Photo by Ricky Batista

Search Cottages in Winter Harbor

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 234 Cottages in Winter Harbor with updated reviews, rates, and availability.

Hinckleys Dreamwood Cottages

3.0 star property
7.0 out of 10, Good, (51)
"Comfortable stay and kind staff who are accommodating and caring. Thank you! "
Hinckleys Dreamwood Cottages

Hanscom's Motel and Cottages

3.0 star property
9.2 out of 10, Wonderful, (219)
"The unit was modern, extremely clean. Community fire pits stocked with plenty of wood just bring your own marshmallows 😎. We loved the communication. We received a welcome text the day before our visit and a text the day of our visit with the room code so there was no check in required. "
The price is SAR 466
SAR 508 total
includes taxes & fees
24 Nov - 25 Nov
Hanscom's Motel and Cottages

“ACADIA NATIONAL PARK” Bernard Maine Near Harbor “Pet Friendly”

9.0 out of 10, Wonderful, (15)
"Renovated home with new appliances. Very comfortable space. This is in a great location and the surrounding area is beautiful. Close access to Acadia National Park. "
“ACADIA NATIONAL PARK” Bernard Maine Near Harbor “Pet Friendly”

Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath

10.0 out of 10, Exceptional, (106)
"..."
Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath

Little Brook Cottage Mount Desert Island “Pet Friendly”

9.4 out of 10, Exceptional, (152)
"We enjoyed our stay in this quaint, cozy cottage in a sleepy town close to several Acadia trailheads. Our host was easy to communicate with and ensured our stay was comfortable. "
The price is SAR 451
SAR 1,117 total
includes taxes & fees
24 Nov - 25 Nov
Little Brook Cottage Mount Desert Island “Pet Friendly”

Oceanfront on the doorstep to Acadia National Park

10.0 out of 10, Exceptional, (34)
"We had a great time! Place was easy to get to and check in was easy. Place was very clean. The yard was awesome! Right on the water with amazing views. It was peaceful and relaxing! It was about a 25 min drive to Bar Harbor but if you are looking for some peace and relaxation this place is perfect! "
Oceanfront on the doorstep to Acadia National Park

Cozy Cottage - on the Hill

2.0 star property
9.0 out of 10, Wonderful, (6)
"Exactly what we needed for our short stay. Couldn’t have been better!"
The price is SAR 323
SAR 974 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Cottage - on the Hill

Jones Pond - Rustic Cabin. One step above camping.

10.0 out of 10, Exceptional, (106)
"This was a captivating setting. If we were to stay there for a few days, it would have been delightful. As it was, we were driving back from Acadia NP. We just weren’t prudent. We were up for indoor camping and maybe even the wood stove, but elected not to stay after arriving after dark…totally our choice. Another time, it would have been PERFECT. "
Jones Pond - Rustic Cabin. One step above camping.

Acadia Long Pond Waterfront 75 ft to Dock Modern Cottage Sleeps 5

10.0 out of 10, Exceptional, (68)
"GREAT PLACE WILL BE BACK HOPEFULLY"
Acadia Long Pond Waterfront 75 ft to Dock Modern Cottage Sleeps 5

Romantic cottage overlooking Frenchman's Bay -

9.4 out of 10, Exceptional, (96)
"My husband and I have always wanted to enjoy Maine in the fall. We couldn’t have been happier with the property and its location. It was perfect for the two of us and the view from the deck was gorgeous!! We would definitely stay again and highly recommend. Judy was a wonderful hostess as well."
Romantic cottage overlooking Frenchman's Bay -

New prices, summer getaway at Seashore Cottage, Great Views and cozy fireplace

10.0 out of 10, Exceptional, (63)
"Charming home, nicely decorated. Nice view of SW Harbor. Close to grocery store, restaurants, Acadia. If you cannot walk up a flight of stairs, you may want to contact the host, though. Great location. We took a ride on a lobster boat, went to Bar Harbor, went to Cadillac mountain, and drove the park loop. We really enjoyed the island and its beauty. "
New prices, summer getaway at Seashore Cottage, Great Views and cozy fireplace

Charming Cottage with Cozy Comfort and Easy Access to Outdoor Adventures

2.0 star property
10.0 out of 10, Exceptional, (1)
Charming Cottage with Cozy Comfort and Easy Access to Outdoor Adventures

Cottage with a View of Acadia National Park

9.6 out of 10, Exceptional, (66)
"The cottage was cute and well equipped. At first as we were driving there it seemed so far off the beaten path. As we ventured out the next day to Acadia National park we realized we weren’t that far away. It was about a 45 min drive. We do like to watch a little tv before bed; so, if you want a tv, there is no tv. We listened to our music. It was a little too cold to sit outside to do any star gazing. The view of the sunrise over Cadillac mountain was beautiful!"
The price is SAR 225
SAR 622 total
includes taxes & fees
1 Dec - 2 Dec
Cottage with a View of Acadia National Park

Precipice Tiny House at Acadia Yurts

10.0 out of 10, Exceptional, (134)
"We had everything we needed for a base camp as we visited a friend and of course spent most of our time exploring Acadia. This was the most economical place we could find and it was a score for sure. Hosts were on site most days and very helpful. Utilized the laundry facility where board games and extra kitchen items were supplied. Thanks for a great stay, we’ll be sure to come back! Cheers."
Precipice Tiny House at Acadia Yurts

The Blueberry House-Close to Ocean & Acadia!

8.6 out of 10, Excellent, (4)
"Location was great, Close to the Bar harbor a the national park. "
The Blueberry House-Close to Ocean & Acadia!

Boathouse Efficiency Waterfront Cottage near Acadia National Park

10.0 out of 10, Exceptional, (85)
"Wonderful stay. Super relaxing and clean. Enjoyed the time spent there. "
Boathouse Efficiency Waterfront Cottage near Acadia National Park

Cozy cottage on quiet tidal bay with kayak and rowboat access

9.8 out of 10, Exceptional, (95)
"I truly wish I could have stayed longer. It is a peaceful setting, especially in the mornings at sunrise. We toured Acadia, Bar Harbor, Southwest, and Northeast Harbors. FYI not much was open the last week in October. The house is spotless and well-appointed. The owner provides quality linens, towels, cookware, grill, and grilling tools. Bring your own Shampoo though. The twin room has a TV which we did not use. The King room does not, but it really didn't matter. We watched TV in the living...
Cozy cottage on quiet tidal bay with kayak and rowboat access

Dog-friendly home in great locale close to the ocean with yard, streaming, W/D

9.0 out of 10, Wonderful, (80)
"The cottage was very clean and had all the amenities. Unfortunately the microwave did not work and guest service did not about it. Neither did the local contact. Had bought home cooked food and the lack of a microwave was very bad."
Dog-friendly home in great locale close to the ocean with yard, streaming, W/D

Wonderful views of Somes Sound and Sargent Mountain

10.0 out of 10, Exceptional, (100)
"Our family enjoyed the stay, location was great, close drive to all the hikes/activities we wanted to do and away from busy bar harbor. The owner was very responsive and helpful. Would stay again if we venture back up to Maine."
Wonderful views of Somes Sound and Sargent Mountain

Updated, Century-Old Home w/ Glass Porch & Fireplace - Walk into Town/Acadia

8.4 out of 10, Very Good, (16)
"We loved Bar Harbor. The house is walkable to the town square. It was quiet and has off street parking. Management responded quickly to a maintenance concern. The kitchen had what we needed. Wi-Fi for 7 people was tough but we liked our stay."
Updated, Century-Old Home w/ Glass Porch & Fireplace - Walk into Town/Acadia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Winter Harbor
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winter Harbor

Luxury at its best! Large home w/ gorgeous views & luxurious accommodations!

10.0 out of 10, Exceptional, (19)
"Fans and hair dryers were available along with spices, coffee, tea, and numerous kitchen items.So great! But…. We brought them from home unnecessarily. A couple criticisms- The kitchen cookware was poorly maintained, had hit spots and rounded bottoms- difficult to cook with. Cast iron pans would be a great addition! The fridge needs an ice maker. Knives were very dull- all of them. The compactor and light switches should be labeled for easier use. Living room was rearranged by our group...
Luxury at its best! Large home w/ gorgeous views & luxurious accommodations!

Hanscom's Motel and Cottages

3.0 star property
9.2 out of 10, Wonderful, (219)
"The unit was modern, extremely clean. Community fire pits stocked with plenty of wood just bring your own marshmallows 😎. We loved the communication. We received a welcome text the day before our visit and a text the day of our visit with the room code so there was no check in required. "
The price is SAR 466
SAR 508 total
includes taxes & fees
24 Nov - 25 Nov
Hanscom's Motel and Cottages

Jones Pond - Rustic Cabin. One step above camping.

10.0 out of 10, Exceptional, (106)
"This was a captivating setting. If we were to stay there for a few days, it would have been delightful. As it was, we were driving back from Acadia NP. We just weren’t prudent. We were up for indoor camping and maybe even the wood stove, but elected not to stay after arriving after dark…totally our choice. Another time, it would have been PERFECT. "
Jones Pond - Rustic Cabin. One step above camping.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Winter Harbor cost?
Cottages in Winter Harbor range between SAR 225 and SAR 466 per night. These properties offer a chance to soak in nature’s beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Winter Harbor?
Pack your suitcase and pick from 234 cottages in Winter Harbor. Hoping to find a place where you can immerse yourself in nature? Expedia can help you find the ideal property in only a click or two.
Why book your cottage in Winter Harbor with Expedia?
We think that vacays should be stress-free, so if you’re in search of cottages in Winter Harbor at the perfect price, Expedia delivers. Keep costs down and pick an inexpensive option far away from the downtown buzz, or splurge on a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Winter Harbor?
The simplest way to uncover cheap cottages in Winter Harbor is with Expedia’s convenient filter tool. Refine your search results by star rating, amenities and budget to take advantage of excellent rates with only a few clicks.