Harpswell Vacation Rentals

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Vacation Rentals in Harpswell

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

Modern, Spacious Guest Suite Near the Ocean

Cape Elizabeth ME

With a stay at this vacation home, you'll be centrally located in Cape Elizabeth, within a 15-minute drive of Portland Head Light and Crescent Beach.

Washer

Dryer

Rare West End Home • Walk to Old Port, Harbor View

Portland ME

$727 nightly

$792 total

Jun 28 - Jun 29

Total with taxes and fees

With a stay at this vacation home in Portland (West End), you'll be within a 5-minute drive of Maine Medical Center and Thompson's Point.

Kitchen

Pet friendly

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.

Spacious and private 2nd floor 2bed apartment in Yarmouth Village.

Yarmouth ME

With a stay at this vacation home in Yarmouth, you'll be on a river, within a 10-minute drive of LL Bean Flagship Store and Clay Play.

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.

Lakefront House

Windham ME

When you stay at this vacation home in Windham, you'll be on the waterfront and 15 minutes by car from Sebago Lake Basin.

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.

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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.