Cliff Island Vacation Rentals

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Our top choices for Cliff Island vacation rentals

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 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 $144
CA $295 total
includes taxes & fees
Apr 24 - Apr 25
2 bedroom w/ expansive water views

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is CA $173
CA $356 total
includes taxes & fees
Apr 24 - Apr 25
Fantastic Waterfront Views

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is CA $144
CA $295 total
includes taxes & fees
Apr 27 - Apr 28
Mid Coast Getaway w/ water views

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 $259
CA $466 total
includes taxes & fees
Apr 21 - Apr 22
Camp Forever cottage

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, (148 reviews)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is CA $123
CA $164 total
includes taxes & fees
Apr 26 - Apr 27
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Lovely location "
United States
Michelle S.
The price is CA $276
CA $633 total
includes taxes & fees
Apr 27 - Apr 28
Mere Point Sunrise Views at Eastern Shore!

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (28 reviews)
"The place was extremely clean."
United States
Matthew D.
The price is CA $160
CA $333 total
includes taxes & fees
Apr 21 - Apr 22
Pine Point Beach private, quaint, charming studio.

Fred Cottage - Spacious retreat on Popham Beach!

Fred Cottage - Spacious retreat on Popham Beach!
Phippsburg
9.6 out of 10, Exceptional, (4 reviews)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
The price is CA $272
CA $384 total
includes taxes & fees
Apr 22 - Apr 23
Fred Cottage - Spacious retreat on Popham Beach!

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 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 $404
CA $654 total
includes taxes & fees
Apr 21 - Apr 22
Centerview cottage

Modern, Luxurious Cabin in the Woods - 03

Modern, Luxurious Cabin in the Woods - 03
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is CA $269
CA $457 total
includes taxes & fees
Apr 21 - Apr 22
Modern, Luxurious Cabin in the Woods - 03

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.8 out of 10, Excellent, (6 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is CA $86
CA $185 total
includes taxes & fees
Apr 21 - Apr 22
Private Entrance Residential Portland

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (24 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is CA $134
CA $146 total
includes taxes & fees
Apr 30 - May 1
HomeAwhile

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, (8 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 CA $148
CA $309 total
includes taxes & fees
Apr 21 - Apr 22
Peaceful & minutes from the Old Port with private parking

Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (23 reviews)
"Great place, super convenient to downtown."
United States
Heather C.
The price is CA $185
CA $524 total
includes taxes & fees
Apr 21 - Apr 22
Beautiful Delightful 3BR Downtown Brunswick All King Beds

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
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 CA $173
CA $324 total
includes taxes & fees
Apr 26 - Apr 27
Sunny Spot with Private Parking.

Waterfront Private Apartment, minutes from LLBean!

Waterfront Private Apartment, minutes from LLBean!
Freeport
10.0 out of 10, Exceptional, (17 reviews)
"The room was clean and the area is great for walking with the dog."
United States
Anonymous traveller
The price is CA $178
CA $336 total
includes taxes & fees
Apr 21 - Apr 22
Waterfront Private Apartment, minutes from LLBean!

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, (35 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is CA $147
CA $437 total
includes taxes & fees
Apr 21 - Apr 22
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.6 out of 10, Exceptional, (32 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 CA $185
CA $482 total
includes taxes & fees
Apr 21 - Apr 22
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Classic New England 1st Floor 3 BR Downtown Brunswick

Classic New England 1st Floor 3 BR Downtown Brunswick
Brunswick
9.6 out of 10, Exceptional, (9 reviews)
"We had a good time in Brunswick.... great location and jumping off point to explore."
United States
Karin S.
The price is CA $171
CA $464 total
includes taxes & fees
Apr 21 - Apr 22
Classic New England 1st Floor 3 BR Downtown Brunswick

Large, luxurious geodesic dome - 04

Large, luxurious geodesic dome - 04
Freeport
10.0 out of 10, Exceptional, (2 reviews)
"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "
United States
Hrishi K.
The price is CA $308
CA $524 total
includes taxes & fees
Apr 26 - Apr 27
Large, luxurious geodesic dome - 04
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?

Beach House ∆ Prime Location ∆ Steps to the Ocean: This vacation home rental outside of Cliff Island is located on the waterfront and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.