Casco Bay Islands Holiday Rentals, Maine: Private House Rentals

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Go beyond your typical stay in Casco Bay Islands

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Our top choices for Casco Bay Islands hotels

A two-story hotel with a balcony on the second floor, a sign reading "The Inn on Peaks Island," and a flag in front.

A bedroom with a bed, bedside table, lamp, and a view of the dining area.

A wedding ceremony with guests seated on white chairs, a bride and groom walking down the aisle, and a grassy outdoor setting.

A room with a sloped wooden ceiling, a round skylight, a television mounted on the wall, a sofa, a bed, a dining table with chairs, and a window with blinds.

1. Inn On Peaks Island

Peaks Island

Alice

฿4,479

฿4,882 total

includes taxes & fees

2 Nov - 3 Nov

A Holiday Inn Express building with a covered entrance, multiple floors, and a clear sky.

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.

A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.

2. Holiday Inn Express Hotel & Suites Freeport by IHG

Freeport

Marie-josée

฿3,175

฿3,461 total

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with clear blue water, surrounded by large windows offering views of trees and a clear sky.

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

A spacious lobby with a blue wall, a reception desk, a large mirror, and seating areas with a patterned table and chairs.

A dining area with a long table, multiple chairs, hanging lights, a fruit bowl, and a wall with a framed picture.

3. Hampton Inn Freeport/Brunswick

Freeport

Margaret

฿3,262

฿3,555 total

includes taxes & fees

25 Oct - 26 Oct

A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.

A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.

A spacious lobby with multiple seating areas, a fireplace, and large windows.

4. Embassy Suites by Hilton Portland Maine

Portland

Robert

฿3,974

฿4,397 total

includes taxes & fees

12 Nov - 13 Nov

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

An indoor swimming pool with lounge chairs and a view of the outdoors.

A dining area with a fireplace, a green sofa, and a table set with food and flowers.

A stone staircase leading to a white house surrounded by lush greenery and autumnal decorations.

5. The Harraseeket Inn & Event House Freeport Downtown

Freeport

Clint

฿4,312

฿4,700 total

includes taxes & fees

16 Nov - 17 Nov

An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.

A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

A brick building with a large entrance and a sign that reads "Residence Inn Marriott".

6. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Tim

฿3,677

฿4,068 total

includes taxes & fees

2 Nov - 3 Nov

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

A modern living room with a sofa, two armchairs, a glass coffee table, and a decorative wall panel.

A hotel room with a large bed, a sofa, a small table, and a bench. There is a window with a view of the water.

A modern reception area with a central desk, seating arrangements, and large windows offering views of the cityscape.

7. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Kin Mong

฿3,677

฿4,068 total

includes taxes & fees

16 Nov - 17 Nov

A hotel room with a large bed, a desk with a chair, a TV, and a window with curtains.

An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.

A building with a sign reading "L.L.Bean" and a rock waterfall feature in front.

Outdoor seating with Adirondack chairs, a fire pit, and umbrellas.

8. Hilton Garden Inn Freeport Downtown

Freeport

Leanne

฿3,399

฿3,704 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a sofa, ottoman, and chairs, a kitchen area with a counter and pendant lights, and a large window with curtains.

A snack vending area with a Pepsi refrigerator and shelves stocked with various snacks.

A modern kitchen with a herringbone wood floor, a central island with bar stools, and a built-in TV shelf.

A modern hotel lobby with wooden shelving, a Pepsi refrigerator, and a reception desk.

9. The Freeport Hotel, an Ascend Collection Hotel

Freeport

Cara

฿3,158

฿3,442 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with dark blue walls, large windows, and a view of a landscaped garden.

A hotel room with two beds, a desk, and a view of the outdoors.

A living room with two armchairs, a coffee table, and a TV. There is a door leading outside, a window with a view, and a patterned wall.

A hotel room with a large bed, a desk with a chair, a balcony with a view, and a modern design.

10. Best Western Freeport Inn

Freeport

Robert

฿3,242

฿3,534 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.

A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.

An outdoor patio with a fire pit, seating area, and chairs.

11. SpringHill Suites by Marriott Freeport Brunswick

Freeport

Kristina

฿3,068

฿3,344 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, bedside table, TV, and a kitchenette in the background.

A modern hotel room with a blue sofa, a small round table, a desk with a chair, and two floor lamps.

A conference room with tables and chairs, a projector screen, and a patterned carpet.

A compact kitchen with a built-in microwave, coffee maker, and dishwasher.

12. Holiday Inn Express Hotel & Suites South Portland by IHG

South Portland

Edward

฿3,376

฿3,680 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a reception desk, seating areas, and a 'Welcome to the Lobster State' sign.

A reception desk with a wooden design and a welcome sign for the Lobster State.

A snack and treat display area with shelves stocked with various snacks and a refrigerated section.

A modern hotel with a prominent sign, a landscaped entrance, and a parking area.

13. Hampton Inn & Suites Portland West

Nasons Corner

Kathy

฿3,026

฿3,348 total

includes taxes & fees

11 Nov - 12 Nov

A balcony with a table and chairs, overlooking a street with buildings and parked cars.

A restaurant with a brick fireplace, white chairs, and tables set for dining.

A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.

A bar area with multiple seating options, including bar stools and chairs, and a bar counter with a variety of bottles and glasses.

14. Portland Regency Hotel & Spa

Downtown Portland

Brian

฿4,233

฿4,684 total

includes taxes & fees

3 Nov - 4 Nov

A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.

A modern living room with a sofa, armchairs, a coffee table, and a rug.

A modern dining area with a dark blue booth seating, wooden ceiling beams, and large windows providing natural light.

A modern bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.

15. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

Rebecca

฿3,717

฿5,023 total

includes taxes & fees

10 Nov - 11 Nov

A modern bar area with a long counter, multiple seating options, and a built-in fire feature.

A modern bar area with seating and a bar counter.

A conference room with a stage featuring a large screen displaying the word 'Float' and a banner for the University of Maine.

A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.

16. Holiday Inn Portland-By the Bay by IHG

Downtown Portland

Fran

฿3,376

฿3,754 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, bedside tables, a television, and artwork on the wall.

17. Spark by Hilton Freeport

Freeport

Paul

฿3,042

฿3,316 total

includes taxes & fees

5 Nov - 6 Nov

A hotel room with a bed, a desk, a chair, a TV, and a large window with curtains.

A building with a sign for 'L.L. Bean Hunting & Fishing' and 'Summer Across Maine'.

A swimming pool with lounge chairs and tables, surrounded by walls with wooden panels and windows.

A modern kitchen with a wooden counter, two large pots, a coffee machine, and a fruit display.

18. Fairfield Inn & Suites by Marriott Brunswick Freeport

Brunswick

Ann Parker

฿3,665

฿3,995 total

includes taxes & fees

25 Oct - 26 Oct

A fire pit surrounded by wicker chairs in a garden setting.

A spacious living area with large windows, a staircase, and modern furniture.

A hotel room with a large bed, two bedside tables, a chair, a window with curtains, and a view of the city.

A living room with a fireplace, seating area, and a large window.

19. Portland Harbor Hotel

Downtown Portland

Eric

฿4,982

฿6,787 total

includes taxes & fees

16 Nov - 17 Nov

A breakfast buffet with pastries, coffee, and condiments.

A yellow motel with a two-story structure, a covered outdoor seating area, and a staircase leading to the upper floor.

A hotel room with a large bed, a bedside table, a chair, a window with curtains, and a door.

20. Econo Lodge Freeport - Brunswick Area

Freeport

John

฿2,592

฿2,825 total

includes taxes & fees

15 Nov - 16 Nov

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Stay near popular Casco Bay Islands attractions

Mackworth Island State Park

This forested island sanctuary offers a 1.25-mile coastal trail with stunning Casco Bay views. Build tiny homes in the Fairy Village or visit Governor Baxter's pet cemetery while enjoying the tranquil shoreline.

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Sand Beach

9.2/10 (22 reviews)

If a restful holiday is part of your travel plans, Sand Beach might be the perfect place to visit during your trip to Portland. Wander the area's waterfront or simply enjoy one of its seafood restaurants.

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Little John Island Preserve

Explore a coastal forest path leading to secluded rocky beaches at this 23-acre Maine preserve. Pause on shoreline benches to spot bald eagles while enjoying panoramic ocean views along the 1.3-mile loop trail.

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Fifth Maine Museum

This historic Queen Anne-style museum preserves both Civil War history and Peaks Island's local heritage. Explore two floors of exhibits while enjoying panoramic views of Casco Bay from the wrap-around porch.

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Little Diamond Island

Commune with nature and explore the great outdoors at Little Diamond Island during your travels in Portland. Stroll along the area's waterfront or experience its acclaimed theatre scene.

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Umbrella Cover Museum

You can spend time studying the exhibits at Umbrella Cover Museum in Peaks Island. Experience the area's entertainment choices and great live music.

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House Island

Commune with nature and explore the great outdoors at House Island during your travels in Portland. Stroll along the area's waterfront or experience its entertainment choices.

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Learn more about Casco Bay Islands

Check out sights like Little John Island Preserve and Sand Beach as you discover Casco Bay Islands—an area also known for its island views.

See all hotels in Casco Bay Islands

A beach with people sunbathing and swimming, boats in the water, and a rocky shoreline.

Top Casco Bay Islands Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good

"Hotels in downtown Portland were $750 and up so we decided to stay here and uber in which was perfect! Ubers were like $15 and 10 min drive."

Clarion Hotel Portland Airport ME

8/10 Good

"Hotel facility was very dated and old. However, it was very clean and the bed was comfortable. The staff was helpful and friendly. Good value."

Clarion Pointe South Portland

8/10 Good

"Nice room comfortable bed. Microwave refrigerator shampoo conditioner soap and lotion. The price was high and the tv didn’t work"

Grand Beach Inn

8/10 Good

"Definitely not a chain hotel. Cute room but only had service once during our week long stay, and they only emptied the trash and replaced towels. Front desk guy was very nice. Restaurant had good food and staff there was nice too. Some covered parking. No elevator. Right across the street from the beach. Train tracks right behind the hotel with regular train traffic."

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"The breakfast is great and the staffs are very friendly!"

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"The rooms were spacious and clean. We couldn’t have found a better breakfast by eating out! Each morning the staff had an immaculate breakfast bar! The location was great for walking to the shops and eating out at night."

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Room was very comfortable. Great shower. Nice bar. Great location!!"

Inn at St John Portland In-Town

10/10 Excellent

"We love to stay at historic places when we travel, and we were not disappointed with this one! So cute and cozy!"

More cheap stays in Casco Bay Islands

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

฿1,705

฿1,858 total

15 Nov - 16 Nov

includes taxes & fees

7.2/10 Good! (963 reviews)

Quality Inn & Suites South Portland

738 Main Street South Portland ME

฿2,301

฿2,508 total

15 Nov - 16 Nov

includes taxes & fees

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

฿2,399

฿2,615 total

8 Nov - 9 Nov

includes taxes & fees

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

฿2,529

฿2,756 total

1 Nov - 2 Nov

includes taxes & fees

Inn at St John Portland In-Town

939 Congress St Portland ME

฿2,531

฿2,759 total

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,160 reviews)

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

฿2,784

฿3,080 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,779 reviews)

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Book Hotels in Casco Bay Islands on Expedia.com

Find hotels in Casco Bay Islands, ME from ฿1,858

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Casco Bay Islands

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Casco Bay Islands hotels

1. Inn On Peaks Island

2. Holiday Inn Express Hotel & Suites Freeport by IHG

3. Hampton Inn Freeport/Brunswick

4. Embassy Suites by Hilton Portland Maine

5. The Harraseeket Inn & Event House Freeport Downtown

6. Residence Inn by Marriott Portland Downtown/Waterfront

7. AC Hotel Portland Downtown/Waterfront, ME

8. Hilton Garden Inn Freeport Downtown

9. The Freeport Hotel, an Ascend Collection Hotel

10. Best Western Freeport Inn

11. SpringHill Suites by Marriott Freeport Brunswick

12. Holiday Inn Express Hotel & Suites South Portland by IHG

13. Hampton Inn & Suites Portland West

14. Portland Regency Hotel & Spa

15. Cambria Hotel Portland Downtown-Old Port

16. Holiday Inn Portland-By the Bay by IHG

17. Spark by Hilton Freeport

18. Fairfield Inn & Suites by Marriott Brunswick Freeport

19. Portland Harbor Hotel

20. Econo Lodge Freeport - Brunswick Area

Stay near popular Casco Bay Islands attractions

Mackworth Island State Park

Sand Beach

Little John Island Preserve

Fifth Maine Museum

Little Diamond Island

Umbrella Cover Museum

House Island

Learn more about Casco Bay Islands

Top Casco Bay Islands Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Clarion Hotel Portland Airport ME

Clarion Pointe South Portland

Grand Beach Inn

Holiday Inn Portland-By the Bay by IHG

Hampton Inn Portland Downtown - Waterfront

Cambria Hotel Portland Downtown-Old Port

Inn at St John Portland In-Town

More cheap stays in Casco Bay Islands

Clarion Pointe South Portland

Quality Inn & Suites South Portland

Comfort Inn South Portland Airport

Spark by Hilton Portland Airport Maine Mall

Inn at St John Portland In-Town

Clarion Hotel Portland Airport ME

Explore a world of travel with Expedia

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