Holiday Homes in Casco Bay Islands

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Featured Holiday Homes in Casco Bay Islands

A beautiful ocean view cottage. Come enjoy the wonderful beach!
10.0 out of 10, Exceptional, (91)
"This is our third year staying here….and we’ve already booked for next year. This place has the location, privacy as well as plenty of room for three families (two daughters, spouses and granddaughter) to spread out and enjoy our special week. The facility is exactly as stated and pictured."
A beautiful ocean view cottage. Come enjoy the wonderful beach!
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
9.8 out of 10, Exceptional, (168)
"Loved the house, fully stocked with everything you might need, and SO many books if you need something to read! Downstairs bathroom could’ve been a little more detailed in cleaning, other than that, very happy with the house!"
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Quintessential Maine Beach Cottage
10.0 out of 10, Exceptional, (99)
"That we returned for the 3rd year in a row and look forward to a fourth says it all. Perfect location next to salt marsh and literally just a few steps to beach across the street. Couldn't ask for more."
Quintessential Maine Beach Cottage
A historic treasure in Southern Maine, very unique and spacious
9.8 out of 10, Exceptional, (29)
"We enjoyed getting to see family and friends after 9 years"
The price is AU$1,642
includes taxes & fees
29 Sept - 30 Sept
A historic treasure in Southern Maine, very unique and spacious
A Sunny, One Bedroom Cottage OOB Escape!
9.8 out of 10, Exceptional, (41)
"This is a clean, well-maintained rental in a residential neighborhood, with a dedicated parking spot and fenced backyard area. There were ring-style cameras at the front and back entrances and secure locks on the doors The rental is located in a residential area, less than a 10 minute walk downhill to the beach. There is easy and reasonably-priced parking in the downtown area if you choose to drive, and there is also a trolley with a nearby stop. When we invariably locked ourselves out Chris...
The price is AU$380
includes taxes & fees
30 Sept - 1 Oct
A Sunny, One Bedroom Cottage OOB Escape!
Waterfront Cottage on Tidal Cove with Dock
9.8 out of 10, Exceptional, (41)
"I wanted to stay in Maine for 3 weeks - I chose this location so I could be sometimes by myself and sometimes with friends. From this location, there is a lot to do locally as well as within 1 hour drive if desired. About 40 minutes to nearest Amtrak station in Brunswick if friends are visiting. Locally - many preserves to walk, kayak/paddleboard at house, minutes to Boothbay Harbor - schooner and wildlife boats, restaurants. This house was great for me as it was not too big when I was by...
Waterfront Cottage on Tidal Cove with Dock
Beachfront Delight with detached guesthouse, sunset views & private beach access
9.4 out of 10, Exceptional, (8)
"Easy access property! Very private! The notes specify no A/C but it does not mention heat. There are baseboard electric heaters in the main house and cabin."
Beachfront Delight with detached guesthouse, sunset views & private beach access
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (108)
"We really enjoyed our two weeks stay on Willard Beach. It was wonderful to fall asleep and to awaken to the sound of the ocean. John's place is very special. The beds and the couches and the porch seating are all very comfortable. The shower is wonderful. "
Charming 110-year former Inn 10' from the Ocean!
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.2 out of 10, Wonderful, (29)
"Had a great stay! "
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
9.4 out of 10, Exceptional, (47)
"We had a two-night stay. And since we were so close to the harbor, it made for easy walks to the points of interest nearby; easy walk to the harbor. We could see the harbor from out the windows. We cooked on the newer clean grill. You need to sign into your own Roku account to use the TV which we did to see the Olympics."
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
The Moonglow! A beautiful ocean view house in Biddeford!
9.8 out of 10, Exceptional, (93)
"Great location and beautiful home. Looking forward to renting out again. "
The Moonglow! A beautiful ocean view house in Biddeford!
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, (130)
"The unit was absolutely gorgeous and everything was in great condition. Very comfortable and a good location for exploring the area as well as visiting downtown Portland. "
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
☼ Maine Lakefront Getaway ☼
9.6 out of 10, Exceptional, (62)
"We had a lovely stay! The house was just right and the lake was beautiful "
☼ Maine Lakefront Getaway ☼
The Waterfront Deckhouse-Pine Point Beach Waterfront Property
9.4 out of 10, Exceptional, (43)
"All the bones are good. Bedrooms could use a fresh look. "
The Waterfront Deckhouse-Pine Point Beach Waterfront Property
Shady Potts Point Cottage Cooled by Ocean Breezes
9.6 out of 10, Exceptional, (74)
" We had another wonderful stay at the Pott's Point cottage. So many laughs, wonderful sunsets, hiking and kayaking. The cottage makes you feel so relaxed. Our host thought of all the most important facts about being there in this perfect location and put it all in a wonderful notebook. We will try to come back! Thank you"
Shady Potts Point Cottage Cooled by Ocean Breezes
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
10.0 out of 10, Exceptional, (47)
"This place is so peaceful! Being able to see the water from just about every room. The pics in listing can’t even begin to show the beauty of this spot! Super clean and a kitchen with great utensils and pans, anything you need! Would stay again!"
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor
10.0 out of 10, Exceptional, (3)
"Loved our stay. Walking distance to everything. Kids loved the kayaks & dock. We loved having coffee on the harbor every morning. Plenty of room for multiple families. "
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor
Tranquil cottage near beach with private dock, spacious patio & modern comforts
9.6 out of 10, Exceptional, (12)
"It was a good experience overall, other than a couple of guys inspecting the back of the property one morning. And we had yard work happening one morning. Later that week, both of the entrances to the cottage were being paved while we were out, and we had no way back to the property . All in all it was an ok experience."
Tranquil cottage near beach with private dock, spacious patio & modern comforts
Entire Home in Sunny Saco + Gym
10.0 out of 10, Exceptional, (5)
"Beautiful Home in Saco, right off Rte #1 and close to Maine Tpke. Convenient to everything. The host has thought of every detail, immaculate, and tastefully decorated, inside and out. Quiet and very comfortable. Would highly recommend! Jeannine and Marty "
Entire Home in Sunny Saco + Gym
East Grand Ave Fabulous Cottage
9.2 out of 10, Wonderful, (128)
"Close to everything "
East Grand Ave Fabulous Cottage
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Other property types in Casco Bay Islands

Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (88)
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Gorgeous ocean-front home with stunning beach views
Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (119)
"This has been our fifth year staying in this condo and we are always super happy with the accommodations! Very clean and well taken care of, it’s an incredible spot.. live music you can listen to from the balcony and beautiful views, also so close to everything!"
The price is AU$575
includes taxes & fees
2 Oct - 3 Oct
Oceanfront Condo! Spectacular Views From Private Large Balcony
Quintessential Maine Beach Cottage
10.0 out of 10, Exceptional, (99)
"That we returned for the 3rd year in a row and look forward to a fourth says it all. Perfect location next to salt marsh and literally just a few steps to beach across the street. Couldn't ask for more."
Quintessential Maine Beach Cottage
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.