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Waterfront vacation home, Ideal for couples and families

Bedrooms 5
Half Baths1
Space 3,800 sq ft
Property type house
Minimum Stay 7 nights


About the property

5 bedrooms including 2 on ground floor, 1 1/2 bathrooms, sleeps 12-14

Settled on a bridge-connected island, this inviting 18th century 'get-away-from-it-all' dwelling on 7 acres at cove’s edge offers an idyllic setting for a couple or for your family reunion, or a relaxing vacation of solitude. While it comfortably sleeps 14, this home is cozy enough for singles or couples, using just the ground floor, porch and patio. It has a well-equipped kitchen, an inviting dining room that seats 12-15, a large living room leading to a porch overlooking Heal Cove and the Tyler Islands,a sunny sitting room leading to a patio overlooking the pond, 5 bedrooms, 1 1/2 baths, a double-car garage, and almost 360 degrees of water views, complete with warm sunrises over a quiet pond and magnificent sunsets over its deep-water dock. The setting offers large lawn areas for playing volleyball, croquet, frisbee, bochee ball plus opportunities for fishing, biking, hiking wooded trails, canoeing, wind surfing, kayaking, or boating as well as area sightseeing, antiquing, and shopping. It’s unique charm is in the quiet it offers surrounded by nature while rocking on the screened porch overlooking the Tyler islands. Relaxing or socializing: it's all here.

Accessibility and Nearby Attractions: This home is accessible by bridge and situated well for those who enjoy exploring nearby tourist attractions, antiquing, visiting art galleries and restaurants found in the nearby towns: the picturesque village of Wiscasset, location of Red’s Eats world-famous for its lobster rolls and Treats of Maine reknown for its homebaked goods, great soups, fine wine selection and catering service; the bustling town of Boothbay Harbor offering the acclaimed Coastal Maine Botanical Gardens or boat trips to watch whales or puffins or a day trip to Monhegan Island as wells a railroad village or theatre.

Activities a Bit Further Away: For those wanting a bit further jaunt, it’s not far to other destinations: Pemaquid Point with the crashing surf and its historic lighthouse, not to mention the delicious food; Five Islands in Georgetown with lobster cooked and served on the pier; Rockland with its historic museum housing Wyeth paintings and a ferry to Vinalhaven; Camden with it’s wonderful shopping and hiking; or even to Augusta, with the historic State of Maine Museum. For those wanting a bit of beach time, it’s less than an hour to Popham Beach, complete with fort, or Reid State Park.

Shopping and Restaurants: For those interested in bargains and retail shopping, it’s only ½ hour to the weekend long flea market in Woolwich or a 45 minute drive to Freeport, home of LLBean and a plethora of outlet stores, and just an hour to Portland with its wide choices of fine Maine-based or ethnic restaurants. Internet access is available on an in-house computer.

More Details

Property Manager
Connie Ostis
Member since: 2010
Speaks english, german
Response time
Within a few days
Response rate
Calendar last updated:
20 June, 2018

About Connie Ostis

While I am the contact person for this property, I share the joy and responsibility for maintaining it with my in-laws, our children and their spouses, partners, and friends. We are grateful to our parents, Jack and Jean Smith, not only for this property but for teaching us the importance of family and the value of balancing hard work with fun, and for instilling in us a love of nature. When we come together we start off with a bountiful family meal, then go straight to ‘the list’ of projects to be accomplished. But of course we always have time for family football or basketball, kayaking, playing games, reading, or just sitting on the porch enjoying the birds, the breeze, and the spectacular sunsets.

Connie Ostis purchased this house in 1947

Why Connie Ostis chose Westport Island

Driving around while visiting friends in the ‘40's, my parents were so struck with the beauty of this place that my father knocked on the door to inquire if the owner would sell. Indeed she was interested! Lacking sufficient funds, they struck an agreement: to divide the house; Mabel would live there until it was fully paid. The homestead has had many phases since the mill owners lived there in the late 1700 and 1800s: first as a vacation place for our family before there was a bridge, electricity or plumbing; then refurbished for retirement in ‘71; and now, it continues to serve our parent's purpose as a place for the family to come together.

What makes this house unique

Our family has always enjoyed the quiet beauty of the natural surroundings of birds, ocean breezes and beautiful sunsets, kayaking through the islands, boating off to Robinhood or Five Islands for lobster on the pier, waterskiing, canoeing on the pond, or just sitting for hours on the porch, taking in the evening shadows and glorious sunsets. This setting is ideal not only for those wanting to 'get away from it all' but also for those wanting an idyllic setting for large gatherings, such as a family reunion. There's room for the whole family to stay together, with nearby rental cottages for any overflow, a large flat lawn for playing games, a deep water dock for those bringing their own boat, a patio overlooking the pond, a fire pit by the barn overlooking the islands in Heal Cove and a wonderful gentle breeze that seems always to keep the temperature just right. The place is too uniquely beautiful not to share!

Guestbook comments from the manager

Loved the lawns, kayaking, canoeing, heron, kingfisher and bald eagle watching, swimming in the pond, swim dock, views from dock and house, walks on post office, west shore and east shore drives, bbq, lobster, haddock, corn, salads, fruit, desserts! Adventures off island to wiscasset, bath, friendship, friendship Long Island ( a good friend just bought an island house there), Reid state park, five islands etc! And now the sun is back shining as we head south. Our best to you and many many thanks for all that you shared with us and did for us to promote a two-week wonderful stay on the maine coast this summer!!!
Aug 2015
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Accommodation and facilities for this holiday house rental in Westport Island, Maine

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3800 sq ft
House Rules:
  • Max. occupancy: 16
  • Events Allowed
  • children welcome
  • non smoking only
Location Type:
  • Lake View ...
  • Rural ...
  • Waterfront ...
  • Away From It All
  • Family
  • Historic
  • Sports & Activities
  • Alarm Clock
  • Backpack
  • Clothes Dryer
  • Filtered Water
  • Fireplace ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Living Room ...
  • Local Activities Guide
  • Local Maps
  • Parking ...
  • Parking Off Street ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Wood Stove ...
  • 4 Ring Stove
  • Blender
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Lobster Pot
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 12 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1-downstairs - toilet , bath with shower , Grab bars in Shower and by toilet, for safety.
    Bathroom 2-upstairs - toilet , sink
  • The downstairs bathroom is newly remodeled, and is now suitable for elderly or people needed grab bars (by the toilet and in the shower) as well as a high rise toilet.
  • 5 Bedrooms, Sleeps 16
  • Bedroom 1- Downstairs - 1 double bed
    Bedroom 3 - Green room upstairs - 1 extra lg. double bed , 2 single bed , king plus 2 twin beds
    Bedroom 4 - Pink room upstairs - 1 double bed
    Bedroom 5 - Peach room upstairs - 1 large double bed , 2 single bed , Nicknamed 'the cousins' room': queen + two twins;
    Bedroom 2-Downstairs - 1 large double bed , BR overlooks the patio and Heal Pond.
  • Downstairs sitting room has a double futon but is not recommended for a regular bedroom. There is a door leading out to a patio and another door leading to the woodshed and garage. Laundry facilities are also in this room, and it is a walk-through to BR #2. Two pac'n'plays are available and can be set up in any room. Also there is room for a blow up mattress in 2 of the bedrooms.
  • Books
  • books - fiction/non-fiction
  • books - kids
  • DVD Player
  • Table Football
  • Games ...
  • games - kids
  • Radio
  • Satellite / Cable ...
  • Television ...
  • Toys ...
  • video player
  • Video Library ...
  • Beach Towels
  • Bicycles ...
  • Boat Dock
  • Boat with Paddles
  • Canoe
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Large Cooler
  • Lawn / Garden ...
  • Outdoor Grill
  • Outdoor Grill Gas
  • patio
  • Veranda / Loggia ...
  • conservatory
  • Small Cooler
  • Water Sports Gear ...
  • 8 garden chairs
  • long term rentals available
  • Low Allergen Environment
  • suitable for elderly or infirm
  • wheelchair accessible ...
  • autumn foliage
  • bay
  • botanical garden
  • churches
  • laundrette - not serviced
  • forests
  • library
  • live theatre
  • marina
  • museums
  • pond
  • restaurants
  • theme parks
Leisure Activities:
  • antique hunting
  • bird watching
  • outlet shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • pier fishing
  • sailing
  • bay fishing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Besides the living room, guests can gather in the sitting rooms or on the porch or patio, or in four Adirondack chairs on the lawn. NOTE: Although the house has fireplaces and 2 wood stoves, NO FIRES are allowed anywhere inside the house due to home insurance restrictions for rental purposes. Fires are permitted, however, in the fire pit on the patio by the barn, on the knoll overlooking the cove and islands. A basketball net is available on paved driveway. While we do NOT provide a motor boat, there is a deep water dock and ramp for putting in one's personal boat. Internet access is available. Best to also bring you iPhone 3G or other connections, as internet time is not unlimited. Changeover day is typically Friday but this can be negotiated if there is not a prior rental..


Exceptional! 5/5 -
(12 traveller reviews)

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Waterfront vacation home, Ideal for couples and families
average rating of 5.0 based on 15 reviews

amazing house and grounds

  • 5 of 5

I bought my family from the midwest to have a Maine experience, and we could not have been happier. The house has 19th century charm, was spacious, and easily accommodated our very large family. Boating and kayaking was accessible and plenty of trails and and biking. Would recommend highly.

  • Review Submitted: 21/08/2017
  • Date of Stay: August 2017
  • Source: VRBO, from HomeAway
Owner's Response: Hello Richard, I'm so glad it worked out for you and your family. It's an old house with lots of memories of our family's happy times over many decades. I'm delighted that we could share this experience. And it was great to meet you. Everyone looked so happy as you set out on your bikes rented from Bath Cycle. I hope you will think of staying here again. Connie
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Every view is picture perfect!

  • 5 of 5

The beautifully maintained antique house is well accommodated and immediately inviting to all who enter! The location is remote, but close enough to civilization for shopping and entertainment. We were thrilled to be there, though I'm afraid the recycling rules were more than we could figure out. I would recommend this place to anyone who loves the character of the Maine Coast!

  • Review Submitted: 23/07/2017
  • Date of Stay: July 2017
  • Source: VRBO, from HomeAway
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Amazing Venue for Any Occasion!

  • 5 of 5

The Smith House is one of those magical properties with stunning views all-around, rolling green lawn space and endless sanctuaries of natural beauty! We just held our wedding ceremony and celebration at the Smith House and could not have picked a more beautiful spot for such a special occasion. Out-of-town guests stayed in the Smith House, camped on the property and stayed at the Squire Tarbox Inn up the road. The ability to utilize all of the property's stunning backdrops - the barn, the ocean view, and the salt water pond lake view made for a celebration like no other!! We hope to be able to return and enjoy this quintessential Maine property for some of future anniversaries!

  • Review Submitted: 19/07/2014
  • Date of Stay: July 2014
  • Source: VRBO, from HomeAway
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Family Time Extraordinaire - Worth a return visit!

  • 5 of 5

Mom's "big round-number" birthday, and her wanting to spend quality time with the kids/grandkids (ages 7-11) meant we needed a place for 3 generations. Unfettered access to nature was a key requirement, as was the possibility of kids going to bed early and not preventing us from staying up late. We found it at the Smith House. A sleek remodel this is not... Rather it was a homey, traditionally decorated, Normal Rockwell summer kind of place. Screen doors banging, sparklers at night, playing wiffle ball in the yard, swimming, canoeing, reading, and generally feeling comfortable to go in different directions without getting in a car all the time... The privacy of the property (maybe I saw 2 cars drove by the whole week?), and cozy atmosphere inside and around the place were perfect. Inside, there were games and videos, a nice big dining room table where we had a memorable birthday party, the beautiful view from comfy screened porch, and the family room all gave the different age groups somewhere to hang out. Outdoors, we loved exploring the quiet roads and hiking trails in the woods. The miniature horse farm was an exciting find too! It’s definitely worth a return. Thank you, Connie!!

  • Review Submitted: 26/08/2013
  • Date of Stay: June 2013
  • Source: HomeAway
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1 0

Smith House is a place like home!

  • 5 of 5

If Dorothy had gone to the Smith House instead of Oz she would have realized there is a place like home - maybe even better since both family and friends can gather and share good food, great conversations, and lots of activities. We swam, kayaked, drove to the beach, shopped in the surrounding towns, watched fireworks from the harbor, ran and walked on the dirt roads, sat on the terrace to watch the mist rise and sat on the porch to watch the sun set. Connie Otis has set up her family home to accommodate every need for a relaxing and memorable vacation. She knows what families need and use and it is all there down to the last detail. There is equipment for outdoor play and water excursions and games, books, and internet for indoor time. The extensive grounds and lovely views make waking up and going to sleep and all the time in between a treat. Our family of seven along with significant others and relatives and friends who stopped for a day or two had a memorable experience at this very special place.

  • Review Submitted: 15/08/2013
  • Date of Stay: June 2013
  • Source: HomeAway
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2 0
Brunswick, ME

smith house is a gem

  • 5 of 5

The house accommodated 19 of us, ranging in age from 1 1/2 years to 54 years, with lots of room to spread out and a wonderful long table in the dining room to gather at. We had the perfect week weather-wise: sunny, 70's and 80-'s, so spent a lot of time outside. Boating on Heal Pond in the kayak and canoe was serene--we saw a deer eating close to pond's edge--and we watched lobster boats checking their traps in early morning from the screened-in porch. A refreshing and restful week was had by all!

  • Review Submitted: 19/07/2012
  • Date of Stay: July 2012
  • Source: VRBO, from HomeAway
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Nearest Airport
55 Miles
Nearest Train
55 Miles
Nearest Motorway
10 Miles
Route 1
Nearest Restaurant
2 Miles
Squire Tarbox Inn on Westport; LaGarage, Wiscasett
Nearest Beach
20 Miles
Reid State and Popham State Parks; Pemaquid Beach
Car: necessary

As can be seen on the map above, the 5-acre Smith House property creates the shape of a large boot surrounded by water with Heal Pond at the toe and Heal Cove and Hockomock Bay at the heel.


Rates & Availability

Rental Rates for this holiday house in Westport Island, Maine

Rental Basis:
per property
Manager accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
7 night minimum stay

Additional information about rental rates

Refundable Damage Deposit AU$677.25
Pet Fee AU$101.59
cleaning fee AU$216.72

A shorter rental may be possible, ideally a minimum of five nights. Changeover day is Saturdays.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Contact Manager

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