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Updated Comfort and Old-Fashioned Charm Steps from the Water

Bedrooms 6
Half Baths1
Property type cottage
Minimum Stay 3 - 7 nights


About the property

Cottage, 5 Bedrooms, 2.25 Baths, (Sleeps 8, inquire about slightly larger groups


The house is simply but completely furnished and colorfully decorated, for family use, not as a 'rental property.' Virtually everything in the cottage has some sentimental value, having been either handed down from parents and grandparents or repaired, purchased, or brought back from a journey by the current generation of the family… if it didn’t come with the house when our family purchased it in the late 1970’s.

The cottage is perfectly suited for a quiet family holiday. It is not appropriate for large groups or noisy parties.

In 2009 the house was re-shingled and insulated from the outside, to preserve the “cottage feel” inside. All the windows and screens were replaced and interior walls and trim freshly painted. Floors were sanded and varnished. A new full bath with shower and laundry room were added off the kitchen.

The house sits at the end of a quiet road, high above the sea, about 100 yards through the woods from the rocky shore of Josiah’s Cove. Though the cottage is not on the waterfront, from the porch you can see the ocean sparkling. A short steep walk down through what our grown children long ago dubbed 'The Magic Woods' brings you to the back yard of our other cottage.

The cottage is open from Memorial Day through Columbus Day.

First floor

There is a wrap-around porch, perfect for breakfast, cocktails and afternoon reading or napping.

The comfortably furnished living room has windows on three sides, a working fireplace and a pass-through to the kitchen. There's a daybed for napping, a table in a corner perfect for Scrabble.

To reach the kitchen one passes through a small, formal dining room with built-in china cabinet.

To the right of the dining room is a new, large master bedroom with a queen-sized bed, a rattan love seat and coffee table, big skylights, pine floors and paneling, and windows all around. It’s beautiful! Awaking to the ocean view is truly special.

The kitchen is fully equipped with pots, pans, and plenty of china, flat ware, sharp knives, and other tools. There is a new gas range, a refrigerator with freezer, a microwave and a built-in dishwasher. We compost, so there is no dispose-all. The refrigerator, washer and dryer are in a new utility room just around the corner from the kitchen, to the right.

To the left beyond the kitchen is a new bathroom with shower. And on the way out to the woods there is wonderfully powerful outdoor shower, closed in up to about six feet but open to the trees and the sky above.

Second floor

On the second floor there is a small full bath with claw foot tub, but no shower.

Off a central hallway there are four bedrooms, two with double beds, two with two twin beds each.

All have bureaus and closet space.

Keywords: cozy, well-equipped, sleeps 8, ocean view, quiet, outdoor shower, updated kitchen and new bath

The cottage is perfectly suited for a quiet family holiday. It is not appropriate for large groups or noisy parties. Comfortable occupancy is 8, please inquire if your party is a bit larger.

More Details

Woody and Pauline Halsey
Member since: 2012
Speaks: english, french, spanish, italian, mandarin
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 13, 2017

About Woody and Pauline Halsey

Now that our parents have passed away, my sister and I are maintaining this special property for the benefit of our children, our grandchildren and our guests.

Woody and Pauline Halsey purchased this cottage in 1978

Why Woody and Pauline Halsey chose Portland and Casco Bay Area

Our parents chose Peaks Island because it was the perfect spot for family summer vacations.

Peaks Island is a family summer paradise offering beaches, sailing, fishing, tennis and bicycling on safe roads. You'll see cars, but will enjoy stunning ocean views as you pedal or walk around the island. Visitors can shop at the local market or lobster shack and enjoy home-made meals on the porch, eat out at one of three restaurants on the island or sample the broad range of fare offered by chefs (some nationally known) in the city of Portland. Car and passenger ferries make the 20-minute crossing back and forth between mainland and island approximately every hour. Guided tours of the island via golf cart are available, and a visit to the museum dedicated to the Fifth Maine Civil War regiment is a must for history buffs.

The cottage is perfectly suited for a quiet family holiday. It is not appropriate for large groups or noisy parties. Comfortable occupancy is 8, please inquire if your party is a bit larger.

What makes this cottage unique

Quiet relaxation in an unspoiled natural setting that is surrounded by the sea and yet close to the shopping, entertainment and first-class restaurants of Portland, one of America's most vibrant small cities.


Peaks Island Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 8
  • non smoking only
  • pets not allowed
  • children welcome ...
Location Type:
  • Ocean View ...
  • Away From It All
  • Family
  • Romantic
  • Clothes Dryer
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Parking Off Street
  • Telephone ...
  • Washing Machine
  • Wireless Internet ...
  • Wood Fireplace ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator
  • Stove ...
  • Toaster
  • Child's Highchair
  • Dining Area
  • seating for 10 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 1 -
    Bathroom 2 -
  • 2.25 We are considering the outdoor shower as a quarter of a bath
  • 6 Bedrooms, Sleeps 8
  • Queen size Beds (1), Double Beds (2), Twin or Single Beds (5), Baby Cribs (1)
  • CD Player
  • DVD Player ...
  • Games ...
  • Deck / Patio
  • Outdoor Grill
  • Tennis ...
  • churches
  • cinemas
  • library
  • marina
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • shopping
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • groceries
  • laundromat
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • hiking
  • kayaking
  • pier fishing
  • sailing
  • sound/bay fishing
  • swimming
  • tennis
You'll love the outdoor shower!


Exceptional! 5/5 -
(6 traveler reviews)

Updated Comfort and Old-Fashioned Charm Steps from the Water
average rating of 5.0 based on 6 reviews
Boston, ma

Perfect house on an amazing island!

  • 5 of 5

Peaks is an amazing island to spend time on with young kids and this is the PERFECT house to rent. Beautifully furnished, light and airy, wraparound porch from your dreams, outdoor shower, amazing views, perfect sunsets, close to everything. You'll come back again and again and again.

  • Submitted: Aug 28, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

With a picture perfect view of the ocean, tucked away among the trees at the end of a dirt road, this house was a perfect location for our mini family vacation. Our niece's destination wedding brought us to Peak's but we had the added benefit of spending a few extra days at the cottage. The house was spacious with a great kitchen but the best feature was the outdoor shower. Morning coffee on the porch with family and a view of the water through the trees, was heavenly! The new bedroom was fantastic and roomy. The other bedrooms were also spacious, clean and full of character.

  • Submitted: Aug 7, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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Perfect, Relaxing, Family vacation!

  • 5 of 5

We had such a wonderful stay at this cottage. We were a large group staying on the island for a wedding and this cottage was perfect. Pictures and description exactly as described, with lots of charm. The newly added on bedroom was even nicer than it appears in the pictures- Perfect for a family with small children to stay in. We could fit a pack and play next to the bed, a small table and chairs for the kids to sit at, and there was still plenty of room. The cottage is very quiet, and has only one TV in the renovated bedroom. Luckily, our idea of a vacation is just that! We enjoyed our time as a family exploring the island, playing board games, sitting on the porch, listening to music, and making meals together in the well equipped kitchen. The view of the sparkling water in the morning was out of this world, and the island is quite beautiful. Would definitely recommend this cottage!

  • Submitted: Jan 23, 2014
  • Stayed: Jun 2013
  • Source: VRBO, from HomeAway
Owner's Response: Thank you, Kelly, for your kind words. glad you had such a memorable vacation! The owners
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Miami, Florida

Private Retreat

  • 5 of 5

This cozy cottage sits at the end of a dirt road at the north end of the island. From the porch, one can watch the lobster boats work while the sun rises over a distant lighthouse. Though up on a bluff in the trees, the cottage is close enough that you can hear the clang of the bell bouy and the voices of the lobstermen as they haul their pots. Inside you'll find a spacious master addition with easterly views of Casco Bay, a well-appointed kitchen, a nice bath with shower, and just out back a private outdoor shower, an island necessity. Upstairs there are plenty of bedrooms and a second bath, giving the feeling of a small bed and breakfast. Back downstairs, you can sit and read by a roaring fire, or enjoy the deep wicker chairs on the porch. Rent a golf cart or bikes for getting around, but use the taxi to haul your crew and bags from the ferry and more importantly, back to the ferry on the day of your relutant departure. The cabin is purely a summer place, with plenty of windows, beam and board construction, modern essentials such as a land line and free wi fi, and no television, a true plus. Although there are neighbors kitty corner across the cul de sac, the house is encircled on three sides by the open ocean vista and deep woods, giving kids plenty of room to roam and explore. We'd welcome the chance to return for a longer stay. Warning: There's a market for most items you could need, but if you want to cook lobsters and steamers, you'll have to bring them from town. Whole Foods will also ship to the ferry for pick up at the landing.

  • Submitted: Sep 13, 2013
  • Stayed: Sep 2013
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for those kind words. We love it too, of course! And the free delivery from Whole Foods is a plus we only recently discovered ourselves. One slight correction: There is in fact a lobsterman who sells his catch from a shack near the ferry dock on Peak Island ... when he is there. Usually late in the afternoon.
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Manchester, Michigan, USA

Perfect, Beautiful, Amazing Space

  • 5 of 5

We LOVED this house, it was adorable inside and out. The views were good, better at the owners other property but if you need a house that is a little more updated this is the one to go with. We had the other half of our bridal party stay here and they had a blast. The house had a great kitchen and enough space for everyone to have their own room and great common spaces for everyone to hang out and relax.

Thank you to the owners for making our stay so great, we were very pleased.

  • Submitted: Aug 16, 2013
  • Stayed: Jun 2013
  • Source: VRBO, from HomeAway
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New York City, NY

A slice of heaven

  • 5 of 5

We (family of four with young-adult children) rented this lovely Maine "cottage" for a week in July 2012 and it was just as advertised. I put cottage in quotes because while it definitely has that wonderful summer cottage feel to it, it is much more spacious, but just as cozy, as a cozy cottage. The renovations have made it extremely livable and comfortable. We felt right at home the minute we walked in. We cooked several dinners in the kitchen and found everything (pots, pans, dishes, etc.) that we needed. The "host family" was responsive throughout, from our first inquiry about renting. And then there is Peaks is beautiful and being there is like going back to a much simpler, more peaceful time. It's small without feeling crowded and easy to get around. And Portland is an easy ferry ride away. You get the best of both worlds!

  • Submitted: Jul 24, 2012
  • Stayed: Jul 2012
  • Source: VRBO, from HomeAway
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Whale watching, charter fishing and schooner cruises are available from Portland. Sailing and tennis lessons for children are available at the friendly Trefethen Evergreen Improvement Association (TEIA) yacht club, walking distance from the cottage. For more info, check


Rates & Availability

Peaks Island Cottage Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
May 15 - June 30
May 15 2017 - Jun 30 2017
3 night minimum stay
Notes: Rates are based on 2 guests; add $25 per night, per additional guest
High season
Jul 1 2017 - Sep 5 2017
7 night minimum stay
Fall foliage
Sep 6 2017 - Oct 16 2017
3 night minimum stay
Notes: Rates are based on 2 guests; add $25 per night, per additional guest
My Standard Rate
3 night minimum stay
Notes: Rates are based on 2 guests; add $25 per night, per additional guest

Additional information about rental rates

Cleaning $100 + Tax
Refundable damage deposit $350
Tax Rate 9.0%

To ensure good communication of dates and terms we ask all guests to sign a simple contract.

Owner's Cancellation Policy

  • 50% refund if canceled at least 7 days before arrival date.
  • 100% refund if canceled at least 14 days before arrival date.

Enter dates for accurate pricing


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