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Wiscasset Vacation Rentals

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Rockhaven Bay Bliss - West Bath, ME Vacation Rental

Rockhaven Bay Bliss

West Bath, ME
4 Bed 1 Bath Sleeps 9
- - - - - - - - - - - 276 353 359 352 343 330
Maine Stay - Boothbay, ME Vacation Rental

Maine Stay

Boothbay, ME
4 Bed 2 Bath Sleeps 12
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On The Edgecomb - Edgecomb, ME Vacation Rental

On The Edgecomb

Edgecomb, ME
3 Bed 3 Bath Sleeps 6
- - - - - - 170 209 193 - - - 222 235 217 - -
Damariscotta Lakefront Retreat - Newcastle, ME Vacation Rental
- - 160 185 - - - - - - - - 301 282 - - -
Casa Dianne II - Boothbay Harbor, ME Vacation Rental

Casa Dianne II

Boothbay Harbor, ME
4 Bed 2 Bath Sleeps 6
- - - 217 231 240 241 241 238 238 289 314 355 357 348 338 345
Barrett's Watch Cottage and Retreat - Boothbay Harbor, ME Vacation Rental
- - - - - 177 - - - 177 - - - - - - -
Bufflehead Cove  - Boothbay, ME Vacation Rental

Bufflehead Cove

Boothbay, ME
3 Bed 2.5 Bath Sleeps 7
- - - - - - - 325 314 - - - - - - - -
Peg's Pond House - Trevett, ME Vacation Rental

Peg's Pond House

Trevett, ME
3 Bed 2 Bath Sleeps 7
191 189 188 189 193 216 - - - - - - - 212 227 216 -
Lupine Lane - Boothbay Harbor, ME Vacation Rental

Lupine Lane

Boothbay Harbor, ME
3 Bed 3 Bath Sleeps 8
158 156 158 186 190 193 190 192 196 193 235 260 287 287 288 287 274
Midcoast Serenity - Waldoboro, ME Vacation Rental

Midcoast Serenity

Waldoboro, ME
3 Bed 2 Bath Sleeps 6
102 - - - - - 137 153 154 154 155 166 - - - - -
Eagles View - Bowdoinham, ME Vacation Rental

Eagles View

Bowdoinham, ME
2 Bed 1 Bath Sleeps 6
- - - - - 152 130 163 149 - - - - - - - -
Frosty Glen, a Southport Island Retreat - Southport, ME Vacation Rental
- 237 249 283 - - - - - - - 429 505 505 505 479 -
Seaside Bungalow - Boothbay Harbor, ME Vacation Rental

Seaside Bungalow

Boothbay Harbor, ME
2 Bed 1.5 Bath Sleeps 4
- - 104 112 - - - - - - 139 - - - - - -
Cape McKay - Boothbay Harbor, ME Vacation Rental

Cape McKay

Boothbay Harbor, ME
3 Bed 1 Bath Sleeps 5 (4 Adults Max)
- - - - - - - - - - - - - 178 - - -
The Dome House - Boothbay, ME Vacation Rental

The Dome House

Boothbay, ME
2 Bed 1 Bath Sleeps 4
- - 124 221 221 173 - - - - 222 226 - - 169 - -
Linekin Bay Retreat at Wall Point - Boothbay Harbor, ME Vacation Rental
250 250 250 250 250 250 250 250 250 250 - - 285 285 285 - -
Surfside - Cape Elizabeth, ME Vacation Rental

Surfside

Cape Elizabeth, ME
2 Bed 1 Bath Sleeps 4
- 150 150 - - - - - - - - - - - - - -
The Captain's Cottage - Boothbay Harbor, ME Vacation Rental

The Captain's Cottage

Boothbay Harbor, ME
3 Bed 1.5 Bath Sleeps 5
- - - - 165 192 - - - 190 209 - - - - - -
The Eagle's Nest - Waldoboro, ME Vacation Rental

The Eagle's Nest

Waldoboro, ME
3 Bed 2.5 Bath Sleeps 6
- - - - - - 284 299 - - - - - 367 - - -
River View - Edgecomb, ME Vacation Rental

River View

Edgecomb, ME
3 Bed 2.5 Bath Sleeps 6
250 250 250 250 262 250 250 251 250 250 299 299 272 - - - 264
The 1909 Cottage - Boothbay Harbor, ME Vacation Rental

The 1909 Cottage

Boothbay Harbor, ME
7 Bed 1.5 Bath Sleeps 14
- - - - - 300 300 300 300 300 - - - - - - -
The Beach House at Wall Point - Boothbay Harbor, ME Vacation Rental
- - - - - - - - - - - 250 - - - - -
The Atlantic House at Ocean Point - East Boothbay, ME Vacation Rental
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Harpswell Bay House - Harpswell, ME Vacation Rental

Harpswell Bay House

Harpswell, ME
3 Bed 1 Bath Sleeps 6
- - 163 168 - - - - - - - 244 313 319 312 289 -
Drifting In - Harpswell, ME Vacation Rental

Drifting In

Harpswell, ME
2 Bed 1 Bath Sleeps 4
- 140 140 - - 140 140 140 140 140 140 144 160 163 155 - -
Linekin Bay Lookout  - East Boothbay, ME Vacation Rental
- - 148 188 193 235 211 217 - - - - - - - - -
Sunshine Cottage - East Boothbay, ME Vacation Rental

Sunshine Cottage

East Boothbay, ME
2 Bed 2.5 Bath Sleeps 6
- - - 111 119 140 129 137 136 136 127 - - - - - -
Popham Oceanfront Cottage - Popham Beach, ME Vacation Rental
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Robinhood Retreat at Georgetown - Georgetown, ME Vacation Rental
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Popham Pines Beach Retreat - Phippsburg, ME Vacation Rental
- - 151 - - - - - 192 - - - - - - - -
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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Muirgen Enchantment by the Sea - Boothbay, 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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The Notebook - Boothbay Harbor, ME Vacation Rental

The Notebook

Boothbay Harbor, ME
4 Bed 2.5 Bath Sleeps 7
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Hodge Podge Lodge - Boothbay Harbor, ME Vacation Rental

Hodge Podge Lodge

Boothbay Harbor, ME
3 Bed 3 Bath Sleeps 6
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About Wiscasset

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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