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Renovated 1854 Sea Captain's House w/Harbor Views in Deer Isle Village

Bedrooms 4
Half Baths2
Space 3,000 sq ft
Property type farmhouse
Minimum Stay 3 - 14 nights


About the property

Landmark Historical House w/Northwest Harbor Views sitting on 2 Acres

The Pickering House is an old sea captain's house with over 3000 sq feet of relaxing Down East charm. This property offers ample space, inside and out, perfect for larger families and group gatherings of up to 10. The house itself is situated on a gentle sloping hill across the street from Northwest Harbor and is just a three minute walk from the historic village of Deer Isle. Originally built by Thomas Pickering in 1854 this farmhouse has wonderful elements from the past and is sure to excite history buffs. Most locals you'll meet will know The Pickering House as 'ole Dr. Kopfmann's house - the island's doctor for over 40 years. He charged $2 for office visits at the house, $3 for house calls and was famous for handing out sugar pills (which miracously cured most ailments.)

The house, a classic Georgian farmhouse, has been recently renovated but retains traditional island charm: Beautiful hardwood floors, original tin ceilings, an attached barn, exposed ceiling beams that were once ship masts, and an old ship's beam which forms the curvature of the library walls.

The big back yard with multiple flower and vegetable gardens is beautiful. The property still has the original grape vines with which long ago owners used to make their own wine. There is also a deeded walking path which leads back to Lily Pond - a great swimming hole where the water is warm enough to swim and play in for hours. A trip back to the pond is a great way to cool off on a hot summer day! This is a don't miss feature. And, if you're a fisherman bring your rod and reel. They stock brown trout here!

A great plus for this property is it's location: across the street from the ocean, walking distance to shops, galleries, coffee shops, the Whales Rib Restaurant, and just 1 mile to The Island Country Club (a public golf course) and Deer Isle Yacht Club.

The House:

The first floor of the home has a Living Room with a fireplace and 46' television w/a Roku player ( Netflix & HuluPlus) which opens to the gourmet country Kitchen. The Kitchen features a great 4 oven AGA cooker, a professional NXR stainless range, a Sub Zero refrigerator, and a huge kitchen island. Off the kitchen is a butler's pantry, a small laundry area with a Fisher & Paykel washer & dryer, and a 1/2 bathroom. The separate Dining Room is just steps away and has comfortable seating for 9-10. The Library also has plenty of seating for all, a 46' flat screen tv w/cable tv, a game table for nights of Bridge, Scrabble or Poker and a desk and wet bar area. Across the hall from the Library is the Parlor - the most elegant room in this farmhouse with tall windows peering towards the ocean, original tin ceiling, a crystal chandelier, a baby grand piano and a couch that coverts into bed for overflow or unexpected guests.

The second floor has four bedrooms, 2 full bathrooms and a 1/2 bathroom. The first bedroom has a King size bed with limited views of the harbor. The second bedroom has two Queen beds and also has limited views of the harbor. This bedroom includes an en suite full bathroom. There are curtains that can be drawn between the beds for more limited privacy. The third bedroom is quite small and has a Twin bed but features its own en suite 1/2 bathroom. The 4th bedroom, which I generally claim as the Master Bedroom, is located at the back of the house down a private hallway with a King size bed, a 42' tv w/cable and Roku and an en suite full bathroom. This room overlooks the back yard and has windows on 3 walls which make for a wonderful cross breeze.

If you haven't been to Deer Isle before it is truly a throwback to the way Maine was 50 years ago! Deer Isle is connected to the Blue Hill peninsula by a small suspension bridge and a beautiful causeway so there is no need to worry about ferrying your car over. Be sure to bring your camera! Every time you turn a corner you'll see sights more beautiful than the last.

Your days will be filled exploring Deer Isle (and nearby areas such as Castine, Blue Hill, Bar Harbor) and your nights on the front porch watching the sun set or you can walk down to The Whales Rib - the coolest & hippest tavern/restaurant on island. Another great option is to just stay in and cook yourself some of the finest lobster Maine has to offer. Deer Isle is one of the biggest lobstering ports in the USA. You can buy them directly off the dock in Stonington (a quick 6 mile drive at the Southern tip if the island) as the boats come in or at the Co-op. Summer 2013 I paid about $3.75/lb. Summer 2017 I paid $5.25/lb.

The house is for rent on a weekly basis (Saturday to Saturday) in July and August. I will also consider 3 day weekend ($300/night) or weekly rentals for September and October. Email or call me if you are interested in stays less than one week. k.

Dogs are allowed with prior approval and a non - refundable pet deposit of $150 (Hey, that's cheaper than leaving Fido at the kennel and tons more fun!) I am a dog owner and lover myself and I want you to have the best vacation possible! If you are a return vacationer with the same dog this deposit drops to $25. Because of allergy concerns, please note that dogs are the only pets allowed at The Pickering House.

Thank you for considering a vacation at The Pickering House. If you have any questions or would like additional pictures please let me know.

More Details

Annie Albrecht
Member since: 2013
Speaks english
Response time:
Within an hour
Response rate:
Calendar last updated:
June 13, 2018

About Annie Albrecht

The Pickering House has had several owners over the past few years but has recently (and very happily) found me! I live in Mill Valley, California but was born and went to college in Maine - go White Mules! I spend as much time in Deer Isle as possible which isn't enough! I fell in love with the house at first sight and hope you will too! In 2016 I was lucky enough to buy a neighboring property - an 1827 Colonial/Victorian. This house is currently under complete renovation/restoration and won't be ready until Fall 2018. This house, Spofford Hill, has an additional 6+bedrooms. These 2 properties can be rented together which will be great for wedding parties and family reunions!

Why Annie Albrecht chose Deer Isle

For me Deer Isle and this house represent an escape from the high anxiety, stressful life I have in California. It really is like going back in time 50 years. This place is peace and calm. I love it.

What makes this farmhouse unique

I want you to love The Pickering House and Deer Isle as much as I do. If there are any special touches that would make your vacation more enjoyable I hope you will ask. Additionally, I have the best caretaker on the island who has lived here his whole life and knows it better than anyone. Between the two of us we should be able answer any questions and accomodate any requests you have!


Accommodation and Amenities for this vacation farmhouse rental in Deer Isle, Maine

Property Type:
  • farmhouse
  • Guests provide their own meals
Floor Area:
  • 3000 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 10
  • Min. age of primary renter: 25
  • Children welcome ...
  • Parties/events not allowed
  • Pets considered ...
  • Non smoking only
  • I require a signed rental agreement for all rental parties. All rental specifics are in agreement.
  • PLEASE no smoking in house, unauthorized animals or more than 10 guests at house.
Location Type:
  • Lakefront ...
  • Ocean View ...
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Clothes Dryer
  • Fireplace ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Child's Highchair
  • Dining ...
  • Dining Room
  • seating for 9 people
  • 2 Bathrooms
  • 2 Half Baths
  • Bathroom 1 - 1st Floor - toilet , This 1/2 bathroom is off the kitchen
    Bathroom 2 - 2nd Floor - toilet , combination tub/shower , This full bathroom is en Suite to the Master Bedroom
    Bathroom 4 - 2nd Floor - toilet , combination tub/shower , This full bathroom is en Suite to Bedroom #3
    Bathroom 3 - 2nd floor - toilet , This 1/2 bath is en Suite to Bedroom # 2
  • All bathrooms have been remodeled within the past 2 years and although small are VERY clean and modern.
  • 4 Bedrooms, Sleeps 10
  • Bedroom 2 - 1 twin/ single , En suite 1/2 bath.
    Bedroom 3 - 2 queen , En Suite full bathroom. Limited water views.
    Bedroom 4 - 1 king , Limited water views.
    Master Bedroom - 1 king , Down private hallway. En suite full bathroom. 42' television
  • I think that sleeping in comfort is one of the most important parts of a vacation. At The Pickering House you'll enjoy luxurious sleeping - feather beds, down pillows, down comforters and lots of Italian bedding! All bedrooms have hardwood floors, night tables with a lamp and a fan. There is also a convertible couch bed (sleeps 1 comfortably) in the parlor on the first floor for additional sleeping if needed.
  • Books
  • Games
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Video Library ...
  • Deck / Patio ...
  • Golf ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Tennis ...
  • wheelchair inaccessible ...
  • churches
  • cinemas
  • library
  • live theater
  • marina
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • kayaking
  • sailing
  • sound/bay fishing
  • swimming
  • tennis


5/5 -
(2 traveler reviews)

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Renovated 1854 Sea Captain's House w/Harbor Views in Deer Isle Village
average rating of 5.0 based on 2 reviews

Deer Isle retreat

  • 5 of 5

My family thoroughly enjoyed our week on Deer Isle while staying at the Pickering House. The house is very historic, filled with antiques and interesting objects, was clean and comfortable, and has a large, well equipped kitchen that was perfect for preparing meals. We enjoyed exploring Deer Isle, both on land and with kayaks, eating local produce, cheeses and of course, lobster! Annie provided accurate and thorough information about the house and the island and was very prompt in getting back to us when we had a question. We would certainly recommend the Pickering to friends and relatives.

  • Submitted: 10-Aug-2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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We loved this Beautiful historical home

  • 5 of 5

My family had a wonderful time among nature, history and water. We loved this visit to Maine staying in this historical home. It has great gathering rooms throughout. Three choices for sitting rooms, a large kitchen for all to gather during mealtime and an eclectic dining room for our dinners. We loved the game room/library with all its period pieces, games, collectibles and books. The bedrooms were lovely and comfy. But our favorite spot was the front porch both morning and night. A great place to enjoy your morning coffee. This home is so close to the quaint town of Deer Isle. And just a short drive to Stonington for a peek into the fishing life of the locals. There were good options for hiking, dining and absorbing the local life. We can't rave enough about our special family time in this beautiful home.

  • Submitted: 30-Jul-2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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Nearest Airport
52 Miles
Bangor International, Bangor, ME
Nearest Barpub
0.1 Miles
The Whales Rib, Deer Isle Village, Deer Isle, ME
Nearest Ferry
6 Miles
Stonington, ME
Nearest Golf
1 Miles
Island Country Club (public). Deer Isle, ME
Nearest Restaurant
0.1 Miles
The Whales Rib, Deer Isle Village, Deer Isle, ME
Car: necessary

The Pickering house is just a short walk to Deer Isle Village which has numerous art galleries, a great library, a post office, wonderful coffee shops, and The Pilgrim Inn which has the island's best tavern and restaurant - The Whales Rib.


Rates & Availability

Rental Rates for this vacation farmhouse rental in Deer Isle, Maine

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Summer 2018
Jun 30 2018 - Aug 31 2018
7 night minimum stay
Aug 19 2018 - Sep 1 2018
14 night minimum stay
Flat fee
Fall 2018
Sep 1 2018 - Oct 27 2018
3 night minimum stay
Thanksgiving 2018
Nov 17 2018 - Nov 25 2018
9 night minimum stay
Flat fee

Additional information about rental rates

Refundable Damage Deposit C$398.07
Cleaning Fee C$265.38
Property Damage Protection C$104.83
Pet Fee C$199.04

I require a signed rental agreement.

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.
Contact Owner