Photo by Ricky Batista

Search Winter Harbor Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Cottages in Winter Harbor

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

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

10.0 out of 10, Exceptional, (50)
"Great location in a quiet harbor town. Loved the access to walk on the rocks by the water. "
The price is ￥34,471
￥120,999 total
includes taxes & fees
Oct 12 - Oct 13
Quaint and rustic cottage nestled on the shores of a small Maine village.
10 1BR Acadia Cottage w/AC Open Hearth Inn
Exterior

10 1BR Acadia Cottage w/AC Open Hearth Inn

9.4 out of 10, Exceptional, (6)
"Easy check in! Clean and comfortable. Close to restaurants, easy access to Bar Harbor, Mount Cadillac, and Acadia!"
The price is ￥18,736
￥29,905 total
includes taxes & fees
Nov 2 - Nov 3
10 1BR Acadia Cottage w/AC Open Hearth Inn
Hanscom's Motel and Cottages
Exterior

Hanscom's Motel and Cottages

3.0 star property
9.4 out of 10, Exceptional, (301)
"Easy access to Acadia National Park and Bar Harbor."
The price is ￥22,218
￥24,218 total
includes taxes & fees
Nov 3 - Nov 4
Hanscom's Motel and Cottages
Oceanfront Cottage • Firepit + Beach • Near Acadia & Bar Harbor
Property grounds

Oceanfront Cottage • Firepit + Beach • Near Acadia & Bar Harbor

10.0 out of 10, Exceptional, (3)
"Nathan's place is a wonderful, quiet and quaint getaway location."
The price is ￥29,494
￥59,796 total
includes taxes & fees
Oct 9 - Oct 10
Oceanfront Cottage • Firepit + Beach • Near Acadia & Bar Harbor
Downeast Maine Cottage with Water View and Nature Preserve
Exterior

Downeast Maine Cottage with Water View and Nature Preserve

10.0 out of 10, Exceptional, (12)
"Enjoyed the location and everything the property had to offer"
The price is ￥36,959
￥85,368 total
includes taxes & fees
Oct 14 - Oct 15
Downeast Maine Cottage with Water View and Nature Preserve
Enchanted Escape - Woodland gem. Close to Acadia!
Exterior

Enchanted Escape - Woodland gem. Close to Acadia!

10.0 out of 10, Exceptional, (8)
"Quiet, clean, well supplied."
The price is ￥36,562
￥68,571 total
includes taxes & fees
Oct 22 - Oct 23
Enchanted Escape - Woodland gem. Close to Acadia!
Bike, hike, kayak Acadia cottage
Exterior

Bike, hike, kayak Acadia cottage

10.0 out of 10, Exceptional, (3)
"Beautifully curated in such a quaint location! Many VRBOs are nice enough in convenient places, but THIS place is special. The furnishings and decor give a European simple elegance, but the spot is SO Maine! We enjoyed the few local spots and proximity to nature…truly fantastic place to unplug for a while! "
The price is ￥34,803
￥66,387 total
includes taxes & fees
Oct 15 - Oct 16
Bike, hike, kayak Acadia cottage
Hinckleys Dreamwood Cottages
Luxury Cabin with Hot Tub | Terrace/patio

Hinckleys Dreamwood Cottages

3.0 star property
7.4 out of 10, Good, (83)
"Close to Acadia and Bar Harbor. The cabins are older but they are clean. The staff was polite and helpful. I would stay there again. "
The price is ￥36,831
￥47,520 total
includes taxes & fees
Oct 19 - Oct 20
Hinckleys Dreamwood Cottages
Cozy cottage overlooking beautiful Bunker's Harbor in Birch Harbor, ME
Exterior

Cozy cottage overlooking beautiful Bunker's Harbor in Birch Harbor, ME

9.6 out of 10, Exceptional, (8)
"Nice quiet beautiful location"
The price is ￥39,817
￥58,832 total
includes taxes & fees
Oct 6 - Oct 7
Cozy cottage overlooking beautiful Bunker's Harbor in Birch Harbor, ME
Cranberry Cottage-Gateway to Acadia National Park!
Exterior

Cranberry Cottage-Gateway to Acadia National Park!

10.0 out of 10, Exceptional, (13)
"Beautiful new construction, kind hosts and great communication made this a fabulous stay!"
The price is ￥39,817
￥72,656 total
includes taxes & fees
Oct 17 - Oct 18
Cranberry Cottage-Gateway to Acadia National Park!
Popplestone Point-Nestled in woods next to Acadia!
Smart TV, table tennis

Popplestone Point-Nestled in woods next to Acadia!

9.6 out of 10, Exceptional, (4)
"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!"
The price is ￥31,793
￥62,250 total
includes taxes & fees
Oct 5 - Oct 6
Popplestone Point-Nestled in woods next to Acadia!
Acadia Lobsterman's Secret Cottage
Exterior

Acadia Lobsterman's Secret Cottage

10.0 out of 10, Exceptional, (1)
"Convenient check-in and host was super responsive. Would recommend!"
The price is ￥48,426
￥124,466 total
includes taxes & fees
Oct 12 - Oct 13
Acadia Lobsterman's Secret Cottage
Acadia’s Schoodic Point cottage
Terrace/patio

Acadia’s Schoodic Point cottage

8.0 out of 10, Very Good, (1)
"Beautiful scenery right on the rocky beach. The cabin was super cute. The beds were very comfortable and the cabin was really clean. The water is a little stinky. It would have been nice if there was a brita filter."
The price is ￥46,453
￥85,515 total
includes taxes & fees
Oct 18 - Oct 19
Acadia’s Schoodic Point cottage
Tranquil View Cottage & Cabin, Pet Friendly with Wifi
Exterior

Tranquil View Cottage & Cabin, Pet Friendly with Wifi

10.0 out of 10, Exceptional, (1)
"We loved this property, especially with the cabin option perfect while travelling with my family and mom. She loved having her own cozy space! The house was incredibly clean, and provided a lot of amenities. Totally recommend for a small group!"
The price is ￥37,605
￥87,605 total
includes taxes & fees
Oct 26 - Oct 27
Tranquil View Cottage & Cabin, Pet Friendly with Wifi
15 1Br Cottage Heart of Maine Open Hearth Inn
Exterior

15 1Br Cottage Heart of Maine Open Hearth Inn

9.6 out of 10, Exceptional, (18)
"Nice little place to stay. We would stay again."
The price is ￥17,188
￥27,737 total
includes taxes & fees
Oct 29 - Oct 30
15 1Br Cottage Heart of Maine Open Hearth Inn
11 Cute 1Br Acadia Cottage Open Hearth Inn
Exterior

11 Cute 1Br Acadia Cottage Open Hearth Inn

9.6 out of 10, Exceptional, (5)
"Fabulous clean pet friendly property close to Mt. Desert Island. Thoroughly enjoyed our visit to the Bar Harbor area and appreciated the comfortable accommodations."
The price is ￥15,175
￥25,381 total
includes taxes & fees
Oct 28 - Oct 29
11 Cute 1Br Acadia Cottage Open Hearth Inn
Red Finn Cottage@ ACADIA NATIONAL PARK
Exterior

Red Finn Cottage@ ACADIA NATIONAL PARK

8.0 out of 10, Very Good, (7)
"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 (:"
The price is ￥36,650
￥75,405 total
includes taxes & fees
Nov 1 - Nov 2
Red Finn Cottage@ ACADIA NATIONAL PARK
Charming Lakeside Cottage in Bar Harbor - Minutes to Acadia National Park and Downtown (Sleeps 6-8)
Property grounds

Charming Lakeside Cottage in Bar Harbor - Minutes to Acadia National Park and Downtown (Sleeps 6-8)

10.0 out of 10, Exceptional, (2)
"Cabin was adorable! It had everything we needed to enjoy our trip to Acadia and Bar Harbor. The surroundings were quiet and it was so nice to enjoy a camp fire each night. We will definitely stay at Eden Village again."
The price is ￥58,066
￥71,972 total
includes taxes & fees
Oct 5 - Oct 6
Charming Lakeside Cottage in Bar Harbor - Minutes to Acadia National Park and Downtown (Sleeps 6-8)
Blue Lobster Cottage in brilliant Acadia with AC, WiFi
Exterior

Blue Lobster Cottage in brilliant Acadia with AC, WiFi

8.0 out of 10, Very Good, (2)
"Location is quiet and not too far from Acadia. Minor issue with the attention to detail on cleaning as the blankets on couch and sheets for pull out couch were not clean. I emailed host and no response, either. "
The price is ￥21,931
￥58,238 total
includes taxes & fees
Nov 2 - Nov 3
Blue Lobster Cottage in brilliant Acadia with AC, WiFi
Isleview Cottage 5 - 2 min to Mount Desert Isle!
Exterior

Isleview Cottage 5 - 2 min to Mount Desert Isle!

8.8 out of 10, Excellent, (6)
"Cute cabin just as described and close proximity to Acadia"
The price is ￥21,678
￥33,434 total
includes taxes & fees
Oct 20 - Oct 21
Isleview Cottage 5 - 2 min to Mount Desert Isle!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Harbor Hotel Reviews

Edenbrook Motel

Edenbrook Motel

10/10 Excellent
"Staff was very helpful in answering questions about things to do in the area, places to eat, etc. The woman we spoke with spent a lot of time showing us maps, writing things down for us. Room was spacious & clean. "
Chris 1-night trip
Posted 3 days ago
Edenbrook Motel

Find out more about Winter Harbor

Find out more about Winter Harbor

Winter Harbor Cottages information

Number of reviews
510
Accommodation
290 Cottages
Lowest Price
￥24,218
Highest Price
￥124,466

Frequently asked questions

How much do cottages in Winter Harbor cost?
Rates for cottages in Winter Harbor range between ￥24,218 and ￥124,466 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 290 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia