Cliff Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 31 - Nov 2
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11
In four months
Feb 6 - Feb 8

Vacation Rentals in Cliff Island

Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel
The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (82)
"Great spot, large space, cool design, clean, easy to walk all over town. "
The price is ￥28,009
￥41,916 total
includes taxes & fees
Nov 9 - Nov 10
The Weldon Hotel
Luxury Condo | Private kitchen | Full-size fridge, microwave, oven, stovetop
68 East Grand Ave
68 East Grand Ave
3.0 star property
8.6 out of 10, Excellent, (9)
"Property was very nice and close to the beach. Would stay there again. The front desk was extremely helpful as well. "
68 East Grand Ave
Fridge, microwave, oven, stovetop
Bright and airy condo with beachfront access and walkable entertainment nearby
Bright and airy condo with beachfront access and walkable entertainment nearby
7.6 out of 10, Good, (4)
"Ease of beach access. "
Bright and airy condo with beachfront access and walkable entertainment nearby
1 bedroom, in-room safe, free WiFi, bed sheets
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
2.0 star property
10.0 out of 10, Exceptional, (5)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
On the beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
10.0 out of 10, Exceptional, (231)
"Tremendous stay, great property and host."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Beach
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
9.8 out of 10, Exceptional, (45)
"This place is a real gem. Really clean, well equipped and for our two kids it was perfect (toys inside and playground in the yard. The host is very kind and very quick to fulfill our needs. Thanks again!"
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
Beach
Little Miss Cottages - Two Bedroom Cottage
Little Miss Cottages - Two Bedroom Cottage
10.0 out of 10, Exceptional, (1)
"Excellent place, so much fun!!!"
The price is ￥18,426
￥41,670 total
includes taxes & fees
Oct 22 - Oct 23
Little Miss Cottages - Two Bedroom Cottage
Beach
350 Yards to the beach. Pet friendly!
350 Yards to the beach. Pet friendly!
8.0 out of 10, Very Good, (34)
"Bring your own linen if you plan on using pull out couch. Also it’s not a 2 bedroom but a 1 bedroom with full size pullout couch in sitting area which is good for kids only. You have to go through private bedroom to access bathroom. Only 1 Ac in the unit located in the private bedroom so if you close the door to the bedroom the sitting area does not get AC. "
The price is ￥41,748
￥67,182 total
includes taxes & fees
Nov 11 - Nov 12
350 Yards to the beach. Pet friendly!
Beach nearby, sun loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (52)
"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "
The price is ￥21,593
￥74,013 total
includes taxes & fees
Oct 16 - Oct 17
Beach House ∆ Prime Location ∆ Steps to the Ocean
Outdoor dining
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
9.6 out of 10, Exceptional, (65)
"The views from this house are amazing. It is literally steps away from the beach. We had a family gathering with all ages and everyone had a great time. The house is spacious, clean and comfortable. The owner was very responsive when we reached out. We were able to see fireworks from the balcony as we were there during the 4th. It is close enough to walk to the pier area for the arcade/rides and restaurants. We loved our time in this home and hope to return again!"
The price is ￥90,934
￥188,804 total
includes taxes & fees
Nov 11 - Nov 12
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Private kitchen
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
2.0 star property
9.0 out of 10, Wonderful, (14)
"Very responsive host, even got us a pack and play for our youngest! Perfect house for a beach stay! Would stay again! "
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Terrace/patio
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
10.0 out of 10, Exceptional, (39)
"The view is beautiful and has everything you need "
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Smart TV
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
9.8 out of 10, Exceptional, (11)
"We enjoyed our stay there .the cottage was clean loved the charm of the place. Host was very helpful. Will return again. "
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Interior
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
10.0 out of 10, Exceptional, (53)
"The cottage location was beautiful, we had a wonderful time on the beach. The cottage could have been a little more clean than it was, but after letting the property owner know she addressed those issues. "
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Interior
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (221)
"The Property had everything we needed to relax and have a great time."
The price is ￥26,567
￥51,793 total
includes taxes & fees
Oct 25 - Oct 26
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Beach nearby
2 min walk to the beach. Pet friendly condo
2 min walk to the beach. Pet friendly condo
8.2 out of 10, Very Good, (40)
"Host was very accommodating and easy to contact & communicate with. I'll definitely stay again! Highly recommended "
2 min walk to the beach. Pet friendly condo
On the beach
Gorgeous ocean-front home with stunning beach views
Gorgeous ocean-front home with stunning beach views
9.4 out of 10, Exceptional, (123)
"Loved the area. Close to shops and dining. Beach is absolutely beautiful. Perfect place for families."
Gorgeous ocean-front home with stunning beach views
1 bedroom, bed sheets
Studio Unit Walkable Everywhere
Studio Unit Walkable Everywhere
5.2 out of 10, (5)
"We didn't stay there at all. Canceled reservation "
The price is ￥12,752
￥23,652 total
includes taxes & fees
Nov 9 - Nov 10
Studio Unit Walkable Everywhere
Pool
Cozy Stay | Pool & Parking
Cozy Stay | Pool & Parking
4.0 out of 10, (2)
"Tiny rooms and unkempt property "
The price is ￥12,357
￥21,182 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Stay | Pool & Parking
Fridge, microwave, oven, stovetop
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
9.8 out of 10, Exceptional, (64)
"Such a nice place for couples to stay. We really enjoyed our time. Highly recommend! "
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Room is very nice and spacious. Hotel parking is easy. There is a self service coffee and snack bar on the floor. "
Grace 2-night trip
Posted 1 day ago
Portland Harbor Hotel

Find out more about Cliff Island

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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 are some of the best vacation home rentals in Cliff Island?

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough: This vacation home rental outside of Cliff Island is on the beach and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Cliff Island?

Explore the area and family-friendly sights such as Portland Observatory, 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.