Search Winthrop Cottage Rentals

    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

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Winthrop

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winthrop Hotel Reviews

Maine Evergreen Hotel, Ascend Hotel Collection

Maine Evergreen Hotel, Ascend Hotel Collection

10/10 Excellent
"The staff was very friendly. "
Cornell 2-night trip
Posted 2 days ago
Maine Evergreen Hotel, Ascend Hotel Collection

Frequently asked questions

Why book your cottage in Winthrop with Expedia?
We think a getaway should be a piece of cake, so if you're on the lookout for cottages in Winthrop at a nice price, Expedia has you covered. Keep the budget in check and opt for a cheap option surrounded by wilderness, or splurge on a luxury cottage to pamper your favourite people.
How can I find cheap cottages in Winthrop?
With Expedia's helpful filter tool, locating cheap cottages in Winthrop is a snap. To view accommodation that are friendly on the wallet, fine-tune your search results by star rating, budget and amenities.