Home Vacation Rentals By Owner In Deer Isle, ME

Showing 20 Of 39 Vacation Rentals
Slider Thumb
Exceptional(23)

$483

/ Nightly
Agritourism

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

Deer Isle, Maine, United States

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.) brbrThe 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. brbrThe big back yard has multiple flower and vegetable gardens and fruit trees. Please help yourself to whatever is in season - rhubarb, asparagus, peas, lettuces/kales, tomatoes, apples or pears - just be sure to secure the gate of the salad garden when you are done picking or the deer will eat everything overnight. ***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. Lily Pond is almost a mile in length and is super clean as no motorized vehicles are allowed in its waters. A trip back to the pond is a great way to cool off on a hot summer day! This is really is a don't miss feature and the favorite of many returning guests. And, if you're a fisherman, bring your rod and reel. They stock brown trout here!brbrA great plus for this property is it's location: across the street from the harbor, walking distance to shops, galleries, coffee shops, the Pilgrim Inn and just 1 mile to The Island Country Club (a public golf course) and Deer Isle Yacht Club. There are a number of places to walk along the shore (including the Little Deer and Sunshine Causeways -which are also great places to go clamming) and Sand Beach & Reach Beach are the best island beaches if you are brave enough for a quick dip in the freezing cold Maine Coast Atlantic Ocean. I also recommend Barred Island Preserve which at low tide the sandbar appears and you can walk across it and explore the newly connected island. brbrI also own a neighboring property, Spofford Hill House, featuring an additional 6 bedrooms (with a 1st fl Master) and 4.5 baths, that can be rented for large family reunions and groups starting Summer 2021. Combined the properties can accommodate up to 23 guests. brbrThe House:brbrThe 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 4 oven AGA cooker (shut off in summer months), a professional 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 (tuned last in July 2020) and a couch that coverts into bed for overflow or unexpected guests.brbrThe 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 (varying substantially with the seasons) 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.brbrIf 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.brbrYour days will be filled exploring Deer Isle (and nearby areas such as Castine, Blue Hill, Bar Harbor) and your nights on the front porch enjoying the breeze that comes up from the harbor or you can walk down to the Library and see a spectacular sunset. Deer Isle is one of the biggest lobstering ports in the USA. You can buy lobster 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. Summer 2019 I paid $6.50/lb. Summer 2020 $5.50 for soft shell. I hear Lobster prices will be much higher Summer 2022 brbrThe 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. Contact me below or visit DownEastMaineRentals if you have other questions.brbrDogs 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.brbrThank you for considering a vacation at The Pickering House. If you have any questions or would like additional pictures please let me know.
Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(4)

$244

/ Nightly
Private Vacation Home

A Victorian Gem on Deer Isle - Walkable to beaches and local shops

Deer Isle, Maine, United States

Come and stay in the heart of Deer Isle. This victorian gem will embrace you with the charm and warmth only a home built in 1860 can. You will find so many unique touches throughout this newly renovated home. It is located within steps of the favorite local coffee house, gift shop and antique store. You can also take a stroll to the ocean in mere minutes. Modern amenities like high speed internet are included. We invite you to feel the Maine island life.brbrThe SpacebrbrThe house is perfect for a family or group of friends. It sleeps eight comfortably and each room has brand new furniture and mattresses. Each room has wonderful light. Privacy blinds and ceiling fans are installed for your comfort. brbrThe house has been fully renovated and has a new lease on life. Many everyday amenities for each guest will make your stay comfortable and memorable. brbrThe main floor is made up of an eat-in kitchen, dining room, living room, laundry room and half bath. brbrUpstairs is where you will find three bedrooms, a full bathroom and reading nook. Two bedrooms have king beds and the third room has two queens. A large full bathroom with a tub shower combo, single vanity, bright natural light and fresh towels. brbrOutside you will find two different spaces. A deck with everything you need to relax is found on the front of the home. Maine trees provide shade in the back of the home with a seasonal view of Mill Pond. You will also find a fire pit ready for an evening outside located at the edge of the trees.brbrLet's be honest. You want to know....yes the internet is awesome. It’s fast, consistent and those tiny little work details you need to finish before heading out on a hike can get done in a snap.brbrGuest AccessbrbrThe home and property are all yours. The basement and attic are not open to guests, but everything else is. We want you to feel at home. Every guest will be given an entry code to access the home from our deck door right before their check-in date. A set of keys will be available for the double front doors once you are inside.brbrOther Things to NotebrbrThis home is 160 years old and we want it to keep that long run going. Please remove you shoes when in the house and preserve our floors. We do not own the piece of property between our rock fence and Mill Pond. Please respect this property and do not walk through it trying to access the pond.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(12)

$244

/ Nightly
Private Vacation Home

Waterfront Getaway Near Acadia w/ Spectacular View

Deer Isle, Maine, United States

Retreat to this coastal Maine getaway just steps away from your own private ocean front while roasting marshmallows by the bonfire enjoying the amazing view and a short drive to Acadia National Park. Spend the day exploring tide pools, relaxing in the sun, kayaking, enjoying some Maine Lobster or take it easy and just enjoy a cup of coffee while taking in the spectacular views and listening to seagulls and waves crashing; Something to do for all members of the family.brbrThis 2 bedroom, 2 full bathroom home is situated directly on the ocean. Enjoy local seafood walking distance down the street, eat out in the quaint town of Stonnington or prepare meals with the family in the fully equipped kitchen while listening to music on the Amazon Alexa. For those looking to take a break from the outdoors, play cards or board games in front of the propane wood stove or disengage with complementary Netflix and Hulu on the smart TV.brbrLocated br - Just steps away from your own private ocean front with firepitbr - 5 minute walk to public boat ramp and the LDI Lobster Shackbr - 5 minute drive for views of Pumpkin Island LightHousebr - 15 minute drive to downtown Stonnington or the quaint town of Blue Hillbr - Less than 1 hour drive to Acadia National Park and historic Bar Harbor.brbrFirst Floorbr - Fully equipped Kitchen with full size refrigerator and dishwasherbr - Large Dining Area for 6br - Living Room with plenty of seating next to propane woodstove and smart TVbr - Full BathbrbrSecond Floorbr - Bedroom #1: Queen Bedbr - Bedroom #2: Twin over Twin Bunk Bed & Full Bedbr - Full Bath with TubbrbrAdditionalbr - In Home Washer & Dryer br - Charcoal Grillbr - High Chairbr - Portable CribbrbrComplementarybr - Air Conditioning in Bedroomsbr - Amazon Alexabr - Netflixbr - Hulubr - Coffee and Tea Barbr - Fresh Ocean Breeze!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(62)

$1,019

/ Nightly
Private Vacation Home

LUXURIOUS OCEANFRONT WITH PRIVATE BEACH AND INCREDIBLE SUNSETS

Deer Isle, Maine, United States

Stinson Point Retreat is a luxurious, oceanfront property with 300 feet of private beach. Stinson Point Retreat has a desirable, private location and has superb ocean frontage on the Penobscot Bay. Enjoy beachcombing, swimming, kayaking, hiking and even biking from this picturesque location in Deer Isle. It is located within walking distance to the Barred Island Preserve in a wonderfully quiet and serene setting. Rent kayaks and kayak to Barred Island. Enjoy sitting in Adirondack chairs and watching the sunset or making S’mores on the firepit. Within walking distance is the restaurant Aragosta, named by Downeast magazine, the best waterfront restaurant in Maine. brbrStinson Point Retreat is a five bedroom, 3.5 bath eco-smart house. The house’s solar panels produce its own electricity and hot water. Stinson Point Retreat is a wonderfully spacious home and has many grand features such as a professional-grade kitchen, hardwood flooring, wireless internet, internet streaming television, and an infra-red sauna.brThe main floor of Stinson Point Retreat has a great room with a cathedral ceiling. There is a wall of windows with views of the ever-changing Penobscot Bay and access to the oceanfront deck. The home is comfortable for up to ten guests. Granite counter-tops, and the fully equipped kitchen is easy to cook in. The living room is comfortably furnished with ocean views. There is a TV in living room, Master Bedroom, and downstairs in the Media Room brbrThe main floor has four bedrooms. The master suite looks out at Penobscot Bay, is furnished with a king sized bed, his and hers walk in closets, a large bathroom with a soaking tub and shower. The master suite has a large wall mounted TV. brTwo bedrooms with queen sized beds share a large bathroom, and are situated on their own, private wing making the home comfortable and offering privacy. The main floor laundry room has a full-sized washer and dryer.brThe fourth bedroom on the main floor has a double bed and door to the deck. brbrFrom the main floor, you descend the spiral stair to the ground floor or use the elevator. The ground floor includes a media room with a large flat screen television, a wet bar, a separate seating area for enjoying games and puzzles, and an area for ping pong, foosball and exercise. Downstairs TV has a Bluray for the DVD's provided or bring your own. brThe fifth bedroom on the ground floor furnished with a queen bed. There is a full bathroom with infrared sauna downstairs. brbrStinson Point Retreat has a wrap around deck. This deck has 2 outdoor dining areas, chaise lounges, and a gas barbeque. Stairs descend to a second deck with seating and a gas firepit. From the deck, walk to the beach, the Zen Zone platform or the shade platform nestled in the pines and equipped with Adirondack chairs. There are two picnic tables, hammock and additional Adirondack seating situated to catch the incredible sunsets.brbrStinson Point Retreat is a breath-taking vacation destination with amazing ocean frontage on Penobscot Bay.brInquire today about reserving your time in this home.
Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(1)

$402

/ Nightly
Cottage

Eastman's Seaside Cottage with Private Beach

Deer Isle, Maine, United States

With panoramic ocean views on a 4 acre property, this historic beachfront Deer Isle, Maine cottage -- renovated in 2021 -- transports you to a cozy and character filled seaside paradise. Watch the sunset over the water from the expansive deck, make s'mores around the firepit, head down the stairs to the private beach and collect shells or launch a kayak, or sit in the living room by the wood burning stove. There are 5 bed bedrooms, a living room, and a separate kid den with smart TV.brbrWe are at the top of Deer Isle with a large private beach just a few steps down from our front yard with large deck and fire pit. The cottage was originally built by our grandfather in 1970's and renovated in 2021 with a massive addition. It's a mix of old and new, with furniture and Maine needlepoint artwork throughout that were built by our grandparents but with all the modern amenities you need to feel comfortable, including two smart TVs and wifi. We are just a short drive from Stonington where you can check out local art galleries and antique shops or pick your own lobster. Yes, we have everything you need to cook your lobster at the cottage!brbrYou will need a car to get around, there is plenty of parking on the property.brbrWe are based in Washington, DC but have a local caretaker who can come over and help with anything you might need during your stay.brbrDeer Isle is located in the Penobscot Bay and is part of the traditional territory of the Penobscot Nation. It's natural beauty is breathtaking--walk along the shell filled beaches, hike the granite quarry, kayak or stand-up paddle board off our private beach (you must rent your own kayaks) or you can drive into Stonington and kayak or SUP in the bay. Stonington which is a short drive from the cottage is dotted with antique shops, restaurants, art galleries, and of course the Stonington Opera House. It is also an authentic fishing village filled with lobster boats and delicious fresh lobster. Within a 5 minute drive from the cottage we also have a small grocery store, a lobster shack, a burger shack and playground, a local coffee shop, and art galleries.brbrYou will need a car to get around.brIt's rugged deep woods setting so we request that you consider removing your shoes when inside keep the dirt away. There is a generator to restore power in the event of severe weather. Thank you
Bed 6

Bed

Bath 5

Bath

Sleep 10

Sleeps

Home Most popular vacation rentals in Deer Isle