Cliff Island Vacation Rentals from ￥23,291: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Cliff Island?

The Perfect Beach Escape: Cozy 4-Bedroom Retreat : This vacation home rental outside of Cliff Island is located on the beach and has a fireplace, a balcony, 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 selection of games.

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Our top choices for Cliff Island vacation rentals

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

1. The Weldon Hotel

Downtown Portland

Victoria

￥43,129 total

includes taxes & fees

Nov 3 - Nov 4

A multi-story building with a stone facade, large windows, and a corner entrance.

2. Evalina Hotel

Downtown Portland

Rick

￥73,739 total

includes taxes & fees

Nov 17 - Nov 18

A beach with a wooden chair and a small building in the background.

3. Arlie`s Digs! - One Block To Willard Beach!

Willard Beach

"Property manager was very kind but a little hard to get a hold of. Owner of the property was amazing and in contact immediately. The house is quaint, cute and perfect for a beautiful stay on the coast. We enjoyed the location more than anything. The owners left a binder with a lot of very helpful information for restaurants, stores, etc. If you want to stay in the area, you can walk almost anywhere. All in all we loved our stay and would return."

James

￥72,004 total

includes taxes & fees

Nov 9 - Nov 10

A street lined with buildings, one with a red door and a sign that reads "MINATO".

4. Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

Kiernan

￥45,720 total

includes taxes & fees

Oct 26 - Oct 27

5. Glorious getaway on Portland's Eastern Promenade.

Munjoy Hill

William

￥59,081 total

includes taxes & fees

Oct 22 - Oct 23

A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

6. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Munjoy Hill

Aimee S.

￥36,230 total

includes taxes & fees

Nov 3 - Nov 4

A wooden deck with outdoor seating and string lights.

7. Full sized home

Harpswell

Erika T.

￥58,401 total

includes taxes & fees

Oct 28 - Oct 29

A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

8. Portland 1-bedroom with enclosed porch & parking

Deering Center

Cricket C.

￥15,916 total

includes taxes & fees

Oct 22 - Oct 23

9. Ocean View East End Studio in a Historic Victorian

Portland

Bryan F.

￥74,013 total

includes taxes & fees

Oct 26 - Oct 27

A modern kitchen with a central island, stainless steel appliances, and contemporary artwork.

10. A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking

Munjoy Hill

Benton M.

￥61,204 total

includes taxes & fees

Nov 2 - Nov 3

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

11. Orchid Harbor, Bailey Island 3BR

Harpswell

Jane D.

￥63,538 total

includes taxes & fees

Oct 27 - Oct 28

A dining table with chairs, a potted plant, and decorative items.

12. Willard Beach–Apartment Near Portland & Parks

Willard Beach

Linda

￥46,323 total

includes taxes & fees

Oct 25 - Oct 26

A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

13. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

East Deering

Mike G.

￥191,158 total

includes taxes & fees

Oct 27 - Oct 28

A coastal view with a house, a tree, and a beach.

14. Willard By the Sea - 30 ft to the beach- 2nd floor

Willard

"Fantastic beach location and comfortable unit equipped with air conditioning (essential during the heat wave that occurred during our stay). Clean rooms, good size and full kitchen; comfortable furnishings.Only caution is that this is a beach-side location and appears to have a bit of a price premium for that reason. It’s justified but only if you’re planning to make good use of the beach."

Gerald B.

￥88,494 total

includes taxes & fees

Nov 17 - Nov 18

A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

15. Great suburban location close to town!

Deering Center

Peter H.

￥15,322 total

includes taxes & fees

Oct 26 - Oct 27

A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

16. Three bedroom in United States of America, Freeport

Freeport

"What can I say about my stay; peaceful, beautiful views, and relaxing! Home was clean with modern finishes but super comfortable for my four guests. The downstairs area is very private from the main floor. The yard was a great space where we had our outdoor fire looking up at the stars at night. The deck was perfect for our family lunch and dinners. We took chairs down to the beach area to sit closer to the water which was perfect. It's super close to town, Wolfe's Neck and other amenities....

Lisa E.

￥151,580 total

includes taxes & fees

Oct 22 - Oct 23

A building with a brick facade, large windows, and a covered outdoor seating area.

17. Spacious 3 BR in Portland's Libbytown!

Portland

Brittney C.

￥69,010 total

includes taxes & fees

Oct 26 - Oct 27

A garden with a stone wall, a small pond, and various plants.

18. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

Munjoy Hill

Janet S.

￥94,177 total

includes taxes & fees

Nov 19 - Nov 20

A spacious living room with large windows, a sofa, a coffee table, and a view of the city.

19. Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood

Munjoy Hill

Patricia S.

￥90,808 total

includes taxes & fees

Oct 25 - Oct 26

A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

20. Spacious 4-bedroom house located in the heart of Portland, ME.

Munjoy Hill

Matt H.

￥143,886 total

includes taxes & fees

Oct 28 - Oct 29

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Top Cliff Island Hotel Reviews

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent

"Very nice place to stay."

Portland Harbor Hotel

10/10 Excellent

"Excellent, well-situated hotel. Front desk personnel were helpful and courteous. Sean and Simone were so kind in finding us the perfect room to suit our needs. Olivia at the bar in the evening was professional; we enjoyed our conversations with her. Great coffee-nook with perfect additions for a continental breakfast. Thanks to all who helped make our stay so enjoyable."

Hampton Inn Portland Downtown - Waterfront

8/10 Good

"First, the positives: location is perfect for a Portland visit. Easy walking distance to downtown and the harbor. Not far from the interstate. The staff was courteous and helpful when asked, and the property was clean and felt almost new. The negatives: for nearly mid-four figures a night there need to be more amenities. The in-room coffee was Motel 6 grade, and the breakfast as well. On our last morning, for whatever reason, the breakfast buffet, already rather skimpy, was missing many key items — no yogurt, no fresh fruit — and this not even midway through the service. As far as housekeeping goes, we stayed three nights, were away from the room most of each day, but our room was never made up. We did finally ask for some fresh towels and a resupply of tissues, and we are low-impact guests who really don’t need our bed made every day, but I was surprised that there wasn’t even an effort, or at least advance notice that we’d have to ask for housekeeping despite seeing them active in our corridors each day as we departed. I sensed that either the property was having trouble filling staff positions, or maybe they were being squeezed by their corporate overlords. In sum, for that much money I expected a little more, some extra touches that would elevate the experience beyond the basics."

Fireside Inn & Suites Portland

10/10 Excellent

"This was a great little spot- close to downtown Portland (about 15 mins). Very cozy rooms and I loved the hot tub. I want to go back in the summer to enjoy the beautiful patio (my trip was during a cold September weekend). Staff were friendly and helpful and their grab and go breakfast had tons of options."

Find out more about Cliff Island

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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?

The Perfect Beach Escape: Cozy 4-Bedroom Retreat: This vacation home rental outside of Cliff Island is located on the beach and has a fireplace, a balcony, 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 selection of games.

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 Little John Island Preserve. In the larger area, you’ll find Sand Beach 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.

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Check prices for these dates

Our top choices for Cliff Island vacation rentals

1. The Weldon Hotel

2. Evalina Hotel

3. Arlie`s Digs! - One Block To Willard Beach!

4. Adorable Portland getaway on the Eastern Promenade

5. Glorious getaway on Portland's Eastern Promenade.

6. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

7. Full sized home

8. Portland 1-bedroom with enclosed porch & parking

9. Ocean View East End Studio in a Historic Victorian

10. A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking

11. Orchid Harbor, Bailey Island 3BR

12. Willard Beach–Apartment Near Portland & Parks

13. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

14. Willard By the Sea - 30 ft to the beach- 2nd floor

15. Great suburban location close to town!

16. Three bedroom in United States of America, Freeport

17. Spacious 3 BR in Portland's Libbytown!

18. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

19. Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood

20. Spacious 4-bedroom house located in the heart of Portland, ME.

Find vacation rentals that suit your style

Top Cliff Island Hotel Reviews

Spark by Hilton Portland Airport Maine Mall

Ramada Plaza by Wyndham Portland

Holiday Inn Portland-By the Bay by IHG

Portland Harbor Hotel

Tru by Hilton Portland Airport Area

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Hampton Inn Portland Downtown - Waterfront

Fireside Inn & Suites Portland

Grand Beach Inn

Find out more about Cliff Island

Frequently asked questions

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