We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
AUD
Sign in
Portland
Hotels
Things to Do
Restaurants
Flights
Holiday Rentals
Cruises
Rental Cars
Forums
Inbox
See all
Sign in
to get trip updates and message other travellers.
Cheap Holiday Rentals and Houses in Portland, ME
Holiday Rentals
USA
Maine (ME)
Portland
Cheap Portland Holiday Homes
Search
Owner log in
Cheap
Portland
Holiday Homes
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (290)
Air Conditioning (246)
Washer/Dryer (195)
Other outdoor space (123)
Show all
Suitability
Kid friendly (271)
Pet friendly (97)
Elder access (7)
Smoking allowed (3)
Show more
Property type
Condominium/Apartment (157)
Holiday Rental House (141)
Cabin Holiday Rental (0)
Private Room (0)
Show more
Distinctive Features
Waterfront (26)
Boat Available (5)
Private Chef (0)
Private Beach (0)
Show all
Distance from
5 km
Allagash Brewing Company
Old Port
Casco Bay Lines Ferry Terminal
Victoria Mansion
Portland Museum of Art
Show all
298 rentals
in Portland.
Morrill Mansion Inn | 8 | Self Check In | Parking
29
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking!
50
Condo/Apartment
View on map
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!
67
Condo/Apartment
View on map
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Morrill Mansion | 2 | Self Check In | Parking
24
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
The Globe House on Munjoy Hill - Walk to Breweries - monthly Dec-May
37
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking!
198
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Elegant condo - walk to Portland's best restaurants & Old Port
22
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Morrill Mansion Inn | 4 | Self Check In | Parking
10
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Glorious getaway on Portland's Eastern Promenade.
46
Condo/Apartment
View on map
3 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Inn at Park Spring 1 - Self Check In - Parking
20
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Walk Everywhere! Entire Downtown Apt - "La Maison"
11
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Skolfield Inn | Parking | Self-check-in | Garden 2
16
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Adorable Portland getaway on the Eastern Promenade
24
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
2 Bedroom Apartment on Top Floor in Portland's West End
25
Condo/Apartment
View on map
3 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Inn at Park Spring 6 - Private entrance - Parking
11
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
83
Condo/Apartment
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Morrill Mansion Inn | 6 | Self Check In | Parking
15
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Spacious 3 BR in Portland's Libbytown!
23
Condo/Apartment
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Fresh East End Apartment Walkable to Downtown Portland
11
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
55
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Inn at Parkspring 4 - Self Check In - Parking
10
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Sunny Modern Oasis in Portland’s Trendy East End
31
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming Downtown Penthouse - The Cabana
9
Condo/Apartment
View on map
3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
The Portland Getaway
11
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Hollywood meets seaside charm in the former cottage of famed director, John Ford
16
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Large, light filled 4 bedroom house - walk to ocean and ferry
11
Holiday Rental House
View on map
5 bedrooms
2 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
60 Emerson #6 · Beachy 1BR Atop Munjoy Hill+Steps to Eastern Prom
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Summer by the Sea
3
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Rent a room in the gorgeous Holt House
14
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Brand New 1 Bedroom Apartment in Portland
21
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
East end. Walk to food, beer and downtown fun.
16
Condo/Apartment
View on map
3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming, Secluded, Island Getaway!
11
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Stunning White Water Ocean Views From This Peaks Island Home
10
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Completely remodeled 2 bedroom apartment in Portland's West End
15
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
11
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
149 Brackett #2 · Mid-Century Mod -West End 1 BR- Sleeps 2- 4 Guests
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
12
Condo/Apartment
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Morrill Mansion Inn | 7 | Self Check In | Parking
3
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Luxury Old Port Penthouse Suite w/Stunning Harbor Views. Parking. Safe + Secure.
197
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Convenient Portland home 3 miles from Downtown
16
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy, Elegant and Bright 2 bed in the East End
22
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Gorgeously renovated, 2-condo property in the West End - walk everywhere
6
Condo/Apartment
View on map
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Peaks Cottage: Modern amenities, island charm, steps to shore
42
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Saint Lawrence Luxury Suite 1br Apartment Get Away
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Munjoy Hill hideaway with fireplace & AC - walk to dining & Eastern Promenade
12
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
58
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Inn at Park Spring 2 - Self Check In - Parking
8
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming 2-bedroom steps from the Eastern Promenade
14
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Walking distance to Square, Portland Maine Downtown, and the Old Port
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy Historic Home on Great Diamond Island
2
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
2
…
6
Showing results 1-50 of 298
Portland
Portland Tourism
Portland Accommodation
Portland Bed and Breakfast
Portland Holiday Rentals
Portland Flights
Portland Restaurants
Portland Attractions
Portland Travel Forum
Portland Photos
Portland Map
Portland Guide
Hotels
All Portland Hotels
Portland Hotel Deals
Last Minute Hotels in Portland
By Hotel Type
Portland Motels
Portland Campsites
Portland Hostels
Business Hotels Portland
Portland Green Hotels
Family Hotels Portland
Romantic Hotels Portland
Spa Resorts Portland
Luxury Hotels Portland
By Hotel Class
5-stars Hotels in Portland
4-stars Hotels in Portland
3-stars Hotels in Portland
By Hotel Brand
Wyndham Hotels in Portland
Hilton Hotels in Portland
Marriott Hotels in Portland
Hampton by Hilton Hotels in Portland
Hilton Garden Inns in Portland
Popular Amenities
Pet Friendly Hotels in Portland
Portland Hotels with a Pool
Popular Portland Categories
Cruise Port Hotels in Portland
Boutique Bed and Breakfast in Portland
Hotels with Balconies in Portland
Portland Hot Tub Suite Hotels
Portland Cheap Pet Friendly Hotels
Portland Pet Friendly Motels
Hotels With Adjoining Rooms in Portland
Honeymoon Hotels Portland
Spa Hotels Portland
Hotels with Kitchenette in Portland
Near Airports
Hotels near (PWM) Portland Intl Jetport
Hotels near (PSM) Portsmouth International Airport at Pease
Near Colleges
Hotels near Maine College of Art
Hotels near Empire Beauty School
Hotels near University of Southern Maine
Hotels near Southern Maine Community College
Hotels near University of New England - Westbrook College Campus
Hotels near Kaplan University, South Portland
Hotels near Spa Tech Institute - Portland Westbrook, ME
Hotels near Northeast Technical Institute
Hotels near Intercoast College Portland Maine Campus
Things to Do
Restaurants
Flights
Holiday Rentals
By Holiday Rental Type
Cheap Portland Holiday Rentals
Portland Luxury Holiday Rentals
Places of Interest
Holiday Rentals near Crescent Beach State Park
Holiday Rentals near Fort Williams Park
Holiday Rentals near Old Port
Holiday Rentals near DiMillo's Old Port Marina
Travel Stories
Cruises
Rental Cars
More
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories