Cliff Island Vacation Rentals

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Our top choices for Cliff Island vacation rentals

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
The price is CA $165
CA $210 total
includes taxes & fees
Jun 9 - Jun 10
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

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
The price is CA $287
CA $313 total
includes taxes & fees
Jun 7 - Jun 8
Fortland Island Campground

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
The price is CA $236
CA $521 total
includes taxes & fees
Jul 2 - Jul 3
1 Mi to Maine Street! Mcm-style Home in Brunswick

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.
The price is CA $182
CA $347 total
includes taxes & fees
Jun 9 - Jun 10
Mid Coast Getaway w/ water views

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.
The price is CA $219
CA $391 total
includes taxes & fees
Jun 8 - Jun 9
2 bedroom w/ expansive water views

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.
The price is CA $211
CA $530 total
includes taxes & fees
Jul 2 - Jul 3
1 Mi to Maine Street! MCM-Style Home in Brunswick

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is CA $292
CA $510 total
includes taxes & fees
Jun 12 - Jun 13
Camp Forever cottage

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.
The price is CA $203
CA $513 total
includes taxes & fees
Jun 22 - Jun 23
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

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.
The price is CA $194
CA $372 total
includes taxes & fees
Jun 7 - Jun 8
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

•Peaceful Private Freeport 2 BR Home on the Ocean•

•Peaceful Private Freeport 2 BR Home on the Ocean•
Freeport
The price is CA $532
CA $1,095 total
includes taxes & fees
Jun 12 - Jun 13
•Peaceful Private Freeport 2 BR Home on the Ocean•

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
The price is CA $465
CA $716 total
includes taxes & fees
Jun 7 - Jun 8
Evalina Hotel

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
The price is CA $410
CA $660 total
includes taxes & fees
Jun 8 - Jun 9
Centerview cottage

Modern, luxurious cabin in the woods - 21

Modern, luxurious cabin in the woods - 21
Freeport
10.0 out of 10, Exceptional, (1 review)
The price is CA $294
CA $493 total
includes taxes & fees
Jun 8 - Jun 9
Modern, luxurious cabin in the woods - 21

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.
The price is CA $223
CA $415 total
includes taxes & fees
Jun 28 - Jun 29
Pine Point Beach private, quaint, charming studio.

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
The price is CA $311
CA $665 total
includes taxes & fees
Jun 7 - Jun 8
Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is CA $243
CA $389 total
includes taxes & fees
Jun 8 - Jun 9
Charming 1-bedroom ADU in wonderful Portland neighborhood

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
The price is CA $246
CA $419 total
includes taxes & fees
Jun 8 - Jun 9
Sunny Spot with Private Parking.

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (52 reviews)
"Wonderful stay!"
United States
Erika T.
The price is CA $282
CA $515 total
includes taxes & fees
Jun 16 - Jun 17
Full sized home

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.
The price is CA $228
CA $414 total
includes taxes & fees
Jun 7 - Jun 8
Peaceful & minutes from the Old Port with private parking

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.
The price is CA $182
CA $290 total
includes taxes & fees
Jun 22 - Jun 23
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

Find out more about Cliff Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cliff Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.