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Jane Peabody

Member since: 2003
Call Manager
Speaks: english

Hot Tub! Gorgeous Oceanfront Setting on Harbor, Private Dock

22 Reviews
Bedrooms 3
Half Baths2
Property type condo
Minimum Stay 7 nights

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Southwest Harbor Condo Rental Photos and Description

3 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6

Hot Tub!!

Come and enjoy the gorgeous accommodations and spectacular, unparalleled views of Southwest Harbor at 'Midships' at Windward Shores. Windward Shores is an exclusive 3 unit condominium enviably situated at the head of the harbor on the shores of Southwest Harbor. But don't shy away because of the word 'condo', this is no cookie-cutter condo! Windward Shores is not part of a larger complex. It is just one custom built waterfront property in a quiet residential neighborhood, with a homey, cottage feel. 'Midships' is the largest of the 3 condos boasting 3 levels, floor to ceiling windows, private patio, deck, sloping lawns, and private dock.

From the gleaming hardwood floors and spiral wooden staircase to the granite countertops and tiled doubled-headed master shower, it's the attention to detail that make 'Midships' a cut above the rest.

With truly breathtaking views from any of the three levels at 'Midships' as well as from the deck and private master patio with hot tub, you're ever close the the ocean. Closer still, step out to the sloping lawn, where you'll find seating and a Chiminea (outdoor fireplace or 'firepot') just above the shoreline and access to Windward Shores own private dock, all right in front of you!

Attention to Detail: As you walk into 'Midships' main level, you are consumed by panoramic views of the harbor. The open floor plan of this level allows you to soak in the views whether you're cooking in the kitchen, relaxing in the sitting area or dining at the table with family and friends. The fully appointed kitchen has gorgeous granite counter tops, stainless steel appliances, including a double oven, cook top stove, refrigerator with water/ice dispenser and a built in microwave. Take the spiral staircase to the upper level and find a great spot for watching the activity of the harbor, enjoying cable on the flat screen HDTV, or curling up with a good book. This level also offers a bedroom with double bed.

In the lower level you'll find the master bedroom with hot tub on private patio overlooking the harbor, tiled master bath with double-headed shower, a second bedroom with twin bunk beds, and another bathroom with tub and shower. Plenty of room to spread out!

Away from the Crowds, Close to Everything!: Situated on the 'quiet side' of the island, you can enjoy the real Downeast Maine away from the crowds, but still be within minutes of world-famous Acadia National Park and Bar Harbor. You can explore all that the park has to offer by yourself, take a guided tour or take Mount Desert Island's bus, the 'Island Explorer', available to the public free of charge! Destinations include just about anywhere you want to go on the island. There are a number of outfitters located on Mount Desert Island that rent bicycles and kayaks, several with walking distance of 'Midships'. A stroll into Southwest Harbor or a short drive to Bar Harbor and you can enjoy a wide variety of activities from the most relaxed to the most rigorous, dining for all tastes and budgets, and shopping in many unique shops and galleries. Regardless of your interests, 'Midships' and the surrounding attractions are sure to make for a fulfilling vacation!

Come in the Fall-Beautiful Foliage, lower rates! : The months of September and October are a fabulous time to come to 'Midships'. The rates are lower, the crowds have left, the weather is comfortable and the foliage is spectacular!!!

Have school-age kids but still want to avoid the crowds, why not come to 'Midships' in June!

More Details
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible
Jane Peabody (Property Manager)
Member since: 2003
Call Manager
Speaks: english

Guestbook comments from the manager

Taken from Guest Feedback Sheet - We had a great time - can't beat the view! The condo had everything we needed.
Jun 2013
  • 1 of 4


based on 22 traveler reviews

Hot Tub! Gorgeous Oceanfront Setting on Harbor, Private Dock
average rating of 4.7727275 based on 26 reviews
Lakeville, MN

Great time!

  • 4 of 5

We had a great time in Southwest Harbor. The Midships condo was very nice and comfortable. We enjoyed the hot tub one morning when the fog was so thick that we didn't want to venture out. The area was quiet and we enjoyed watching the harbor in the evening as the sun went down. We would definitely stay here again.


  • Submitted: Sep 13, 2016
  • Stayed: Sep 2016
  • Source: HomeAway
Owner's Response: We love the floor to ceiling windows view over Southwest Harbor! AND soaking in that steaming hot tub after a days hiking adventure in Acadia National Park.....glad you also enjoyed your stay and would love to welcome you back...discounted rent for returning guests!
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"Seas The Day"

  • 5 of 5

We had an exceptional time during our stay at "Midships" this past July! We immediately became enthralled with the view of the harbor, the excellent features and condition of the condo and the proximity to the town of Southwest Harbor, Acadia and Bar Harbor. We particularly enjoyed the "quiet side" of MDI including the restaurants and shops. We recommend The Upper Deck Restaurant as well as "Eat-A-Pita. Jane was quick to respond to all of our needs including delivering her personal coffee grinder for our use during the week. We hope to return to Maine in the future and would love to stay at "Midships" again!

  • Submitted: Aug 10, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Owner's Response: Glad you enjoyed a great cup of coffee along with the great view of Southwest Harbor!
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Dacula, GA

AWESOME vacation!!

  • 4 of 5

We really enjoyed our stay at this property! The view was gorgeous and we loved just sitting on the deck watching the activities of the harbor. Kitchen was well stocked and we had everything we needed to cook and eat our lobster from the fishing trip booked out of Southwest Harbor. The only caution I might mention is the steps from upstairs bedroom to kitchen and then kitchen to master bedroom level were quite steep and may present an issue to those with knee problems. We had a great stay and look forward to booking again!

  • Submitted: Jul 20, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
Owner's Response: Happy you enjoyed the view from the deck! Thanks for the steps advice...we always ensure our friends and guests are aware they are steep so that everyone is comfortable and has the best possible stay!
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Lovely Vacation Site

  • 5 of 5

The listing description was accurate and even more spacious than we had imagined. The unit was neat, clean, and nicely furnished. The view was superb from all three levels. We were vacationing with our grandchildren, ages 9, 11, and 13. Everyone enjoyed a great place to relax after hiking, fishing, and exploring Acadia. Jane was very welcoming and helpful. We enjoyed meals in Bar Harbor, Thurston's Lobster Pound, and most especially Beal's Lobster Pound in SW Harbor. Breakfast at Grumpy's, Jordon's, and Two Cats were the greatest. We highly recommend Midships and hope to return.

  • Submitted: Jul 17, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
Owner's Response: Very happy you all enjoyed your family time in Midships and Maine!
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Wonderful vacation home.

  • 5 of 5

My wife and our three young adult children loved Maine and Midships. The views are beautiful from each of the three levels of the home. We got up to watch the sun rise over the harbor several times and it was worth the loss of sleep. The hot tub was relaxing after our long days of hiking, kayaking and biking. We saw deer in the backyard and a bald eagle fly by while we were in the hot tub. We toasted marshmallows in the chiminea. We spent a lot of time in Acadia National Park and saw a sunset from the top of Cadillac Mountain - amazing views. There are nearby entrances to the park and lake kayaking nearby. Midships is close enough to Bar Harbor to enjoy the restaurants and boat cruises yet far enough away to escape the crowds. Grumpy's is great for breakfast. We thoroughly enjoyed Midships and highly recommend it but the spiral staircase to the third floor would pose a problem for elderly guests.

  • Submitted: Jun 22, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
Owner's Response: Wow, sounds like you truly enjoyed all this island and home has to offer!
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1 0

Midship, Southwest Harbor Maine

  • 5 of 5

Our family of five loved Midships! We truly enjoyed the breathtaking view of the Harbor from the hot tub, first level patio table, and top floor rec room. Your place was beautifully decorated! We even woke up to watch the sunrise over the harbor. Our Family went hiking, kayaking, and biking in Acadia National Park. We saw deer in the back yard and a bald eagle fly past while we were in the hot tub. Maine was fabulous ! Thank you for sharing your home with us


  • Submitted: Jun 19, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
Owner's Response: Very happy that you enjoyed your stay and have such great memories of Maine!
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Nearest Airport
12 Miles
Bar Harbor Jet Port
Nearest Ferry
0.25 Miles
Cranberry Cove Ferry
Nearest Restaurant
0.25 Miles
Upper Deck Seafood and Breakfast at Grumpys

Located on the quiet side of Mount Desert Island, Midships at Windward Shores, is situated in the quaint village of Southwest Harbor. From 'Midships' you can take a stroll into town and explore unique shops, fabulous restaurants, museums, antique shops, an Oceanarium, and much more. Or, walk to the marina and watch the lobster fishermen bring in their catch. You can even buy a fresh lobster while you are there! Rent a boat locally or take the water taxi to explore the waters and islands surrounding Mount Desert Island. 'Midships' is also located just minutes from world-famous Acadia National Park, which offers crystal-clear lakes, sandy and rocky beaches, rocky shorelines, beautifully maintained hiking and biking carriage trails, mountains to hike or drive, and so much more. Opportunities for whale watching, boat rentals and charters, fishing, swimming, tennis, shopping, kayaking, hiking, and many more are within minutes.


Rates & Availability

Southwest Harbor Condo Rental Rates

Rental Basis:
per property
Manager accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
Fall/Foliage Season
Sep 11 2016 - Oct 16 2016
7 night minimum stay
Early Summer
May 14 2017 - Jun 10 2017
7 night minimum stay
Summer I
Jun 11 2017 - Jul 1 2017
7 night minimum stay
Summer II
Jul 2 2017 - Aug 26 2017
7 night minimum stay
Late Summer/ Labor Day
Aug 27 2017 - Sep 16 2017
7 night minimum stay
Fall Foliage Season
Sep 17 2017 - Oct 15 2017
7 night minimum stay

Additional information about rental rates

Refundable damage deposit $350
Tax Rate 9.0%

$100/wk multiple wk discount. We own the condo next door and a house across the street and offer discounts, great option for larger groups!
Rates and minimum stays are subject to change until reservation is confirmed. Although some rate periods show less than a 7nt minimum, this is primarily a WEEKLY Sunday to Sunday rental. We will CONSIDER (and solely at owner's discretion) less than a full wk.

Manager's Cancellation Policy

  • 0% refund if canceled at least 0 days before arrival date.
Enter dates for accurate pricing
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Available arrival
Available stay (no arrival)


Southwest Harbor Condo Accommodation and Amenities

Property Type:
  • condo
  • Guests provide their own meals
Location Type:
  • Oceanfront ...
  • Village
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer
  • Filtered Water
  • Heating ...
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Living Room ...
  • Local Activities Guide
  • Local Restaurant Guide
  • Paper Towels
  • Parking
  • Parking Off Street
  • Parking for RV/Boat/Trailer ...
  • Sofa Bed
  • Telephone ...
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Kitchen
  • Lobster Pot
  • Microwave
  • Oven
  • Refrigerator
  • Stove ...
  • Stove
  • Toaster
  • Child's Highchair
  • Dining
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • 2 Half Baths
  • Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - toilet , Plus washer and dryer on main level
    Master Bathroom - toilet , shower , Extra large tiled doubled headed shower
    Half Bathroom -
  • 3 Bedrooms, Sleeps 6
  • Bedroom 2 - 2 twin/ single , Twin Bunk Beds
    Master Bedroom - 1 queen
    Additional - 1 sleep sofa /futon , Sleep Sofa in Upper Living Area
    Bedroom 3 - 1 double
  • Books
  • Books for Kids
  • CD Player
  • DVD Player
  • Games
  • Games for Kids
  • Radio
  • Satellite / Cable
  • Stereo
  • Television ...
  • Toys
  • VCR
  • Video Library
  • Balcony
  • Binoculars
  • Boat Dock
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Walkway to Water
  • Wood Deck
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible ...
Pool / Spa:
  • Hot Tub ...
  • autumn foliage
  • bay/sound
  • botanical garden
  • churches
  • cinemas
  • forests
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • water parks
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • miniature golf
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • mountain climbing
  • rock climbing
  • sailing
  • sound/bay fishing
  • swimming
  • tennis
Access to Windward Shores Private Dock

Learn more about this vacation rental at the manager's website:

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