Wiscasset Vacation Rentals

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Vacation Rentals in Wiscasset

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

East Boothbay ME

A stay at this vacation home places you in the heart of East Boothbay, within a 5-minute drive of Linekin Bay and Grimes Cove Beach.

Kitchen

Washer

Captain's Guest Room. The authenticity & value in one place. Walk to everything!

Bath ME

$134 nightly

$146 total

Jun 9 - Jun 10

Total with taxes and fees

With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church Arts Center and Bath Center for the Arts.

Pet friendly

Free WiFi

Charming Sand Pond Cottage Steps from Pristine Tacoma Lakes Water

Monmouth ME

When you stay at this vacation home in Monmouth, you'll be within a 10-minute drive of Cobbossee Colony Golf Course and Cobbosseecontee Lake.

Cozy Cottage on water's edge of Lake Cobbosseecontee

Manchester ME

$329 nightly

$359 total

Jun 9 - Jun 10

Total with taxes and fees

Located in Manchester, this vacation home is on the waterfront, within a 15-minute drive of Cobbosseecontee Lake and Augusta Country Club.

Kitchen

Air conditioning

Centerview cottage

Harpswell ME

$439 nightly

$479 total

Jun 9 - Jun 10

Total with taxes and fees

Located in Harpswell, this vacation home is by the ocean, within a 15-minute drive of Paddleworks and Bailey Island Bridge.

Kitchen

Pet friendly

Captain's House 2BR Apt. Great value, walk to everything, large yard, treehouse.

Bath ME

$210 nightly

$229 total

Jun 9 - Jun 10

Total with taxes and fees

With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church Arts Center and Bath Center for the Arts.

Pet friendly

Free WiFi

Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Phippsburg ME

A stay at this vacation home places you in the heart of Phippsburg, a 1-minute drive from Casco Bay and 7 minutes from Maine Maritime Museum.

Spacious single-level duplex with fast WiFi, two full kitchens, deck, & yard

Boothbay ME

Located in Boothbay, this vacation home is by the sea, within a 5-minute drive of Boothbay Farmers' Market and Coastal Maine Botanical Gardens.

Kitchen

Free WiFi

Classic Maine Cottage: Walk to Boothbay Harbor

Boothbay Harbor ME

When you stay at this vacation home in Boothbay Harbor, you'll be by the sea, within a 5-minute drive of Fisherman's Memorial Park and Barrett Park.

Kitchen

Washer

Spacious 3 bedroom home in a quiet, woodsy, setting in gorgeous Boothbay, Maine

Boothbay ME

Located in Boothbay, this vacation home is a 5-minute drive from Boothbay Golf Course and 5 minutes from Boothbay Farmers' Market.

Washer

Dryer

Jordan Cottage by Sea Maine

Boothbay Harbor ME

With a stay at this vacation home in Boothbay Harbor, you'll be steps from Linekin Bay and a 4-minute drive from Carousel Music Theater.

Kitchen

Washer

Peaceful Georgetown Retreat with Water Views, Near Reid State and Popham

Georgetown ME

With a stay at this vacation home in Georgetown, you'll be on the waterfront, a 4-minute walk from Georgetown Pottery and a 3-minute drive from Sewell Pond Conservation Area.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.