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Holiday rentals in Portland, Maine

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Travel insights for holiday rentals in Portland

Use these up-to-date, data-driven insights about booking a holiday rental in Portland including ideal times to book, pricing trends, and more.

What is the cheapest day to stay in a vacation rental in Portland?

The cheapest day to stay in Portland is Sunday (S$ 289). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is S$ 690.

How far ahead should you book a vacation rental in Portland?

Save money by booking a vacation rental at least 6 days before your trip to Portland. The lowest price found when booking 6 days ahead was S$ 86 per night.

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Other accommodations in Portland, ME

Find the perfect holiday rental for your stay in Portland, ME. There are 291 hotels in Portland, ME and price data was last updated on 29 January 2026. The average price for a hotel in Portland, ME is .
Motel 6 Portland Me
Motel 6 Portland Me

Motel 6 Portland Me

1 Riverside Street, Portland, ME, United States
6.2 km from city centre
Free Wi-Fi
S$ 73
Avg. per night
View Deal
Press Hotel, Autograph Collection
Press Hotel, Autograph Collection

Press Hotel, Autograph Collection

119 Exchange Street, Portland, ME, United States
0.3 km from city centre
Free Wi-Fi
S$ 230
Avg. per night
View Deal
Inn at Portland
Inn at Portland

Inn at Portland

1150 Brighton Avenue, Portland, ME, United States
6.0 km from city centre
Free Wi-Fi
Parking
S$ 125
Avg. per night
View Deal
Ramada Plaza Portland
Ramada Plaza Portland

Ramada Plaza Portland

155 Riverside Street, Portland, ME, United States
6.3 km from city centre
Pool
Free Wi-Fi
Parking
S$ 71
Avg. per night
View Deal
Black Elephant Hostel
Black Elephant Hostel

Black Elephant Hostel

33 Hampshire Street, Portland, ME, United States
0.3 km from city centre
Free Wi-Fi
S$ 97
Avg. per night
View Deal
Inn at St John
Inn at St John

Inn at St John

939 Congress Street, Portland, ME, United States
2.1 km from city centre
Free Wi-Fi
Air conditioning
S$ 107
Avg. per night
View Deal
The Docent's Collection
The Docent's Collection

The Docent's Collection

121 Middle Street, Portland, ME, United States
0.4 km from city centre
Free Wi-Fi
S$ 159
Avg. per night
View Deal

Where to stay in Portland

Explore different neighbourhoods and areas within Portland, ME to find the perfect location for your stay. Map data was last updated on 29 January 2026.
Use the map to find vacation rentals in Portland that are close to the points of interest you'll be frequenting. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

Facts about staying in Portland, ME

Find useful tips and insights about staying in Portland to help you make the most of your experience. FAQs were last updated on 29 January 2026.

  • How much does a holiday rental in Portland cost?

    On average, it costs S$ 279 per night for a Portland holiday rental, but S$ 254 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Portland was for S$ 58 per night. If you can, try to avoid booking your rental July (as this is the most expensive month). Booking October (the cheapest month) may end up saving you money.

  • Are there any Inn holiday rentals in Portland?

    There is 1 holiday rental in Portland that fall under the Inn category, the most popular is Inn at St John.

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