Portland, Maine - Southern Maine Coast Vacation Rentals - 2

Portland, ME vacation rentals, browse Portland, Maine vacation home rentals and plan your next Maine vacation in the Southern Maine Coast region. Imagine relaxing in Portland Vacationing by yourself, vacationing with your family or vacationing with friends, make your next vacation a Portland Maine vacation.

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Panoramic Water, Island & City Views w/Private Roof Deck, 3rd Floor Apartment ‘The Crow’s Nest’, Record Player & Some Classic Jazz Vinyls.

Sleeps: 4
Bedrooms: 1
Bathrooms: 1
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Polished, Modern Condo w/Balcony, Walk To Eastern Prom & Casco Bay! Tranquil Yet Convenient Location For Exploring This Beautiful City.

Sleeps: 4
Bedrooms:2
Bathrooms: 1
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Spacious & Contemporary Condo In The Heart Of Portland, Close To Beach! Board Games, Tenant Living Full Time In The Upstairs Unit.

Sleeps: 4
Bedrooms: 1
Bathrooms: 1
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Oakdale, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Spectacular 3rd Floor Apt., Near Downtown, Quiet Oakdale Neighborhood, Great Local Breweries, Fully Equipped Kitchen, Super Clean, Great Furnishings.

Sleeps: 10
Bedrooms: 4
Bathrooms: 2
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Vintage Maine & Modern Convenience In Portlands Exclusive East End, 2nd Floor Apartment Is Nicknamed ‘The Haven’, Great Location, Lovely Decor.

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
Pets Considered

Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

Cushing Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Historic Post Hospital On Private Casco Bay Island, Large Porch Extension, Pool Table, Fully Equipped Kitchen, Unique & Special Place.

Sleeps: 18
Bedrooms: 8
Bathrooms: 3
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Rosemont, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

“Camp” Out Near Downtown w/Outdoor Patio, Fire Pit, Outdoor Shower! Stretch Out On Our Gravel Patio, Cornhole, Plenty Of Space For Families & Groups.

Sleeps: 8
Bedrooms: 3
Bathrooms: 1
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Direct Ocean Front Spar Cove Cottage, Location, Location! See & Hear The Ocean Waves Crash Into The Rocks, Unobstructed View Of The Sunrise.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Ocean Views For Miles, Spectacular Sunrises At Ocean House, Peaks Island, Maine, Covered ‘Pocket’ Porch, Waves Crashing & Fresh Sea-Salt Air.

Sleeps: 8
Bedrooms: 3
Bathrooms: 1
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Close To Downtown, Hot Tub! Fenced Yard, Sun Room, Just A Quick Drive Downtown, Quiet Neighborhood, Come Stay In Vacationland!

Sleeps: 5
Bedrooms: 2
Bathrooms: 2
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Convenient, Modern Thompson’s Point 3-Bed Flat, Boasting World-Class Craft Breweries Like Bissell Brothers, Perfect For Your Maine Getaway.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1
No Pets

Portland, ME Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

Great Diamond Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Rare Opportunity To Experience A Beachfront Classic Turn Of Century Cottage, Step Back In Time & Enjoy Island Life, Unwind & Relax.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Peaks Island Peak-A-Blue Cottage, Sleeps 8, 800 Ft. To Centennial Beach, Octagonal Screen Porch, Decor Is Bright & Fresh, Beach Chairs & Towels.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

West End, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Skolfield Inn, Parking, Self-Check-In, Garden, Built In 1895, Only 4 Guest Rooms, The Inn Offers A Peaceful Stay, Great Location.

Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Waterfront Island Getaway w/2 Cottages, Perfect For Multiple Or Large Families, 12 Ft From Waters Edge,The Island Offers An Array Of Activities.

Sleeps: 15
Bedrooms: 5
Bathrooms: 2.5
No Pets

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Luxurious 2BR Loft In Portland’s Art District, Beautiful Art, No Children Please, Stylishly Decorated, Surrounded By Portland’s Finest Restaurants.

Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Spectacular Views & Comforts Of Home In Portland’s Most Desirable Neighborhood, Stroll The East End ‘Little Brooklyn’, Decor Is Beautifully Done.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Stylish & Spacious, Family-Friendly Townhouse w/Private Garden, Walking Distance To All Of Portland’s Finest, Spacious Back Deck, Bikes.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2.5
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Old Port Apartment, Block From The Waterfront, 25% Discounts, All Linens Incl., Books, Games, Book This Unit & You Won’t Be Disappointed.

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
No Pets

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Munjoy Hill, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Luxury Modern Home w/A View, Elegant & Bold, Chef’s Kitchen, Large Balcony On The Roof! Easy Walk To Many Things, Great Location.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2.5
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Classic Family Cottage, Ocean View From Porch, Peaceful Rural Location, Colorfully Decorated, Perfectly Suited For A Quiet Family Holiday.

Sleeps: 8
Bedrooms: 6
Bathrooms: 2
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

The ‘Water House’ Cottage Is On A Sandy Beach! Amazing Views!! 180 Degree Views Of The Ocean, 10 Min Walk From The Ferry, 6-Passenger Club Cart.

Sleeps: 3
Bedrooms: 1
Bathrooms: 1
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Enjoy Sweeping Waterfront View, Watch Lobster Boats From Porch, Uninterrupted View Of Josiah’s Cove, Well-Equipped Kitchen, Fish For Stripers.

Sleeps: 8
Bedrooms: 4
Bathrooms: 1.5
No Pets

Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

Back Cove, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Cozy Getaway In The City, Quiet Residential Neighborhood, Walking Trails, Near Payson Park, Deck w/Grill, Clean & Pleasant.

Sleeps: 3
Bedrooms: 1
Bathrooms: 1
No Pets

Portland, ME Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

Fort Levett, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Historic Post Hospital On Private Casco Bay Island, Large Porch Extension, Ideal Views Of Spring Cove, Kid’s Playroom, Pool Table, Linens & Towels Prov.

Sleeps: 18
Bedrooms: 10
Bathrooms: 3
Pets Considered

Portland, ME Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Beautiful 1BR w/Amenities! Centrally Located, On A Quiet Dead End Street, Big Backyard, I Am Subletting The 2nd Bedroom.

Sleeps: 1
Bedrooms: 1
Bathrooms: 1
No Pets

Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

BRAND NEW Luxury Penthouse Condo w/Water Views Right In The Heart Of Old Port! Location, Location, Location, Covered Garage Parking.

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
No Pets

Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

Parkside, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Remodeled Historic Apartment 5 mins from Downtown w/Life Changing Shower! Please No Children, 5 Min Walk To Downtown.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Cagasa Cottage: Oceanviews From Most Rooms, Handicap Friendly, On Seashore Ave, Card Table For Puzzles Or Games, A Bar, Enclosed Sunroom.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Perfect Vacation Cottage, Filled w/Sunshine & Laughter, This Is A Home For Vacation Living In Comfort, We Are Truly On The Peak Of Peaks Island.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

New Peaks Cottage: Modern Amenities, Island Charm, Steps To Shore, Peeks At The Water Through The Trees, 10 Minute Walk To Ferry, Upstairs Loft.

Sleeps: 8
Bedrooms: 3
Bathrooms: 1
Pets Considered

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Old Port Style & Luxury, Near Everything! Right In The Heart Of Old Port, It Is Above A Bar/Nightclub Which Can Become Loud.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Fabulous Turn Of The Century Cottage, Less Populated Side Of The Island, Immense Yard For Children, Large Deck w/Gas Grill, Games, Toys.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Sunny 2BR On Munjoy Hill, Perfect Setup For A Family Or Couple, Fully-Equipped Kitchen, Short Walk To Neighborhood Restaurants & Coffee Shops.

Sleeps: 4
Bedrooms: 3
Bathrooms: 1.5
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Deering, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Also Close To Everything, 2nd Floor Apt., Yard Is Great, Plenty Of Sites Within Walking Distance, Great New England Character, Very Close To Downtown.

Sleeps: 8
Bedrooms: 4
Bathrooms: 1
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

South Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Beach House, 10′ From The Ocean! Extremely Rare “On The Beach” Beach House, Over 100 Years Old, Breath Taking Views, Deck Overlooking Willard Beach.

Sleeps: 7
Bedrooms: 3
Bathrooms: 1
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Stunning Waterfront House w/Hot Tub, Sweeping Water Views Of Casco Bay & The Presumpscot River, Screened Porch & Private Patio.

Sleeps: 14
Bedrooms: 6
Bathrooms: 2.5
No Pets

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Two Apartments In One, Portlands West End, Amazing Location, Walking Distance Of Everything, 2nd & 3rd Floor Are Separate Units.

Sleeps: 11
Bedrooms: 5
Bathrooms: 3
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Authentic Coastal Maine Cottage Living, “The Rook Cottage”, A Turn Of The Century Dwelling, Wraparound Covered Porch w/Rocking Chairs.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Peaks Island Cottage w/Beautiful View Of Whitehead Passage, 20 Min Ferry Boat Ride Out Of Portland, Relax On The Front Porch Or The Back Deck.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1
No Pets

Portland, ME Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Luxury Condo Downtown Portland Old Port, Tucked Away, Just Steps From Many Restaurants, Art Museum, State Theater & Many Other Things.

Sleeps: 2
Bedrooms: Studio
Bathrooms: 1
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Sunny, Modern, Family Home w/Large Yard, Summer On Beautiful Peaks Island! Peaks Island Is Beautiful In The Fall, Extra Large Kitchen.

Sleeps: 5
Bedrooms: 2
Bathrooms: 2
No Pets

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Easy To Get To & Harder To Leave, Steps To The Shoreline, Front Porch, Everything You Would Want For Great Family Fun Is At Your Fingertips.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
No Pets

Portland, ME Maine Vacation Rentals, Portland ME Area, Southern Coast Maine Vacation, Maine Vacation Rentals, Maine Vacation Homes

Cushing Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Refurbished Brick, Waterfront Home on Cushing’s Island, The Jail’ On Cushing’s Island, Well-Equipped, 3 Small Jail Cells w/Single Beds.

Sleeps: 10
Bedrooms: 5
Bathrooms: 4
Pets Considered

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Classic Turn Of The Century Island Summer Cottage, One Can Walk Down The Garden Path To The Sandy Beach, Ride Bikes To The ‘Back Shore’.

Sleeps: 8
Bedrooms: 5
Bathrooms: 1.5
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Peaks Island, Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

The Backshore House, Family Friendly Oasis On Peaks Island, Short Stroll To The Shore, Private, Enjoy Island Living In Our Peaks Island Getaway.

Sleeps: 10
Bedrooms: 5
Bathrooms: 3
No Pets

Portland, Southern Maine Coast Vacation Rentals, Portland ME, Southern Maine Coast Rentals, Southern Maine Coast Vacation Home Rentals, Southern Maine Coast Vacation Home

Portland, Maine

Southern Maine Coast Vacation Rentals,
Portland Maine Vacation Rentals

Portland Peninsula, Spacious, Walkable East End Spot, Beautifully Renovated & Designed, 2 Spacious Apartments Connected By An Interior Hallway.

Sleeps: 12
Bedrooms: 1
Bathrooms: 1
No Pets