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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


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:
September 6, 2017

Why Sarah Rutler chose Westport

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! 4.8/5 -
(14 traveler reviews)

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Waterfront Captain's Cottage with deep-water dock on private 6-acre property
average rating of 4.785714 based on 15 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: August 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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Beautiful spot for all ages

  • 4 of 5

We chose the Captain's Cottage for our family gathering to celebrate our 50th anniversary. The screened porch was the best. We spent a lot of time out there and it was especially great for our almost 2- year old grandson. The stairs down to the dock did not seem to bother the older grandchildren one bit. I couldn't tell you how many trips up and down they made with their fishing gear. We saw deer, wild turkeys, seals, dolphins, and ospreys. We also watched monarch caterpillars on the milkweed and even saw some butterflies emerge. We did a few day trips.... Popham State Beach, Boothbay Harbor, Camden , Bath. Some went on a whale watch. Some took a fishing charter and came home with striped bass which we cooked for dinner. We also got lobsters one night from the nearby co-op. We enjoyed watching the lobstermen checking their pots everyday out on the water. A great library in the house and lots of games and puzzles. Nice layout for a large group to gather but still have privacy.

We had nice weather and even a full moon which was beautiful reflected on the water. Very comfortable and relaxing week.

  • Submitted: Aug 18, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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classy Maine family cottage

  • 4 of 5

Our family of 14 (one baby) fit into Captain's Cottage, though it was tight (we were warned). Great family home overlooking the Sheepscot River. Porches provided stupendous views (when not foggy), and home's décor is inviting and interesting (vintage with class). Well-stocked kitchen, one TV, grand piano gave kids a chance to show off. Downstairs playroom a plus at night; played pool, ping pong and poker. Location is a bit remote.......maybe 8 miles from Wiscasset.... but interesting (bought home-made pies on the Island). We chartered a lobster fisherman (recommended by North End Lobster Co-Op); caught a bunch, and cooked them at home! Lawn games available. Property extends to a meadow and pond (but beware of ticks!).

Also be warned the river is a drop down and steep going (tough to transport kayaks). The house is very adequate but could use a bit of attention (doors and windows need repair). The water supply is salty and really not drinkable; bottled water is provided. Arrangements were cordial and responsive.

We had a great time!

  • Submitted: Aug 1, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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What a beautiful setting!

  • 5 of 5

We recently had the pleasure of staying at The Captain's Cottage. There were 9 children and 8 adults. We brought a few air mattresses and all in all had ample space. I will say it would have been nice to have an additional king or Queen bed to accommodate all couples but we were fully aware of the sleeping situation prior to arriving. Sarah was patient and helpful in answering all of our questions. The house itself was a wonderful oasis to come home to each evening. We thoroughly enjoyed the screened in porch every night and for morning coffee. We actually saw a bald eagle fly by one evening!! We could not have been happier with the house! Thank you for opening up your home to us!

  • Submitted: Jul 26, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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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: June 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: June 2017
  • Source: VRBO, from HomeAway
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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

Taxes and fees are additional
This calendar has not been updated in over 2 months and the availability shown may not be accurate.

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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