Cliff Island Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Cliff Island vacation rentals

Exterior

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (151 reviews)
"Such a fabulous stay. The space was bright, clean, and comfortable, and the special touches made it feel even more welcoming. It was larger than expected, and we loved having a mini fridge and coffee machine, perfect for slow mornings or a little wine and cheese at the end of the day. We’d return in a heartbeat."
Canada
Coral
$133 nightly
The price is $145
Jun 8 - Jun 9
Total with taxes and fees
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
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
$209 nightly
The price is $228
Jun 7 - Jun 8
Total with taxes and fees
Fortland Island Campground
House (2 Bedrooms) | Interior

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
$343 nightly
The price is $374
Jul 2 - Jul 3
Total with taxes and fees
1 Mi to Maine Street! Mcm-style Home in Brunswick
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (6 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
$226 nightly
The price is $240
Jun 9 - Jun 10
Total with taxes and fees
Mid Coast Getaway w/ water views
TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
$263 nightly
The price is $279
Jun 7 - Jun 8
Total with taxes and fees
2 bedroom w/ expansive water views
TV, fireplace, books

1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.4 out of 10, Exceptional, (8 reviews)
"There were a number of great details, snacks, art, pottery and the story of the house and owner (worth reading)."
United States
Seraphina E.
$346 nightly
The price is $375
Jul 2 - Jul 3
Total with taxes and fees
1 Mi to Maine Street! MCM-Style Home in Brunswick
Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
$337 nightly
The price is $367
Jun 12 - Jun 13
Total with taxes and fees
Camp Forever cottage
Beach nearby, sun loungers, beach towels

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Pine Point
9.6 out of 10, Exceptional, (39 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
$338 nightly
The price is $368
Jun 17 - Jun 18
Total with taxes and fees
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Interior

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

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.6 out of 10, Exceptional, (72 reviews)
"Place was great and fenced in backyard for our dog. "
United States
Billy N.
$246 nightly
The price is $268
Jun 7 - Jun 8
Total with taxes and fees
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Terrace/patio

•Peaceful Private Freeport 2 BR Home on the Ocean•

•Peaceful Private Freeport 2 BR Home on the Ocean•
Freeport
$693 nightly
The price is $756
Jun 12 - Jun 13
Total with taxes and fees
•Peaceful Private Freeport 2 BR Home on the Ocean•
Luxury Penthouse, 2 Bedrooms, Partial Ocean View | Living room

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (1 review)
"Beautiful new boutique hotel in Portland! Easy access to the Old Port and everything Portland has to offer. Very quiet, clean and well appointed rooms. The kitchen makes all the difference, even for a short stay! We loved our visit so much that we've booked a second trip!"
United States
Allison
$477 nightly
The price is $520
Jun 7 - Jun 8
Total with taxes and fees
Evalina Hotel
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (60 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
$440 nightly
The price is $480
Jun 7 - Jun 8
Total with taxes and fees
Centerview cottage
Property grounds

Modern, luxurious cabin in the woods - 21

Modern, luxurious cabin in the woods - 21
Freeport
10.0 out of 10, Exceptional, (1 review)
$313 nightly
The price is $341
Jun 8 - Jun 9
Total with taxes and fees
Modern, luxurious cabin in the woods - 21
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (29 reviews)
"Absolutely wonderful little place to stay in Scarborough! "
United States
Eric S.
$275 nightly
The price is $300
Jun 28 - Jun 29
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
Interior

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
Brunswick
$455 nightly
The price is $496
Jun 6 - Jun 7
Total with taxes and fees
Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
1 bedroom, internet, bed sheets

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
$257 nightly
The price is $280
Jun 7 - Jun 8
Total with taxes and fees
Charming 1-bedroom ADU in wonderful Portland neighborhood
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (26 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
$277 nightly
The price is $302
Jun 8 - Jun 9
Total with taxes and fees
Sunny Spot with Private Parking.
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (52 reviews)
"Wonderful stay!"
United States
Erika T.
$336 nightly
The price is $366
Jun 15 - Jun 16
Total with taxes and fees
Full sized home
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (10 reviews)
"Great little place in south Portland! Close to many parks, lighthouses, and driving distance to downtown. Parking downtown and in the old port area can be tricky and expensive though. "
United States
Christopher R.
$272 nightly
The price is $297
Jun 7 - Jun 8
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very Good, (7 reviews)
"Maine Oyster Company was a highlight of the trip! "
United Kingdom
Tyler P.
$177 nightly
The price is $179
Jun 14 - Jun 15
Total with taxes and fees
Studio Apartment near downtown Walkable!
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

6/10 Okay
"The property and room was clean and well maintained. The hotel overall and its amenities are spectacular. It was the service by a lot of the staff that drives my rating. The male at the front desk at night gave me the wrong room and asked if my friend could just use the pull out bed, since they were booked. I proceeded to remind him I had reserved the two beds room months in advance and then he told me I was in luck. The bar tender was having a rough night and was not pleasant. The breakfast crew was great! I’d love to return for the hotel but that was a first."
Dolores 1-night trip
Posted 6 hours ago
Portland Harbor Hotel

Find out more about Cliff Island

Everything you need to know about Cliff Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cliff Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cliff Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cliff Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $179 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cliff Island rentals

At Expedia, we put the best Cliff Island vacation 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 vacation.

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 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?

Modern, Spacious Guest Suite Near the Ocean: This vacation home rental outside of Cliff Island is located on the beach and has a patio, a garden, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and an electric kettle. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Cliff Island?

Explore the area and family-friendly sights such as Maine Narrow Gauge Railroad, 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.