check navigate-up navigate-left navigate-right expand

Jane Peabody

Member since: 2003
Speaks: english

Hot Tub! Gorgeous Waterfront on Harbor with Private Dock

21 Reviews
Bedrooms 3
Property type condo
Minimum Stay 7 nights

Pay with confidence

When you book through the HomeAway checkout, your booking is backed by our Book with Confidence Guarantee™ offering comprehensive payment protection.

Learn more


Bar Harbor and Mount Desert Island Condo Rental Photos and Description

2 bedrooms, 1 loft bedroom, 2 full bathrooms waterfront on Southwest Harbor

As you walk into 'Port's' main level, you are consumed by panoramic views of the harbor. Step out onto the deck and you can smell the ocean air and feel as though you can reach out and touch the boats in the harbor.

The open floor plan 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 galley-style kitchen has lots of prep and cupboard space and stainless steel appliances. Reminiscent of a yacht, 'Port' has crisp white walls and natural wood accents, including exposed beams and natural wood ceiling, To top it off, this area is tastefully furnished with comfy couches and leather accents. The upper level offers an open loft bedroom with double bed and overstuffed chair. And in the lower level you'll find the master bedroom with hot tub on private patio overlooking the harbor, a full bath with granite sink, laundry and a second bedroom with twin bed plus a twin trundle.

Come to the 'Quiet Side': 'Port' is situated on the shore in the quaint village of Southwest Harbor. From 'Port' you can take a stroll into town and explore unique shops, fabulous restaurants, museums, antique shops, an oceanarium, and much more.. Rent a boat locally or take the water taxi to explore the waters and islands surrounding Mount Desert Island. The condo 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, golf, tennis, shopping, kayaking, hiking, and many more are within minutes.

Away from the Crowds, Close to Everything!: Situated on the 'quiet side' of Mount Desert 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 as well. Just fifteen miles 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, 'Port' 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 'Port'. The rates are lower, the crowds have left, the weather is comfortable and the foliage is spectacular!!! Acadia National Park is rated among the best places in the United States to view fall foliage!

Have school-age kids but still want to avoid the crowds? Why not come to 'Port' in June!

Enjoy a picnic on Windward Shore's Private Dock. Watch the activity in the harbor as working lobster and fishing boats mingle with exquisite yachts. When the sun sets behind you, experience a sight unparalleled as the boats in the harbor are illuminated...gorgeous!

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

Guestbook comments from the manager

Cleanliness, furnishings and equipment all excellent. We had a wonderful time and would definitely come back + recommend to others. Locaton is fantastic!
Aug 2011
  • 1 of 2


based on 21 traveler reviews

Hot Tub! Gorgeous Waterfront on Harbor with Private Dock
average rating of 4.8095236 based on 23 reviews

Wonderful View on the quiet side of Acadia

  • 5 of 5

Had a great stay at Port. The condo was exactly as advertised. It was perfect for out party of 2 couples and another adult. After a day of hiking and sight seeing, we enjoyed dinner at Port and chillaxing, and some time in the Hot Tub.

Glad we stayed in lovely Southwest Harbor. Visited Bar Harbour.... way to crowded. Plenty of great restaurants close to Port.

Did a sailing dinner cruise with Sail Acadia( 5 minute walk from Port) to Little Cranberry Island's Isleford Dock Restaurant.What an experience!!

Plenty of great hikes within in a short drive from Port. Defiantly recommend this excellent vacation rental.

  • Submitted: Jul 10, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Owner's Response: Very happy you enjoyed your stay in Southwest Harbor...this is why we love living here!
Did you find this review helpful?
0 0

Cozy getaway

  • 5 of 5

My family stayed here for a week so we could be close to Acadia National Park and get time in the evenings to spend together. Jane was very welcoming and provided us a local map, directions to the local restaurants and grocery stores, and more than enough kitchen appliances and accessories. We were able to do laundry before we left, grill out on the patio, and walk to the private dock. The details were thought out and the home was very comfortable for a family of four. Would highly recommend, but would advise that the basement gets very cold so bring sweaters and socks!

  • Submitted: Jun 15, 2016
  • Stayed: May 2016
  • Source: HomeAway
Owner's Response: Very glad you enjoyed your stay. Sorry about this year's cool spring month of May. When the sun comes out Maine warms up!
Did you find this review helpful?
1 0

3 Wonderful Weeks in Port

  • 5 of 5

This was our first stay at Port. We rented for 3 weeks and loved the location and the view as well as the comfortable accomodations. The tri-level unit is well equipped with just about everything one could need for a longer stay. It has a gorgeous view directly on Southwest Harbor and is within an easy walk to good restaurants and a full grocery store. Although located on Main St, it is set back from the road and very quiet. The only negative was that only the basement floor, where 2 of the 3 bedrooms are located, is air conditioned. We will definitely rent at Port again when we return to MDI.

  • Submitted: Nov 6, 2015
  • Stayed: Aug 2015
  • Source: HomeAway
Did you find this review helpful?
2 0

Stunning Sunrises!

  • 4 of 5

We had a wonderful week at Port. From the moment we walked in the condo, we knew we had made a great decision. The setting and views of the harbor are exceptional, and the sunrises! Absolutely beautiful! We greatly enjoyed exploring the island and Acadia, but every day, we looked forward to getting back to that deck to enjoy watching the life of the harbor. And at night, watching the stars from the hot tub wasn't so bad either!

  • Submitted: Oct 27, 2015
  • Stayed: Sep 2015
  • Source: HomeAway
Did you find this review helpful?
1 0

Wonderful condo right in the middle of everything

  • 5 of 5

We just arrived home from staying in this condo. I will say it is better than the pictures make it out to be. It was clean, comfortable and had everything we needed, including a GREAT HOT TUB!!! That got a lot of use. We were so thrilled to discover the condo, while very quiet, was within walking distance to town and all the great restaurants. We loved having the Upper Deck right next door when we were too tired from the day's adventures to go very far for dinner.

We also really liked the area of Southwest Harbor versus Bar Harbor. You had several great restaurants, shops, etc. but a LOT less of a crowd.

Thank you for such a great condo, we will be back!

  • Submitted: Aug 31, 2015
  • Stayed: Aug 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
2 0

Impeccable condo. Beautiful location and views.

  • 5 of 5

This condo is impeccably maintained and the views of SW harbor abound making for a beautiful respite from a day of hiking in Acadia. The hot tub was an added treat!

  • Submitted: Aug 27, 2015
  • Stayed: Aug 2015
  • Source: HomeAway
Did you find this review helpful?
2 0


Nearest Airport
12 Miles
BGR (Bangor) or BHB (Bar Harbor/Trenton, ME)

Hot Tub!

Come and enjoy spectacular, unparalleled views of Southwest Harbor from 'Port' 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. 'Port' boasts 3 levels, lots of windows overlooking the harbor, private patio, balcony, sloping lawns, and private dock. With truly breathtaking views from 'Port' , you're ever close the the ocean. Closer still, step out to the sloping lawns, 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! Watch the activity in the harbor as working lobster and fishing boats mingle with exquisite yachts. When the sun sets behind you, experience a sight unparalleled as the boats in the harbor are illuminated...gorgeous!


Rates & Availability

Southwest Harbor Condo Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Summer II
Jul 3 2016 - Aug 27 2016
7 night minimum stay
Summer III Including Labor Day
Aug 28 2016 - Sep 10 2016
7 night minimum stay
Late Summer/Fall Foliage
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
Summer III Including Labor Day
Aug 27 2017 - Sep 16 2017
7 night minimum stay
Late Summer/ Fall Folliage
Sep 17 2017 - Oct 15 2017
7 night minimum stay

Additional information about rental rates

Refundable damage deposit $350
Tax Rate 9.0%

This is a WEEKLY Sunday to Sunday rental. Less than a full week rental inquiry will be considered, SOLELY AT THE OWNER'S DISCRETION, and typically only if there is a last minute opening.

*$100/wk discount for booking more than one week. We also own the condo next door plus a 3 bdrm, 2 ba house across the street and offer a $100/wk discount if you rent more than one.

Manager's Cancellation Policy

  • 0% refund if canceled at least 0 days before arrival date.
Enter dates to see total
Send a Message
Available arrival
Available stay (no arrival)


Bar Harbor and Mount Desert Island Condo Accommodation and Amenities

Property Type:
  • condo
Building Type:
  • building
  • Guests provide their own meals
Floor Area:
  • 1048 sq. ft.
Location Type:
  • Oceanfront ...
  • Village ...
  • Waterfront
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Clothes Dryer
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Living Room
  • Local Activities Guide
  • Local Restaurant Guide
  • Paper Towels
  • Parking Off Street
  • Parking for RV/Boat/Trailer ...
  • Telephone ...
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet ...
  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower , Master Bath
  • 3 Bedrooms, Sleeps 6
  • Master Bedroom - 1 queen
    2nd Bedroom - 2 twin/ single , Twin Bed w/twin-sized trundle bed
    3rd Bedroom - 1 double , Open Loft over Living Area
  • Books
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player ...
  • Radio
  • Satellite / Cable
  • Stereo
  • Television ...
  • Toys
  • Video Library
  • Balcony
  • 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
  • restaurants
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • horseback riding
  • miniature golf
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • mountain climbing
  • pier fishing
  • rock climbing
  • sailing
  • sound/bay fishing
  • surf fishing
  • swimming
  • tennis
Windward Shores is a 3 unit Condominium. (we own 2 units and the 3rd is privately owned by a quiet family.) it is within feet of the shores of Southwest Harbor, with beautiful sloping lawn and private dock. Outside 'Port' you'll find a balcony off the main living area and private patio with hot tub off master bedroom (both overlooking the harbor), sloping lawn to the rocky shore and access to Windward Shores' private dock.

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

Partner Offers

Travelers who viewed this property, also viewed...