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Ocean Front Retreat with Sweeping Views of the Islands off Friendship

Bedrooms 6
Half Baths1
Space 4,500 sq. ft.
Property type house
Minimum Stay 7 nights


About the property

5 spacious bedrooms and 2 1/2 baths.

You have found it all: A restful vacation home on the coast of Maine with a touch of luxury. This expansive (4500 square foot) year-round oceanfront guest house has sweeping views of Muscongus Bay and the islands, a private pier, and large decks. Cable/HSIN/WIFI / Smart TV included. Land line with free long distance calling within continental USA. There is a deep-water mooring in front, just off the pier, for your sailboat, and 200 feet of private secluded ocean frontage with easy water access. World-class gourmet restaurants are available within 20-30 minutes drive to downtown Waldoboro, Rockland, Damariscotta, Wiscasset, Thomaston, and Camden.

EXCELLENT Kayaking, Plenty of water fun!: The Friendship/Waldoboro peninsula is situated in mid-coast Maine, 15 miles south of Rockland, and 66 miles northeast of Portland.

We have a few openings for summer 2017 which just opened up and wont last long.

GUESTS: You will decompress quickly into 'Vacation Mode'! You'll enjoy plenty of privacy with 5 spacious bedrooms and 2 1/2 baths. The 1st floor master bedroom has panoramic views of the sea, queen size bed, large closets, and a sitting area. A 2nd bedroom has a double bed and windows overlooking the pine forest. There is a full bath, fully equipped kitchen, large glass-fronted living room with wood burning stove, a separate study and another half-bath off the kitchen.

On the ground floor, French doors lead out to the grassy lawn, pier, and 200 feet of private secluded ocean frontage. There are two bedrooms with ocean views (1 full-sized bed, the other a queen). A third bedroom with two twin-sized beds has a children's' library and views of the forest. There is a full bath, a large den with sofas and wing-back chairs for watching TV or movies from our DVD collection, on this level.

There is also a separate master suite, with a comfortable queen sized bed, a full bathroom with both tub and separate shower, a sitting area and private balcony with views overlooking the ocean, upstairs over the garage.

ACTIVITES: Relax on the deck with a good book, drink in the sights and sounds of the salt-scented Maine coast, row out to the islands to explore the rocky coves and tidal pools of Muscongus Bay, brimming with marine life. Gather your own mussels for delicious moules mariniere, enjoy fresh lobster, sail on the local sloops for hire, go whale watching, deep sea fishing, kayak past the Flying Passage and along the Hockamock channel, fish from the pier, or take a brisk dip in the sea. Nearby art galleries, antique shops, and gift stores. Visit the quaint towns of Wiscasset, Rockport, Camden, Booth Bay Harbor or Rockland (the home of the Farnsworth Museum and American artist, Andrew Wyeth). Drive a few hours north to Bar Harbour and hike or drive the famous ocean loop in Arcadia National Park. Serious artists, nature lovers and birders may want to visit for more than a week!

**PLEASE NOTE: The calendar for our property is kept accurate and up to date for your convenience. We have only a few weeks left for the summer of 2017. This property rents from Saturday to Saturday during the summer season with a 7 night minimum stay. Maximum number of guests is 6. No smoking is permitted anywhere on, or inside our property, We are sorry, but pets are not allowed, because so many of our returning guests have allergies.

More Details

Lisa S
Member since: 2009
Speaks: english, french, dutch, (very basic French and Dutch)
Response time:
Within a day
Response rate:
Calendar last updated:
June 24, 2017

About Lisa S

We both grew up near Boston, and summered in Maine as kids... We bought this home so that our parents would have a place to escape the hot summer days of Boston. We now live on the Mississippi Gulf Coast, and since our parents have passed on, we want to share the beauty of coastal Maine and our home with others so that they too can experience the salt air and the salt-scented summer breezes of the ocean and Muscongus Bay.

Lisa S purchased this house in 1995

What makes this house unique

breathtaking views and excellent kayaking


Waldoboro House Accommodation and Amenities

Property Type:
  • house
Accommodation Type:
  • Guest House
  • Guests provide their own meals
Floor Area:
  • 4500 sq. ft.
House Rules:
  • Max. occupancy: 6
  • Min. age of primary renter: 19
  • Parties/events not allowed
  • Non smoking only
Location Type:
  • Beach ...
  • Beach View ...
  • Beachfront ...
  • Near The Ocean
  • Ocean View ...
  • Oceanfront
  • Town
  • Water View ...
  • Waterfront ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Activities Guide
  • Alarm Clock
  • Basic Soaps
  • Broadband Access
  • Ceiling Fans
  • Clothes Dryer
  • Filtered Water
  • Free Local Calls
  • Free Long Distance ...
  • Garage
  • Heating ...
  • Internet ...
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Living Area
  • Living Room
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking
  • Parking Off Street
  • Split-System Heating
  • Telephone
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet ...
  • Wood Stove
  • 4 Ring Stove
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Kitchen
  • Lobster Pot
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Stove
  • Toaster
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • 1 Half Bath
  • First Floor Bath - toilet , combination tub/shower , tub , shower , bidet
    Ground floor Bathroom - toilet , combination tub/shower , tub , shower
    Half Bath off the Deck - toilet , Hand painted Mexican ceramic Talavera sink
    above garage master suite - toilet , tub , shower , jetted tub
  • 6 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen , All beds have down comforters and down pillows
    Bedroom 2 - 1 double , All beds have extra blankets
    Bedroom 3 - 1 queen , All beds have down comforters and down pillows
    Bedroom 4 - 1 double , All beds have down comforters and down pillows
    Twin Bedroom #5 - 2 twin/ single , All beds have down comforters and down pillows
    Private master-suite above garage - 1 queen
  • For your comfort, all linens are provided. WIFI, cable, and roku available. We only chose 100% cotton linens, all beds have down comforters and pillows, and all beds have extra blankets and/or comforters. Although there is plenty of space and lots of bedroom we limit the number of guests to 6, in order to maintain a quiet and peaceful atmosphere for our guests as well as our neighbours. We hope you and your family or friends will want to return year after year to our special and private oceanfront retreat.
  • Audio Tape Player
  • Books
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player
  • Games
  • Games for Kids
  • Music Library
  • Radio
  • Satellite / Cable
  • Stereo
  • Television
  • Toys
  • VCR
  • Video Library
  • Balcony
  • Beach Towels
  • Bicycles ...
  • Binoculars
  • Boat ...
  • Boat Dock
  • Boat with Paddles
  • Deck Furniture
  • Kayak / Canoe ...
  • Large Cooler
  • Lawn / Garden
  • Outdoor Furniture
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Small Cooler
  • Walkway to Water
  • Water Sports Gear ...
  • Wood Deck
  • Yard
  • 2 bicycles
  • 8 garden chairs
  • Groups
  • Long-term Renters Welcome
  • suitable for elderly or infirm
  • wheelchair inaccessible ...
Pool / Spa:
  • Jacuzzi
  • Steam Shower
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • festivals
  • library
  • museums
  • recreation center
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • photography
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • groceries
  • laundromat
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • freshwater fishing
  • hiking
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • swimming
  • wind-surfing
Private pier, two sea kayaks and rowboat available (at your own risk). You'll find life vests in garage to fit most, and oars resting in the rowboat. Deep-water mooring for sailors and boaters, just off the pier, right in front of the house. * Free long distance calls within continental USA on our land line. Please bring your calling card for overseas calls. (Cell phone coverage is not reliable at the house. You'll have to go into town to get coverage.) Please note, this is a no smoking, no pet, six (6) person maximum house. Although we have plenty of room, we strictly limit the number of guests to no more than 6 , for the duration of the contract, including daytime or overnight guests, etc.. This not only helps to protect the fragile environment of coastal Maine and our private well and septic systems (we are on the granite ledges of Maine's fragile coast), but we also limit the number of guests because we consider this our own 'second home', and we love our neighbours!


Exceptional! 5/5 -
(13 traveler reviews)

Ocean Front Retreat with Sweeping Views of the Islands off Friendship
average rating of 5.0 based on 13 reviews

Best place in maine

  • 5 of 5

house is fabulous - views are unsurpassed, kayaking is the best.. sit on the porch and listen to the loons - or listen and watch the seals play. Many lobster pounds and shopping within 30 minutes.. we love Back Cove Pound, the home is clean and big.. perfect for 2 couples who like privacy.. this will be our 3rd year and cannot say enough good things about maine, this property, and the owners.

Susan and Milton

Culpeper, VA

  • Submitted: Jan 4, 2010
  • Stayed: Aug 2009
  • Source: HomeAway
Owner's Response: Thank you so much for taking the time to post such kind and helpful comments about our guest house in Maine. We have worked hard to provide our guests with all the comforts of home. Please continue to allow us to host you and your friends. We value you as one of our return guests.
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6 0

Serene Beauty

  • 5 of 5

The house and its outstanding views offer a perfect retreat from the complexities of everyday life. We rented the house with our sister and brother-in-law, and were pleasantly surprised by the privacy we had, because there are two separate "wings" each with bedrooms and other amenities. Early in the morning we watched an eagle looking for prey, and at night the sunset glistened on the water. The home itself has every amenity one would want; the hosts definitely anticipated a visitor's stay. It was difficult to say goodbye, but we are looking forward to returning next year.

  • Submitted: Sep 14, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
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1 0
Where do you live?

Maine Comfort

  • 5 of 5

Wonderful times with family. Water cold and lovely. We kayaked, swam, baked, read, played, picnicked, explored, and slept in some of the world's best sleeping conditions. A++.

  • Submitted: Sep 3, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
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0 0
Glassboro, NJ

A Slice of Maine Heaven

  • 5 of 5

Reading the reviews and seeing the property pictures gave us a pretty good idea that we were staying somewhere special. After 10 hours in the car, we were greeted by scenery that was way beyond what we had imagined. The view took our breath away! The home itself was so clean, cozy , and comfy with a well-stocked kitchen. The notes from the owners were very helpful and no detail left out. We really needed to stay an extra week to see more of that beautiful state. The house is in a convenient location for 1/2 or full day trips to explore all things "Maine." Morning coffee on the deck watching ducks, seals, and lobster boats was the best way to start each day. We took the kayaks and rowboat out daily and visited Hungry Island to collect mussels for dinner. Trips to Boothbay Harbor, Pemaquid Lighthouse, Wiscasset, and Rockland were each under an hour's drive from the house. Morse's, Moody's Diner, and the Cabbage Island Clambake are highly recommended! Some of the best days were spent just enjoying the scenery and all the house had to offer. The local grocery store and bread maker are 15 minutes away. The home had lots of space to spread out and the neighborhood was exceptionally quiet--- just what we were looking for. We were sad to leave but are looking forward to a return trip in the near future!

  • Submitted: Aug 26, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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2 0

A perfectly beautiful home for a peaceful vacation

  • 5 of 5

This lovely home, which is very accurately described and photographed, is a peaceful and restorative place for a vacation. What a beautiful spot! Waking up in the morning to the amazing view and walking outside at night to look at the stars and full moon reflected on the water are just a couple of my favorite memories, not to mention the kayaking, the delicious lobster meals, the lovely day trips and the quiet family time. We never tired of the view because it changed constantly, and is visible from almost all spots in the house. The house is very comfortable for anyone staying in it, with a particularly lovely master bedroom suite. It is clean and well maintained and has all the necessary amenities, including all we needed for many delicious family meals. We relished every moment there, but also took trips to Acadia and Bar Harbor, Monhegan Island (which we fell in love with), Frienship for lobsters straight from the dock, New Harbor, Rockland (loved the Museum!), Camden, and kayaking trips that included a couple of seals and many different birds. The neighbors are very friendly and helpful. The property is secluded and quiet, which may not appeal to all, but was perfect for us, and there is grocery shopping just 8 miles away and plenty more to see within easy driving distance for those who prefer more activity. This was one of our happiest family vacations, and I hope to be lucky enough to return again.

  • Submitted: Aug 12, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
Owner's Response: Dear guest! Thank you for choosing our guest house in Maine for your summer vacation in mid-coast Maine. We are delighted to hear that you enjoyed your vacation at our home and we hope that you will become one of our "regulars", and come again, year after year to enjoy all that Maine has to offer. Best wishes, Lisa and Jay Segarra
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0 0

Everything you could want. Relaxing family retreat

  • 5 of 5

The Segarra's home in Waldoboro is everything that a mid-coast Maine vacation should be: remote, quiet, relaxing, and all with gorgeous views. As beautiful as they are, the photos of this home don't even do it justice. The home offers sweeping views of a secluded cove with every amenity you could need to enjoy. Our multi-generational group all found things to love. My parents (in their 60's) loved reading and spending their time on the deck. My husband and I loved the proximity to more built-up areas like Boothbay and Rockland, and our two boys (4 and 1) simply loved spending their time in yard, playing on the rocky beach, and sailing the cove with grampy. And we all loved cooking meals together in the spacious and well-equipped kitchen - especially lobsters. All-in-all, a perfect week spent in an ideal setting. We will be back, if they will have us!!

  • Submitted: Aug 7, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
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1 0


Monhegan Boat Line
Friendship Scoop Restaurant
Cafe Miranda
Marshall Point Lighthouse
Narrows Tavern
"Great place to grab a bite to eat, explore the local colour, and relax with friendly bartend..."
Moody's Diner
"Iconic pit stop for simple diner eats also known for desserts like whoopie pies & blueberry ..."
Monhegan Island
"For more than 100 years, Monhegan has been a summer haven for artists and other visitors who..."
Pemaquid Lighthouse Park
"Rustica has been chosen “The Best of the Best” for Italian cuisine and pasta by the communit..."
Farnsworth Art Museum
"The Farnsworth Art Museum offers an unparalleled opportunity to enjoy a comprehensive collec..."
Nearest Airport
15 Miles
Owls Head, Rockland, ME
Nearest Barpub
7 Miles
The Narrows Tavern
Nearest Ferry
20 Miles
Port Clyde
Nearest Train
78 Miles
Portland, ME
Nearest Motorway
7 Miles
Route 1
Nearest Restaurant
7 Miles
Moodys Diner, the Narrows Tavern
Car: recommended

Location: Maine USA Nearest Airport: Portland at 78 Miles Car: necessary From local airports: Portland or Bangor 1 1/2 hours driving time. Located 3 1/2 hours driving time from Boston. Waldoboro is a small lobstering community in Mid Coast Maine with a long history of ship building. The towns of Camden, Rockland, Friendship and Damariscotta are within 20 - 40 minutes.

Enjoy the Museums, galleries, boutiques and restaurants. Kayak out to the islands, collect mussels and periwinkles from the beach, dig for clams at low tide, or relax and read a novel out on the spacious deck. Row out to the islands and hike the hidden island trails. You'll wake to the sound of the local lobster men pulling their traps each morning, and fall asleep to the sound of the waves lapping the shore. You can buy fresh lobster from the local boats and steam them up in our deep lobster pot. At sunset, watch the sailboats head for their moorings from your private pier.

Other Activities: Sailing, hiking, birding, boating, kayaking, chartered deep sea fishing, shopping, antiquing, and marine wildlife viewing. Gourmet restaurants nearby. Swimming right off the pier or the granite ledges on our private beach, for the hardy among us (Wet suits are provided, please rinse them off with fresh water and dish-washing soap and hang them in garage after use, thank you)


Rates & Availability

Waldoboro House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Summer 2017
Jul 1 2017 - Sep 23 2017
Changeover Day: Saturday
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Pet Fee $250
Linen fee $100
Tax Rate 9.0%

The summer season 2017 runs from the afternoon of July 01 - September 30, 2017. One week minimum; our week runs Saturday - Saturday. The rental prices include extended cable TV, wireless Internet, and free telephone use within the continental USA. We provide all linens, towels, sheets, and bedding etc. for our guests. We charge a small $100 linen fee which is paid to our housekeepers for the extra time it takes to do the bed sheets and towels between guests. Many guest houses no longer provide linens and towels, but we wanted to make your stay as hassle free as possible, so we polled our repeat guests and this charge of $100 is our solution, based on their unanimous response. We ask our guests to leave the house broom clean, with the linens ready for the cleaning crew to launder. There is also a 9% Maine State Hospitality Tax. We believe that our guests want to be treated as part of the family, and in fact, many of our guests have return year after year, and have become regulars.
Although there is plenty of space and lots of bedroom we limit the number of guests to 6, in order to maintain a quiet and peaceful atmosphere for our guests as well as our neighbours.

This property rents from Saturday to Saturday during the summer season with a 7 night minimum stay.

Please do not inquire for more than the posted maximum number of people for which this property is advertised (6). The maximum number of people allowed for the duration of the contract includes children, infants, imaginary friends, and adults.

No smoking is permitted anywhere on, or inside our property, Unfortunately, pets are not allowed, because so many of our return guests have allergies. We apologize for this inconvenience. Rates subject to change without notice. Please email for accurate pricing. Thank you for choosing our vacation home.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund
Contact Owner

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