Chebeague Island Holiday Rentals, Maine: Private House Rentals

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Our top choices for Chebeague Island hotels

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

1. Spark by Hilton Freeport

Freeport

Paul

2.436.541 ₫

2.655.830 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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.

2. Holiday Inn Express Hotel & Suites Freeport by IHG

Freeport

Marvin

2.468.765 ₫

2.690.954 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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 modern living room with a grey sofa, a coffee table, and a decorative plant.

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

3. Best Western Freeport Inn

Freeport

Robert

2.890.794 ₫

3.150.965 ₫ 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 hotel room with two beds, a large framed picture of a lighthouse, and a view of boats.

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.

4. The Freeport Hotel, an Ascend Collection Hotel

Freeport

Margaret

2.423.807 ₫

2.641.950 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

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.

A cozy lounge area with a fireplace, comfortable seating, and a bar with wooden stools.

5. Inn at Diamond Cove

Portland

Mikael

6.993.102 ₫

8.613.885 ₫ total

includes taxes & fees

8 Oct - 9 Oct

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

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

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

An outdoor patio with a row of tables and chairs, a green umbrella, and a wooden fence.

6. Hampton Inn Freeport/Brunswick

Freeport

Steven

2.706.286 ₫

2.949.851 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

7. Hilton Garden Inn Freeport Downtown

Freeport

Moira

2.727.596 ₫

2.973.080 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

8. The Harraseeket Inn & Event House Freeport Downtown

Freeport

Carol

3.352.323 ₫

3.654.032 ₫ total

includes taxes & fees

1 Nov - 2 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.

9. Econo Lodge Freeport - Brunswick Area

Freeport

Margaret

2.219.810 ₫

2.419.593 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

A reception area with a wooden counter, a wall with text, and a vending machine.

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

10. SpringHill Suites by Marriott Freeport Brunswick

Freeport

Vilma

2.913.143 ₫

3.175.326 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

A hot tub area with a tiled floor, a wooden bench, a potted plant, and towels on a rack.

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

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

11. Portland Regency Hotel & Spa

Downtown Portland

SHELBY

3.481.738 ₫

3.852.313 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

A modern lobby with a geometric wall design, seating area, and a large abstract artwork.

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

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

12. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

Sharion

2.889.754 ₫

3.905.326 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

A dining area with round tables and chairs, a view of the garden through large windows, and a cozy atmosphere.

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

13. Portland Harbor Hotel

Downtown Portland

Teresa

4.399.340 ₫

5.858.834 ₫ total

includes taxes & fees

1 Nov - 2 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 bar area with stools, a counter, and a herringbone-patterned wall.

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

14. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Tim

3.066.466 ₫

3.392.738 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

15. Embassy Suites by Hilton Portland Maine

Portland

Andrew

3.241.589 ₫

3.586.495 ₫ total

includes taxes & fees

1 Nov - 2 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.

16. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Paul

3.170.414 ₫

3.507.746 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A modern living room with a fireplace, a round wooden table, a chair, and a vase with flowers.

A restaurant interior with wooden tables, chairs, and a high ceiling with exposed beams.

A modern hotel room with a sofa, armchairs, a flat-screen TV, a lamp, and a window with curtains.

17. The Brunswick Hotel

Brunswick

Nancy

2.607.016 ₫

2.841.647 ₫ total

includes taxes & fees

4 Nov - 5 Nov

A restaurant with long tables, chairs, and hanging plants.

A wooden table with wine bottles and a framed certificate, surrounded by chairs and hanging light fixtures in a modern interior with large windows and plant decorations.

A modern interior with a curved reception desk, a wooden shelving unit with various decorative items, and a large window providing natural light.

A modern living room with a large window, a chandelier, a sofa, two armchairs, a coffee table, and a side table with a lamp.

18. The Federal

Brunswick

Linda

3.293.852 ₫

3.590.364 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

A bar area with a black countertop, blue bar stools, and a variety of bottles and glasses.

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

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

19. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Jeetindra

3.352.323 ₫

3.709.010 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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.

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

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

20. Clarion Hotel Portland Airport ME

Portland

Leonard

1.840.009 ₫

2.035.786 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Learn more about Chebeague Island

Rent bikes to explore this peaceful island's rocky beaches and historic 1920s inn, where fresh lobster awaits. Take the passenger ferry from Cousins Island for a day trip, then kayak along the quiet coastline or hike wooded trails.

See all hotels in Chebeague Island

A calm harbor with several sailboats anchored in the water.

Top Chebeague Island Hotel Reviews

Clarion Hotel Portland Airport ME

10/10 Excellent

"Close to the bus/train station."

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

10/10 Excellent

"The pillows were too fluffy though so I woke up with headaches unless I used a flatter pillow. I’m also allergic to maple and that’s the syrup they have so I had to bring my own. Unfortunately the laundry hours are 9-7pm, which to me is not enough hours of operation since getting to the hotel in the evening has us missing the evening time and since check out time is 11am, that kind of cuts it close for washing, drying, and packing. An 8-8 pm system would be better. Other than that that, they replenished towels, soap, made the beds when asked, and the staff was friendly! Very clean, friendly, and I can’t rave enough about how comfortable the beds were!!!"

DoubleTree by Hilton Hotel Portland

10/10 Excellent

"Staff was friendly"

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

10/10 Excellent

"Location was good; close to downtown, but not walkable. Room was clean; public areas did not feel as clean. Breakfast options were fine but not extensive, and the same both days we were there. Had to pay for parking, which was a surprise."

Inn at St John Portland In-Town

8/10 Good

"Limited parking close to the building was an issue. I had to wait for a parking spot.Also some hot choice for the breakfast buffet would have been appreciated."

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"Good hotel, I would stay here again."

Grand Beach Inn

10/10 Excellent

"Great little spot, perfect beach walk"

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Very friendly and professional staff in the lobby. Portland Wharf has great restaurants and beautiful views in Downtown"

More cheap stays in Chebeague Island

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

1.325.337 ₫

1.444.617 ₫ total

2 Nov - 3 Nov

includes taxes & fees

7.2/10 Good! (888 reviews)

Quality Inn & Suites South Portland

738 Main Street South Portland ME

1.787.906 ₫

1.948.817 ₫ total

1 Nov - 2 Nov

includes taxes & fees

6.4/10 (1,151 reviews)

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

1.852.093 ₫

2.018.782 ₫ total

4 Nov - 5 Nov

includes taxes & fees

8.4/10 Very good! (2,395 reviews)

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

1.840.009 ₫

2.035.786 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,739 reviews)

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

1.896.531 ₫

2.067.219 ₫ total

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (1,820 reviews)

Inn at St John Portland In-Town

939 Congress St Portland ME

2.319.340 ₫

2.528.080 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,135 reviews)

Hotels in Chebeague Island with star rating

Frequently asked questions

What's the seasonal weather like in Chebeague Island?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chebeague Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

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Book Hotels in Chebeague Island on Expedia.com

Find hotels in Chebeague Island, ME from 1.444.617 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chebeague Island

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chebeague Island hotels

1. Spark by Hilton Freeport

2. Holiday Inn Express Hotel & Suites Freeport by IHG

3. Best Western Freeport Inn

4. The Freeport Hotel, an Ascend Collection Hotel

5. Inn at Diamond Cove

6. Hampton Inn Freeport/Brunswick

7. Hilton Garden Inn Freeport Downtown

8. The Harraseeket Inn & Event House Freeport Downtown

9. Econo Lodge Freeport - Brunswick Area

10. SpringHill Suites by Marriott Freeport Brunswick

11. Portland Regency Hotel & Spa

12. Cambria Hotel Portland Downtown-Old Port

13. Portland Harbor Hotel

14. Residence Inn by Marriott Portland Downtown/Waterfront

15. Embassy Suites by Hilton Portland Maine

16. AC Hotel Portland Downtown/Waterfront, ME

17. The Brunswick Hotel

18. The Federal

19. Hyatt Place Portland Downtown - Old Port Square

20. Clarion Hotel Portland Airport ME

Learn more about Chebeague Island

Top Chebeague Island Hotel Reviews

Clarion Hotel Portland Airport ME

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

DoubleTree by Hilton Hotel Portland

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

Inn at St John Portland In-Town

Spark by Hilton Portland Airport Maine Mall

Grand Beach Inn

Holiday Inn Portland-By the Bay by IHG

More cheap stays in Chebeague Island

Clarion Pointe South Portland

Quality Inn & Suites South Portland

Comfort Inn South Portland Airport

Clarion Hotel Portland Airport ME

Spark by Hilton Portland Airport Maine Mall

Inn at St John Portland In-Town

Hotels in Chebeague Island with star rating

Frequently asked questions

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