We're sorry, some parts of the Savvy website don't work properly without JavaScript enabled.

Find places to stay in Winthrop

Vacation rentals from professional hosts. Book direct, skip the platform markup.

Winthrop, Maine, United States Vacation Rentals

Winthrop, Maine, United States Vacation Rentals

Find places to stay in Winthrop

Vacation rentals from professional hosts. Book direct, skip the platform markup.

Stop overpaying for
vacation rentals.

Trending stays in Winthrop

8% savings

Dock + Kayaks: Annabessacook Lake Retreat!

House in Winthrop, ME

Hosted by Evolve

Apr 13 – Apr 18

8% savings

Dock + Kayaks: Annabessacook Lake Retreat!

House in Winthrop, ME

Hosted by Evolve

Apr 13 – Apr 18

8% savings

Life on the Lake with Private Dock & Fire Pit!

House in Winthrop, ME

Hosted by Evolve

Apr 6 – Apr 11

8% savings

Life on the Lake with Private Dock & Fire Pit!

House in Winthrop, ME

Hosted by Evolve

Apr 6 – Apr 11

8% savings

ANNABESSACOOK RETREAT LIMIT 8

House in Winthrop, ME

Hosted by RedAwning

Apr 6 – Apr 11

8% savings

ANNABESSACOOK RETREAT LIMIT 8

House in Winthrop, ME

Hosted by RedAwning

Apr 6 – Apr 11

Peaceful Fisherman's Paradise w/ Deck + Fire Pit!

House in Winthrop, ME

Hosted by Evolve

May 15 – May 21

Peaceful Fisherman's Paradise w/ Deck + Fire Pit!

House in Winthrop, ME

Hosted by Evolve

May 15 – May 21

Your questions, answered

Nearby Cities

Standish, ME, USA Surry, ME, USA Acadia, ME 04762, USA Bangor, ME 04401, USA Kennebunk, ME 04043, USA Trenton, ME 04605, USA Bar Harbor, ME, USA Wells, ME 04090, USA Kennebunkport, ME 04046, USA Old Orchard Beach, ME, USA Sebago, ME, USA Portland, ME, USA York, ME, USA Boothbay Harbor, ME, USA Ogunquit, ME, USA