Bailey Island, ME Vacation Homes from ￥15,449

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

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In two weeks

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In three months

In four months

Our top choices for Bailey Island vacation homes

1. The Freeport Hotel, an Ascend Collection Hotel

Freeport

andrew

￥16,652 total

includes taxes & fees

Aug 18 - Aug 19

2. Holiday Inn Express Hotel & Suites Freeport by IHG

Freeport

Dulany

￥24,305 total

includes taxes & fees

Sep 2 - Sep 3

3. Best Western Freeport Inn

Freeport

Thomas

￥18,386 total

includes taxes & fees

Aug 25 - Aug 26

4. Rodeway Inn & Suites Brunswick near Hwy 1

Brunswick

HENRY

￥15,665 total

includes taxes & fees

Aug 16 - Aug 17

5. Econo Lodge Freeport - Brunswick Area

Freeport

Cathleen

￥16,970 total

includes taxes & fees

Sep 10 - Sep 11

6. Travelers Inn

Brunswick

Susan

￥18,920 total

includes taxes & fees

Sep 2 - Sep 3

7. Hampton Inn Freeport/Brunswick

Freeport

Kimberly

￥26,902 total

includes taxes & fees

Sep 8 - Sep 9

8. Chebeague Island Inn

Chebeague Island

Rob

￥35,691 total

includes taxes & fees

Aug 13 - Aug 14

Room, 2 Queen Beds | Desk, laptop workspace, blackout drapes, iron/ironing board

9. Spark by Hilton Brunswick

Brunswick

Tricia

￥22,631 total

includes taxes & fees

Aug 18 - Aug 19

10. SpringHill Suites by Marriott Freeport Brunswick

Freeport

Kimberly

￥26,220 total

includes taxes & fees

Aug 30 - Aug 31

11. Relax Inn

Brunswick

Deborah

￥15,449 total

includes taxes & fees

Aug 13 - Aug 14

12. Best Western Plus Brunswick Bath

Brunswick

Tonya

￥24,841 total

includes taxes & fees

Sep 8 - Sep 9

Room, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, cribs (free)

13. Days Inn by Wyndham Brunswick Bath Area

Brunswick

Chase

￥22,218 total

includes taxes & fees

Sep 8 - Sep 9

Fairwinds Spa Accessible | Premium bedding, laptop workspace, iron/ironing board, WiFi (free)

14. Sebasco Harbor Resort & Golf Club

Phippsburg

Bradlee

￥42,726 total

includes taxes & fees

Sep 1 - Sep 2

15. Spark by Hilton Freeport

Freeport

Mary

￥22,635 total

includes taxes & fees

Aug 19 - Aug 20

In-room safe, desk, iron/ironing board, cribs (free)

16. Hilton Garden Inn Freeport Downtown

Freeport

Joanmarie

￥28,329 total

includes taxes & fees

Sep 7 - Sep 8

17. The Harraseeket Inn & Event House Freeport Downtown

Freeport

heather

￥36,278 total

includes taxes & fees

Sep 8 - Sep 9

Premium bedding, desk, laptop workspace, blackout drapes

18. Fairfield Inn & Suites by Marriott Brunswick Freeport

Brunswick

Charlene

￥24,197 total

includes taxes & fees

Aug 30 - Aug 31

19. The Brunswick Hotel

Brunswick

Jennifer

￥30,113 total

includes taxes & fees

Sep 8 - Sep 9

Standard Room, 2 Double Beds, Non Smoking | Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

20. Moonlight Inn

Brunswick

Sheila

￥17,028 total

includes taxes & fees

Aug 16 - Aug 17

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Top Bailey Island Hotel Reviews

Quality Inn & Suites South Portland

8/10 Good

"The room was very clean and breakfast had many options. Easy drive into Portland."

The Westin Portland Harborview

10/10 Excellent

"We loved the Harborview! My husband and I took a mini-getaway to Portland so stayed only one night. I wish we had been there longer. It was a nice, clean room with a comfortable bed, and the view was GREAT. Every staff person we encountered was lovely and helpful. I have to say, the elevators were blazing fast. Maybe that's a weird thing to notice, but it was kind of great! No waiting! We ordered room service after plans unexpectedly changed, and it was delicious. Also, the breakfast at the cafe on site was also delicious. My only complaint is that the showers are the rainfall kind, which I hate. But that's not enough for me to get bent out of shape about. Our whole stay was just great and I can't wait to go back! Oh, also, rooftop bar is great! Just closes a bit early. Still, overall the whole place gets an A+ from me."

Portland Regency Hotel & Spa

10/10 Excellent

"The bed was very comfortable and had lots of pillows which I love. I also loved how they offered free bottles of water, which were great after walking around the town. All the staff was very friendly and helpful. It was even nice to have a ride to and from the airport with no worries. Great place to stay. Will definitely stay there again."

Portland Harbor Hotel

8/10 Good

"A lovely historic hotel in the part of town with great restaurants and tourist attractions. Only valet parking is available, and to tip the valet you need to know their name as it is on line via a QR code! Beware technological luddites. As far as the hotel is concerned, we paid (modestly) extra for a "garden view" room. Both the first room they showed us and the one we stayed in, had one small window, oriented 45 degrees to the wall that looked out the window. So, yes, technically it was garden view if you walk up all the way to the window and look askance at the garden, but not sure I would advertise those rooms as garden view. just saying...."

Find out more about Bailey Island

Bailey Island Vacation Homes information

Number of reviews	10,700
Accommodation	565 Vacation Homes
Lowest Price	￥15,449
Highest Price	￥42,726

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Bailey Island vacation homes

1. The Freeport Hotel, an Ascend Collection Hotel

2. Holiday Inn Express Hotel & Suites Freeport by IHG

3. Best Western Freeport Inn

4. Rodeway Inn & Suites Brunswick near Hwy 1

5. Econo Lodge Freeport - Brunswick Area

6. Travelers Inn

7. Hampton Inn Freeport/Brunswick

8. Chebeague Island Inn

9. Spark by Hilton Brunswick

10. SpringHill Suites by Marriott Freeport Brunswick

11. Relax Inn

12. Best Western Plus Brunswick Bath

13. Days Inn by Wyndham Brunswick Bath Area

14. Sebasco Harbor Resort & Golf Club

15. Spark by Hilton Freeport

16. Hilton Garden Inn Freeport Downtown

17. The Harraseeket Inn & Event House Freeport Downtown

18. Fairfield Inn & Suites by Marriott Brunswick Freeport

19. The Brunswick Hotel

20. Moonlight Inn

Find vacation rentals that suit your style

Top Bailey Island Hotel Reviews

Quality Inn & Suites South Portland

Clarion Pointe South Portland

Comfort Inn South Portland Airport

HomeAwhile

The Westin Portland Harborview

Portland Regency Hotel & Spa

Clarion Hotel Portland Airport ME

DoubleTree by Hilton Hotel Portland

Portland Harbor Hotel

Find out more about Bailey Island

Bailey Island Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Bailey Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Bailey Island vacation homes

1. The Freeport Hotel, an Ascend Collection Hotel

2. Holiday Inn Express Hotel & Suites Freeport by IHG

3. Best Western Freeport Inn

4. Rodeway Inn & Suites Brunswick near Hwy 1

5. Econo Lodge Freeport - Brunswick Area

6. Travelers Inn

7. Hampton Inn Freeport/Brunswick

8. Chebeague Island Inn

9. Spark by Hilton Brunswick

10. SpringHill Suites by Marriott Freeport Brunswick

11. Relax Inn

12. Best Western Plus Brunswick Bath

13. Days Inn by Wyndham Brunswick Bath Area

14. Sebasco Harbor Resort & Golf Club

15. Spark by Hilton Freeport

16. Hilton Garden Inn Freeport Downtown

17. The Harraseeket Inn & Event House Freeport Downtown

18. Fairfield Inn & Suites by Marriott Brunswick Freeport

19. The Brunswick Hotel

20. Moonlight Inn

Find vacation rentals that suit your style

Top Bailey Island Hotel Reviews

Quality Inn & Suites South Portland

Find out more about Bailey Island

Bailey Island Vacation Homes information

Explore a world of travel with Expedia