Search Casco Bay Islands Cottage Rentals from CA $241

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Browse Select Casco Bay Islands Cottages

Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (7)
"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
Property grounds

Little Miss Cottages

2.5 star property
8.4 out of 10, Very good, (87)
"Cute and tidy cottage, easy walk to beautiful beach."
Little Miss Cottages
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Smart TV

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
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Outdoor dining

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (48)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
WATERFRONT ON PETTENGILL POND
Property grounds

WATERFRONT ON PETTENGILL POND

9.6 out of 10, Exceptional, (4)
"My kids and I loved our stay at the pond. We enjoyed kayaking and floating in the peaceful setting. "
WATERFRONT ON PETTENGILL POND
The Outlet House, Comfortable Cottage
Interior

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
Smart TV

2 bedroom cottage

9.2 out of 10, Wonderful, (5)
"quiet, clean, short walk to beach"
2 bedroom cottage
The Great Escape - Picturesque Sebago Lake
Interior

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (52)
"Property was perfect for our stay."
The Great Escape - Picturesque Sebago Lake
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Property grounds

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

9.6 out of 10, Exceptional, (85)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Boothbay Harbor Cottage Overlooking Mill Cove
Marina

Boothbay Harbor Cottage Overlooking Mill Cove

9.8 out of 10, Exceptional, (20)
"Clean, close to downtown."
Boothbay Harbor Cottage Overlooking Mill Cove
Fall Getaway 2025! Sunny, Cozy, & Clean - Goose Rocks Beach, Kennebunkport
Fridge, microwave, oven, stovetop

Fall Getaway 2025! Sunny, Cozy, & Clean - Goose Rocks Beach, Kennebunkport

9.8 out of 10, Exceptional, (19)
"My family and I thoroughly enjoyed our time here!"
Fall Getaway 2025! Sunny, Cozy, & Clean - Goose Rocks Beach, Kennebunkport
Cute cottage only a 10 min walk to the beach.
Beach

Cute cottage only a 10 min walk to the beach.

10.0 out of 10, Exceptional, (10)
"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.
Property grounds

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
Dining

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!
Beach

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

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 $241
CA $425 total
includes taxes & fees
Sep 1 - Sep 2
Large 2BD cottage 10 min to Pier & Beach Pets ok
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (10)
Enjoyable 1-bedroom rustic cottage in Southport.
The Hidden Cove by Bayley Vacation Rentals
Beach nearby

The Hidden Cove by Bayley Vacation Rentals

9.8 out of 10, Exceptional, (23)
"Great stay"
The Hidden Cove by Bayley Vacation Rentals
Charming cottage short walk to beach!
TV, fireplace

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!
Charming cottage w/ loft on 3 acres of secluded marsh and 7 minute walk to beach
Sun loungers, beach towels

Charming cottage w/ loft on 3 acres of secluded marsh and 7 minute walk to beach

9.6 out of 10, Exceptional, (4)
"The house is in a great location and was perfect for our family of three, though there were two extra twin beds in the loft that we didn’t even use so a larger family may enjoy it as well. The view from the back porch is beautiful, especially at sunrise and sunset. The walk to the beach is very easy if you don’t have a lot to haul, and the two beach chairs they have at the house are nice and light. Highly recommend checking out Cape Pier Chowder House and Ultramar which are only a few minutes...
Charming cottage w/ loft on 3 acres of secluded marsh and 7 minute walk to beach
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 Casco Bay Islands Hotel Reviews

Old Orchard Beach Inn

Old Orchard Beach Inn

10/10 Excellent
"The staff were so kind and accomodating, the breakfast was excellent, the property was lovely and well-maintained (the pool was beautiful and so clean!). The houses are centrally located but on the outskirts of the busy commercial district/pier/amusement park area. We tacked on a last night of our Maine trip here on a whim and are so glad we did. Highly recommend!"
Patricia 1-night trip
Posted 22 hours ago
Old Orchard Beach Inn