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Portland vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Portland

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Hotel room in West End
Morrill Mansion Inn | 7 | Self Check In | Parking
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate elegance. Formerly the Morrill Mansion Bed & Breakfast, we recently dropped the breakfast to serve Airbnb guests near and far as a boutique hotel. Each room has a private ensuite bath, queen sized bed, smart TV (no cable but YouTube TV account), white noise machine, a reading chair (or couch depending on the room), mini fridge, & *one* parking spot for *compact cars* only.
$55 per night
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Hotel room in West End
Morrill Mansion Inn | 8 | Self Check In | Parking
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate elegance. Formerly the Morrill Mansion Bed & Breakfast, we recently dropped the breakfast to serve Airbnb guests near and far as a boutique hotel. Located on the 1st floor, the Promenade Suite includes one bedroom with a queen bed, an attached room with a twin-sized day bed, and a private living room. Comes with *one* off street parking spot for compact/small cars.
$61 per night
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Hotel room in Downtown Portland
Inn at Park Spring 3 | Self Check In | Parking
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we recently dropped the breakfast to serve Airbnb guests near and far as a boutique hotel. ROOM 3: This moody room is offset by the ample sunlight that shines through the windows overlooking both Park and Spring Streets. A queen bed, small sofa, marble bathroom, and plants complete the room. One off street parking spot is included with the room, just one block away.
$56 per night
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Stay near Portland's top sights

Photo of Portland Harbor Museum
Portland Harbor Museum349 locals recommend
Photo of Peaks Island
Peaks Island176 locals recommend
Photo of The Maine Mall
The Maine Mall86 locals recommend
Photo of DiMillo's On The Water
DiMillo's On The Water101 locals recommend
Photo of Fort Williams Park
Fort Williams Park229 locals recommend
Photo of Casco Bay Lines
Casco Bay Lines87 locals recommend

Portland summer vacation rentals

Rental unit in West End
Parking | Self-check-in | Washer+Dryer | Kitchen 5
$53 per night
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Rental unit in Portland
Bright & Spacious Apartment with Amazing Shower
$88 per night
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Hotel room in East End
Congress Queen | ADA Accessible
$150 per night
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Condo in Downtown Portland
Stylish Downtown Condo
$92 per night
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Condo in Downtown Portland
One Bedroom Urban Home in Old Port
$204 per night
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Rental unit in Downtown Portland
Downtown Portland 1 Bedroom
$153 per night
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Rental unit in East End
RETRO BnB in the Heart of East End Portland
$92 per night
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Rental unit in Downtown Portland
Fabulous Studio w/ Free Parking & Great Location
$114 per night
Rental unit in East End
Crow's Nest
$163 per night
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Rental unit in Downtown Portland
Bright Studio w/Own Entry in Downtown Portland
$189 per night
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Rental unit in Downtown Portland
Open Concept Loft in the Heart of Downtown Center
$105 per night
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Rental unit in Downtown Portland
Central-Locale Studio in Vibrant Portland Maine!
$165 per night
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Portland winter vacation rentals

Rental unit in East End
Urban Jewel Box on Munjoy Hill
$171 per night
Rental unit in Downtown Portland
Arts District Beauty
$166 per night
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Hotel room in Downtown Portland
Inn at Park Spring 1 | Self Check In | Parking
$60 per night
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Hotel room in West End
Morrill Mansion | 2 | Self Check In | Parking
$49 per night
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Hotel room in West End
Skolfield Inn | Parking | Self-check-in | Garden 1
$51 per night
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Rental unit in West End
Self-check-in | Parking | Washer + dryer | Desk |3
$56 per night
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Rental unit in Portland
Beautiful 1st Floor Apartment & Amazing Shower
$78 per night
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Hotel room in East End
Courtyard Queen
$150 per night
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Rental unit in East End
Parkside Retreat on Portland's Eastern Promenade
$121 per night
Rental unit in Downtown Portland
Lovely Downtown Portland Apartment w/ Parking
$150 per night
Rental unit in Portland
Cozy Port City Nest with Parking
$149 per night
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Rental unit in Downtown Portland
Cozy Studio Walkable to Downtown Portland
$101 per night

Portland beach vacation rentals

Rental unit in East End
Cozy + Walkable • East End Getaway
$169 per night
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Rental unit in Downtown Portland
Historic Home in the West End. Private Parking.
$144 per night
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Rental unit in Downtown Portland
Beautiful Apt in Historic Building - Old Port
$144 per night
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Rental unit in East End
The Munjoy Hill Experience
$68 per night
Rental unit in Downtown Portland
Walk-able Portland Studio
$185 per night
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Rental unit in West End
King Size Bed ♦ West End Studio ♦ Walk to Old Port
$79 per night
Rental unit in East End
Portland, Munjoy Hill ~clean & stylish haven
$132 per night
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Rental unit in East End
Tip Top of the East End
$145 per night
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Rental unit in East End
Modern East End studio, perfect Portland home base
$75 per night
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Rental unit in East End
Adorable getaway on the Eastern Promenade
$105 per night
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Rental unit in Downtown Portland
Charming West End Hideaway. Private Parking
$137 per night
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Hotel room in Downtown Portland
Inn at Parkspring | Private entrance | Parking | 6
$49 per night
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Your guide to Portland

Introduction

Perched along the dramatic slate-gray waters of the Atlantic Ocean, where gulls wheel and whitecaps dot the surf, Portland is quintessential Maine combined with the allures of a metropolis. Established as a booming port town by traders and fishermen, Portland is now the state’s biggest city. Here you can tread cobblestone streets, visit historic lighthouses, and dine on lobsters hauled from the nearby waters. But you’ll also find top-notch museums and galleries, boutique shopping, and a celebrated foodie scene that boasts award-winning restaurants and a thriving microbrew culture. New and old Maine commingle comfortably here, where you can enjoy the best of both worlds.


When is the best time to stay in a vacation rental in Portland?

Summers are brief and mild in Portland, where June through September bring average temperatures in the 70s Fahrenheit, making it a popular time to stay in one of the area’s vacation rentals. October and November cool down, with temperatures in the 40s and 50s, and December through February are chilly, with temperatures in the 30s. Things grow steadily warmer starting in March, ushering in 40-degree weather and climbing into the low 60s by May. You’re likely to encounter rainfall year-round, and snow December through March. Pack lots of warm layers, hats, and scarves.


What are the top things to do in Portland?

Portland Head Light

The Portland area is home to several historic lighthouses, but the Portland Head lighthouse is the undisputed heavyweight. Construction began in 1790, making it the oldest in the state. Visitors can tour the quaint lighthouse and its grounds, which include the former keepers’ house, now repurposed as a museum. Take in the sweeping vista, which includes views of four more lighthouses and the possibility of watching lobstermen pulling their traps from the bay, before taking a scenic stroll through Fort Williams, the 90-acre park in which the lighthouse resides.

Casco Bay and the Calendar Islands

Hop on a ferry (or charter a water taxi) to tour the photogenic Calendar Islands, clustered in grand Casco Bay. You can experience small-town Maine life here. Teensy Cliff Island has fewer than 60 year-round residents and a small schoolhouse. Peaks Island offers four miles of uninterrupted coastline and historical sites such as a World War II artillery bunker. Tonier Great Diamond Island, where a private community has been installed within the refurbished military buildings of historic Fort McKinley, boasts upscale dining. Don’t have time to set ashore? Casco Bay Lines, the island ferry service, offers speciality cruises that will afford you a sailor’s-eye view of the islands and dazzling bay.

Old Port District

Travel back in time in this quaint maritime neighborhood that still looks very much the way it did in the early 19th century. Narrow cobblestone streets and historic brick warehouses lend the enclave its cozy feel, but that’s where the frozen-in-time vibe ends. The restored Old Port District, which is on the National Register of Historic Places, is home to quirky boutiques, inventive eateries, and brewpubs. You’ll find many of these offerings on buzzy Exchange Street.

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  5. Portland