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 large bed, two bedside tables with lamps, a round table with chairs, and a grey sofa.

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

Rp4.382.654

Rp4.777.057 total

includes taxes & fees

12 Oct - 13 Oct

A large, multi-story building with a central courtyard, featuring a fire pit and outdoor seating area.

A spacious living room with a fireplace, two armchairs, a coffee table, and a dining area with chairs and a table.

A beach with a wooden staircase leading down to the shore, surrounded by trees and a calm body of water.

A pool area with lounge chairs and a building with multiple levels and outdoor seating.

2. Inn at Diamond Cove

Portland

Mikael

Rp4.817.697

Rp5.934.289 total

includes taxes & fees

1 Oct - 2 Oct

An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.

A bar with wooden floors and hanging lights, bar stools, and a variety of bottles on shelves.

A beach with clear skies, calm water, and a distant ship.

A cozy room with wooden ceilings, floral-patterned armchairs, a leather sofa, and a small table.

3. Chebeague Island Inn

Chebeague Island

Sarah

Rp3.664.744

Rp4.394.028 total

includes taxes & fees

29 Sept - 30 Sept

A modern hotel lobby with a central seating area, a reception desk, and a kitchen in the background.

A modern hotel with a blue facade and a stone accent wall.

A reception area with a wooden reception desk, a welcome mat, and a seating area with chairs and tables.

A spacious lobby with a reception desk, seating area, and large windows offering a view of the outdoors.

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

South Portland

Kris

Rp1.506.537

Rp1.642.125 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 hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.

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.

5. Embassy Suites by Hilton Portland Maine

Portland

Peg

Rp3.077.526

Rp3.404.975 total

includes taxes & fees

29 Oct - 30 Oct

A Travelers Inn with a white exterior, green trim, and a prominent sign.

A balcony with potted flowers and a tiled floor.

A hotel lobby with a reception desk, a dining area with a table and chairs, a potted plant, and a view of the street through large windows.

A cozy kitchen with a coffee machine, a dining area with chairs, and large windows with curtains.

6. Travelers Inn

Brunswick

Joseph

Rp1.772.397

Rp1.931.913 total

includes taxes & fees

30 Sept - 1 Oct

A modern food court with a central counter, refrigerated display, and seating area.

A modern hotel reception area with a curved desk, a digital display, and a view of the outside.

A modern lounge area with seating arrangements, tables, and decorative lighting fixtures.

A modern kiosk with a variety of snacks and beverages, a sign for a 24/7 market, and a breakfast area with a view of the cityscape.

7. Tru by Hilton Portland Airport Area

South Portland

Kateryna

Rp2.491.561

Rp2.715.802 total

includes taxes & fees

26 Oct - 27 Oct

A spacious lobby with a sofa, chairs, a coffee table, and a TV.

An indoor swimming pool with clear lane markings, a seating area with chairs, and potted plants.

A hotel dining area with multiple wooden tables and chairs, a patterned carpet, and wall-mounted artwork depicting coastal scenes.

A bar area with wooden bar stools, a television, and a liquor display. There are red chairs and a small table with a glass top.

8. Clarion Hotel Portland Airport ME

Portland

Adam

Rp1.668.604

Rp1.846.144 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

A modern bar area with seating and a bar counter.

9. Holiday Inn Portland-By the Bay by IHG

Downtown Portland

Zoe

Rp2.631.741

Rp2.911.758 total

includes taxes & fees

29 Oct - 30 Oct

A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

A modern living room with a fireplace, comfortable seating, and a flat-screen TV.

A hotel room with a large bed, a desk with a flat-screen TV, a bathroom with a sink and mirror, and a door leading to another room.

A hotel lobby with a sofa, chairs, a TV, and a breakfast sign.

10. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Portland

Joseph

Rp2.023.934

Rp2.239.280 total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with clear glass walls, lounge chairs, and potted plants.

A spacious lobby with a stone fireplace, red and blue upholstered seating, and a patterned carpet.

A covered outdoor patio with a pool, green metal chairs, and a wooden pergola.

A hot tub with a metal ladder, a clock on the wall, and a view of the room with chairs and a table.

11. Fireside Inn & Suites Portland

Nasons Corner

Cha

Rp1.772.397

Rp1.961.095 total

includes taxes & fees

18 Oct - 19 Oct

A Courtyard by Marriott hotel with a modern design, featuring a brick facade, multiple windows, and a covered entrance area.

A modern bar area with a counter, stools, and a menu display.

A modern hotel lobby with a curved seating area, a flat-screen TV, and a large window with sheer curtains.

A modern indoor swimming pool with clear water, a diving board, and a sunlit area with lounge chairs.

12. Courtyard by Marriott Portland Airport

South Portland

Maris

Rp2.205.650

Rp2.404.159 total

includes taxes & fees

26 Oct - 27 Oct

A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.

A bar area with a polished granite countertop, a variety of liquor bottles, a fruit bowl, and blue upholstered bar stools.

A modern hotel with a dark facade, multiple windows, and a visible sign for 'Hyatt Place'.

A modern hotel room with a large bed, a desk, and a TV.

13. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Jeetindra

Rp2.721.256

Rp3.010.798 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with two beds, a desk, a TV, and a window with curtains.

A hotel entrance with a covered walkway, a central door, and a brick-paved area.

A spacious lobby with a checkered floor, seating areas, a fireplace, and a TV mounted on the wall.

A modern living room with a sofa, a dining table with chairs, a kitchen area with cabinets and a microwave, and a painting on the wall.

14. Saco Bay Hotel

Saco

Joseph

Rp1.756.284

Rp1.914.350 total

includes taxes & fees

29 Sept - 30 Sept

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 bar area with stools, a counter, and a herringbone-patterned wall.

15. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Tim

Rp3.025.607

Rp3.347.532 total

includes taxes & fees

25 Oct - 26 Oct

A gym with treadmills, elliptical machines, and exercise balls, large windows, and a modern ceiling design.

A modern room with a round glass table, four grey chairs, a large window with a view, a framed picture on the wall, and a potted plant.

A reception area with a wooden ceiling, a reception desk, and a glass door entrance.

A modern living room with a sofa, coffee table, and a kitchen area with a sink and cabinets.

16. HomeAwhile

Scarborough

anna

Rp2.422.276

Rp2.640.334 total

includes taxes & fees

12 Oct - 13 Oct

A modern outdoor seating area with a circular fire pit, surrounded by black wicker chairs and a covered patio.

A modern hotel lobby with sofas, tables, and a large window.

A hotel room with two beds, a desk, a chair, a TV, and a large window.

17. TownePlace Suites by Marriott Portland Airport ME

South Portland

Mia

Rp2.560.129

Rp2.790.540 total

includes taxes & fees

26 Oct - 27 Oct

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

A modern dining area with round tables and chairs, a coffee station, and a view of the city.

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

18. Holiday Inn Express Hotel & Suites Freeport by IHG

Freeport

Tiffany N

Rp1.987.233

Rp2.166.084 total

includes taxes & fees

26 Oct - 27 Oct

A spacious living area with two blue armchairs, a small white table, and a large window with blinds.

A modern kitchen with white cabinets, a granite countertop, and various appliances including a coffee maker, waffle maker, and hot water dispenser.

An outdoor seating area with metal chairs and a round table, surrounded by greenery and a brick building in the background.

A hotel room with two beds, a desk, a TV, and a large window with curtains.

19. Comfort Inn South Portland Airport

South Portland

Albert

Rp1.662.473

Rp1.812.095 total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel lobby with a seating area, tables, and a reception desk.

A hotel room with a desk, a sofa, a dining table, and a bed.

A modern hotel reception area with a digital check-in station, a minibar, and a self-service beverage machine.

A modern kitchen with a microwave, sink, and dishwasher. There is a dining area with a table and chairs. The room has a large window and a bed in the background.

20. Home2 Suites by Hilton Portland Airport

South Portland

Douglas

Rp2.199.384

Rp2.397.328 total

includes taxes & fees

25 Oct - 26 Oct

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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 Sand Beach and Little John Island Preserve 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

Fireside Inn & Suites Portland

8/10 Good

"It was okay! Never found the hot tub! Staff was great!"

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

10/10 Excellent

"Nice location about 15 minutes outside of the main hub. Solid breakfast, price, and place to stay."

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"The water pressure wasn’t the best and the pillows were pretty soft but other than that, it was a nice stay"

Portland Harbor Hotel

10/10 Excellent

"Very friendly staff. Great location. Enjoyed our stay."

Embassy Suites by Hilton Portland Maine

10/10 Excellent

"Nice staff, clean rooms, good breakfast."

Inn at St John Portland In-Town

8/10 Good

"Room was adequate for one overnight. I understood the room size requirements, but the furniture made the space feel cramped. I was also aware there was no elevator, but that being said, theres not really a space between floors for you to stop and catch your breath on. Also it had a mild musty smell. Breakfast was bare bones but was included so thats fine. Quick 10 minutes from the airport which was nice."

Clarion Pointe South Portland

10/10 Excellent

"For our purpose the location was perfect. The room was large and nicely done. Comfortable beds. Breakfast was the usual fair, adequate. pool was very nice. The best part was that it has a GREAT casual restaurant connected to the hotel, Coopersmith. We have already booked for the end of Oct. Thank you for a great stay. Heather and Jim"

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8/10 Good

"Ten bucks extra to park a car at the hotel I am renting is pretty ridiculous. Overall though. Ok hotel. Centrally located."

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Perfect spot, right in the heart of Portland. Everything is walkable on the peninsula. Room was clean and staff were helpful."

More cheap stays in Casco Bay Islands

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

Rp913.053

Rp995.228 total

27 Oct - 28 Oct

includes taxes & fees

7.2/10 Good! (864 reviews)

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

Rp1.306.561

Rp1.424.152 total

25 Oct - 26 Oct

includes taxes & fees

Quality Inn & Suites South Portland

738 Main Street South Portland ME

Rp1.475.207

Rp1.607.975 total

25 Oct - 26 Oct

includes taxes & fees

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

Rp1.662.473

Rp1.812.095 total

26 Oct - 27 Oct

includes taxes & fees

8.4/10 Very good! (2,398 reviews)

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Rp1.668.604

Rp1.846.144 total

25 Oct - 26 Oct

includes taxes & fees

8.2/10 Very good! (1,730 reviews)

Inn at St John Portland In-Town

939 Congress St Portland ME

Rp2.269.205

Rp2.473.433 total

5 Oct - 6 Oct

includes taxes & fees

8.6/10 Excellent! (1,147 reviews)

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Find hotels in Casco Bay Islands, ME from Rp995.228

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

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Our top choices for Casco Bay Islands hotels

1. Inn On Peaks Island

2. Inn at Diamond Cove

3. Chebeague Island Inn

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

5. Embassy Suites by Hilton Portland Maine

6. Travelers Inn

7. Tru by Hilton Portland Airport Area

8. Clarion Hotel Portland Airport ME

9. Holiday Inn Portland-By the Bay by IHG

10. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

11. Fireside Inn & Suites Portland

12. Courtyard by Marriott Portland Airport

13. Hyatt Place Portland Downtown - Old Port Square

14. Saco Bay Hotel

15. Residence Inn by Marriott Portland Downtown/Waterfront

16. HomeAwhile

17. TownePlace Suites by Marriott Portland Airport ME

18. Holiday Inn Express Hotel & Suites Freeport by IHG

19. Comfort Inn South Portland Airport

20. Home2 Suites by Hilton Portland Airport

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

Fireside Inn & Suites Portland

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

Hampton Inn Portland Downtown - Waterfront

Portland Harbor Hotel

Embassy Suites by Hilton Portland Maine

Inn at St John Portland In-Town

Clarion Pointe South Portland

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Cambria Hotel Portland Downtown-Old Port

More cheap stays in Casco Bay Islands

Clarion Pointe South Portland

Spark by Hilton Portland Airport Maine Mall

Quality Inn & Suites South Portland

Comfort Inn South Portland Airport

Clarion Hotel Portland Airport ME

Inn at St John Portland In-Town

Explore a world of travel with Expedia

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