Bailey Island Holiday Rentals, Maine: Private House Rentals

A rocky shoreline with a boat, a house, and a forest in the background.

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Our top choices for Bailey Island hotels

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

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

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.

1. Travelers Inn

Brunswick

Joseph

Rp1.772.397

Rp1.931.913 total

includes taxes & fees

30 Sept - 1 Oct

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.

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

2. 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 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.

3. The Freeport Hotel, an Ascend Collection Hotel

Freeport

Margaret

Rp1.669.813

Rp1.820.096 total

includes taxes & fees

19 Oct - 20 Oct

A hotel room with two beds, a nightstand, a lamp, and a chair.

A brick building with a central entrance labeled "OFFICE," flanked by windows and a small tree.

A hotel lobby with a reception desk, two patterned armchairs, a small table with a vase of flowers, and wall art.

4. Days Inn by Wyndham Brunswick Bath Area

Brunswick

Debra

Rp2.058.845

Rp2.244.141 total

includes taxes & fees

29 Sept - 30 Sept

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 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.

5. Embassy Suites by Hilton Portland Maine

Portland

Peg

Rp3.077.526

Rp3.404.975 total

includes taxes & fees

29 Oct - 30 Oct

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

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

6. The Brunswick Hotel

Brunswick

Nancy

Rp2.375.013

Rp2.588.764 total

includes taxes & fees

27 Oct - 28 Oct

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

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.

A pool table, bar area, and large windows in a modern indoor space.

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

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

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

Toni

Rp2.493.351

Rp2.717.753 total

includes taxes & fees

25 Oct - 26 Oct

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.

9. Fairfield Inn & Suites by Marriott Brunswick Freeport

Brunswick

James

Rp1.963.064

Rp2.139.739 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A lobby with a reception desk, a clock, a plant, and a round table.

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.

10. Clarion Hotel Portland Airport ME

Portland

Adam

Rp1.668.604

Rp1.846.144 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

11. 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

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

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

12. Best Western Freeport Inn

Freeport

Jonathan

Rp2.040.942

Rp2.224.627 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 modern hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a wall-mounted lamp.

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

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.

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

14. Hampton Inn Freeport/Brunswick

Freeport

Steven

Rp1.967.182

Rp2.144.228 total

includes taxes & fees

25 Oct - 26 Oct

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

A reception area with a wooden desk, a green wall with a geometric design, and a bench.

A two-story hotel with a prominent 'spark by Hilton' sign, a front porch, and a landscaped garden.

A modern kitchenette with a blue cart, a refrigerator, and a microwave.

15. Spark by Hilton Brunswick

Brunswick

Carolin

Rp1.893.779

Rp2.064.219 total

includes taxes & fees

18 Oct - 19 Oct

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

A row of motel rooms with white plastic chairs outside each room.

A building with a large parking area, a small shed, and a signboard.

A compact kitchen with wooden cabinets, a microwave, and a clock on the wall.

16. Moonlight Inn

Brunswick

Kierstan

Rp1.658.713

Rp1.808.024 total

includes taxes & fees

29 Sept - 30 Sept

A modern bathroom with a red bathtub, a fireplace, and a flat-screen TV mounted on the wall.

17. Best Western Plus Brunswick Bath

Brunswick

Bradley

Rp2.130.457

Rp2.322.198 total

includes taxes & fees

29 Oct - 30 Oct

A modern kitchen with a central island, bar stools, a flat-screen TV, and wine bottles on shelves.

A large indoor swimming pool with clear water, surrounded by a tiled floor and walls.

A modern hotel room with a large window, a dining area with a wooden table and chairs, and a sofa with colorful pillows.

A dining area with a long table, a glass jar with fruit slices, and several granola bars on a plate.

18. Hilton Garden Inn Portland Airport

Portland

Catelyn

Rp2.627.802

Rp2.907.400 total

includes taxes & fees

27 Oct - 28 Oct

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 cozy living room with a wooden bench, a fireplace, and a large map on the wall.

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

19. The Harraseeket Inn & Event House Freeport Downtown

Freeport

Carol

Rp3.562.697

Rp3.883.340 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A hotel lobby with a flat-screen TV mounted on the wall, leather armchairs, a small table with a lamp, and a staircase leading to another area.

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

20. Comfort Inn South Portland Airport

South Portland

Albert

Rp1.662.473

Rp1.812.095 total

includes taxes & fees

26 Oct - 27 Oct

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Stay near popular Bailey Island attractions

Bailey Island Bridge

9.2/10 (10 reviews)

The world's only cribstone bridge connects Bailey Island with unique granite slabs that allow tides to flow freely. Drive or walk across this 1926 engineering marvel for spectacular coastal views.

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Land's End Gift Shop

10.0/10 (1 review)

Perched at Bailey Island's southern tip, this charming shop offers an array of Maine-made treasures. Browse two levels of local crafts and speciality foods while enjoying Casco Bay views from the rocky coastline.

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Cobwork Bridge

10.0/10 (1 review)

The Bailey Island Bridge's unique granite cribstone design allows tides to flow freely through its structure. Drive across this engineering marvel for stunning Casco Bay views—America's only bridge of its kind.

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Learn more about Bailey Island

Hike the Giant's Stairs trail along the rocky coastline for dramatic views of Casco Bay. Seafood lovers shouldn't miss lobster rolls at Cook's Lobster & Ale House on the island's southern tip.

See all hotels in Bailey Island

A green netted buoy attached to a wooden post by a curved metal hook, with a wooden fence and a body of water in the background.

Top Bailey Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Great location! Helpful staff"

Portland Regency Hotel & Spa

10/10 Excellent

"This hotel was amazing. Staff was phenomenal. We’ll be back to visit again soon."

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."

Embassy Suites by Hilton Portland Maine

10/10 Excellent

"Staff was wonderful"

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent

"The staff, rooms ,parking were all top quality ! highly recommend staying at this hilton !"

More cheap stays in Bailey Island

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

Rp913.053

Rp995.228 total

27 Oct - 28 Oct

includes taxes & fees

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

7.8/10 Good! (1,802 reviews)

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

6.4/10 (1,145 reviews)

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

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Rp1.668.604

Rp1.846.144 total

25 Oct - 26 Oct

includes taxes & fees

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

Frequently asked questions

What's the best place to stay in Bailey Island?

Located 17.7 mi (28.4 km) from the heart of Bailey Island, Quality Inn & Suites South Portland is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel and Clarion Hotel Portland Airport ME. See all available top hotels, or vacation rentals in Bailey Island.

If I need to cancel my hotel reservation in Bailey Island, will I receive a refund?

Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Bailey Island.

What's the best hotel to stay near the beach in Bailey Island?

BAILEY ISLAND MOTEL is a top hotel with a seasonal outdoor pool and free WiFi, and it's located close to the beach . See more stays near the beach in Bailey Island.

What are some accommodation options with pools in Bailey Island?

Clarion Hotel Portland Airport ME: Hotel located near Cross Insurance Arena. Provides free self parking, a pool and complimentary wireless Internet access. Clarion Pointe South Portland and Fireside Inn & Suites Portland are a couple of other choices that feature an on-site pool. View all hotels with pools in Bailey Island.

What is staying in Bailey Island like?

Visitors can enjoy all that Bailey Island has to offer, including the shopping, seafood restaurants and local tours. Tourists can also enjoy so much more including its monuments. In Bailey Island, there are 73 hotels and other accommodation options to choose from. Find out more about Bailey Island.

What should I do while I'm visiting Bailey Island?

Landmarks like Bailey Island Bridge and Cobwork Bridge might be worth a visit. A couple of additional sights to add to your itinerary are Mackerel Cove and Land's End Gift Shop. Take a look at what more there is to see and do in Expedia's Bailey Island guide.

What's the weather like in Bailey 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 Bailey 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 Bailey Island on Expedia.com

Find hotels in Bailey Island, ME from Rp1.736.770

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Bailey Island

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Bailey Island hotels

1. Travelers Inn

2. Holiday Inn Express Hotel & Suites Freeport by IHG

3. The Freeport Hotel, an Ascend Collection Hotel

4. Days Inn by Wyndham Brunswick Bath Area

5. Embassy Suites by Hilton Portland Maine

6. The Brunswick Hotel

7. Tru by Hilton Portland Airport Area

8. Hilton Garden Inn Freeport Downtown

9. Fairfield Inn & Suites by Marriott Brunswick Freeport

10. Clarion Hotel Portland Airport ME

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

12. Best Western Freeport Inn

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

14. Hampton Inn Freeport/Brunswick

15. Spark by Hilton Brunswick

16. Moonlight Inn

17. Best Western Plus Brunswick Bath

18. Hilton Garden Inn Portland Airport

19. The Harraseeket Inn & Event House Freeport Downtown

20. Comfort Inn South Portland Airport

Stay near popular Bailey Island attractions

Bailey Island Bridge

Land's End Gift Shop

Cobwork Bridge

Learn more about Bailey Island

Top Bailey Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

Portland Regency Hotel & Spa

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

Cambria Hotel Portland Downtown-Old Port

Embassy Suites by Hilton Portland Maine

Spark by Hilton Portland Airport Maine Mall

More cheap stays in Bailey Island

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

Frequently asked questions

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