Casco Bay Islands Vacation Rentals from CA $92: Short-Term Rentals for 2026

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Our top choices for Casco Bay Islands vacation rentals

A house with a stone pathway leading to the front door, surrounded by lush greenery and a lake view.

1. Mere Point Sunrise Views at Eastern Shore!

Brunswick

James C.

CA $496 total

includes taxes & fees

Nov 16 - Nov 17

A compact living space with a sofa, a coffee table, a TV on a stand, a floor lamp, and a bookshelf.

2. Great suburban location close to town!

Deering Center

Kaley

CA $97 total

includes taxes & fees

Nov 16 - Nov 17

A narrow hallway with wooden flooring leading to a bedroom with a bed and a nightstand.

3. Portland 1-bedroom with enclosed porch & parking

Deering Center

Cricket C.

CA $102 total

includes taxes & fees

Nov 15 - Nov 16

A sandy beach with people and a play structure.

4. Sunny Spot with Private Parking

Knightville

Greg Z.

CA $283 total

includes taxes & fees

Nov 15 - Nov 16

A modern room with a desk, chair, and large window.

5. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

South Portland

Anonymous traveller

CA $158 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

6. The Weldon Hotel

Downtown Portland

Branden

CA $389 total

includes taxes & fees

Dec 3 - Dec 4

A hallway with a wooden floor, a chair, a ladder, and a table with a lamp.

7. Large suite/private bath/private entrance on quiet street near Thomas Bay

Brunswick

Lucinda

CA $166 total

includes taxes & fees

Nov 22 - Nov 23

A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

8. Studio Apartment near downtown Walkable!

West Bayside

Rose

CA $174 total

includes taxes & fees

Dec 3 - Dec 4

A modern kitchen with wooden cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

9. Bright & Spacious Apartment with Amazing Shower

Parkside

Gintare V.

CA $195 total

includes taxes & fees

Nov 17 - Nov 18

A multi-story building with a stone facade, large windows, and a flat roof with dormer windows.

10. Evalina Hotel

Downtown Portland

Eric

CA $568 total

includes taxes & fees

Dec 14 - Dec 15

A beach with people, a play structure, and a view of the sea.

11. Peaceful & minutes from Old Port w/private parking

Knightville

Kelly S.

CA $335 total

includes taxes & fees

Nov 15 - Nov 16

A living room with a sofa, a coffee table, a TV, and a plant.

12. Beautiful 1st Floor Apartment & Amazing Shower

Parkside

Chloe C.

CA $199 total

includes taxes & fees

Nov 18 - Nov 19

A cabin with two chairs facing a fire pit, surrounded by trees.

13. Cabin w/ bath + kitchenette | Hot tub add-on - 03

Freeport

Kirt v.

CA $365 total

includes taxes & fees

Nov 15 - Nov 16

A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

14. Mid Coast Getaway w/ water views

West Point

Rebecca

CA $289 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with white cabinets, a microwave, and a stove. There is a dining table with a chair and a plant.

15. King Size Sun Rise Midcoast Lovely Stay

Topsham

"The place was clean, bright, and exactly as shown in the pictures. There were fresh towels (4), toiletries, dishsoap/dishwasher tablets, and an in window AC. The table and bed are both lovely and roomy for two people. Plenty of places to plug in devices. The Seadog brewery was walking distance and would recommend for dinner and a pint. Also enjoyed Dutchman's bagels and Baked on Main (marginally longer walk). We were really happy with our stay!"

Stefanie M.

CA $300 total

includes taxes & fees

Nov 17 - Nov 18

A rocky shoreline at sunset with calm water and distant land.

16. Orchid Harbor, Bailey Island 3BR

Harpswell

Jane D.

CA $564 total

includes taxes & fees

Dec 13 - Dec 14

A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

17. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Munjoy Hill

Ryan B.

CA $299 total

includes taxes & fees

Nov 16 - Nov 17

A spacious kitchen with a large island, bar stools, and a dining area with a sofa.

18. King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer

Topsham

Kristen S.

CA $341 total

includes taxes & fees

Nov 23 - Nov 24

A backyard with a white wooden fence, a small bush, a white wicker bench, and a stone wall in the background.

19. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

West End

Susan d.

CA $476 total

includes taxes & fees

Nov 16 - Nov 17

A beach with clear water, people swimming, and houses in the background.

20. Willard By the Sea - 30 ft to the beach- 2nd floor

Willard

"Fantastic beach location and comfortable unit equipped with air conditioning (essential during the heat wave that occurred during our stay). Clean rooms, good size and full kitchen; comfortable furnishings.Only caution is that this is a beach-side location and appears to have a bit of a price premium for that reason. It’s justified but only if you’re planning to make good use of the beach."

Gerald B.

CA $588 total

includes taxes & fees

Nov 17 - Nov 18

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Top Casco Bay Islands Hotel Reviews

A room with a green carpet, two rocking chairs, a small table with a potted plant, a window with a view of greenery, and a coffee station with dispensers.

Spark by Hilton Freeport

Freeport

10/10 Excellent

Sophie

A hotel lobby with a seating area, a snack bar, and a refrigerator.

Hampton Inn Freeport/Brunswick

Freeport

10/10 Excellent

Nancy

A modern bar area with a wooden bar counter, black bar stools, and a contemporary light fixture.

AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

10/10 Excellent

Nicole Emily Elizabeth

A spacious living area with a curved staircase, a round glass coffee table, and a seating arrangement.

The Federal

Brunswick

10/10 Excellent

Catherine

A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

10/10 Excellent

Stephane

An outdoor patio with seating, a fire feature, and string lights.

The Brunswick Hotel

Brunswick

10/10 Excellent

I had such a lovely stay at The Brunswick Hotel during our autumn road trip through New England! Its warm, inviting atmosphere and charming location made it a wonderful place to experience Maine in the fall. The hotel was comfortable and welcoming, and I especially appreciated being able to share the experience with my dog, Auggie. A lovely stay in a charming New England town that I would happily return to!

Sok

A two-story building with a large glass conservatory and yellow umbrellas in the garden area.

The Harraseeket Inn & Event House Freeport Downtown

Freeport

10/10 Excellent

Aaron

A spacious indoor area with multiple seating arrangements, including tables and chairs, and a counter area with a 'WELCOME' sign.

Hampton Inn & Suites Portland West

Nasons Corner

10/10 Excellent

Mark

An outdoor patio with wicker furniture, a stone fireplace, and string lights.

Portland Harbor Hotel

Downtown Portland

10/10 Excellent

Barbara

Find out more about Casco Bay Islands

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, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Casco Bay Islands vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Casco Bay Islands vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Casco Bay Islands vacation rentals we have selected for you start as low as CA $92 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Casco Bay Islands rentals

At Expedia, we put the best Casco Bay Islands vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

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.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Casco Bay Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Casco Bay Islands Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Casco Bay Islands vacation rentals

1. Mere Point Sunrise Views at Eastern Shore!

2. Great suburban location close to town!

3. Portland 1-bedroom with enclosed porch & parking

4. Sunny Spot with Private Parking

5. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

6. The Weldon Hotel

7. Large suite/private bath/private entrance on quiet street near Thomas Bay

8. Studio Apartment near downtown Walkable!

9. Bright & Spacious Apartment with Amazing Shower

10. Evalina Hotel

11. Peaceful & minutes from Old Port w/private parking

12. Beautiful 1st Floor Apartment & Amazing Shower

13. Cabin w/ bath + kitchenette | Hot tub add-on - 03

14. Mid Coast Getaway w/ water views

15. King Size Sun Rise Midcoast Lovely Stay

16. Orchid Harbor, Bailey Island 3BR

17. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

18. King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer

19. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

20. Willard By the Sea - 30 ft to the beach- 2nd floor

Find vacation rentals that suit your style

Top Casco Bay Islands Hotel Reviews

Spark by Hilton Freeport

10/10 Excellent

Find out more about Casco Bay Islands

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

How to find incredible deals on Casco Bay Islands rentals

Explore a world of travel with Expedia