Cliff Island Holiday Rentals

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Holiday Rentals in Cliff Island

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (64)
"We had a wonderful stay. The room was super clean, spacious, cool and comfortable. The self check in process was easy and although there is no front desk, the staff was very responsive."
The price is NZ$743
includes taxes & fees
20 July - 21 July
The Weldon Hotel

68 East Grand Ave

3.0 star property
8.0 out of 10, Very good, (4)
"nice place close to all"
68 East Grand Ave

Charming 3 bedroom lake house on Damariscotta Lake.

Charming 3 bedroom lake house on Damariscotta Lake.

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

9.8 out of 10, Exceptional, (46)
"We enjoyed ourselves very much! Close to everything we wanted to do. Would stay again."
The price is NZ$413
includes taxes & fees
8 July - 9 July
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Gorgeous ocean-front home with stunning beach views

9.4 out of 10, Exceptional, (113)
"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."
Gorgeous ocean-front home with stunning beach views

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Our family of 5 stayed here with our dog. This place has it all and we wanted for nothing. Stocked with towels, everything you would need in the kitchen. There’s even a washer and dryer on site. Right next the beach and a short walk to the pier. It was very clean and well taken care of. We will definitely be back!"
100 feet from the ocean 3 bedroom cottage 420 friendly

2 bedroom cottage

9.6 out of 10, Exceptional, (4)
"quiet, clean, short walk to beach"
2 bedroom cottage

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.4 out of 10, Good, (26)
"The cute apartment was clean with super comfy beds and very convenient to everything in OOB."
The price is NZ$1,025
includes taxes & fees
8 July - 9 July
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

8.6 out of 10, Excellent, (55)
"Easy access and check in. The location was just what we wanted with it close to the beach."
The price is NZ$1,095
includes taxes & fees
8 July - 9 July
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (130)
"Great place. Perfect location if you want to be in the middle of it all."
The price is NZ$1,121
includes taxes & fees
13 July - 14 July
Oceanfront Condo! Spectacular Views From Private Large Balcony

Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

10.0 out of 10, Exceptional, (12)
"Stunning property and great location! "
The price is NZ$1,425
includes taxes & fees
13 July - 14 July
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Cute cabin in small quiet campground close to pool and short walk to downtown. The cabin itself was clean, cozy, and had everything we needed for a comfortable stay. Perfect for a small family getaway or a relaxing weekend."
Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

9.6 out of 10, Exceptional, (61)
"Fantastic "
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.

2.0 star property
10.0 out of 10, Exceptional, (1)
"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 Beautiful Home One Bedroom Private Bathroom in Portland Maine.

Your own private island! Rustic and close to Nature.

9.4 out of 10, Exceptional, (32)
"wonderful place, glamping, wildlife all around, you can't but enjoy the beauty of Mid Coast Maine. Thanks for sharing your island with all of us !"
Your own private island! Rustic and close to Nature.

In-town no frills 2 bedroom apt

6.0 out of 10, (2)
"The frills of the neighborhood carried into the apartment. Floors and bathrooms seemed clean. Dishes and Keurig filthy - broken window a/c on floor. Broken chairs. No tlc for the property. Neighborhood beyond the stated description- would not recommend . Best to say is that rental car made it out with all windows and tires. Very disappointed "
The price is NZ$387
includes taxes & fees
13 July - 14 July
In-town no frills 2 bedroom apt

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

8.0 out of 10, Very good, (35)
"Is a nice little condo that I we enjoy but next time I should get a 3 bedroom place"
The price is NZ$923
includes taxes & fees
8 July - 9 July
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (103)
"Perfect location. Wonderful accommodations"
The price is NZ$491
includes taxes & fees
13 July - 14 July
Adorable Portland getaway on the Eastern Promenade

Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

7.4 out of 10, Good, (28)
"Great Beach overnight with friends. Owner and staff extremely helpful."
The price is NZ$923
includes taxes & fees
8 July - 9 July
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
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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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?

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach: This holiday home rental outside of Cliff Island offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 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.