Holiday Homes in Winter Harbor

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In one month

In two months

In three months

Featured Holiday Homes in Winter Harbor

"The views are great and the host is pretty responsive too. Had an awesome time!"

includes taxes & fees

17 Oct - 18 Oct

"My husband and I and our two pups loved staying in Holly's family home. The home itself is very cozy. The master bedroom with King sized bed is super comfortable with the bonus of a flat screened tv on the wall. While this home is about 45 mins to an hour from Bar Harbor, we loved staying in a quiet area with very little traffic. Holly's home is located on a long flat road that my husband enjoyed running on without having to worry about traffic. Holly was a great host, providing information...

includes taxes & fees

15 Oct - 16 Oct

"We so appreciated the friendly, informative farm tour, as well as the option to purchase a farm breakfast, which was hearty and delicious. The animals were friendly. Truly a memorable experience."

includes taxes & fees

19 Oct - 20 Oct

"This was a great little house. It had everything we could need and more. Everything was clean, the bed was comfortable, the Roku TVs work included HBO Max in living room and bedroom were a nice touch too."

includes taxes & fees

15 Oct - 16 Oct

"Great location! Great house! "

includes taxes & fees

20 Oct - 21 Oct

"Arletta was a great host. She was very responsive and helpful. The house was nicely laid out and private. The house was also very clean. We would definitely stay there again. There was great access to the Downeast Sunrise Trail also."

includes taxes & fees

31 Oct - 1 Nov

includes taxes & fees

12 Nov - 13 Nov

includes taxes & fees

12 Nov - 13 Nov

"Had great time, nice to have trails close by"

includes taxes & fees

21 Oct - 22 Oct

"This house was great for our annual family vacation. This year we went to bar harbor and this was perfectly located"

includes taxes & fees

21 Oct - 22 Oct

"The house was fantastic. Clean and decorated so cute. The house was located closed enough to tourists attraction yet far enough away for piece and quiet. Getting back to mother nature. The attraction we're seeing lighthouses. Tour of the land by plane and whale watching. "

includes taxes & fees

1 Nov - 2 Nov

"Property was very clean, comfortable, and great location with a short drive to Acadia National Park."

includes taxes & fees

25 Oct - 26 Oct

"We had a nice stay at the property. All of the amenities work just as advertised. I didn’t expect the hot tub to be as exciting this time of year but it was perfect!! "

"This property was an affordable way to have an enjoyable stay near all the sights of Acadia. The ability to do laundry during our trip was a big plus as well as 4 twin beds for 4 adults with room to spread out. Generally we spent time exploring Acadia and Bass Harbor but having the house allowed a day of relaxation and puzzle assembly for some while others spent more time hiking. Owners were fantastic!! Would stay again. "

includes taxes & fees

15 Oct - 16 Oct

"Very clean, comfortable, peaceful"

includes taxes & fees

27 Oct - 28 Oct

"Wonderful stay in a quiet area"

includes taxes & fees

19 Oct - 20 Oct

"This property is super cute with shabby chic touches. The master bed was very comfortable and the kitchen had modern appliances. "

includes taxes & fees

25 Oct - 26 Oct

"We had a great time staying here - super cute and cozy. We were able to cook in most nights and the pond for kayaking was so beautiful. Really enjoyed staying on the quieter side of Acadia and the drive to the main Acadia area was easy and scenic! "

includes taxes & fees

27 Oct - 28 Oct