South Portland Vacation Rentals

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Vacation Rentals in South Portland

Cozy Coastal House

Saco ME

With a stay at this vacation home, you'll be centrally located in Saco, a 5-minute drive from Old Orchard Beach Pier and 8 minutes from Old Orchard Beach.

Kitchen

Washer

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

Old Orchard Beach ME

With a stay at this vacation home in Old Orchard Beach, you'll be on the beach, a 3-minute walk from Old Orchard Beach and a 2-minute drive from Old Orchard Beach Pier.

Kitchen

Washer

Charming 110-year former Inn 10' from the Ocean!

South Portland ME

With a stay at this vacation home in South Portland (Willard Beach), you'll be within a 15-minute drive of Cross Insurance Arena and Thompson's Point.

Kitchen

Washer

Waterfront Home on Beautiful Frye Island

Frye Island ME

When you stay at this vacation home in Raymond, you'll be steps from Sebago Lake.

Kitchen

Washer

Nature with in-town living that feels a world away. May-June-July special!!!

Portland ME

With a stay at this vacation home, you'll be centrally located in Portland, within a 5-minute drive of Maine Mall and Thompson's Point.

Kitchen

Washer

Full sized home

Harpswell ME

$339 nightly

$369 total

Sep 22 - Sep 23

Total with taxes and fees

With a stay at this vacation home in Harpswell, you'll be by the sea, just steps from Casco Bay and a 3-minute drive from Ash Cove Pottery.

Kitchen

Washer

Quintessential Maine Beach Cottage

Kennebunkport ME

With a stay at this vacation home in Kennebunkport (Goose Rocks Beach), you'll be within a 15-minute drive of Dock Square and Goose Rocks Beach.

Kitchen

Washer

Backyard Paradise

Portland ME

With a stay at this vacation home, you'll be centrally located in Portland, within a 5-minute drive of Maine Mall and Thompson's Point.

Pool

Kitchen

NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.

Peaks Island ME

With a stay at this vacation home in Peaks Island, you'll be on the waterfront, just steps from Casco Bay and a 4-minute drive from Umbrella Cover Museum.

Kitchen

Washer

Sunny Waterfront Family Friendly Little Sebago Home

Windham ME

Located in Windham, this vacation home is on the waterfront, within a 10-minute drive of Sebago Lake Basin and Seacoast Adventure.

Kitchen

Washer

The Moonglow! A beautiful ocean view house in Biddeford!

Biddeford ME

When you stay at this vacation home in Biddeford, you'll be near the beach, within a 5-minute drive of Fortunes Rock Beach and Saint Brendan's Chapel.

Kitchen

Washer

Shady Potts Point Cottage Cooled by Ocean Breezes

Harpswell ME

With a stay at this vacation home in Harpswell, you'll be by the sea, just steps from Casco Bay and a 3-minute drive from Ash Cove Pottery.

Kitchen

Pet friendly

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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.