Winter Harbor cottage rentals

Select from 200 cottage rentals in Winter Harbor that offer a restful, cozy retreat among the sounds and sights of nature. Browse Vrbo’s cottages in popular neighborhoods such as Downtown Bar Harbor, Stone Haven and Town Hill.

Upscale or budget, in a busy tourist area or farther out, peak season or quiet season — these factors and more will influence how much your cottage rental in Winter Harbor 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.

Follow the crowds and book your cottage rental in June. With temperatures that average between 51ºF (11ºC) and 66ºF (19ºC), this is the most popular month to visit Winter Harbor. 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 vacation is a memorable experience.

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 Harbor, then narrow your options based on the type of area you’d rather stay in.

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 Harbor. Spend your days chasing outdoor adventures or just enjoy admiring beautiful sunrises and sunsets reflecting off the lake.

Get your Winter Harbor getaway off to an amazing start by heading to popular sights like Acadia National Park, Acadia National Park’s Visitors Center and Bar Harbor Whale Watching. Stay in a Vrbo cottage rental with the family and then explore the best of this destination together.

Booking your cottage rental with Vrbo means you get the entire place for your exclusive use — your own private retreat, with no interruptions or distractions from others. Also, our One Key™ rewards program lets you earn OneKeyCash™* and spend it on eligible bookings on Vrbo, Expedia and Hotels.com. Plus, our flexible payment and cancellation policies give you the freedom to change your plans if required. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.