Cliff Island Vacation Rentals

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Dec 5 - Dec 6
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Dec 6 - Dec 7
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Dec 5 - Dec 7
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Dec 12 - Dec 14

Vacation Rentals in Cliff Island

Living area
The Weldon Hotel

The Weldon Hotel

4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (88)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is P10,889
P16,295 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Weldon Hotel
Property grounds
Little Miss Cottages

Little Miss Cottages

2.5 star property
Surfside
8.4 out of 10, Very Good, (88)
"Cute and tidy cottage, easy walk to beautiful beach."
United States
Charlotte
Little Miss Cottages
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cliff Island Hotel Reviews

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent
"This hotel is currently under renovation, but the receptionist, Brandon, gave us a best alternative options to accommodate our needs. Totally recommends. "
Shojiro 2-night trip
Posted 2 days ago
Hyatt Place Portland Downtown - Old Port Square

Find out more about Cliff Island

Search for holiday rentals in Cliff Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Cliff Island using one of the methods below:

  • View our selection of featured holiday rentals in Cliff Island
  • Use the map to find apartments and other holiday homes in the Cliff Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cliff Island while they last

Look no further and take a look at our great range of rental properties in Cliff Island!

Frequently asked questions

Can I find vacation rentals in Cliff Island?

Yes, there are vacation rentals close to top sights in Cliff Island, or you can choose a more remote option if you want a relaxing place to stay.

What can I see and do in Cliff Island?

Explore the area and family-friendly sights such as Maine Narrow Gauge Railroad Company and Museum, or get out into nature at a spot like Sand Beach. In the larger area, you’ll find Fifth Maine Museum and Casco Bay.

What are vacation rentals like in Cliff Island?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Cliff Island. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.