Photo by Ricky Batista

Winter Harbor cottage rentals

We found 203 cottage rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any cottage rentals in Winter Harbour?
Select from 203 cottage rentals in Winter Harbour that offer a restful, cosy retreat among the sounds and sights of nature. Browse Stayz's cottages in popular neighbourhoods such as Downtown Bar Harbour, Stone Haven and Town Hill.
How much does it cost to stay in a cottage rental in Winter Harbour?
Upscale or budget, in a busy tourist area or further out, peak season or quiet season — these factors and more will influence how much your cottage rental in Winter Harbour will cost. How long you stay can also affect the overall price. Some properties offer discounts for longer bookings, so be on the lookout for special deals.
When is the best time to rent a cottage in Winter Harbour?
Follow the crowds and book your cottage rental in June. With temperatures that average between 11ºC and 19ºC, this is the most popular month to visit Winter Harbour. If you prefer things a little quieter, have a look at the shoulder seasons. No matter when you decide to visit this corner of Hancock County, our charming cottages will ensure your holiday is a memorable experience.
Where can I rent a Winter Harbour holiday cottage with great views?
Use our convenient "Location" filter to find a cottage rental with the views you're seeking. Start by entering the dates you want to book your cottage in Winter Harbour, then narrow your options based on the type of area you'd rather stay in.
Does Winter Harbour have any lakeside cottages?
For a refreshing change of scenery, it's tough to beat our lakeside cottage rentals. Use our "Location" filter tool and then click on "Lake" to see if you can find any comfy stays that'll place you near the water in Winter Harbour. Spend your days chasing outdoor adventures or just enjoy admiring beautiful sunrises and sunsets reflecting off the lake.
What are the top things to do in Winter Harbour?
Get your Winter Harbour getaway off to an amazing start by heading to popular sights like Acadia National Park, Acadia National Park's Visitors Centre and Bar Harbour Whale Watching. Stay in a Stayz cottage rental with the family and then explore the best of this destination together.
Why should I book my holiday cottage with Stayz?
When you opt for a Stayz cottage rental, the only people you have to share your space with are the people you bring with you. It'll just be you, your loved ones and the whole place for your exclusive use. Our flexible cancellation policies also mean you can book your cottage with peace of mind if you need to change your plans.