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Wiscasset Vacation Rentals

1 - 40 of 40 rentals
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The Oar House - Wiscasset, ME Vacation Rental

The Oar House

Wiscasset, ME
2 Bed 1 Bath Sleeps 4
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Newkirk Historic Retreat - Wiscasset, ME Vacation Rental

Newkirk Historic Retreat

Wiscasset, ME
4 Bed 4 Bath Sleeps 12
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The Ocean Street Barn House - South Portland, ME Vacation Rental
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Barrett's Watch Cottage and Retreat - Boothbay Harbor, ME Vacation Rental
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Midcoast Serenity - Waldoboro, ME Vacation Rental

Midcoast Serenity

Waldoboro, ME
3 Bed 2 Bath Sleeps 6
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Harpswell Bay House - Harpswell, ME Vacation Rental

Harpswell Bay House

Harpswell, ME
3 Bed 1 Bath Sleeps 6
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Bufflehead Cove  - Boothbay, ME Vacation Rental

Bufflehead Cove

Boothbay, ME
3 Bed 2.5 Bath Sleeps 7
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Sunset Circle - East Boothbay, ME Vacation Rental

Sunset Circle

East Boothbay, ME
3 Bed 3 Bath Sleeps 6
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Peg's Pond House - Trevett, ME Vacation Rental

Peg's Pond House

Trevett, ME
3 Bed 2 Bath Sleeps 7
135 145 145 145 145 195 195 135 135 135 135 135 170 170 135 135 135
The Eagle's Nest - Waldoboro, ME Vacation Rental

The Eagle's Nest

Waldoboro, ME
3 Bed 2.5 Bath Sleeps 6
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Damariscotta Lakefront Retreat - Newcastle, ME Vacation Rental
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On The Edgecomb - Edgecomb, ME Vacation Rental

On The Edgecomb

Edgecomb, ME
3 Bed 3 Bath Sleeps 6
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Frosty Glen, a Southport Island Retreat - Southport, ME Vacation Rental
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Sebasco Serenity - Phippsburg, ME Vacation Rental

Sebasco Serenity

Phippsburg, ME
1 Bed 1 Bath Sleeps 3
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Muirgen Enchantment by the Sea - Boothbay, ME Vacation Rental
150 155 155 155 155 190 190 135 135 135 135 135 190 190 130 - -
The Captain's Cottage - Boothbay Harbor, ME Vacation Rental

The Captain's Cottage

Boothbay Harbor, ME
3 Bed 1.5 Bath Sleeps 5
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Sebenoa Retreat at Sprucewold - Boothbay Harbor, ME Vacation Rental
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Garravale - Boothbay Harbor, ME Vacation Rental

Garravale

Boothbay Harbor, ME
4 Bed 2 Bath Sleeps 8
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The 1909 Cottage - Boothbay Harbor, ME Vacation Rental

The 1909 Cottage

Boothbay Harbor, ME
7 Bed 1.5 Bath Sleeps 14
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Linekin Bay Lookout  - East Boothbay, ME Vacation Rental
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The Shore Road Escape - Cape Elizabeth, ME Vacation Rental
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Towns-End Cottage - Boothbay Harbor, ME Vacation Rental

Towns-End Cottage

Boothbay Harbor, ME
3 Bed 1 Bath Sleeps 6
99 99 99 99 99 140 140 99 99 99 99 99 135 135 99 99 99
Sunshine Cottage - East Boothbay, ME Vacation Rental

Sunshine Cottage

East Boothbay, ME
2 Bed 2.5 Bath Sleeps 6
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Popham Pines Beach Retreat - Phippsburg, ME Vacation Rental
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Cabin on the Shore - East Boothbay, ME Vacation Rental

Cabin on the Shore

East Boothbay, ME
2 Bed 1 Bath Sleeps 4
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Boothbay Beauty - Boothbay Harbor, ME Vacation Rental

Boothbay Beauty

Boothbay Harbor, ME
3 Bed 1 Bath Sleeps 6
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River View Suite - Edgecomb, ME Vacation Rental

River View Suite

Edgecomb, ME
3 Bed 3 Bath Sleeps 6
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Willard Retreat - South Portland, ME Vacation Rental

Willard Retreat

South Portland, ME
2 Bed 1 Bath Sleeps 6
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Willard Square Getaway - South Portland, ME Vacation Rental
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Willard Square Overlook - South Portland, ME Vacation Rental
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The Atlantic House at Ocean Point - East Boothbay, ME Vacation Rental
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Sheepscot Harbour Waterview Suite - Edgecomb, ME Vacation Rental
70 70 70 70 70 99 - - - - - - - - - - -
Ocean Breeze at Boothbay Harbor - Boothbay Harbor, ME Vacation Rental
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Robinhood Retreat at Georgetown - Georgetown, ME Vacation Rental
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The Retreat at Seal Cove  - West Bath, ME Vacation Rental
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Barters Island Waterfront Cottage - Boothbay, ME Vacation Rental
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The Summit Boathouse - Boothbay Harbor, ME Vacation Rental
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Schooner's Fairway - Waldoboro, ME Vacation Rental

Schooner's Fairway

Waldoboro, ME
4 Bed 2 Bath Sleeps 7
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Sheepscot Harbour Lodge Suite - Edgecomb, ME Vacation Rental
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The Notebook - Boothbay Harbor, ME Vacation Rental

The Notebook

Boothbay Harbor, ME
4 Bed 2.5 Bath Sleeps 7
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About Wiscasset

Wiscasset rated 4.8 out of 5 based on 21 reviews Wiscasset, ME

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.

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.

Where is Wiscasset, ME?

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. 

Outdoor Activities in Wiscasset, ME

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.

Wiscasset, ME Historic Sites?

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.

Day Trips from Wiscasset, ME

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

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