Cliff Island Holiday Rentals

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Our top choices for Cliff Island holiday rentals

Holiday Home in West Point

Escape to Positive Outlook
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is NZ$349
includes taxes & fees
21 Jan - 22 Jan
Escape to Positive Outlook
2.0 star property
10.0 out of 10, Exceptional, (25 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is NZ$356
includes taxes & fees
21 Jan - 22 Jan
Pine Point Beach private, quaint, charming studio.
10.0 out of 10, Exceptional, (145 reviews)
"Great location to access the area especially route 1 n and s. Room totally met our needs and Susan and Jeff were super nice. This place will make our trip most memorable!"
United States
Don E.
The price is NZ$207
includes taxes & fees
16 Feb - 17 Feb
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
8.4 out of 10, Very good, (7 reviews)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is NZ$438
includes taxes & fees
25 Jan - 26 Jan
Brunswick Downtown Sugar Cube next to Bowdoin
9.8 out of 10, Exceptional, (65 reviews)
"Everything was nice & perfectly described. Great quiet neighborhood loved my stay & so did my Dogs thank you for a lovely stay"
United States
Teresa M.
The price is NZ$410
includes taxes & fees
21 Jan - 22 Jan
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Apartment in Freeport

Studio Apartment in Freeport
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"I could not have ask for a better place to stay for my winter holiday trip in Freeport, Maine. This studio apartment went above my expectations. The entire space was much larger than I thought it would be. From the entry downstairs & throughout the entire apartment, it was clean & well-kept. Kitchen is fully equipped, has adequate space for meal prep, and there is plenty of room around the table & kitchen counter for dining. The living room is a welcoming pleasant area, and there is ample space...
United States
Di W.
The price is NZ$263
includes taxes & fees
3 Feb - 4 Feb
Studio Apartment in Freeport

Apartment in Knightville

Sunny Spot with Private Parking.
2.0 star property
9.8 out of 10, Exceptional, (25 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is NZ$342
includes taxes & fees
2 Feb - 3 Feb
Sunny Spot with Private Parking.
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"This house was clean and just as described! Close to campus and downtown. Our host was responsive and very helpful!"
United States
Erin B.
The price is NZ$749
includes taxes & fees
21 Jan - 22 Jan
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Holiday Home in West Point

Fantastic Waterfront Views
9.6 out of 10, Exceptional, (14 reviews)
"it's a beautiful property and the owner was very helpful in our times of need."
United States
ROSEMARY A.
The price is NZ$466
includes taxes & fees
21 Jan - 22 Jan
Fantastic Waterfront Views

Camping in Portland

Fortland Island Campground
1.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
Fortland Island Campground
9.8 out of 10, Exceptional, (7 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is NZ$342
includes taxes & fees
21 Jan - 22 Jan
Peaceful & minutes from the Old Port with private parking
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is NZ$369
includes taxes & fees
21 Jan - 22 Jan
Charming Studio apartment with WiFi, AC in welcoming Portland
10.0 out of 10, Exceptional, (4 reviews)
"The host was welcoming and it was an easy and smooth check in and check out process. Place was a great spot for my friends and I during our stay for a pond hockey tournament."
United States
Kerry W.
The price is NZ$660
includes taxes & fees
25 Jan - 26 Jan
Entire ideally located home in Cape Elizabeth’s coveted seaside community
10.0 out of 10, Exceptional, (3 reviews)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
The price is NZ$514
includes taxes & fees
25 Jan - 26 Jan
Modern, Luxurious, Cabin in the Woods - 17
8.0 out of 10, Very good, (24 reviews)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is NZ$367
includes taxes & fees
2 Feb - 3 Feb
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
9.8 out of 10, Exceptional, (28 reviews)
"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"
United States
Jill C.
The price is NZ$602
includes taxes & fees
2 Feb - 3 Feb
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
10.0 out of 10, Exceptional, (3 reviews)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
The price is NZ$384
includes taxes & fees
2 Feb - 3 Feb
Adorable 1 bedroom cabin only 50 ft from beach#1

Holiday Home in Harpswell

Full sized home
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is NZ$580
includes taxes & fees
2 Feb - 3 Feb
Full sized home
9.0 out of 10, Wonderful, (27 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is NZ$286
includes taxes & fees
25 Jan - 26 Jan
Beautiful 1st Floor Apartment & Amazing Shower
10.0 out of 10, Exceptional, (19 reviews)
"We only stayed 2 nights but really loved the central location. Very easy :) "
United States
Elizabeth A.
The price is NZ$549
includes taxes & fees
2 Feb - 3 Feb
Beautiful Delightful 3BR Downtown Brunswick All King Beds
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

Find out more about Cliff Island

Everything you need to know about Cliff Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cliff Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cliff Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cliff Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cliff Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cliff Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cliff Island holiday rentals we have selected for you start as low as NZ$233 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cliff Island rentals

At Expedia, we put the best Cliff Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cliff Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cliff Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cliff Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub: This holiday home rental outside of Cliff Island is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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.