The Pickering House is an old sea captain's house with over 3000 sq feet of relaxing Down East charm. There is ample space, inside and out, which offers the perfect setting 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 and $3 for house calls - the good old days!
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!
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 and a baby grand piano.
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. 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 either on the front porch watching the sun set or relaxing in the hot tub. You can walk down to The Whales Rib - the coolest & hippest tavern/restaurant on island or stay home and enjoy some of the finest lobster Maine has to offer. Deer Isle is one of the biggest lobstering spots 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 $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.
Dogs are allowed with prior approval and a non - refundable pet deposit of $150 (Hey, that's cheaper than leaving Your dog at the kennel and tons more fun!) and a $300 refundable deposit. 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.
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Full refund
100% refund within 24 hours after booking (provided the stay is at least 60 days away).
Partial refund
50% refund of the amount paid (minus the booking fee*) if cancelled at least 4 weeks before check-in.
No refund
No refund if cancelled less than 4 weeks before check-in.
This rental can only be paid for online through Holiday Lettings using your credit/debit card or PayPal (never by bank or wire transfer).
Damage deposit: $300.00
No smoking at this property
ALL dogs need prior approval and are limited to certain breeds. There is a special dog addendum that needs to be signed and a non refundable fee if $150 needs to be paid. (Returning guests with same dog this fee is only $25).
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You can get in touch with Annie (the owner) through the contact form on this page.
If you’ve already booked, go to Manage your holiday booking to send the owner a message.
Send Annie (the owner) an email through the contact form on this page. Alternatively, if there’s a phone number on this page, you can call them.
Send an email through the contact form on this page. Or if there’s a phone number on this page, you can call them.
If you’ve already booked, go to Manage your holiday booking to view Annie the owner's contact details or send them a message.
Use the Book your stay form to pay provisionally online and send Annie (the owner) a booking request. You’ll find out within 24 hours whether they’ve accepted - no money will leave your account before then
Or send Annie (the owner) an enquiry through the Contact the owner/manager form if you’d like a quote or more info first.
When you pay online through the Book your stay form, a booking request is sent to Annie (the owner). You’ll find out within 24 hours whether they’ve accepted - no money will leave your account before then.
Only bookings paid for through our site are covered by our trusted Payment Protection.
To book this holiday home you need to pay through the Holiday Lettings website. Only bookings paid for through our site are covered by our trusted Payment Protection. This means that in the unlikely event that you’re prevented or denied access to your holiday home when you check in, we’ll offer a full refund for the stay.
Simply enter your holiday dates in the Book your stay form to calculate the cost of your stay.
Click Book now to see a full breakdown of the price.
You can also request a quote from Annie (the owner) through the contact form. The owner will email you the total cost for your dates and a link to book and pay online.
You’ll receive an email within 24 hours to let you know. Or you can check in Manage your holiday booking. No money will leave your account unless it’s accepted.
Use the Book your stay form to pay provisionally online. You can pay by credit/debit card or PayPal. Annie (the owner) will have 24 hours to accept the booking and no money will leave your account before then.
If you’ve been sent a quote, simply accept it and pay online through the email we sent you. You can also do this in Manage your holiday booking.
Only bookings paid for through our site are covered by our trusted Payment Protection.
You can exchange contact details with the property owner/manager once your booking is confirmed and you’ve paid in full. Paying and communicating only through our platform allows us to ensure that your booking is covered by our Payment Protection policy.
If you have any questions before booking, you can send the property owner/manager a message via the contact form on their listing. Once you’ve booked, you can discuss the rental and make arrangements for your trip by logging into Manage my booking.
In most cases, you don’t pay a damage deposit up front. Instead, we save your payment details securely and you’re only charged in the event of damage to the property.
Occasionally, you will pay a damage deposit up front as part of the total rental cost. In this case, the owner has 10 days after you check out to report any damage. If they don’t, we’ll return your deposit. If their claim is successful, we’ll deduct the agreed cost and return the remainder.
Go to Manage your holiday booking to view all your booking details, pay the balance of your holiday or cancel it if you need to.
You can pay the remaining balance of your holiday at any point. Simply go to Manage my holiday booking and click Pay now.
We’ll automatically charge the balance payment to the same payment method 10 days before it’s due. Go to Manage my holiday booking to see when the payment will be taken.
You’ll need to contact Annie (the owner) to do this. Send them a message in Manage your holiday booking or through the contact form on this page.
Go to Manage your holiday booking to cancel your booking. Here you can view your cancellation policy to see if you’ll be refunded.
You can request to change the dates or number of people on your booking via the Manage your holiday booking page. To change your holiday dates use the Edit booking button. If you need to change the number of guests staying then send Annie (the owner) a message.
If Annie (the owner) agrees, they’ll send you a revised quote outlining the changes. You can review and accept/decline this from the Manage your holiday booking page. You’ll have 48 hours to take action before the revised quote expires.
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