Casco Bay Islands Vacation Rentals

Vacation Rentals in Casco Bay Islands

2 duplex
3.0 star property
The price is $750
$918 total
includes taxes & fees
Jul 4 - Jul 5
2 duplex
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, 33 reviews
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, 75 reviews
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
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Quaint one-bedroom suite
9.8 out of 10, Exceptional, 38 reviews
"Quiet peaceful great accommodations and wonderful host"
The price is $100
$142 total
includes taxes & fees
Jun 19 - Jun 20
Quaint one-bedroom suite
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
7.4 out of 10, Good, 25 reviews
"The unit has a really nice view of downtown and the pier. Cool view of the ferris wheel lit up at night. At first glance, the unit is nicely decorated. However, it needs to be refreshed - there are chunks missing out of the walls, things falling apart, ongoing water damage next to the tub. Maintenance from the building came by on the first morning of the stay to check on the kitchen sink because there was a massive leak happening to the unit below. Overall, it seemed as if no one has been...
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
Everybody's favorite Maine beach location
9.2 out of 10, Wonderful, 12 reviews
"The property was updated and very clean. The pillows were not very good, but the bed was great! The location was not where we anticipated. It was very easy checking in and out."
Everybody's favorite Maine beach location
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, 17 reviews
"The cottage was clean and accurately described. It was perfect for our needs and we are already looking forward to staying there again in the future."
The price is $180
$318 total
includes taxes & fees
Jun 12 - Jun 13
Large 2BD cottage 10 min to Pier & Beach Pets ok
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, 45 reviews
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is $202
$474 total
includes taxes & fees
Jun 16 - Jun 17
Elegant condo - walk to Portland's best restaurants & Old Port
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, 176 reviews
"Watching and listening to the ocean was all i needed."
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
9.8 out of 10, Exceptional, 12 reviews
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Little Miss Cottages
2.5 star property
8.2 out of 10, Very Good, 68 reviews
"Perfect place for a family to stay for a fair price if you want to stay a few nights and tour around the rest of Maine. Beach was wonderful! "
Little Miss Cottages
100 feet from the ocean 3 bedroom cottage 420 friendly
9.2 out of 10, Wonderful, 13 reviews
"The property was great and a very convenient location to the beach, shops, and pier. They have everything you could possibly need except food and clothing! Very clean, TVs and ACs in every room. The only challenge as others mentioned is parking. It is a tight fit and if your tires are on the sidewalk you can be ticketed. On our second to last day we were approached by the parking patrol and told this. He was super nice and said he wouldn't ticket us but another may. I said we were leaving the...
100 feet from the ocean 3 bedroom cottage 420 friendly
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, 43 reviews
"We needed a quiet place to visit with elderly aunt and uncle. This was a great place with all the living space on the same floor with spacious area to visit."
Unique oceanfront home with a deck, tons of natural light, & amazing views
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.8 out of 10, Exceptional, 27 reviews
"We spent our 19th wedding anniversary here. It was the perfect romantic getaway. The views are stunning and the location is tranquil. Just a short drive to the general store for necessities, and Uber Eats delivers. We didn’t want to leave. Would 100% stay here again."
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
2 min walk to the beach. Pet friendly condo
9.0 out of 10, Wonderful, 24 reviews
"Overall a good stay for the price and convenient to everything. Kinda dated and could use some upgrades. "
The price is $95
$218 total
includes taxes & fees
Jun 10 - Jun 11
2 min walk to the beach. Pet friendly condo
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
The price is $378
$714 total
includes taxes & fees
Jun 9 - Jun 10
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
4 min walk to the beach. A large 3DB Apt. Pets OK
8.6 out of 10, Excellent, 7 reviews
"We found this place and booked after seeing it was pet friendly and close to the beach which was a must for our beach loving family and pups. Our stay was lovely- it’s a few blocks to the beach and into the main town area. The place was clean, had a good amount of space, was quiet, and a small deck area to sit outside. Communications with the host were easy and they checked in on us part way through to ensure our stay was going well."
The price is $150
$312 total
includes taxes & fees
Jun 10 - Jun 11
4 min walk to the beach. A large 3DB Apt. Pets OK
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, 35 reviews
"The cottage was very nice but the write-up was a little misleading. For example ocean views are very limited—mostly see rooftops, half bath was on ground floor, and stairs to main living area."
Beach House ∆ Prime Location ∆ Steps to the Ocean
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, 24 reviews
"Beautiful home that is a great proximity to Boothbay Harbor downtown. The pond is very nice but the water level was very low during our stay in March and there were no boats available as described in the listing. It is unclear whether this is something to note for all offseason travelers"
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
9.0 out of 10, Wonderful, 49 reviews
"We had a great stay at this charming second floor house. Television does not work. But other than that it was clean, had good parking space and was only a couple steps away from the beach."
The price is $149
$308 total
includes taxes & fees
Jun 9 - Jun 10
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
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See all available properties in Casco Bay Islands
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.

Casco Bay Islands Vacation Rental Travel Info

Vacation rentals
9
Popular accommodation
Casco Bay Islands private vacation homes
International airport
Portland, ME (PWM-Portland Intl. Jetport)

Other types of properties in Casco Bay Islands you may be interested in

Casco Bay Hotel, Ascend Hotel Collection
3.5 star property
8.6 out of 10, Excellent, 1,564 reviews
"Hotel was decent. Liked that there are no rugs in the rooms. Main level was very noisy. "
The price is $98
$107 total
includes taxes & fees
Jun 11 - Jun 12
Casco Bay Hotel, Ascend Hotel Collection
The Westin Portland Harborview
4.0 star property
8.6 out of 10, Excellent, 1,057 reviews
"All staff were super friendly and helpful. Room on 8th floor was huge, corner room, good views and could just see the ocean. We were disappointed the 15th floor bar and restaurant was closed the evening we were there. But plenty of restaurants just 10 to 20 minutes walk down to the old port area. Some areas, especially the exterior, need some tlc!"
The price is $199
$226 total
includes taxes & fees
Jun 9 - Jun 10
The Westin Portland Harborview
Portland Harbor Hotel
4.0 star property
9.0 out of 10, Wonderful, 1,197 reviews
"We received an email saying that when we get to valet parking in the garage, the valet guy will park our car and someone will take our bags up to reception.We ended up getting the trolley cart and taking our bags ourselves. Apart from this, the hotel was lovely, and there is only one lift, so it can get busy waiting for the lift."
The price is $259
$324 total
includes taxes & fees
Jun 10 - Jun 11
Portland Harbor Hotel
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.

Everything you need to know about Casco Bay Islands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Casco Bay Islands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

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Casco Bay Islands vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casco Bay Islands. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Casco Bay Islands in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Casco Bay Islands rentals

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To find some top Casco Bay Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Casco Bay Islands vacation.

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