Search Casco Bay Islands Cottage Rentals

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Jan 24 - Jan 26
In two weeks
Jan 31 - Feb 2
In one month
Feb 14 - Feb 16
In two months
Mar 14 - Mar 16

Browse Select Casco Bay Islands Cottages

Charming cottage short walk to beach!
TV, fireplace

Charming cottage short walk to beach!

9.4 out of 10, Exceptional, (26)
"We had a great time on our recent stay here. short walk to the beach, quiet neighborhood. This home was fully stocked with all the amenities and truly felt like our home away from home. Check in/out was seamless and there was great communication the the host. If we ever plan to travel to the area again, we would definately stay here once more. "
Charming cottage short walk to beach!
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

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
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
Point of interest

Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

9.8 out of 10, Exceptional, (49)
"Convenient to all that Old Orchard Beach has to offer. Great communication and offerings of beach chairs and beach towels. Wonderful time. Definitely recommend."
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
The Renaissance - Majestic Sebago Lake panorama
Miscellaneous

The Renaissance - Majestic Sebago Lake panorama

9.2 out of 10, Wonderful, (11)
"This house was close to Portland in a nice, quiet neighborhood. It had plenty of space for me, my wife, and four kids. I love the care the owners take to make sure we have the comforts of home. It's fully stocked up with towels, toilet paper, kitchen cookware, you name it. They also took the time to label all of the light switches so you know how to turn everything one. We were very happy with our stay and highly recommend. The home itself was nice, but the care the owners took to make...
The Renaissance - Majestic Sebago Lake panorama
Airy beach cottage steps away from Pine Point Beach!
Fridge, microwave, oven, stovetop

Airy beach cottage steps away from Pine Point Beach!

9.8 out of 10, Exceptional, (22)
"Pine Point Beach is a beautiful beach and the location of the house was very convenient and worked well for our family. The outdoor space at the home could use some updating and additional seating. The lack of dressers and space to put clothing was a challenge for our family. "
Airy beach cottage steps away from Pine Point Beach!
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit
Point of interest

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

9.8 out of 10, Exceptional, (49)
"the location was perfect. Close enough to walk to everything, but far enough to not be noisy from the crowds. The place was very clean and had all of the amenities we needed. I would 100% stay here again. The property manager was easy to contact and answered every question or concern in a very quick manner and was very kind. Highly recommend this property"
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit
Popham Beach Direct Oceanfront Cottage Steps to the sand
Interior

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand
Little Miss Cottages
Property grounds

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
TV, fireplace, books, stereo

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (32)
"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals
On the beach

Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

10.0 out of 10, Exceptional, (6)
"We had a wonderful stay - myself, my husband and my 6,4, and 2 year old children all enjoyed our time at the beach. We could have done without the harassment of the old lady from cottage 4 (owner perhaps?) telling us to get out at 10am. We were packing the car at 10:02 and trying to get the kids in - we were not in the cottage anymore everything was out. We left the property 10:11am. Her nagging and threats of charging extra were completely unnecessary. It was too bad to have to leave on...
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals
Cozy Year-round House right outside Portland Maine on Highland Lake.
Outdoor dining

Cozy Year-round House right outside Portland Maine on Highland Lake.

9.8 out of 10, Exceptional, (60)
"My wife and I stay for a long weekend, had a great time! Anything you might need is provided, watched the sun rise over the lake right from the dinning table, enjoyed the gas fireplace at night. Off the beaten path but not really 5min and your on the main drag with a multitude of stores. I'm sure its even nicer in the warm weather."
Cozy Year-round House right outside Portland Maine on Highland Lake.
The Great Escape - Picturesque Sebago Lake
Interior

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
The Great Escape - Picturesque Sebago Lake
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Interior

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

9.2 out of 10, Wonderful, (31)
"Wonderful "
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
TV

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.6 out of 10, Exceptional, (44)
"Lovely home. Rooms modern and large, lots of toiletries provided. One small issue would be that the hot water takes a very long time to heat up. Loved the doggie poop station!!"
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Two separate dog-friendly homes with water views & Linekin Bay Resort access
Terrace/patio

Two separate dog-friendly homes with water views & Linekin Bay Resort access

8.0 out of 10, Very good, (5)
"This was a beautiful place to stay and had more parking than we expected. The only hiccups we had was that the check in code we were given was one digit off from what it actually was so we had a little trouble getting into the house. Also there is an outlet that was uncovered in the bedroom and we had a child touch it. Luckily the child wasn’t harmed but this should definitely be addressed if there’s any little ones staying on the property. The houses were very clean and the only reason I gave...
Two separate dog-friendly homes with water views & Linekin Bay Resort access
Classic Old Orchard Beach Cottage One Block from the Beach
Interior

Classic Old Orchard Beach Cottage One Block from the Beach

8.8 out of 10, Excellent, (5)
"Front and back porch were great. Sheets and towels included, very convenient. Fireplace in the middle of the place was a bit awkward but overall a nice setup. "
Classic Old Orchard Beach Cottage One Block from the Beach
Lakefront cabin with shared firepit & access to Sebago Lake
Microwave, oven, stovetop, coffee/tea maker

Lakefront cabin with shared firepit & access to Sebago Lake

8.0 out of 10, Very good, (10)
"very nice!"
Lakefront cabin with shared firepit & access to Sebago Lake
Updated Long Island Maine Cottage
Fridge, oven, stovetop, coffee/tea maker

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Chaz' Long Island house. It is open and airy and maintains its 100 year old charm even as it's been updated. It sits in a great, grassy yard with plenty of bright light and has a terrific, large deck on the front. The golf cart ride to all beaches is short and lovely!"
Updated Long Island Maine Cottage
The Outlet House, Comfortable Cottage
Fridge, microwave, oven, stovetop

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (36)
"Location was perfect for our annual Christmas shopping trip. Had everything we needed. "
The Outlet House, Comfortable Cottage
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
Pool

Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME

10.0 out of 10, Exceptional, (27)
"My sisters and I enjoyed our stay at this home, which is very comfortable, clean, and well stocked. Loved the rocking chairs looking out onto the water. Would definitely love to return some day."
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
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.
Don't see what you're looking for?
See all available properties in Casco Bay Islands
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Casco Bay Islands

Glorious getaway on Portland's Eastern Promenade.
Property grounds

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (142)
"We had a wonderful night in Portland! We spent the afternoon shopping in Freeport and arrived at the apartment around 5. Very easy finding parking on the street and no trouble getting inside. The apartment is absolutely adorable! Between the colors and decorations, it just gives off this girly, cozy vibe. There were 4 of us and we all had room to sleep comfortably. Wish we could have stayed another night! "
The price is CA $144
CA $321 total
includes taxes & fees
Jan 19 - Jan 20
Glorious getaway on Portland's Eastern Promenade.
Quintessential Maine Beach Cottage
Property grounds

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
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views
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.

Frequently asked questions

How much do cottages in Casco Bay Islands cost?
Rates for cottages in Casco Bay Islands range between and per night. Whatever your budget, you’re sure to find the perfect place to touch base with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Casco Bay Islands with Expedia?
We think that a vacay should be hassle-free, so if you’re chasing cottages in Casco Bay Islands at a nice price, Expedia has you covered. Keep the budget in check and check in to an economical option far from the rush of the city, or splurge on an upmarket cottage to spoil the ones you love most.
How can I find cheap cottages in Casco Bay Islands?
The quickest way to track down cheap cottages in Casco Bay Islands is with Expedia’s useful filter tool. Narrow your search by amenities, star rating and budget to access unbeatable deals with only a few clicks.