We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
New! Find and book your ideal hotel on TripAdvisor — and get the lowest prices

Windward Cottages

Show Prices
Book on TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
Enter dates for best prices
powered by PriceFinder
Prices from our online travel partners are not available
We can't find prices for this hotel
Our online travel partners don't provide prices for this accommodation, but we can search other options in Bar Harbor
Check In Check Out
Show Prices
Management photos
Windward Cottages
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"moduleList":["handlers"],"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"containerClass":null,"scriptFlags":null}
Add Photo Write a Review

29 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 29: English reviews
Somerset, New Jersey
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
Reviewed 25 October 2016

This is one of the most spectacular locations for beauty and serenity. The location is perfect for those who want to be on the quiet side.Ollie is fantastic; willing to help with what you need, yet leave you to yourself unless needed.He saved me when my car could not start. We found it easy to get around and go hiking... More 

Thank Elena L
canterbury nh
Level Contributor
19 reviews
11 hotel reviews
common_n_hotel_reviews_1bd8 7 helpful votes
Reviewed 24 September 2016

Cabins are my choice for lodging..and this one is the best I've ever been to. Located on the quieter (western) side of the island, the cabin was on the water, immaculately clean. Spotless interior with new appliances. A view of western bay out of the picture window facing west made for wonderful sunsets. Hop into your kayak/canoe and paddle for... More 

Thank jim v
Middletown, Ohio
Level Contributor
3 reviews
Reviewed 22 September 2016

This place is exactly as described and pictured on their website. Cottage is cozy, but enough space to relax inside or out. Close to the water with kayaks and canoes available to use at no additional charge. Very relaxed atmosphere and quiet. Close to downtown Bar Harbor and Acadia, but also close enough to the quiet side of the island.... More 

Thank abrit2n
Level Contributor
67 reviews
8 hotel reviews
common_n_hotel_reviews_1bd8 23 helpful votes
Reviewed 22 September 2016

We traveled as two couples and found these cabins to be perfect. Construction and furnishings were simple and just right. Wifi and cable TV were provided. The kitchen was fully furnished. The beds were very comfortable and the views - wow! It is located in a protected cove. Kayaks and canoes are available for use. Ollie is very accommodating to... More 

Thank Mei Mei B
West Virginia
Level Contributor
109 reviews
20 hotel reviews
common_n_hotel_reviews_1bd8 44 helpful votes
Reviewed 28 June 2016

This was our second stay at Windward Cottages. The cottages are roomy enough for four people and allow you to do your own housekeeping and cooking while on vacation. Linens, cooking utensils, and a grill are all furnished. Canoes and kayaks are provided if you would like to take a paddle around the bay. Because it is on the western... More 

Thank wirttravelers
Level Contributor
137 reviews
29 hotel reviews
common_n_hotel_reviews_1bd8 54 helpful votes
Reviewed 12 June 2016

We felt like we were all alone along the waterfront. Gorgeous views from the window. A bit chilly to sit out , but would be great on a warmer day. Clean and efficient. Conveniently located. Well equipped.

Thank travelhoundMaryland
Level Contributor
5 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 3 helpful votes
Reviewed 22 October 2015

Stayed here in October, 2015, in cottage number 1. My daughter and I just loved it! Very clean, in the woods, right on the ocean. Super quite, comfortable beds, all kitchen utensils, even a lobster pot to cook your lobster in and a small portable electric fan. Free DVD's and hiking literature. Also kayaks for free use and free wifi.... More 

1 Thank kwjkwj
Oakdale, New York
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
Reviewed 17 July 2015

The manger Ollie and his wife are wonderful people and do an excellent job of maintaining the cottages. The cottage was extremely clean and the location was not to far from Bar Harbor or Acadia Park. It was very relaxing here and will definitely like to come back again.

Thank Gibson6
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 4 helpful votes
Reviewed 25 June 2015 via mobile

I agree with previous reviewers' comments totally. We stayed at Founder's Cottage which is the original home of Ollie and Kelli. It is rather plain on the outside but so beautiful and comfy inside, especially the 2 cushy leather rocker recliners. They swivel so we got great views of the cove. Ollie and Kelli are so terrific. ..they allowed us... More 

1 Thank Bearnbeau
Belgrade, Maine
Level Contributor
133 reviews
16 hotel reviews
common_n_hotel_reviews_1bd8 48 helpful votes
Reviewed 11 September 2014

Absolutely loved it hear and would go back again in a second! The Owner can always be found for questions. The cottages are exceptionally clean and no cleaning cover up smell. They are in a wooded area away from the highway noise nestled in among the trees and looking out on the bay. Canoes and Kyacks are there for your... More 

4 Thank MajorJoy

34 photos of this hotel

Traveller photos: See what travellers like you saw

All Traveller Photos (16)
Room/Suite (2)
Hotel & Grounds (3)
View from Room (5)
Family/Play Areas (1)
Other (5)

Management photos: Courtesy of the property manager

All Management Photos (18)
Pool/Beach Area (2)
Room/Suite (6)
Other (10)
Check In Check Out
Hotels you might also like...
Travellers also viewed these Bar Harbor hotels
10.2 km away
Hampton by Hilton Bar Harbor
Hampton by Hilton Bar Harbor
#2 of 41 in Bar Harbor
530 reviews
9.9 km away
Atlantic Oceanside Hotel and Event Center
6.6 km away
BEST WESTERN Acadia Park Inn
Show Prices
Show Prices
Show Prices
4.1 km away
Belle Isle Motel
Belle Isle Motel
#19 of 41 in Bar Harbor
318 reviews
7.8 km away
The Colony on Frenchman's Bay
3.6 km away
Eden Village Motel and Cottages
Show Prices
Show Prices
Show Prices


  • Free Parking
Room types
  • Kitchenette
  • Children Activities (Kid / Family Friendly)
  • Free Parking

Additional Information about Windward Cottages

Address: 28 Western Bay Rd, Bar Harbor, Mount Desert Island, ME 04609-7104
Region: United States > Maine > DownEast and Acadia Maine > Mount Desert Island > Bar Harbor
Number of rooms: 6
Also Known As:
Windward Cottages Bar Harbor, Maine
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

Here's what travellers have asked, with answers from Windward Cottages staff and other travellers.
3 questions
Ask a question
Patchogue, New York
10 months ago
Oak Ridge, New Jersey
over a year ago

See all questions (3)

Questions? Get answers from Windward Cottages staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“All the cabins have a similar floor plan. Cabin #5 is the most private. Bring your own pillows.”
 of 5 bubbles jimv474, 24 Sep 2016 | Read review
“All of the cottages have a waterfront view.”
 of 5 bubbles abrit2n, 22 Sep 2016 | Read review
“These are cottages. All 5 cottages have great view of the ocean.”
 of 5 bubbles meimeib2016, 22 Sep 2016 | Read review
“All of the cottages have a great view, even the one on the far side of the road.”
 of 5 bubbles wirttravelers, 28 Jun 2016 | Read review
“cabin 1 has best view”
 of 5 bubbles travelhoundMaryland, 12 Jun 2016 | Read review
5 of 5