Search Cliff Island Cottage Rentals from CA $240

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Cliff Island Cottages

Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC
Exterior

Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC

10.0 out of 10, Exceptional, (4)
"We recently rented this for a quick family vacation and it exceeded our expectations. Can't wait to go back next summer!"
Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC
Little Miss Cottages
Stroll up to this charming home, featuring a cozy front porch surrounded by a lush garden and a beautifully maintained lawn.

Little Miss Cottages

2.5 star property
8.4 out of 10, Very good, (86)
"Cute and tidy cottage, easy walk to beautiful beach."
Little Miss Cottages
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Exterior

Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay there .the cottage was clean loved the charm of the place. Host was very helpful. Will return again. "
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
The Outlet House, Comfortable Cottage
Stylish single-story home with a gabled roof and cozy porch area.

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (43)
"We loved our stay here! The cottage was super clean and in a quiet area within walking distance to town and all the shops and restaurants. Check-in was simple and the hosts were very friendly and responded quickly. Would definitely stay again!"
The Outlet House, Comfortable Cottage
2 bedroom cottage
Cozy living space with a kitchenette, sofa, dining table, and bench.

2 bedroom cottage

9.2 out of 10, Wonderful, (5)
"quiet, clean, short walk to beach"
2 bedroom cottage
Cute cottage only a 10 min walk to the beach.
Exterior

Cute cottage only a 10 min walk to the beach.

10.0 out of 10, Exceptional, (9)
"Our stay was perfect. The house is really cute and well located for going to the beach."
Cute cottage only a 10 min walk to the beach.
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Enjoy the ocean views from this deck overlooking the coastline.

Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

9.8 out of 10, Exceptional, (29)
"Nice little hidden gem of a place."
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Coastal Cottage w/ Enclosed Front Porch, Pond View – By Beach & Bike Path
Stunning single-story home with a gabled roof and inviting front porch, set amidst a beautifully manicured lawn and lush trees.

Coastal Cottage w/ Enclosed Front Porch, Pond View – By Beach & Bike Path

9.2 out of 10, Wonderful, (74)
"Loved how close it was to the beach.. very sweet little cottage."
Coastal Cottage w/ Enclosed Front Porch, Pond View – By Beach & Bike Path
Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!
Situated in a suburban setting, this two-story home features a curved balcony and a mix of siding materials.

Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!

9.6 out of 10, Exceptional, (46)
"We enjoyed our visit"
Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!
Quiet 3-bedroom cottage w/ 2 specious deck with water views in Brunswick w/ WiFi
Outdoor dining

Quiet 3-bedroom cottage w/ 2 specious deck with water views in Brunswick w/ WiFi

8.0 out of 10, Very good, (1)
"House was very clean with the exception of some dust/sand on floors, even though you could not see it walking on the floors in bare feet always felt that that maybe a good washing was needed. We just swept with the broom/vacuum and it was better. But one thing that really stood out when arriving is the cement stairs dug into the hill that you needed to go down to get to the house. So glad that there was a railing to hold onto because the stairs were not level at all. This posed a real threat to...
Quiet 3-bedroom cottage w/ 2 specious deck with water views in Brunswick w/ WiFi
Large 2BD cottage 10 min to Pier & Beach Pets ok
Stroll up to the charming entrance, where a front porch invites you to relax.

Large 2BD cottage 10 min to Pier & Beach Pets ok

9.0 out of 10, Wonderful, (34)
"Easy walk into the board walk shopping area ! Private parking and owner was readily available for any issues or concerns....gas station and lobster pound close enough i walked to pick us up dinner....5 lobster fresh cooked $45 and we're still steaming hot by time i walked back to the house"
The price is CA $240
CA $424 total
includes taxes & fees
Sep 3 - Sep 4
Large 2BD cottage 10 min to Pier & Beach Pets ok
The Hidden Cove by Bayley Vacation Rentals
Enjoy a home away from home with a front porch, covered patio, and convenient parking.

The Hidden Cove by Bayley Vacation Rentals

9.8 out of 10, Exceptional, (22)
"Great stay"
The Hidden Cove by Bayley Vacation Rentals
Charming cottage short walk to beach!
Welcome to this charming two-story home, featuring a cozy front porch with a small entrance and lush green surroundings.

Charming cottage short walk to beach!

9.4 out of 10, Exceptional, (30)
"This cottage was just as advertised. It was nice and clean and we had a great stay there."
Charming cottage short walk to beach!
Nautical View by Bayley Vacation Rentals
Exterior

Nautical View by Bayley Vacation Rentals

10.0 out of 10, Exceptional, (18)
"Beautiful place!"
Nautical View by Bayley Vacation Rentals
Cheerful 1 bedroom cottage only 50ft from beach
Stroll up to this charming single-story home with a cozy front porch.

Cheerful 1 bedroom cottage only 50ft from beach

10.0 out of 10, Exceptional, (2)
"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."
The price is CA $370
CA $541 total
includes taxes & fees
Sep 2 - Sep 3
Cheerful 1 bedroom cottage only 50ft from beach
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Relax on the lakeside deck with Adirondack chairs, surrounded by nature and a serene view.

Charming 3BR, 1.5BA beachfront cottage with multi-level decks

9.2 out of 10, Wonderful, (36)
"Wonderful "
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Cozy Cottage with stunning views of Stover's Cove.
Guests can enjoy a peaceful stay in this charming single-story building with a porch and lawn.

Cozy Cottage with stunning views of Stover's Cove.

9.6 out of 10, Exceptional, (5)
"We loved our time at the Cozy Cottage. They have the space well stocked with laundry detergent, dish soap, and even toiletries! All the communication was smooth and fast replies. I would recommend staying here if you are visiting Harpswell! "
Cozy Cottage with stunning views of Stover's Cove.
15B Great Location! Walk to Beach/Pier in 5 min-Cottage Sleeps 6;12 w/front unit
Stroll through the serene garden, surrounded by lush plants and shrubs, and enjoy a moment of peace in the seating area with a metal table and chairs.

15B Great Location! Walk to Beach/Pier in 5 min-Cottage Sleeps 6;12 w/front unit

9.8 out of 10, Exceptional, (51)
"Great location only a few minutes away from the beach. Clean, comfortable, we enjoyed our stay!"
15B Great Location! Walk to Beach/Pier in 5 min-Cottage Sleeps 6;12 w/front unit
Your own private island! Rustic and close to Nature.
Relax on the charming porch with two comfortable chairs and lush potted plants.

Your own private island! Rustic and close to Nature.

9.4 out of 10, Exceptional, (32)
"wonderful place, glamping, wildlife all around, you can't but enjoy the beauty of Mid Coast Maine. Thanks for sharing your island with all of us !"
Your own private island! Rustic and close to Nature.
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Enter a welcoming space with a beautifully appointed entryway featuring a wooden floor and a door with a glass panel.

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

8.0 out of 10, Very good, (22)
"Property was just as expected. It was nice for us. Only complaint was the grill was broken and we didn’t realize it until after we went and purchased meats for the grill"
The price is CA $343
CA $557 total
includes taxes & fees
Aug 17 - Aug 18
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
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

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

10/10 Excellent
"Clean room, comfy bed, friendly staff. Breakfast and parking are included. Location is close to the mall."
Donna 1-night trip
Posted 18 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection