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Flying Jib: Half Traditional, Half New Cottage with Pool

Bedrooms 4
Space 2,700 sq ft
Property type cottage
Minimum Stay 7 nights


About the property

Cottage, 4 Bedrooms + Other (See Description), 3 Baths, (Sleeps 8-12)

If you want a nice visit with your extended family pick a neutral ground. This is a place where no one family has a claim. Two sisters who want to get their respective families together. A family reunion with all generations together. We have been managing the Flying Jib for many years. This is our market and we are good at it.

In 1991, a cottage built in 1900, was moved to a new foundation and received a large addition. With a full finished walkout basement, this vintage cottage was transformed to a luxury summer vacation rental cottage.

With 4 bedrooms, 3 bathrooms, large living room and dining room, a large recreation/family room, a home office/coat room, a swimming pool with a large deck and 3.4 acres of land the Flying Jib is indeed an enormous and luxurious accommodation for 9 people and more.

Great care has been given to providing a kitchen that is comfortable and convenient. We provide an efficient home office with DSL that is stocked with envelopes, tape, stapler, labels, stamps and paper. The swimming pool is off the walkout basement and includes towels, pool toys and patio furniture. The four bedrooms include closets and dressers and have extra pillows and blankets. In addition there are two inflatable queen sized beds and at least one couch for extra visitors. There are tons of board games, cards, jigsaw puzzles and books. We provide DirectTV in the living room television with a DVD player. The large family room in the basement has a TV with a VCR/CD player and a eclectic library of VCRs.

Almost half of the 3.4 acres is a long strip of land that goes out to Herrick Bay. So our property includes 50 feet of beach next to the Atlantic Boat Yard. There is a well defined path along this strip and it makes for an interesting, even exciting walk. The area at the beach and the boardwalk down to the water has received a lot of attention and looks good.

The landscape around the Flying Jib is typical New England; trees, shrubs, flowers, grass and weeds in profusion. Most of the land around the cottage is kept mowed. The fenced in swimming pool area includes careful landscaping and it has been maintained.

Navigation is easy. Into GPS put [Maine, Brooklin, Flye Point Road]

Look for the “431” on the right. If you arrive at the Lookout, you went about 100 yards too far. You are never going to get too lost on Flye Point.

To reserve your week, sign the contract and return it to us with a 50% deposit either as a check, or through PayPal. You can pay with a credit card. That is all! We accept the expense and responsibility for cleaning. Rather than a damage deposit, we use an honor system. If you damage something you contact the caretaker directly. The 9% Maine sales tax is an add-on.

We send you a rental agreement for your signature. The refund policy is somewhat based upon our ability to re-rent the cottage. A last minute (say a month prior to the visit) cancellation on a popular week will get a large refund in the likely event that we can re-rent that week.

Keywords: Cottage

More Details

Property Manager
John Brigham
Member since: 2004
Speaks English, Spanish, My caretaker is fluent in Spanish.
Response time:
Within a few hours
Response rate:
Calendar last updated:
17 June, 2018

About John Brigham

Jan, my wife, and I live a quiet retired life in beautiful Asheville, North Carolina. We live in a big old house and I use my extensive handyman skills to fix up the house. Jan is a bookkeeper/ accountant (useful if you are managing a vacation rental) and recently got a job. I am so proud of her. How many 70 year olds could walk into a job paying $20.00 per hour.

I take my handyman skills to Flye point every other September and work on the Flying Jib. I got back on September 17th 2017.

I went up to Flye point with the intention of finally finishing up the exterior porch. I was going to take out six of the eight windows, rebuild them and reinstall them properly. And I was going to seal up the lower part with a different use of the Plexiglas, replace the floor and the carpet. There have been improvements, but it is still an embarrassment.

I go to Flye point every other September, it never goes as I planned and that happened again.

Instead I finished the overhead lights in the second story bedrooms. (this part is essentially an old cabin) I installed eleven state-of the-art LED recessed lights. I love the light that comes from them and I think that the subtle contrast between the old and new works well. I put in an exhaust fan in the ceiling and straightened out and labeled all the screens. I refit all the doors, hung a zillion picture, and did some cleaning and organizing. The hot water heat has been through two 80-gallon electric hot water heaters. In 2016 one of them died (they are 25 years old). From the surveys, I know that there have been no problems with the one remaining tank, but we thought it best to replace the remaining old heater with two 40-gallon tanks. We had Snow’s Plumbing complete this in Fall 2017.

I cleared out a lot of brush and trees around the cottage. I was careful not to interfere with Sara’s responsibilities. (Sara is the head of the cleaning crew)

I love it at Flye Point and love the Flying Jib.

John Brigham purchased this cottage in 1920

Why John Brigham chose Brooklin

There are many hundreds of miles of rural roads in the Acadia area. There are hundreds of miles of coastline with even thousands of seaside houses. What makes Flye Point different and so special?

Flye Point has an unusual history. In the 1600s land in the Acadia area of Maine was given to the Flye family. It quickly became known as Flye Point. The Point has been largely sold and disbursed, but the very tip, the 30 acres at the very end of the point, are still in the Flye family. The land is private, but is almost like a park. The seacoast is essentially open to the public.

Butch Smith, a grandson of Lettie Flye, is the owner and superintendent of this little sanctuary. He runs Flye Point like a very large scale bed and breakfast. The center of all this is the Lookout Inn, with rooms and a very fine restaurant.. But there also are eight little cabins and a large house with rooms. The space is large enough to accommodate medium sized weddings. It is all sort of like an exclusive private country club.

The geography is an important factor. Flye Point is a narrow peninsula, about a quarter mile across and coming to a sharp point. This makes it a closed community. You cannot get to Flye Point without driving down Flye Point Road driving past the Flying Jib. But that does not mean there is lot of traffic. Flye Point has about fifteen houses in addition to the Lookout.

Why do we keep coming back to the same place? It is not about the scenery, but about the very long connection we have with the people at Flye Point.

We love it and know you will too.

What makes this cottage unique

Every evening I walk the three hundred yards out to the shore. I sit on the rocks and watch the birds and sea and listen to the sounds. The tide goes in and out an incredible twelve feet and the ocean is always different.

I was on Flye Point for many weeks this fall while working on the Jib. If I was lonely I could wander over toward the Lookout and find somebody to talk with, either an old friend or a new one. I had breakfast at the Lookout several times and went into Brooklin and had breakfast at the Morning Moon cafe.

To the Brighams, Flye Point has a sense of being a real place with a real history you can see and feel and real people.

The Flying Jib is burned into the collective Brigham psyche. For better or worse, the cottage is only now being run as a business so that others can enjoy it. This is our eighth year and we are starting to make money. (not much!)


Accommodation and facilities for this holiday cottage in Brooklin in Hancock County

Property Type:
  • cottage
  • Self-catering
  • Housekeeper Included
Floor Area:
  • 2700 sq ft
House Rules:
  • Check-in: 16:00
  • /
  • Check-out: 10:00
  • Max. occupancy: 12
  • Children welcome ...
  • Parties/events allowed
  • Pets considered ...
  • Non smoking only ...
Location Type:
  • near the sea ...
  • Ocean View ...
  • Oceanfront ...
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Clothes Dryer
  • Fireplace ...
  • Free Long Distance ...
  • Garage ...
  • Gas Fireplace ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking ...
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Wood Fireplace ...
  • Catering Available ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Hob ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • Bathroom 2 - Toilet , Shower Enclosure , Main downstairs bathroom. Includes washer/dryer
    Bathroom 3 - Toilet , Bath with Shower , Very large bathroom upstairs. Bathtub with shower ring
    Bathroom 1 - Toilet , Shower Enclosure , Jacuzzi , Master bathroom has a jacuzzi and a shower.
  • There are three bathrooms. The bathroom in the master bedroom, a full bath on the main floor and a full bath upstairs.
  • 4 Bedrooms, Sleeps 12
  • Bedroom 1 - 1 Large Double Bed , The master bedroom/bathroom is on the main floor.
    Bedroom 2 - 1 Large Double Bed , medium sized bedroom with closet and two windows
    Bedroom 3 - 1 Large Double Bed , small bedroom with closet and two windows
    Bedroom 4 - 3 Single Bed , Three brand new single, twin beds. one is a trundle bed
  • Queen size Beds (3), Twin or Single Beds (3), Sleep Sofa or Futons (2) There are two inflatable beds.
  • Books ...
  • CD Player
  • DVD Player ...
  • Game Room ...
  • Games ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Video Player
  • Video Games ...
  • Video Library ...
  • Balcony ...
  • Terrace ...
  • Golf ...
  • Kayak / Canoe ...
  • Garden ...
  • Barbecue ...
  • wheelchair inaccessible
Pool / Spa:
  • Heated Pool
  • Hot Tub ...
  • Private Pool ...
  • Jacuzzi ...
  • churches
  • library
  • restaurants
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • Boating
  • paddle boating
  • Shelling
  • Shopping
  • sight seeing
  • walking
  • whale watching
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • laundrette - serviced
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • Kayaking
  • Rock Climbing
  • sailing
  • Snorkeling/Diving
  • swimming
  • water skiing
firewood supply, phone (with baby monitor), drip coffee maker, air mattress with electric pump, Local Internet Service provider, Fairpoint Communications, Phone number at the Jib, 207-359-4661 fishing rods, croquet Nice Home office with internet (no computer) games, puzzles, cards, peace and quiet, nice people, great scenery, port-a-crib. We recently added the game CORN HOLE


Excellent! 4.4/5 -
(12 traveller reviews)

66% Complete
25% Complete
0% Complete
0% Complete
8% Complete
Flying Jib: Half Traditional, Half New Cottage with Pool
average rating of 4.4166665 based on 12 reviews

Very special place

  • 4 of 5

Ten of us stayed st Flying Jib and loved the entire experience. Beautiful setting, wonderful morning morning walks to observe the beauty of high and low tides. The owners were very helpful with any questions and the caretaker checked in to see if we needed anything. Town of Brooklin as well as nearby Blue Hill and Stonington were lovely. Acadia National Park was easy to get to. We had everything we needed.

  • Review Submitted: 27-Aug-2017
  • Date of Stay: August 2017
  • Source: HomeAway
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Annapolis, MD

Flying Jib in August 2016

  • 4 of 5

Overall, we had an excellent week at Flying Jib. We were three families (12 people total - 6 adults, 6 children). We enjoyed the rustic-ness of the old part of the house! The pictures really show what to expect. The kitchen served well, and was well equipped with dishes, cooking items, etc. We used the propane lobster cooker many times during our stay, as well as the grill. The kids loved the option of a pool (heated too!) after a day of sightseeing in Acadia and surrounding areas. Being able to walk to the beach was great (although the path could use a little maintenance - overgrowth). We also walked through the Outlook property to go to the beach area. Really fun at low tide! We were surprised at how nice the view was from the deck/porch. The pictures with the listing don't do it justice!

Bathrooms were plentiful for our large group, and the house is very well stocked with lots of towels, extra sheets, dishtowels and pool towels. They also have the house stocked with TP, paper towels, dish soap, etc.

John was super helpful in our communications and planning. He responded within just hours every time I sent a question.

I do agree with others that the internet could use some enhancing - usable, but slow. Future renters do need to be aware that this is an older home, by the sea, so there are some mold issues (basement area).

  • Review Submitted: 22-Aug-2016
  • Date of Stay: August 2016
  • Source: VRBO, from HomeAway
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Three families, a lot of fun

  • 5 of 5

We had an excellent time at the Flying Jib. Everyone involved in the rental process is extremely accommodating, and Richard ensured our stay was comfortable by maintaining the property as needed. Our party had three families - two from Maine and one from Turkey including three small children. Nobody was bored throughout the entire week. We took full advantage of the walking trails through the woods and on the coast, trips to Bar Harbor, a lobster meal from the local store, and of course the wonderful pool. I would say we spent 75% of our time in the pool, as the weather was gorgeous and the children wouldn't have it any other way. The location is private and the locals are extremely friendly. Personally, my favorite part was the view we had at night of the ocean - very peaceful. We will definitely return for another visit. I encourage those who visit to venture out to the island with two trees, it is a great place at low tide.

  • Review Submitted: 31-Jul-2016
  • Date of Stay: July 2016
  • Source: VRBO, from HomeAway
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Great stay

  • 5 of 5

This was the first time my family and I have rented a house and we loved it! We usually spend less time in Maine because we tend to rent a hotel instead, but it was an amazing experience being able to stay somewhere that felt like home. Even though there weren't too many of us, we were all able to have our own rooms and were still able to have a great time. Everything was extremely handy as well. We enjoyed the patio so much, we prepared dinner almost every night on there. As a family who doesn't normally swim, it was nice to be able to go out and spend time in the pool practically every day. As much as we loved being there, there were only a few hangups that we encountered. The pathway to the beach was a great walk, but was hindered by the large amount of branches that were in the way, so they could use a bit of cleaning up. It was nice to have internet in the house, but seeing as how people consume media through it more often now, it would be of better interests if the internet was faster than dsl. Overall, we had such a positive experience with the house that we plan on coming back next July! If we could refer people who want a Maine vacation, we would definitely tell them about here. We thank you for having such a great property for us to rent so we could have a great stay!

  • Review Submitted: 29-Jul-2016
  • Date of Stay: July 2016
  • Source: VRBO, from HomeAway
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New Galilee, PA

Disappointing stay

  • 1 of 5

My wife and I and some of our family stayed at this house in early July. Seeing the excellent reviews online and the wonderful pictures, we were very excited about this trip. What we found during our stay was nothing but disappointing however. Upon getting to this house, it appears to be clean. This is only at first glance though. Dead moths and live roaches surrounded the place nearly to the point of the infestation. The windowsills were particularly disturbing. We found literally dozens of dead moths piled up between the windows and the screens. Cobwebs were literally everywhere. The flowers and bushes surrounding the pool were infested with ticks. To tell you how little care they put it in, they propped up the curtains with safety pins! The corn hole game was eaten out by mice and squirrels. We were very happy to see wonderful bikes that could have been ridden. It was of course inevitable that they had flat tires. The bathrooms were especially dirty with mold found everywhere in both the tubs and the shower curtains. My wife and her sister spent four days cleaning the house top to bottom as we could not stand to spend time in a place that was in that condition. It genuinely made the week not feel like a vacation. I emailed the owner of the home multiple times to fortify him of the condition of this place. We even left two days early because it was so bad. Very, very disappointing.

  • Review Submitted: 17-Jul-2016
  • Date of Stay: July 2016
  • Source: VRBO, from HomeAway
Owner's Response: VRBO gives me the option of deleting this, but I am choosing to leave it up. The reviewer is correct about the bags for the corn hole game. This is the third summer that the cottage has included corn hole and I assume that the bags have never before been left out. The caretaker said that the mess was incredible, corn all over the property! Only a larger animal could do that, like raccoons. I asked the head of the cleaning team, to buy two sets, one for replacement and one as an immediate backup. (the bags can be bought in Ellsworth for $15 a set, no big deal) I received no reports of damage to the cottage, so that is cool.
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Northern family vacation!

  • 5 of 5

This house is truly loved and well taken care of! It is obvious the amount of time and concern the owners put into making their guests happy! Everything we needed was there, from freshly made beds and towels, to all the cleaning and cooking supplies we could need! We had a fantastic time and enjoyed all of the amenities of the home. We traveled from the hot and humid south in the summer for a true Maine experience. The swimming pool was fantastic for kids, adults and especially grandma. We are used to warm water and having the heated pool was a bonus. Brooklin is a fabulous little boat building town that my boat building husband spent hours exploring and was treated with great hospitality at the Brooklin Boatyard and from Doug at the Wooden Boat School. We spent many hours looking out on the great view, hiking down the path and along the coast and especially loved the new trail at Hammick Point. The family dog may have had the greatest time hiking and exploring the beautiful surroundings and being able to include her on the trip was also a bonus! Acadia and Bar Harbor were two great day trips of hiking and boating for us and we only wish we had more time to explore the nearby Isle au Haut! We will definitely be returning!

  • Review Submitted: 08-Jul-2016
  • Date of Stay: June 2016
  • Source: VRBO, from HomeAway
Owner's Response: I receive many nice reports regarding the Flying Jib, but am a little overwhelmed by this one. Thank you Kathleen!
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Great upscale restaurante. They want reservations!
Bianco Family Catering
This is a local family that does a great job with catering of any size!
Nearest Airport
20 Miles
Bar Harbor
Nearest Barpub
0.1 Miles
LookOut Inn
Nearest Ferry
35 Miles
Nearest Golf
15 Miles
Blue Hill
Nearest Restaurant
0.1 Miles
LookOut Inn
Nearest Beach
0.2 Miles
Car: recommended

ship and boat gazing, wading, mussel harvesting, clam digging, crab chasing, sea weed sculpting, sand castles, national parks, national forests, the Brooklin Boatyard (neighboring boat building school), whale watching, talking with Maine residents, etc

The Wooden Boat School is nearby.


Prices & Availability

Prices for this holiday cottage in Brooklin, Maine

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
23 May 2018 - 30 Jun 2018
7 night minimum stay
for 7 nights
1 Sep 2018 - 7 Oct 2018
7 night minimum stay
for 7 nights
My Standard Rate
7 night minimum stay
for 7 nights

Additional pricing information

cleaning £226.5

We respect that sometimes the renters must cancel. In this event it is better is to use a refund policy that is a reflection of the re-renting of the property.
This is our policy.
If you cancel and we are able to re-let the cottage for that same occupancy period, then all moneys will be returned to you less $100 administration fee. If you cancel and we are unable to re-let for the same occupancy period then we shall retain: 100% of the rental if 30 days or less prior to occupancy period; 50% of the rental if 31 days to 60 days prior to occupancy period; or 25% of the rental if 61 days or more. At all times we shall use best efforts to re-let the cottage for that time frame. No cancellations due to weather.

Manager's Cancellation Policy

  • Cancelled bookings will not receive a refund.
Ask Manager a Question

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