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Weddings at Waterfront Home, Ideal for Family Vacations

Connie Ostis

Member since: 2010
Call Owner
Enter your email address to view the phone number
Speaks: english, german
Bedrooms 5
Half Baths1
Property type house
Minimum Stay 7 nights

Contact the Owner

Connie Ostis

Member since: 2010
Speaks: english, german
Response time:
Within a few days
Response rate:
Calendar last updated:
February 21, 2015
Tell the owner when you would like to travel.
Call Owner
Enter your email address to view the phone number
Contact the owner directly to confirm reservation details and pay with an approved method (credit card, check, or bank transfer), to protect your payment up to $1,000.
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.

Weddings at Waterfront Home, Ideal for Family Vacations

Bedrooms 5
Half Baths1
Property type house
Minimum Stay 7 nights


Westport Island House Rental Photos and Description

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

While an ideally perfect setting for a Maine bridge-connected island waterfront wedding, this inviting 18th century 'get-away-from-it-all' dwelling on 7 acres at cove’s edge offers an equally idyllic setting 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 12-14, 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
  • Events Allowed
  • Long-term Renters Welcome
  • Low Allergen Environment
  • children welcome
  • non smoking only
  • suitable for elderly or infirm
  • wheelchair accessible
Connie Ostis (Owner)
Member since: 2010
Call Owner
Enter your email address to view the phone number
Speaks: english, german
Response time:
Within a few days
Response rate:
Calendar last updated:
February 21, 2015

About Connie Ostis

While I am the contact person for this property, I share the joy and responsibility for maintaining it with my sisters and 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

To develop a deeper appreciation for our property's unique beauty and charm, please go to our website: where you'll find a gallery of over 50 pictures plus click on 'contact' and at the bottom is a google map virtual satellite tour of the entire 7 acre homestead. Move along the property and enjoy its spectacular views.

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's: 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. My son's wedding in 2009, however, helped up realize how ideal this spot is not only for those wanting to 'get away from it all' but also for those wanting this kind of 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 owner

"Coffee in the Adirondack chairs in the front yard, doing dishes at the kitchen sink,

visiting in the parlor, reading in one of the number of bedrooms…. look up and you see

water. Just about wherever you are on the property, you have a water view. Watch the

tides roll in and out, launch your kayak from the dock out front, run, walk or ride the

quiet and scenic roads of Westport Island, let your children romp on the lush grounds,

and then retire in a cozy room. Perhaps you chose to sleep downstairs close to the attached

porch, or maybe you have a quiet room up off of the gorgeous spiral staircase; either way,

you’ll rest well after your coastal adventures.

This isn’t a hotel or B&B you’ll be staying in. The afghans were crocheted by someone

who sat in that very room you’re in, the mugs in the cabinets have a story attached, and

that table hosted a Thanksgiving or two. THIS is a family’s home that you’ve been

welcomed into. Perhaps you might experience a little of their joy while here.

We enjoy coming back year after year. Perhaps you will too."
Sep 2009
  • 1 of 2

Why HomeAway

Bedrooms 5
Half Baths1
Property type house
Minimum Stay 7 nights
Contact the owner directly to confirm reservation details and pay with an approved method (credit card, check, or bank transfer), to protect your payment up to $1,000.
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.


based on 10 traveler reviews

Write a Review
Weddings at Waterfront Home, Ideal for Family Vacations
average rating of 5.0 based on 12 reviews

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!

  • Submitted: Jul 19, 2014
  • Stayed: Jul 2014
  • Source: VRBO, from HomeAway

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!!

  • Submitted: Aug 26, 2013
  • Stayed: Jun 2013
  • Source: HomeAway

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.

  • Submitted: Aug 15, 2013
  • Stayed: Jun 2013
  • Source: HomeAway
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!

  • Submitted: Jul 19, 2012
  • Stayed: Jul 2012
  • Source: VRBO, from HomeAway

The Smith House

  • 5 of 5

We had a marvelous family reunion at the Smith House. For many of us, it was our first trip to Maine. When we pulled up to the house, our 30-year-old son looked at the stunning views and said "Thank you so much for finding this place and bringing us all here." The pictures in the house tell an amazing story of a sawmill that was once close by. There is only one shower but even with 16 adults and 2 children, it worked just fine. The owner of the house was prompt with all her replies and helpful with suggestions on nearby stores, activities.... Boothbay Harbor is unique and fun and close-by. I hope we go back there again soon.

  • Submitted: Jul 15, 2012
  • Stayed: Jun 2012
  • Source: HomeAway

A Perfect Get-Away!

  • 5 of 5

I planned a family reunion this summer (bringing in family from all over the world) on Westport Island and our experience in this home exceeded our expectations in every way. There is a very "homey" feeling to this house complete with bedding, dishes, and even board games to play! The location is perfect for water activities, walking, hiking, and biking or simply sitting on the porch playing games and talking. There was no internet when we were there (they are considering putting it in but we didn't miss it!) so be prepared to sit back and relax and enjoy one another's company! There is plenty of room to spread out, though the layout is peculiar so use this as a retreat for people who are flexible and easy-going with each other. There are not a lot of restaurant options but there are stores relatively close to pick up groceries. There are plenty of fun outings to do in the area (whale watches, Puffin bird tours, lobster eating (a MUST), ropes course, boating, beaches) but there is really no need as this location is so perfect that one wants to simply "stay put"! You can kayack/canoe on the pond or even the bay right outside the doors of the house. My family and I all highly recommend this delightful and quaint locale for intimate gatherings and vacationing. Do not expect hotel service! It's like "going to Grandma's house" and it is absolutely delightful in every way!

  • Submitted: Oct 19, 2011
  • Stayed: Jun 2011
  • Source: HomeAway
Owner's Response: Again and again, we hear families enjoying our property, just as we did growing up as children and later with our own children. It's so rewarding to rent out a place that feels like home to others.


Nearest Airport
55 Miles
Nearest Train
55 Miles
Nearest Motorway
10 Miles
Route 1
Nearest Restaurant
2 Miles
Squire Tarbox Inn
Nearest Beach
20 Miles
Reid State and Popham State Parks
Car: necessary

As can be seen on the map above, the 7-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. If you go to our personal 3-page website with over 50 pictures on page 2 plus a satellite-video tour of the property on page 3 .

Try this: go to our personal website: Then go to page 3 at the bottom and you'll see google's video tour.


Rates & Availability

From $4,295 Per week

Westport Island House Rental Rates

Rental Basis:
per property
Rental rates quoted in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
May 22 2015 - Oct 2 2015
Changeover Day: Friday
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

cleaning fee $160
Pet Fee $75
Large gatherings/wedding $600
Refundable damage deposit $500
Tax Rate 8.0%
Notes A shorter rental may be possible, ideally a minimum of four nights. Renters must purchase event liability insurance, including host liquor liability, for any large gatherings, such as weddings or large reunions. This insurance certificate must state "John Lloyd Smith Jr TRUST and Constance M. Ostis, Trustee as additionally insured". Caterers also must provide a certificate of liability with host liquor liability. Copies of these certificates must be provided.
50 % of rental fee is due at time of contract signing; the balance is due 90 days prior to the beginning rental date.
Enter dates to see total


Westport Island House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3800 sq. ft.
Location Type:
  • Lake View ...
  • Near The Ocean ...
  • Ocean View ...
  • Rural ...
  • Waterfront ...
  • Waterfront ...
  • Away From It All
  • Family
  • Historic
  • Sports & Activities
  • Alarm Clock
  • Backpack
  • Clothes Dryer
  • Filtered Water
  • 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
  • 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 , combination tub/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
    Bedroom 3 - Green room upstairs - 1 king , 2 twin/ single , king plus 2 twin beds
    Bedroom 4 - Pink room upstairs - 1 double
    Bedroom 5 - Peach room upstairs - 1 queen , 2 twin/ single , Nicknamed 'the cousins' room': queen + two twins;
    Bedroom 2-Downstairs - 1 queen , 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 for Adults
  • Books for Kids
  • DVD Player
  • Foosball
  • Games ...
  • Games for Kids
  • Radio
  • Satellite / Cable ...
  • Television ...
  • Toys ...
  • VCR
  • Video Library ...
  • Beach Towels
  • Boat Dock
  • Boat with Paddles
  • Canoe
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Large Cooler
  • Lawn / Garden ...
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda ...
  • Screen Porch / Veranda
  • Small Cooler
  • Water Sports Gear ...
  • 8 garden chairs
  • Events Allowed
  • Long-term Renters Welcome
  • Low Allergen Environment
  • children welcome
  • non smoking only
  • suitable for elderly or infirm
  • wheelchair accessible ...
  • autumn foliage
  • bay/sound
  • botanical garden
  • churches
  • coin laundry
  • forests
  • library
  • live theater
  • marina
  • museums
  • pond
  • restaurants
  • theme parks
Leisure Activities:
  • antiquing
  • bird watching
  • outlet shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • pier fishing
  • sailing
  • sound/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 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..

Learn more about this vacation rental at the owner's website:

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