Cliff Island Holiday Rentals

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Holiday Rentals in Cliff Island

Gorgeous ocean-front home with stunning beach views
On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (89)
"."
Gorgeous ocean-front home with stunning beach views
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Interior
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (186)
"We had a wonderful time staying at Wendy's place. The condo was clean and very cozy. The mornings out on the balcony were breathtaking! The live music in the evenings was a welcomed bonus for us. But probably not ideal if you have young ones as it goes until almost 1am. The condo is located just a very short walk to the pier and all that OOB has to offer. I would highly recommend this place to anyone looking for a place to stay!"
The price is AU$505
includes taxes & fees
8 Oct - 9 Oct
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (53)
"Cute little spot near oxbow. Short drive to downtown. Great kitchen if you cook. Neighborhood seems Soso during the day and strangely decent at night. Pretty ideal. Best deal the weekend we stayed even over all the hotels. Worked out great. "
The price is AU$648
includes taxes & fees
17 Oct - 18 Oct
Elegant condo - walk to Portland's best restaurants & Old Port
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach
Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (119)
"Great place. Perfect location if you want to be in the middle of it all."
The price is AU$577
includes taxes & fees
7 Oct - 8 Oct
Oceanfront Condo! Spectacular Views From Private Large Balcony
East Grand Ave Fabulous Cottage
Beach
East Grand Ave Fabulous Cottage
9.2 out of 10, Wonderful, (129)
"Close to everything "
East Grand Ave Fabulous Cottage
Adorable Portland getaway on the Eastern Promenade
Interior
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (81)
"The apartment felt like home from the moment we arrived. The location was fantastic, everything we wanted to do was about 5 minutes away. The stairs up to the 3rd floor are narrow, but structurally sound. We had a great time and would recommend this location to anyone wanting to visit Portland Maine!"
The price is AU$424
includes taxes & fees
20 Oct - 21 Oct
Adorable Portland getaway on the Eastern Promenade
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Interior
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (31)
"Amazing apartment in perfect location. We parked our car at check in and never took it out until we left. The property manager was extremely receptive and helpful. "
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Fridge, microwave, oven, stovetop
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.2 out of 10, Wonderful, (29)
"Had a great stay! "
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
NEW TO THE MARKET - 1 block from the beach!
Beach nearby
NEW TO THE MARKET - 1 block from the beach!
10.0 out of 10, Exceptional, (16)
"Unit was extremely clean. It is small and parking is hard but that’s the neighborhood."
The price is AU$454
includes taxes & fees
8 Oct - 9 Oct
NEW TO THE MARKET - 1 block from the beach!
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Fridge, microwave, oven, stovetop
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
9.8 out of 10, Exceptional, (94)
"Super location. So close and easy to get to many places. Plenty of space for everyone to spread out a little. Paying for driveway parking was so worth it especially when coming home after a long day of sight seeing. Nick is so responsive to all inquiries. All around great stay. "
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Full sized home
Interior
Full sized home
9.6 out of 10, Exceptional, (20)
"We only stayed a night but everything was thoughtfully provided-very comfortable beds, week equipped kitchen and great information about places to eat and order food. Thank you for sharing this home!"
The price is AU$590
includes taxes & fees
3 Oct - 4 Oct
Full sized home
Charming 110-year former Inn 10' from the Ocean!
Property grounds
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (108)
"We really enjoyed our two weeks stay on Willard Beach. It was wonderful to fall asleep and to awaken to the sound of the ocean. John's place is very special. The beds and the couches and the porch seating are all very comfortable. The shower is wonderful. "
Charming 110-year former Inn 10' from the Ocean!
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Fridge, microwave, oven, stovetop
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
9.0 out of 10, Wonderful, (26)
"Great location, walkable to East End and Old Port. Could use a good deep clean, but nothing major. Would stay again."
The price is AU$592
includes taxes & fees
20 Oct - 21 Oct
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Rent a room in the gorgeous Holt House
Exterior
Rent a room in the gorgeous Holt House
8.2 out of 10, Very good, (22)
"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."
Rent a room in the gorgeous Holt House
Glorious getaway on Portland's Eastern Promenade.
Property grounds
Glorious getaway on Portland's Eastern Promenade.
10.0 out of 10, Exceptional, (136)
"Cute house, apartment is the whole first floor. We enjoyed our stay, near downtown and the eastern promenade. Would recommend."
The price is AU$636
includes taxes & fees
1 Nov - 2 Nov
Glorious getaway on Portland's Eastern Promenade.
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
7.4 out of 10, Good, (26)
"The location was amazing! Walking distance to the pier, and right by the beach! We enjoyed that it was far enough down from the pier that the beach was a bit less crowded but we were still able to walk downtown. The accommodations are very cute and rustic. Some things could use attention, like paint touch ups and the patio table needs replacing… however these were minor issues and we will be back! "
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Interior
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
9.6 out of 10, Exceptional, (31)
"Thoroughly enjoyed this house.Home had a Great layout . Clean . Beds comfortable . Would stay here again!"
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Walk to Old Port ♦ West End Condo ♦ Parking
Microwave, oven, coffee/tea maker, cookware/dishes/utensils
Walk to Old Port ♦ West End Condo ♦ Parking
9.8 out of 10, Exceptional, (71)
"For the money we were happy with the Accommodations. The host was very helpful, a lot of towels were provided which was nice. Easy access and parking, quiet neighborhood."
The price is AU$526
includes taxes & fees
29 Oct - 30 Oct
Walk to Old Port ♦ West End Condo ♦ Parking
Beach House ∆ Prime Location ∆ Steps to the Ocean
3 bedrooms, desk, iron/ironing board, travel cot
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (37)
"Very comfortable. Convenient very easy beach access."
The price is AU$921
includes taxes & fees
16 Oct - 17 Oct
Beach House ∆ Prime Location ∆ Steps to the Ocean
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub
Outdoor dining
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub
9.8 out of 10, Exceptional, (15)
"We had an amazing stay with all the family!"
The price is AU$2,284
includes taxes & fees
29 Oct - 30 Oct
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub
Don't see what you're looking for?
See all available properties in Cliff Island
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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Other types of properties in Cliff Island you may be interested in

Casco Bay Hotel, Ascend Hotel Collection
Lobby
Casco Bay Hotel, Ascend Hotel Collection
3.5 star property
8.4 out of 10, Very good, (2167)
"This was a good choice for my one night stay, the hotel felt clean and was comfortable and close to my destination. The only down rated issue was the breakfast, the set up was awkward, the coffee cold, the cranberry juice wasn't filled. It was however a busy morning. "
The price is AU$125
includes taxes & fees
20 Oct - 21 Oct
Casco Bay Hotel, Ascend Hotel Collection
Clarion Hotel Portland
Lobby
Clarion Hotel Portland
2.5 star property
7.6 out of 10, Good, (1000)
"Grat staff"
The price is AU$179
includes taxes & fees
27 Oct - 28 Oct
Clarion Hotel Portland
The Westin Portland Harborview
Exterior
The Westin Portland Harborview
4.0 star property
8.8 out of 10, Excellent, (1001)
"Rooftop view was beautiful. "
The price is AU$332
includes taxes & fees
27 Oct - 28 Oct
The Westin Portland Harborview
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.

Frequently asked questions

Can I find holiday rentals in Cliff Island?

Yes, there are holiday rentals close to the most popular sights in Cliff Island, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cliff Island has to offer?

Elegant condo - walk to Portland's best restaurants & Old Port: This holiday home rental outside of Cliff Island is in the city centre, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 wider area, you’ll find Fifth Maine Museum and Casco Bay.

What are holiday rentals like in Cliff Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cliff Island. Holiday rentals provide amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for small groups.