Vacation Rentals in Portland, Maine

50 Properties Available

Stunning 6BR Luxury Retreat King Beds Ocean Views Condo
Stunning 6BR Luxury Retreat King Beds Ocean Views
$2868 / night
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Spacious West End Retreat. Walk Everywhere, Prime Portland Location. 5 BR/3BTH. 6 BEDS. Private vacation home
Spacious West End Retreat. Walk Everywhere, Prime Portland Location. 5 BR/3BTH. 6 BEDS.
$2384 / night
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Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown Private vacation home
Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown
$1554 / night
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Exquisite 3-Bedroom Urban Home in the Old Port Condo
Exquisite 3-Bedroom Urban Home in the Old Port
$1400 / night
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NEW West End Chic - Chef's Kitchen, Pool Table, W\/D Private vacation home
NEW West End Chic - Chef's Kitchen, Pool Table, W\/D
$1322 / night
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4 bed 4 bath home with Casco Bay views, walk to downtown Portland Apartment
4 bed 4 bath home with Casco Bay views, walk to downtown Portland
$1193 / night
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Spacious Portland Home: Walk Downtown! Private vacation home
Spacious Portland Home: Walk Downtown!
$1159 / night
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Contemporary Home with Historic Charm Private vacation home
Contemporary Home with Historic Charm
$1098 / night
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Two Beautiful apartment Private vacation home
Two Beautiful apartment
$862 / night
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Superb Location! Heart of Old Port-Spacious Apartment Apartment
Superb Location! Heart of Old Port-Spacious Apartment
$808 / night
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New Listing - Private Oceanfront Property on Peaks Island, Maine - Sleeps 10 Private vacation home
New Listing - Private Oceanfront Property on Peaks Island, Maine - Sleeps 10
$802 / night
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Prime Old Port 3BR • Free Parking • Sleeps 8 Apartment
Prime Old Port 3BR • Free Parking • Sleeps 8
$799 / night
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Historic Munjoy Hill Retreat-Rooftop Water Views! Apartment
Historic Munjoy Hill Retreat-Rooftop Water Views!
$773 / night
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“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking! Apartment
“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking!
$703 / night
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Gorgeous 3-bedroom house in charming Portland Private vacation home
Gorgeous 3-bedroom house in charming Portland
$698 / night
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“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking! Condo
“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!
$678 / night
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Modern & Sunny East End House. Private vacation home
Modern & Sunny East End House.
$657 / night
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Wonderful Summer Cottage on Great Diamond Island Cottage
Wonderful Summer Cottage on Great Diamond Island
$654 / night
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King Suite with Kitchenette & Balcony on Great Diamond Island Private vacation home
King Suite with Kitchenette & Balcony on Great Diamond Island
$637 / night
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Fortland Island Campground Caravan Park/Campsite
Fortland Island Campground
$603 / night
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“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking! Condo
“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking!
$600 / night
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Ocean House: Stunning Oceanfront Views, Spectacular Sunrises Peaks Island, Maine Private vacation home
Ocean House: Stunning Oceanfront Views, Spectacular Sunrises Peaks Island, Maine
$598 / night
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“Margaret” Penthouse Suite: Casco Bay views, right in the Old Port. Parking!\n Apartment
“Margaret” Penthouse Suite: Casco Bay views, right in the Old Port. Parking!\n
$594 / night
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Luxury King Room with Parlor and Balcony Private vacation home
Luxury King Room with Parlor and Balcony
$571 / night
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Historic Brick Apartment | Parking + Prime Location Condo
Historic Brick Apartment | Parking + Prime Location
$569 / night
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Bright & Sunny West End Apartment with Private Parking. Apartment
Bright & Sunny West End Apartment with Private Parking.
$532 / night
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Best Ocean View In Portland! Apartment
Best Ocean View In Portland!
$501 / night
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2-room downtown home Apartment
2-room downtown home
$496 / night
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Chic 3-bedroom house in Munjoy Hill with off-street parking. Private vacation home
Chic 3-bedroom house in Munjoy Hill with off-street parking.
$493 / night
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Historic Home in the West End. Private Parking. Apartment
Historic Home in the West End. Private Parking.
$463 / night
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East End Guesthouse Apartment
East End Guesthouse
$455 / night
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Glorious getaway on Portland's Eastern Promenade. Apartment
Glorious getaway on Portland's Eastern Promenade.
$443 / night
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Ocean front cottage with private beach. Cottage
Ocean front cottage with private beach.
$441 / night
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Charming West End Hideaway. Private Parking Apartment
Charming West End Hideaway. Private Parking
$410 / night
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Convenient, Modern Thompson s Point 3-Bed Flat Apartment
Convenient, Modern Thompson s Point 3-Bed Flat
$395 / night
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Fresh East End Apartment Walkable to Downtown Portland Apartment
Fresh East End Apartment Walkable to Downtown Portland
$375 / night
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A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking Apartment
A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking
$368 / night
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Downtown Old Port Mid-Term Stay - Perfect for Nurses and Professionals Apartment
Downtown Old Port Mid-Term Stay - Perfect for Nurses and Professionals
$358 / night
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Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port Private vacation home
Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port
$356 / night
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Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included! Condo
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
$338 / night
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Morrill Mansion Inn - 1 - Self Check In Private vacation home
Morrill Mansion Inn - 1 - Self Check In
$333 / night
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Luxury Condo Downtown Portland Old Port Apartment
Luxury Condo Downtown Portland Old Port
$325 / night
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Historic Condo w\/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere Condo
Historic Condo w\/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere
$318 / night
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West End condo with parking, walking distance to the Museum of Art Condo
West End condo with parking, walking distance to the Museum of Art
$314 / night
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Charming Victorian, Perfect location , private deck. Private vacation home
Charming Victorian, Perfect location , private deck.
$301 / night
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Peaks Cottage: Modern amenities, island charm, steps to shore Private vacation home
Peaks Cottage: Modern amenities, island charm, steps to shore
$292 / night
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Inviting apartment with full kitchen, porch, convenient location, & fast WiFi Apartment
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
$286 / night
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Morrill Mansion Inn | 5 | Self Check In | Parking Hotel
Morrill Mansion Inn | 5 | Self Check In | Parking
$264 / night
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Classic Maine home in quiet tree-lined street neighborhood with fenced in yard Private vacation home
Classic Maine home in quiet tree-lined street neighborhood with fenced in yard
$250 / night
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The Westin Portland Harborview Hotel
The Westin Portland Harborview
$246 / night
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