Our growing selection of Wiscasset, Maine vacation rentals provide the perfect home base to explore the rolling hills, freshwater streams, and plentiful wildlife make Wiscasset one of the main draws in Lincoln County. Friendly locals and a wealth of mom-and-pop shops lining Main Street keep the in-the-know tourists coming. With a long a fishing history, Wiscasset today enjoys a reputation as a boating and wetland mecca as well as the "worm capital of the world" (no wonder anglers love this place). Scenic rivers boast trout, and the bay and ocean are full of clams, lobster, and mussels.
View 8 more homes
Yes, 10 of our Wiscasset homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).Browse dog-friendly homes >
Yes. 47 of our Wiscasset vacation rentals have internet access, so you can stay connected throughout your trip.Browse homes with internet access >
Absolutely. Our local Wiscasset team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.Learn more about Vacasa Premium Clean >
Stay at one of our traditional Wiscasset vacation rentals and you'll see why this charming village continues to enthrall Maine visitors and locals alike.
Sandwiched between quaint Edgecomb and charming Dresden, Wiscasset is located in Lincoln County, in midcoast Maine, near Boothbay Harbor. It boasts more than 2,000 acres of preserved land, much of it part of a historic greenbelt.
If you love nature, you'll love Wiscasset. You can enjoy solitude, hiking nearly 20 miles of trails. Start in the village and enjoy the historic homes and scenic harbor views. The West Woods and Morris Farm trail will lead you through 200 acres of land, over streams and bridges and through the Sortwell Memorial Forest and Morris Farm. The latter is operated by a trust that encourages sustainable farming and hosts educational programs. You can admire Clydesdale horse, holstein cows, and a resident goat. The Water Trail is just what it says: a trail down the Back River that is best enjoyed in a kayak or canoe. The Back River Trail on the Cushman Mountain Reserve takes you through woodland and meadows to a scenic outlook. End your day traversing forest and salt marshes on Chewonki Neck, concluding at historic Eaton Farm.
More than 200 years old and made of granite slabs, the 1812 Jail is one the most visited sites in town. Once the jail for the entire state, it stopped housing prisoners in 1953. Today, guests can tour the facility and see what life was like for the 50 prisoners that were housed here, as well as the jailkeeper's family, who lived next door. Castle Tucker is a well-maintained Regency-style mansion that was built in 1807 and renovated in 2014. Once the home of a prominent shipping family, visitors can tour the interior and gardens and enjoy picture-perfect views of the Sheepscot River. A barn and carriage house still remain.
Another historic home built in 1807 that is well worth a visit is the Federalist-style Nickels-Sortwell House. Once a private residence, then a tavern and hotel, then a residence again, the home came into semi-public hands in 1958. You can admire antique wing chairs, braided rugs, and various portraits of the former owners.
Wiscasset is also known for its art galleries featuring local artists. The Wiscasset Bay Gallery highlights 18th, 19th, and 20th century paintings and sculpture, including works by William Trost Richards, Charles Woodbury, and Abraham Bogdanove.
Like other towns in the region, Wiscasset is a great base from which to seek day trips. The region is home to beautiful wetlands, great fishing sites, hiking and camping trails galore, and scenic lighthouses and sea vistas, along with many other charming small towns. Edgecomb is just next door, as are East Boothbay, Boothbay Harbor, Boothbay, and Nobleboro.
With a plethora of great hiking and kayaking trails, as well as historic homes worth a tour, it's no wonder Wiscasset is a traveler's paradise. Our Wiscasset vacation rentals provide the perfect retreat to explore this coastal wonderland.
Photo credit: Cristina Bejarano via Flickr