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Spectacular Views! Secluded & Accessible Waterfront over water cottage w/ Dock

Bedrooms 2
Property type cottage
Minimum Stay 3 nights


Minimum Stay
3 nights

About the property

Your summer retreat awaits you at the most charming, Trading Post, built in the early 1800's. Watch osprey, great blue heron, seals, eagles, sea gulls, lobster boats, sailboats, and yachts from your private 32 foot deck. The first floor living/dining area and master bedroom (king) sport sliding doors to deck-- these 8 & 11 foot walls of glass reveal sweeping southeastern views of the pristine saltwater river- the Sheepscot. Like a slide show the scenes are constantly changing. Since this 'over-water' unique gem serves as our guest house it has limited availability during the season and is not your 'typical' rental property thus quite well equipped. Listed on National Register of Historic Places with over 100 private acres of woods, fields, coves and extensive, accessible waterfront for you to explore. Launch kayaks or canoes (available for delivery). Dock, run and float are just steps from the Trading Post.Secluded location yet still easily accessible to mid-coast attractions.

Restored and renovated for comfort yet replete with its original charm and original features: counters, split lathe ceiling and wide plank flooring from the early 1800's. Ground floor: bedroom with spectacular 11 foot glass wall of sliding glass doors looking out to water, bathroom, kitchen/living area with second, screened, sliding glass door opening to large deck with 180 degree views of the river. Lounge chairs, lounge sofa, wrought iron round table and chairs with umbrella greet you on the expansive deck. Upstairs: open loft type bedroom with skylights.

Not suitable for small children.

More Details

Leslie B. Lilly, Advertising with CyberRentals since 1999
Member since: 2004
Speaks english
Response time
Within 12 hours
Response rate
Calendar last updated:
10 November, 2016

Why Leslie B. Lilly, Advertising with CyberRentals since 1999 chose Boothbay Harbor Area

If you want waterfront, this property has the most accessible waterfront and the most sweeping views of any property offered. The dock is NOT down 100 steps to the waterfront. The building has sweeping panoramic views that are constantly changing. For you kayak enthusiasts, this is a dream location.

Guestbook comments from the owner

We had a fabulous week at the Trading Post--the cottage was delightful and the weather superb! The moon was full that week and we'll always remember sitting on the deck watching it rise over the river and island each evening,

often silhouetting the eiders and other waterfowl cruising about the cove. We did a great deal of cooking and thoroughly enjoyed using the kitchen with the realization it really was the local store for so long; before arriving we had not

appreciated the rich history of the Trading Post and the estate as a whole.

We had several lengthy and interesting kayaking expeditions, including twice crossing the river and exploring behind Barters Island and passing through the "Ovens Mouth" into the bays and coves in the Cross River beyond. Once enroute home we hailed a lobsterman and brought back four lobsters straight from his boat. Following your suggestion, we enjoyed going over the hammock, and also ventured out onto the "spit" for nice views back to the house across the cove. Plenty of birdlife,

including a bald eagle overhead the first morning, the "resident" kingfisher, heron, solitary sandpiper and of course the turkeys roaming the lawns and, one morning, out on the spit. Lots of interesting ducks, and the last two nights a pair of loons

were out on the river, probably starting on their migration south.

The local shops were very convenient, and we enjoyed our visits to Simpsons seafood and to Treats in Wiscasset, the obligatory lunch at Red's Eats, and dinner at Le Garage (again, moonrise over the harbor) and the Squire Tarbox Inn with its nice Swiss owners and a very pleasant waitress from Serbia. A real gem locally also was the Bunyun Reserve with its delightful trails and views at the south end of the island.

Incidentally, we also made some additions and updates to the blue guest guidebook at the Trading Post; other than that we hopefully left it as we found it. We had the chance to meet the housekeeper --hopefully I have the name right) and just wish we'd had the chance to meet you as well. It would have been fun to hear more of the history of the estate and the Lilly family--interesting to us particularly since we are both medical scientists ourselves!

Thank you so much for making it possible for us to stay in such a wonderful spot! No doubt we will be inquiring about future opportunities to for return visits in the coming years.
Sep 2009
  • 1 of 1


Wonderful! 4.8/5 -
(6 traveller reviews)

Spectacular Views! Secluded & Accessible Waterfront over water cottage w/ Dock
average rating of 4.8333335 based on 7 reviews

Splendid Seclusion, Easy Access to Midcoast

  • 5 of 5

Perched above the shoreline of the Sheepscot River, this inviting heirloom cottage offers seclusion for those who value it. You'll hear water lapping the pilings beneath the floorboards and sea lions roaring as they bask on a rocky ledge exposed by the receding tide.

The magnificent cottage view takes in a sweeping expanse of shoreline and a forested river bank on the opposite side. The travel of the sun, the sweeping cloud covers, and morning mist continuously alter the light and shadow throughout the day.

The rapidly changing tides redraw the curves of the shoreline hourly. After sunset, a pulsing light house beacon can be spotted downriver where the Sheepscot and the Atlantic meet.

My wife and I have been visiting this jewel of a cottage for 25 years (we were married on the front deck). Although there are many engaging Midcoast activities and landmark destinations to enjoy on day excursions, we have at times passed our entire vacation savoring the cottage and its surroundings with only a grocery-store run to remind us of civilization.

We highly recommend this unique cottage, its dazzling waterfront site and many acres of pristine forest, its easy access to Route One and the Midcoast, and its friendly and helpful owners.

  • Review Submitted: May 12, 2009
  • Date of Stay: May 2009
  • Source: HomeAway
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8 0

Waterfront charm, great activities nearby

  • 5 of 5

My wife and I have been visiting this idyllic cottage for nearly thirty years; If we can get away on a vacation only one week in a year, this is where we head. We love it for the panoramic river view and the serenity of living on the water’s edge with a sense of total seclusion.

The cottage is charmingly rustic and the hosts have anticipated guests’ needs with an abundance of comforts and conveniences. You can cook a lobster dinner in the tidy kitchen, barbecue on the broad deck overlooking the river… or make popcorn in the microwave and plop yourself down on the comfortable furniture in front of the big screen TV.

The hosts provide an abundance of literature with details about activities within an easy drive. There is a wealth of great restaurants nearby, antique shops, scenic sights, hiking trails and nature preserves, plus canoe, kayak and bicycle rentals for the more activity-oriented visitor. Scenic flights by airplane or helicopter offer a spectacular vista of Maine’s rocky coast and countless islands, harbors, and coves. Book passage on an historic sailing schooner for an afternoon of whale-spotting, or take the ferry to Monhegan Island, the source of endless inspiration to famous artists.

With Route 1 just minutes away, there is quick access to Route 295, and day trips easily range from the outlet-shopping mecca of Freeport (home of L.L. Bean) to the picturesque harbors of Boothbay, Rockland, Rockport and Camden. Attend one of the summer’s many county fairs or music and arts & crafts festivals.

“Unique” is a word frequently overused; in describing the Trading Post on Westport Island it is barely adequate. Every visit offers new experiences and the chance to escape the ordinary. We can hardly wait to see what next year will bring.

  • Review Submitted: Nov 10, 2014
  • Date of Stay: Aug 2014
  • Source: HomeAway
Owner's Response: We look forward to our long time return guests especially this couple who got married on the deck of our Trading Post.
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0 0

Absolutely Perfect

  • 5 of 5

My wife and I honeymooned here. I cannot describe how utterly beautiful, quiet, and serene this place is. We are coming back here again. It's far enough from everywhere to feel super private and restful, but it's also only 5 minutes from grocery stores / food / attractions. I have no complaints; this could not have been a better experience. It's close to tons of lighthouses, tons of off-the-boat seafood, tons of shops; you can't find a better place in the Boothbay area than the Trading Post

  • Review Submitted: Jul 20, 2010
  • Date of Stay: Jul 2010
  • Source: HomeAway
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3 0
Phillipston MA 01331

Privacy and Seclusion on the Ocean in Comfort

  • 5 of 5

My husband and I went for a week in 08, based on the photos. The photos don't do it justice! If you want privacy, peace and quiet, this is the place to be. We brought our kayak with us, and found it to be awesome kayaking, good for beginners. The more experienced kayakers can go further afield, all from the front dock. You can watch seals basking at low tide, from the deck. Our older children (19 and 23) visited for a few days, and also loved the peace and quiet. If you love the ocean, this is the place to be. Has a lot of history too. We are coming back this year. After years of taking vacations on Georgetown Island, we are hooked for this location.

The master bedroom is very comfortable. The upstairs bedroom is a loft-attic space, all open and spartan. Worked fine for the older children, who were ready to camp if necessary.

We highly recommend this place.

  • Review Submitted: May 30, 2009
  • Date of Stay: Jul 2008
  • Source: HomeAway
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3 0

We'll Return to This Idyllic Shoreline Cottage

  • 5 of 5

My husband and I are repeat visitors. That says a lot about this alluring cottage and its surroundings. You’ll be treated to a view of the tidal Sheepscot River that’s a wow!, with a near 180-degree vista of the river and the distant shore of Barters Island. Photographers, it’s impossible to take a bad picture here.

The cottage affords easy access to Route 1 and the pleasures of the Midcoast, including lobster festivals, windjammer cruises, the Wyeth Museum in Rockland, the L.L. Bean outlet in Freeport, enchanting Boothbay Harbor with its plentiful restaurants and sailing events, plus myriad opportunities for hiking, nature walks, and biking (many rental spots). Grab great values at the Goodwill in Bath (20-minute drive).

The cobblestone streets of the historic Old Port section in Portland (45-minute drive) lead to boutique shopping, one-of-a-kind stores, several good bookshops and a vibrant nightlife. Be sure to treat yourself to an all-natural pizza baked in wood-fired clay ovens at the Flatbread Company on Commercial St. And don’t miss Becky’s Diner, also on Commercial, for a tasty and filling breakfast at modest prices.

Closer to Westport Island, the village of Wiscasset offers Red’s Eats (often cited by The New York Times) where vacationers form a line on the sidewalk for Red’s famous clam and lobster rolls. Directly across the street, Sarah’s Cafe serves sit-down meals, wonderful soups and a changing selection of homemade breads. Further along Water St., Le Garage restaurant features a downstairs bar overlooking the water (still free popcorn the last time we were there). Visit art galleries, a wine shop, antique stores galore, and a great thrift shop at the Episcopal Church on Hodge St. On Route 1 at the turnoff for Westport Island, there is a rental shop that will deliver and pick up your choice of a good quality single or tandem kayaks.

My husband and I always make fascinating (and sometimes challenging) discoveries on each visit. We plan to return to this uniquely charming cottage in future summers.

  • Review Submitted: May 18, 2009
  • Date of Stay: May 2009
  • Source: HomeAway
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5 0
Chicago area

Quaint and rustic

  • 4 of 5

Beautiful location with tidal pools and a little beach for swimming. It was magical for our children. The property is expansive with plenty of wild life, beautiful pathways through the woods and wide open sunny spaces. The owners are friendly and on the property if you should need anything. Living arrangements are pleasant, but the living room could really use some new furniture. Its very uncomfortable. Otherwise the place feels happy and clean. The bedrooms, kitchen and dining are cozy and comfortable. The unique history of the cottage allows your imagination to roam to sea captains and sailing ships. The only thing preventing us from re-renting is the uncomfortable living area. But if you don't mind rustic, the price is right and the location cannot be better!

  • Review Submitted: Jul 13, 2008
  • Date of Stay: Aug 2007
  • Source: HomeAway
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8 0


Nearest Airport
51 Miles
Portland International Airport
Car: necessary

Haven for artists, writers, nature lovers and those who truly appreciate being at the water's edge in a magical spot. Spectacular stargazing. Idyllic, unique and charming. Secluded location fosters an increased sense of self, others and the natural world while awakening one's sense of wonder!!

Reid State in Maine, is well-known for its numerous antique shops and galleries. Dining opportunities range from fine-dining to lobsters served 'in the rough' off a local wharf.

Accessible to the mid-coast, you can easily experience the Parks -- Reid State Park and Popham Beach -- Pemaquid Light House, boat tours, galleries, day trips: Camden, Rockport, Boothbay Harbor, Freeport and Portland's Old Port.

Nearby Museums: Bath Maine Maritime Museum, Portland Museum of Art, Farnsworth Museum, Owl's Head Transportation Museum.

15 minute drive: Wiscasset, 'the prettiest village in Maine.'

Other Activities: kayaking, canoeing, boating


Rates & Availability

Rental Rates for this holiday cottage in Westport, Maine

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
Summer 2013
15 Jun - 7 Sep
3 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Tax Rate 7.0%
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Available arrival
Available stay (no arrival)
This calendar is not current. Please contact the owner or property manager for availability information.


Accommodation and facilities for this holiday cottage rental in Westport, Maine

Property Type:
  • cottage
Accommodation Type:
  • Guest House
  • Guests provide their own meals
Floor Area:
  • 1500 sq. ft.
Location Type:
  • Near The Ocean
  • River ...
  • Rural
  • Waterfront ...
  • Waterfront ...
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Alarm Clock
  • Hair Dryer
  • Linens Provided
  • Parking
  • Towels Provided
  • Wood Stove
  • 4 Ring Stove
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Grill
  • Lobster Pot
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Stove
  • Toaster
  • Dining Area
  • seating for 5 people
  • 1 Bathroom
  • Bathroom - toilet , shower enclosure
  • 2 Bedrooms, Sleeps 5
  • Bedroom - 1 extra lg. double bed
    Bedroom - 2 single bed
  • DVD Player
  • Games
  • games - kids
  • Radio
  • Satellite / Cable
  • Stereo ...
  • Television ...
  • Barbecue
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Outdoor Grill ...
  • wooden decking
  • long term rentals available
  • non smoking only
  • pets not allowed
  • not suitable for elderly or infirm
  • wheelchair inaccessible
  • autumn foliage
  • botanical garden
  • churches
  • laundrette - not serviced
  • forests
  • library
  • museums
  • playground
  • recreation centre
  • restaurants
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • horse riding
  • outlet shopping
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • laundrette - serviced
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • hiking
  • pier fishing
  • sailing
  • bay fishing
  • swimming
  • tennis
1 king, two (2) twins & sofa bed in living area. Infrared gas grill (CharBroil); mixer, blender, hair dryer; 39" flat screen HD LED SMART TV, SONY MP3 player; games. Well appointed kitchen.