A coastal town with a lighthouse, rocky shoreline, dense forest, and a clear blue sky.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Winter Harbor cottages

A beach with a row of Adirondack chairs, a rocky shoreline, and a forested area.

1. Quaint and rustic cottage nestled on the shores of a small Maine village.

Quaint and rustic cottage nestled on the shores of a small Maine village.
Winter Harbor
10.0 out of 10, Exceptional, (67 reviews)
"Exceptional property, great views and quiet. Just perfect for us."
United States
Umesh K.
The price is ￥55,048
￥142,463 total
includes taxes & fees
Oct 9 - Oct 10
Quaint and rustic cottage nestled on the shores of a small Maine village.
A small, single-story house with a metal roof, surrounded by a garden with various plants and flowers.

2. Brand New House!! Charming tiny home close to Schoodic Peninsula.

Brand New House!! Charming tiny home close to Schoodic Peninsula.
Gouldsboro
10.0 out of 10, Exceptional, (2 reviews)
"Adorable little get away. Very quiet and peaceful! We will be back"
United States
Margaret G.
The price is ￥35,388
￥64,117 total
includes taxes & fees
Sep 30 - Oct 1
Brand New House!! Charming tiny home close to Schoodic Peninsula.
A rustic wooden house with a steep roof, a wooden porch, and a small garden with pink flowers.

3. Bike, hike, kayak Acadia cottage

Bike, hike, kayak Acadia cottage
Gouldsboro
10.0 out of 10, Exceptional, (8 reviews)
"We had a great time staying at Rich and Julie’s place. The design and layout is so thoughtful and in a perfect spot to enjoy the harbor. There is an entrance to Acadia about 5 min away and it leads you to the more quite side of the park which was wonderful. Rich and Julie provide a full list of things to do, places to eat, and everything you could possibly need to know to plan your trip. We would stay at their place again."
United States
Jessica H.
The price is ￥51,158
￥92,994 total
includes taxes & fees
Oct 23 - Oct 24
Bike, hike, kayak Acadia cottage
A small, single-story house with a porch, a red chair, and a yellow door.

4. Hanscom's Motel and Cottages

Hanscom's Motel and Cottages
3.0 star property
Bar Harbor
9.4 out of 10, Exceptional, (406 reviews)
"Great value for the location in peak summer tourist season"
United States
Eugene
The price is ￥22,185
￥24,181 total
includes taxes & fees
Oct 26 - Oct 27
Hanscom's Motel and Cottages
A hot tub in a forested area with a wooden deck.

5. Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages
3.0 star property
Bar Harbor
8.0 out of 10, Very good, (134 reviews)
"Great location and updated cottage made for a perfect stay."
United States
Kristin
The price is ￥27,500
￥45,716 total
includes taxes & fees
Oct 25 - Oct 26
Hinckleys Dreamwood Cottages
A wooden cabin with a deck, large windows, and a satellite dish.

6. Downeast Maine Cottage with Water View

Downeast Maine Cottage with Water View
Steuben
10.0 out of 10, Exceptional, (22 reviews)
"Great cabin for a family get away to relax in nature. The cabin is spacious and very scenic."
United States
Amanda R.
The price is ￥43,881
￥91,375 total
includes taxes & fees
Sep 30 - Oct 1
Downeast Maine Cottage with Water View
A small wooden cabin with a porch, labeled "4 CAMP Tinker," surrounded by a forest.

7. Camp Tinker - An MDI hideaway. Minutes to Acadia!

Camp Tinker - An MDI hideaway. Minutes to Acadia!
Bar Harbor
10.0 out of 10, Exceptional, (8 reviews)
"This cottage was the perfect getaway. Close to everything but far away from it all. This was the perfect getaway and the property manager, Penny was beyond responsive. "
United States
Debra H.
The price is ￥33,972
￥62,573 total
includes taxes & fees
Sep 30 - Oct 1
Camp Tinker - An MDI hideaway. Minutes to Acadia!
A small, single-story house with a red door, a covered porch, and a brick chimney.

8. Studio cottage in Bar Harbor - Kitchen, AC, Wi-Fi & Fireplace, Sleeps 3.

Studio cottage in Bar Harbor - Kitchen, AC, Wi-Fi & Fireplace, Sleeps 3.
Bar Harbor
8.6 out of 10, Excellent, (4 reviews)
"It is adorable. Teeny tiny in a very nice cozy way! Super close to everything!"
United States
Elizabeth C.
The price is ￥45,415
￥53,274 total
includes taxes & fees
Oct 21 - Oct 22
Studio cottage in Bar Harbor - Kitchen, AC, Wi-Fi & Fireplace, Sleeps 3.
A covered porch with a wicker sofa, a bench, and a sign that reads "Popplestone."

9. Popplestone Point-Nestled in woods next to Acadia!

Popplestone Point-Nestled in woods next to Acadia!
Bar Harbor
9.6 out of 10, Exceptional, (4 reviews)
"The cottage was very clean and close to Bar Harbor and great restaurants. Communication was very easy and clear with the property management. We had a very relaxing vacation and recommend this place!"
United States
Chunhong H.
The price is ￥68,001
￥102,088 total
includes taxes & fees
Oct 6 - Oct 7
Popplestone Point-Nestled in woods next to Acadia!
A small, single-story cabin with a porch and a sign reading "Cranberry Cottage."

10. Cranberry Cottage-Gateway to Acadia National Park!

Cranberry Cottage-Gateway to Acadia National Park!
Bar Harbor
9.8 out of 10, Exceptional, (20 reviews)
"LOVED this cottage! Very clean, cute little town, and perfect for visiting the park."
United States
Whitney B.
The price is ￥74,739
￥109,753 total
includes taxes & fees
Oct 7 - Oct 8
Cranberry Cottage-Gateway to Acadia National Park!
IMG_0510

11. Cozy Cottage Minutes from Acadia National Park & Downtown Bar Harbor - Sleeps 6.

Cozy Cottage Minutes from Acadia National Park & Downtown Bar Harbor - Sleeps 6.
Bar Harbor
8.8 out of 10, Excellent, (3 reviews)
"Very cute place. I loved being able to bring my dog along for the trip. Overall had a wonderful experience."
United States
Natalie K.
Cozy Cottage Minutes from Acadia National Park & Downtown Bar Harbor - Sleeps 6.
A white house with a red porch and a large evergreen tree in front.

12. Red Finn Cottage@ ACADIA NATIONAL PARK

Red Finn Cottage@ ACADIA NATIONAL PARK
Southwest Harbor
8.0 out of 10, Very good, (8 reviews)
"Definitely recommend to those looking for a place to stay in the Acadia/bar harbor area! Very cute and clean and had everything we needed. Even snacks (:"
United States
Emily D.
The price is ￥33,658
￥68,917 total
includes taxes & fees
Oct 25 - Oct 26
Red Finn Cottage@ ACADIA NATIONAL PARK
A campground with cabins, a paved driveway, and a forested area.

13. Saddleback Summerhouse-Serenity! Close to Acadia!

Saddleback Summerhouse-Serenity! Close to Acadia!
Mount Desert
10.0 out of 10, Exceptional, (16 reviews)
"We loved this place! So nice and had everything we needed. Would definitely recommend! "
United States
Laura S.
The price is ￥42,466
￥72,517 total
includes taxes & fees
Oct 4 - Oct 5
Saddleback Summerhouse-Serenity! Close to Acadia!
Two white Adirondack chairs and a black metal fire pit with logs.

14. Studio cottage in Bar Harbor - Cozy 1930's Fireplace, Sleeps 3.

Studio cottage in Bar Harbor - Cozy 1930's Fireplace, Sleeps 3.
Bar Harbor
The price is ￥45,452
￥53,318 total
includes taxes & fees
Oct 13 - Oct 14
Studio cottage in Bar Harbor - Cozy 1930's Fireplace, Sleeps 3.
A white single-story house with a red door, a brick chimney, and a small porch.

15. Cozy studio cottage at Eden Village Bar Harbor Minutes to Acadia National Park & Downtown Bar Harbor - Sleeps 4

Cozy studio cottage at Eden Village Bar Harbor Minutes to Acadia National Park & Downtown Bar Harbor - Sleeps 4
Bar Harbor
The price is ￥48,758
￥57,093 total
includes taxes & fees
Oct 19 - Oct 20
Cozy studio cottage at Eden Village Bar Harbor Minutes to Acadia National Park & Downtown Bar Harbor - Sleeps 4
IMG_1123

16. Charming one-bedroom cottage in Bar Harbor close to Acadia - Sleeps 4.

Charming one-bedroom cottage in Bar Harbor close to Acadia - Sleeps 4.
Bar Harbor
The price is ￥48,717
￥65,423 total
includes taxes & fees
Oct 4 - Oct 5
Charming one-bedroom cottage in Bar Harbor close to Acadia - Sleeps 4.
A backyard with a stone fire pit, two Adirondack chairs, and a wooden deck.

17. Little Brook Cottage Mount Desert Island “Pet Friendly”

Little Brook Cottage Mount Desert Island “Pet Friendly”
Tremont
9.6 out of 10, Exceptional, (172 reviews)
"The cottage is beautiful and packs just about everything you could want in a small space. Perfect for ONE person, two if you dont mind very close quarters. It was very quiet and private, with deer visiting in the afternoon."
United States
Rachel V.
The price is ￥25,186
￥56,964 total
includes taxes & fees
Oct 26 - Oct 27
Little Brook Cottage Mount Desert Island “Pet Friendly”
A small white building with a red door and a brick chimney.

18. Eden Village Cottage 6 in Bar Harbor, minutes to Acadia & Downtown, Sleeps 6.

Eden Village Cottage 6 in Bar Harbor, minutes to Acadia & Downtown, Sleeps 6.
Bar Harbor
9.8 out of 10, Exceptional, (7 reviews)
"We really enjoyed the cottage, especially the fireplace on the cool evenings. It's a quiet, old school sort of cottage- just what we'd wanted."
United States
Linda W.
The price is ￥53,672
￥62,959 total
includes taxes & fees
Oct 20 - Oct 21
Eden Village Cottage 6 in Bar Harbor, minutes to Acadia & Downtown, Sleeps 6.
A small white cabin with a chimney, a porch, and a picnic table set on a grassy area near a body of water.

19. Cozy studio cottage in Bar Harbor - Kitchen, AC, Wi-Fi & Fireplace

Cozy studio cottage in Bar Harbor - Kitchen, AC, Wi-Fi & Fireplace
Bar Harbor
10.0 out of 10, Exceptional, (1 review)
"Located conveniently close to Acadia NP and Bar Harbor downtown, the cottage was a neatly modernization space that efficiently fit our small family with young kids. The space was clean and the host was super friendly and accommodating. It was nice having an open grass area and play structure for our young kids to use. We also enjoyed having the fire pit and picnic bench. There are several cottages apart on the same property that would be a fun way to do a family reunion."
United States
Bradley D.
The price is ￥48,717
￥57,045 total
includes taxes & fees
Oct 22 - Oct 23
Cozy studio cottage in Bar Harbor - Kitchen, AC, Wi-Fi & Fireplace
A small white house with a brick chimney, a porch, and a garage.

20. Bar Harbor Cottage Close to Acadia & Downtown Bar Harbor - Kitchen, AC, Wi-Fi, Fireplace (Sleeps 6).

Bar Harbor Cottage Close to Acadia & Downtown Bar Harbor - Kitchen, AC, Wi-Fi, Fireplace (Sleeps 6).
Bar Harbor
10.0 out of 10, Exceptional, (1 review)
"Very cute property. Just we needed as a base camp for Acadia National Park. "
United States
Susan G.
The price is ￥53,716
￥63,011 total
includes taxes & fees
Oct 21 - Oct 22
Bar Harbor Cottage Close to Acadia & Downtown Bar Harbor - Kitchen, AC, Wi-Fi, Fireplace (Sleeps 6).
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.
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Top Winter Harbor Hotel Reviews

Main Street Motel

Main Street Motel

10/10 Excellent
"Very nice staff, clean property, within walking distance of everything down town. Loved it."
Stephen 3-night trip
Posted 2 hours ago
Main Street Motel

Find out more about Winter Harbor

Winter Harbor Cottages information

Number of reviews
848
Accommodation
303 Cottages
Lowest Price
￥24,181
Highest Price
￥142,463

Frequently asked questions

How much do cottages in Winter Harbor cost?
Rates for cottages in Winter Harbor range between ￥24,181 and ￥142,463 per night. Whatever your budget, you're sure to find a perfect place to get in touch with nature. 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?
Lock in your vacation dates and then choose from 303 cottages in Winter Harbor. Yearning for a place where you can relax and stay in touch with nature? Expedia can help you find your ideal retreat in just a click or two.
Are there any family-friendly cottages in Winter Harbor?
If you're looking to get in touch with nature in Winter Harbor, book the whole crew in to Hanscom's Motel And Cottages. With a 3-star rating and amenities like a playground and WiFi, you'll have no trouble settling in at this family-friendly cottage. Winter Harbor has lots of family-friendly attractions to explore that'll entertain the kids. Bar Harbor Whale Watching and Bar Harbor Historical Society offer fun for everyone.
Why book your cottage in Winter Harbor with Expedia?
Expedia has some great cottages in Winter Harbor, so start planning for a memorable vacation close to nature. If you have a budget, select how much you're willing to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with a hot tub or free WiFi. We'll help you find the right place whatever your getaway looks like.
How can I find cheap cottages in Winter Harbor?
With Expedia's helpful filter tool, sourcing cheap cottages in Winter Harbor is a breeze. To find stays that'll make your wallet happy, fine-tune your search results by budget, star rating and amenities.
What is there to do in Winter Harbor near my cottage?
Once you've unpacked and settled in, set out and discover the amazing things Winter Harbor has for you to experience. Schoodic Peninsula is a top attraction to add to your itinerary.