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Oceanfront Mount Desert Island Retreat

Bedrooms 2
Space 600 sq ft
Property type villa
Minimum Stay 3 - 7 nights


About the property

2 bed, 1 bath, sleeps 5

The aim and mission of the Windaway Estate is to celebrate the natural, native landscape of Mount Desert Island, and provide a YEAR ROUND peaceful, beautiful, and FUN spot for family vacations, romantic getaways, and special retreats. The Windaway Loft, part of the Windaway estate, is a perfect choice for a small family or up to 2 couples who want an oceanfront vacation in Bar Harbor, but prefer to stay just far enough away from the craziness of town. Available by itself or in conjuction with Windaway Summer House (vrbo #507910), Windaway Loft is a 2 story, apartment type dwelling. Once the attached garage of the Windaway summer house, it has very recently been lovingly renovated into a truly delightful, light filled, modern addition to the retreat like quality of the Windaway Estate. Hi Speed Wifi internet is included in the rental rate. There are 2 bedrooms, each with a brand new beds (one with a king, one with 2 twins), along with a bathroom with washer/dryer on the first floor. Linens and towels are new, high thread count and high quality. On the second floor, the open concept living/kitchen/dining area and large deck (with a grill and picnic table) offer exceptional views of the cranberry field and the ocean beyond. All appliances and furnishings are new, and tastefully coordinated. The seating is very comfortable and takes advantage of the views. Kitchenware is high quality (knives are sharp!) and is BPA and Teflon free. Enjoy having morning coffee and breakfast with the sun, and incredible sunsets and star gazing in the evening.

During the day, take a stroll on the shore to look for seashells or sea glass. Even better, bring your kayak (or rent one from National Park Canoe and Kayak Rental- they will deliver and pick up on Saturdays!) and explore the peacefulness of Western Bay from just outside your door. Of particular interest is a small, working Oyster Farm just off the shore, which is owned and operated by the owner of Windaway. At night, take advantage of the oceanside fire pit area and absorb the Maine night sky complimented by the sounds of the ocean. We love and welcome pets but charge a $75 fee for extra cleaning

More Details

Property Manager
Chelcey Dunham
Member since: 2011
Speaks english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 18, 2018

About Chelcey Dunham

Pictured above with his goat friend Marceline at his farm down the road, is Farmer Matt Gerald -the owner of Windaway Estate. Matt lives onsite at Windaway, and is a fixture on the island. Sweet Pea Farm is his day job, and is a working farm, winery, and farm-to-table restaurant just a few miles away. Make it a point to meet him and visit Sweet Pea Farm for popovers, coffee roasted onsite, free wine tastings, brick oven pizzas and Mexican offerings featuring the vegetables grown on the farm.

Chelcey Dunham purchased this villa in 1984

Why Chelcey Dunham chose Bar Harbor

After Matt attended College of the Atlantic in Bar Harbor, he decided that he had to remain on MDI. The island holds a very special energy that is both awe inspiring and nurturing. Desiring to be near her son, Matt's mom moved here too, and purchased the Windaway Estate. The property (and Matt!) retain her youthful, vibrant essence.

What makes this villa unique

Matt's mom chose Windaway because she fell in love with the spot. Who could resist pristine views, gentle access to the ocean, and the surrounding wooded areas and fields? The buildings have a nostalgic charm and are unpretentious yet tasteful, well designed, and comforting. The experience of BEING on MDI and staying at Windaway is truly a gift to the soul.


Accommodation and Amenities for this vacation villa rental in Bar Harbor, Maine

Property Type:
  • villa
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 600 sq ft
House Rules:
  • Max. occupancy: 5
  • pets considered
  • Events Allowed
  • children welcome
  • non smoking only
Location Type:
  • Beachfront
  • Ocean View
  • Oceanfront
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • Bathroom 1 - toilet , shower
  • modern fixtures, washer/dryer, stall shower
  • 2 Bedrooms, Sleeps 5
  • Bedroom 1 - 1 king
    Bedroom 2 - 2 twin/ single
  • Closet, bureau, high quality linens
  • Books
  • Satellite / Cable ...
  • Stereo ...
  • Television
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • wheelchair inaccessible
  • churches
  • cinemas
  • health/beauty spa
  • library
  • live theater
  • museums
  • playground
  • recreation center
  • restaurants
  • water parks
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • miniature golf
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • mountain climbing
  • rock climbing
  • sailing
  • swimming
Housekeeping is included in the rental rate, and happens at the end of your stay (not on a daily basis.)


Wonderful! 4.9/5 -
(17 traveler reviews)

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Oceanfront Mount Desert Island Retreat
average rating of 4.882353 based on 17 reviews


  • 5 of 5

Perfect accommodations for the two of us. The balcony/deck gives a great place to watch

sunsets and the ocean inlet. The surrounding woods give peace, serenity and privacy. Easy drive to Bar Harbor sites and Acadia National Forest. Wonderful vacation!!

  • Submitted: 15-Oct-2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Great place to stay!

  • 5 of 5

Windaway Loft was a great place to stay. The location is perfect - not too far from Acadia, but not too close to the bustle of Bar Harbor. The Island Explorer bus stop is a short walk away from the loft. Our kids really enjoyed checking out the shore and playing in the water. We will definitely consider this place again when we return to Mount Desert Island.

  • Submitted: 3-Sep-2017
  • Stayed: August 2017
  • Source: HomeAway
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Charming place for couples

  • 4 of 5

The property had a great view of the water from the balcony deck. The deck also had a nice picnic table and BBQ for having outdoor meals. The beds were clean and comfortable. Having two portable fans available was great as the second floor can get a bit warm during a summer day; the first floor was nice and cool all day long. It was nice to bring our Aussie along too, as the property is dog friendly.

  • Submitted: 1-Aug-2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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2 0

We had a wonderful time on our first trip to Maine.

  • 5 of 5

Windaway Loft was perfect for my husband and I. We definitely appreciated the privacy and being away from the throngs of visitors in Bar Harbor. Close enough to easily access the park and all it had to offer but far enough to enjoy the solitude. The cabin was clean and very comfortable.

I would definitely recommend this property if you're heading to Mt. Desert Island and Acadia National Park.

  • Submitted: 10-Jul-2017
  • Stayed: June 2017
  • Source: HomeAway
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1 0

Great host, great place

  • 5 of 5

Amazing stay

  • Submitted: 20-Jun-2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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0 0
Middletown, DE

Just like home, but better

  • 5 of 5

Adorable and clean. Comfortable beds. Everything we needed was there. Loved making a campfire by the water and looking for ocean critters. Our only regret is that we couldn't stay longer.

  • Submitted: 17-Jun-2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Nearest Airport
5 Miles
Bar Harbor Airport
Nearest Motorway
40 Miles
Car: necessary

Windaway apartment is located on the Windaway estate. The apartment itself is a brand new renovation, complete with high end appliances and furnishings. The apartment can be rented by itself, or in conjunction with the Windaway Summer House, which is connected. Windaway Estate has direct/private access to a serene, rocky Maine beach on Western Bay. Located on a quiet road just a half mile from the bridge connecting the island to the mainland, Windaway offers a convenient gateway location from which to explore all of the beautiful towns and villages on MDI. Acadia National Park is spread all over the island -- the closest trail head is only a few miles away! While it is certainly best to bring a car to MDI, just down the road you can hop on the Island Explorer, which is free and takes you all around the Island and through Acadia National Park. The Island Explorer runs from early morning till late evening. It even has a bike rack!

Windaway Estate, comprising the Windaway Summer House and the Windaway Loft is the perfect, gorgeous setting and location for your MDI vacation!


Rates & Availability

Rental Rates for this vacation villa rental in Bar Harbor, Maine

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Sep 17 2017 - Apr 28 2018
3 night minimum stay
Spring 2018
May 5 2018 - Jun 9 2018
6 night minimum stay
Summer 2018
Jun 16 2018 - Sep 8 2018
7 night minimum stay
Fall 2018
Sep 15 2018 - Oct 27 2018
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Pet Fee C$95.71 + Tax
Property Damage Protection C$75.29
Tax Rate 9.0%

Our rentals are by the week only, and are strictly on a Saturday to Saturday basis. Check in is at 4pm and Check out is at 10am.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Contact Manager