South Portland Vacation Rentals

Name: Full sized home
Price range: $393 total

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in South Portland

Charming 3-bedroom house steps to Pine Point Beach with backyard oasis

Scarborough ME

With a stay at this vacation home in Scarborough (Pine Point), you'll be within a 5-minute drive of Old Orchard Beach Pier and Old Orchard Beach.

Kitchen

Washer

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Portland ME

$1,020 nightly

$1,112 total

Nov 1 - Nov 2

Total with taxes and fees

With a stay at this vacation home in Portland (East Deering), you'll be a 4-minute drive from State Theatre and 6 minutes from Thompson's Point.

Hot Tub

Kitchen

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

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

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

South Freeeport ME

With a stay at this vacation home, you'll be centrally located in Freeport, within a 10-minute drive of LL Bean Flagship Store and Casco Bay.

Kitchen

Washer

Cliffside 2 BD/1 BA home. Quiet sunsets, beach access, and relaxation await you.

Harpswell ME

With a stay at this vacation home in Harpswell, you'll be by the sea, just steps from Casco Bay and a 4-minute drive from Mitchell Field.

Kitchen

Washer

Steps from Old Port. New, Beautifully Appointed Home. Sleeps up to 11.

Portland ME

With a stay at this vacation home, you'll be centrally located in Portland, a 2-minute drive from State Theatre and 5 minutes from Thompson's Point.

Kitchen

Washer

Lakefront House

Windham ME

Located in Windham, this vacation home is on the waterfront, within a 15-minute drive of Mercy Primary Care and MAGAN Trailhead.

Hot Tub

Kitchen

Delightful 3-bedroom house in Kennebunkport perfect for relaxing stays

Kennebunkport ME

With a stay at this vacation home in Kennebunkport, you'll be within a 5-minute drive of Dock Square and First Families Kennebunkport Museum.

Kitchen

Washer

Near Dock Square • Free Beach Gear • Deck w/Grill

Kennebunkport ME

With a stay at this vacation home in Kennebunkport, you'll be within a 5-minute drive of Dock Square and Vaughn's Island Preserve.

Kitchen

Washer

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Bailey Island ME

With a stay at this vacation home in Bailey Island, you'll be on the beach, just a 1-minute walk from Casco Bay and 14 minutes by foot from Mackerel Cove.

Kitchen

Washer

Full sized home

Harpswell ME

$361 nightly

$393 total

Nov 25 - Nov 26

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

Don't see what you're looking for?

See all available properties in South Portland

View all properties

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.