Bailey Island Apartments | Book your Apartment in Bailey Island

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

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Our top choices for Bailey Island apartments

1. Sunset Hideaway on Bailey Island

Harpswell

Susy K.

includes taxes & fees

24 Aug - 25 Aug

2. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Harpswell

Kate K.

includes taxes & fees

21 Sept - 22 Sept

3. Studio Apartment in Freeport

Freeport

Kelly L.

includes taxes & fees

14 Sept - 15 Sept

4. Large suite/private bath/private entrance on quiet street near Thomas Bay

Brunswick

"Susan and Jeff were amazing hosts! There were so kind, thoughtful and welcoming. The suite was extremely spacious, well decorated and very comfortable. We were very close to the Air Show which was the reason for our trip. They gave us great instructions for a short cut to the airfield and amazing dinner recommendations. We could not have chosen a better place to stay. We highly recommend this place!"

Asha

includes taxes & fees

2 Sept - 3 Sept

5. King Size Sun Rise Midcoast Lovely Stay

Topsham

Douglas H.

includes taxes & fees

15 Sept - 16 Sept

6. Modern style in historic building in downtown Bath

Bath

Kristina M.

includes taxes & fees

1 Sept - 2 Sept

7. Downtown Brunswick 1st FL Sun Drenched With Porch

Brunswick

includes taxes & fees

24 Aug - 25 Aug

8. Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick

Andrea L.

includes taxes & fees

30 Aug - 31 Aug

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Top Bailey Island Hotel Reviews

Portland Regency Hotel & Spa

10/10 Excellent

"Had an absolute wonderful stay"

Clarion Pointe South Portland

10/10 Excellent

"Traveled with kids. We had a connecting room. When I called to request the connecting room I had to call five times to get someone. She was not happy to help. With that said, when we got there the staff was wonderful and cheerful. The rooms were clean and comfortable. The breakfast was meh, but there is a restaurant just down the street that had breakfast sandwiches that were sooooooo good, and they were priced REALLY good. Pool was nice. The area is fantastic. It was 20 minutes from old orchard, funtown, and Portland. Very good price for an inexpensive vacation."

Embassy Suites by Hilton Portland Maine

10/10 Excellent

"Embassy Suites always deliver and the Portland, Me location was a top 5 visit. Great facility, clean, all staff were super nice and helpful and the food breakfast and dinner was awesome! We had trouble finding a hotel, and almost didn’t take this location due to the airport. Great location and we never heard anything, not even the jets at the airport. So glad we stayed with Embassy Suites, we’d stay here again while in Portland, ME."

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"This was one of the nicest hotels we’ve stayed in, and we’ve stayed in quite a few. The view from the room was amazing, the staff was very friendly and very helpful for even the smallest questions. They offered information that was helpful to a visitor. One of the best things was the shuttle. It not only goes back-and-forth to the airport, but it will bring you to your dinner reservation and other places on the Peninsula. The staff was so accommodating. I can’t recommend this highly enough."

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews	365
Accommodation	299 Apartments
Lowest Price	AU$188
Highest Price	AU$868

Frequently asked questions

What's it like to stay at an apartment in Bailey Island?

You'll find plenty of places to stay in Bailey Island with 68 hotels and other lodging options. Though there aren't many apartments, we can help you locate accommodation that is similar. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen— just one of the conveniences you might find in an apartment. Even filter by similar properties such as holiday homes, condos or guest houses.

How do you know if an apartment is the right choice for you?

An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families wanting the conveniences of home.

What's the top apartment for my stay in Bailey Island?

Below is a favourite apartment in the area to consider: Oceanfront Studio w/ Private Dock in Harpswell!: Located 5 mi/8.1 km away in Harpswell . Amenities include a patio .

How many apartments are there in Bailey Island?

Expedia has 5 apartments to book in Bailey Island.

What will the weather be like in Bailey Island?

Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay 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.

What are the must-see places to visit in Bailey Island?

Mackerel Cove and Ragged Island are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Land's End Gift Shop. Bailey Island Bridge and Cobwork Bridge are other places to visit while you're in town.

What's the best way to get to and around Bailey Island?

Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Portland, ME (PWM-Portland Intl. Jetport), which is located 17 mi (27.3 km) away. Otherwise, look for flights into Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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Apartments in Bailey Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Bailey Island apartments

1. Sunset Hideaway on Bailey Island

2. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

3. Studio Apartment in Freeport

4. Large suite/private bath/private entrance on quiet street near Thomas Bay

5. King Size Sun Rise Midcoast Lovely Stay

6. Modern style in historic building in downtown Bath

7. Downtown Brunswick 1st FL Sun Drenched With Porch

8. Brunswick Downtown Sugar Cube next to Bowdoin

9. 2King Bed BR Private Apt Downtown Brunswick

10. King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer

11. Private Entrance Residential Portland

12. Sunny Spot with Private Parking.

13. Great suburban location close to town!

14. Willard Beach–Apartment Near Portland & Parks

15. Studio Apartment near downtown Walkable!

16. Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

17. Adorable Portland getaway on the Eastern Promenade

18. Beautiful Delightful 3BR Downtown Brunswick All King Beds

19. Charming Studio apartment with WiFi, AC in welcoming Portland

20. Peaceful & minutes from the Old Port with private parking

Find holiday rentals that suit your style

Top Bailey Island Hotel Reviews

Portland Regency Hotel & Spa

Find out more about Bailey Island

Bailey Island Apartments information

Frequently asked questions

Explore a world of travel with Expedia