventure Park with zip lines, swings, and an ice skating rink! Plus, Boothbay Harbor lies 20 minutes away via boat. Wiscasset, with its antique shops, wonderful restaurants, and gourmet wine, cheese and bread shop is 15 minutes away via boat or automobile. Reid State Park, Damariscotta Lake, Thomaston Point Beach, Freeport's L.L. Bean and the Maine State Theatre at Bowdoin College are all less than a half-hour to an hour's driving distance away. Enjoy the numerous festivals mid-coast Maine has to offer including the Lobster Festival, the Hot Air Balloon Festival, the Folk Music Festival, the Jazz Festival, the Fishermans Festival and the Arts Festival. Fun family entertainment at its best! In addition, attend one of the many weekly antique auctions held locally at Foster's or the Thomaston House Gallery and take home a real Maine treasure. Oriental rugs, oil lamps, pine cupboards, and estate jewelry can all be picked up at a fraction of the price charged in stores. Bring your fishing gear for some great striped bass, mackerel and cod fishing.


Rates & Availability

Westport Cottage Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
Jun 3 2017 - Sep 9 2017
7 night minimum stay

Additional information about rental rates

Pet Fee $250
Refundable damage deposit $500
Tax Rate 8.0%

$3950 from June through Labor Day weekend
$2950 May and after Labor Day weekend until mid October
No winter rentals available

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.

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