Cliff Island Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Cliff Island vacation rentals

Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (91 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is ￥25,674
￥39,843 total
includes taxes & fees
Feb 2 - Feb 3
The Weldon Hotel
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, (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 ￥14,231
￥18,959 total
includes taxes & fees
Jan 21 - Jan 22
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
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 ￥15,338
￥31,541 total
includes taxes & fees
Jan 22 - Jan 23
Sunny Spot with Private Parking.
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
2.0 star property
Blue Point
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 ￥13,915
￥33,092 total
includes taxes & fees
Jan 25 - Jan 26
Pine Point Beach private, quaint, charming studio.
Fridge, microwave, oven, stovetop

Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.4 out of 10, Very Good, (18 reviews)
"Super cute. Enjoyed our stay"
United States
Amber T.
The price is ￥10,262
￥24,112 total
includes taxes & fees
Jan 22 - Jan 23
Bright & Spacious Apartment with Amazing Shower
Interior

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Old Orchard Beach
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 ￥15,812
￥34,125 total
includes taxes & fees
Jan 26 - Jan 27
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
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 ￥13,171
￥30,903 total
includes taxes & fees
Jan 21 - Jan 22
Peaceful & minutes from the Old Port with private parking
Living area

Escape to Positive Outlook

Escape to Positive Outlook
West Point
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 ￥14,942
￥31,938 total
includes taxes & fees
Jan 21 - Jan 22
Escape to Positive Outlook
Smart TV

Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
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 ￥21,346
￥50,326 total
includes taxes & fees
Jan 21 - Jan 22
Beautiful Delightful 3BR Downtown Brunswick All King Beds
Interior

Studio Apartment in Freeport

Studio Apartment in Freeport
2.0 star property
Freeport
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 ￥10,124
￥23,975 total
includes taxes & fees
Feb 3 - Feb 4
Studio Apartment in Freeport
Beach

350 Yards to the beach. Pet friendly!

350 Yards to the beach. Pet friendly!
Old Orchard Beach
8.0 out of 10, Very Good, (34 reviews)
"Not as nice as some other places we have stayed in OOB, but for the price and closeness to the beach and pier its great. It is right up against the train tracks which wasn’t horrible for us, but could be a significant problem for a light sleeper. "
United States
Kevin S.
The price is ￥11,068
￥29,299 total
includes taxes & fees
Jan 26 - Jan 27
350 Yards to the beach. Pet friendly!
Beach nearby

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is ￥17,235
￥35,849 total
includes taxes & fees
Jan 27 - Jan 28
Cheerful 1 bedroom cottage only 50ft from beach
Dining

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (47 reviews)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is ￥16,673
￥32,313 total
includes taxes & fees
Jan 21 - Jan 22
Charming West End Hideaway. Private Parking
Interior

4 min walk to the beach. Large 1BD Pets Ok

4 min walk to the beach. Large 1BD Pets Ok
Old Orchard Beach
8.6 out of 10, Excellent, (17 reviews)
"This place is as advertised. Futon was comfortable. Spacious for those who just need a place to sleep/shower after the beach and exploring downtown. Really nothing else to say except pack light if walking to the beach. Overall a good place to stay if you want to explore the area!"
United States
Kate H.
The price is ￥11,859
￥30,334 total
includes taxes & fees
Jan 26 - Jan 27
4 min walk to the beach. Large 1BD Pets Ok
Exterior

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
The price is ￥19,639
￥42,606 total
includes taxes & fees
Jan 26 - Jan 27
Cozy, Elegant and Bright 2 bed in the East End
TV

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick Downtown Sugar Cube next to Bowdoin
Brunswick
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 ￥13,440
￥39,985 total
includes taxes & fees
Jan 25 - Jan 26
Brunswick Downtown Sugar Cube next to Bowdoin
Interior

Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
9.0 out of 10, Wonderful, (25 reviews)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is ￥22,137
￥59,978 total
includes taxes & fees
Jan 21 - Jan 22
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Fridge, microwave, oven, stovetop

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

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
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 ￥21,346
￥54,290 total
includes taxes & fees
Feb 1 - Feb 2
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Exterior detail

1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.4 out of 10, Exceptional, (98 reviews)
"Great location with easy parking"
United States
Lauren J.
The price is ￥16,437
￥40,667 total
includes taxes & fees
Jan 21 - Jan 22
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
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)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is ￥13,282
￥24,635 total
includes taxes & fees
Jan 26 - Jan 27
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Room was very clean, bed was comfortable. Would stay here again. "
Brendan 2-night trip
Posted 14 hours ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Cliff Island

Search for holiday rentals in Cliff Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Cliff Island using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cliff Island!

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?

Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub: This vacation home rental outside of Cliff Island is located in the city center and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a 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 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.