Holiday Rentals in Casco Bay Islands

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Holiday Rentals in Casco Bay Islands

Quintessential Maine Beach Cottage
10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (98)
"Great oceanfront location for a relaxing girls getaway. We enjoyed walking the beach and collecting shells. Great location to start from to see other cities in the area. Best part was watching the sunrise in the morning from the balcony. "
Gorgeous ocean-front home with stunning beach views
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (90)
"We really enjoyed our stay. This little third floor walk up was a perfect place for my husband and I to explore Portland. It is homey and comfortable and spotless. If you have any issues with mobility you should look elsewhere, but that is disclosed in the listing. The last set of stairs are very steep, but we found it charming. I highly recommend this rental. Well done! "
The price is €199
includes taxes & fees
25 Nov - 26 Nov
Adorable Portland getaway on the Eastern Promenade
Sensational House on Sebago Lake, Raymond, ME
9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
Sensational House on Sebago Lake, Raymond, ME
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (194)
"The sunrises, which we could easily view from the balcony, were spectacular! Music and food from the Swick was also good. The location was great for exploring other areas nearby such as Kennebunkport to Portland. Wendy gave excellent details and gave immediate feedback when needed. "
The price is €332
includes taxes & fees
21 Nov - 22 Nov
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (121)
"very clean, lovely and updated. Everything we needed was there."
The price is €294
includes taxes & fees
25 Nov - 26 Nov
Oceanfront Condo! Spectacular Views From Private Large Balcony
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (110)
"We loved the location of this property. It was far enough away from the hustle and bustle to truly relax and enjoy the ocean sounds and sunrises, but close enough that we could easily hop on over to shopping and restaurants. The property was well-maintained, we loved the deck, and being able to walk right out on the beach. Highly recommend!"
Charming 110-year former Inn 10' from the Ocean!
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (38)
"The house is very clean, and it is only a minute walk to the beach. This was the second time we’ve stayed in this house and it won’t be the last! "
The price is €483
includes taxes & fees
1 Dec - 2 Dec
Beach House ∆ Prime Location ∆ Steps to the Ocean
100 feet from the ocean 3 bedroom cottage 420 friendly
8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly
Glorious getaway on Portland's Eastern Promenade.
10.0 out of 10, Exceptional, (139)
"Nice and spacious 2 bedroom unit steps from the promenade. Jennifer was very helpful and accommodating. Easy check in and plenty of parking. Amazing central location. "
The price is €296
includes taxes & fees
18 Nov - 19 Nov
Glorious getaway on Portland's Eastern Promenade.
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
7.4 out of 10, Good, (26)
"The location was amazing! Walking distance to the pier, and right by the beach! We enjoyed that it was far enough down from the pier that the beach was a bit less crowded but we were still able to walk downtown. The accommodations are very cute and rustic. Some things could use attention, like paint touch ups and the patio table needs replacing… however these were minor issues and we will be back! "
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
9.8 out of 10, Exceptional, (115)
"Very relaxing getaway."
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.2 out of 10, Wonderful, (25)
"We had a wonderful visit to OOB to finish off our summer. The cottage is a quick walk to the beach and pier. It was very clean and comfortable for the four of us to relax and recharge in between swimming, playing mini-gold, and enjoying the amusement park."
The price is €236
includes taxes & fees
2 Dec - 3 Dec
Large 2BD cottage 10 min to Pier & Beach Pets ok
Little Miss Cottages
2.5 star property
8.4 out of 10, Very good, (82)
"We stayed because they accept pets. Good place the 24/7 laundry was useable but not everything working"
Little Miss Cottages
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (30)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
2 duplex
3.5 star property
2.0 out of 10, (1)
2 duplex
Dog-friendly cottage with deck & porch - walk to the beach, pier & town
8.2 out of 10, Very good, (12)
"We enjoyed our brief stay"
Dog-friendly cottage with deck & porch - walk to the beach, pier & town
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.4 out of 10, Very good, (41)
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was an elliptical and treadmill. One of the showers did not work and some of the fans that were provided did not either. I think its a tad over priced for its distance to do things but the views from...
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
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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Other types of properties in Casco Bay Islands you may be interested in

Casco Bay Hotel, Ascend Hotel Collection
3.5 star property
8.4 out of 10, Very good, (2360)
"Great location. Small parking lot and some of the sheets were Still Dirty"
The price is €73
includes taxes & fees
1 Dec - 2 Dec
Casco Bay Hotel, Ascend Hotel Collection
The Westin Portland Harborview
4.0 star property
8.8 out of 10, Excellent, (1002)
"Great location, easy parking, excellent experience. "
The price is €94
includes taxes & fees
1 Dec - 2 Dec
The Westin Portland Harborview
Portland Harbor Hotel
4.0 star property
9.2 out of 10, Wonderful, (1393)
"Walking distamce to lots of restaurants and shopping "
The price is €167
includes taxes & fees
1 Dec - 2 Dec
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.