Bailey Island Apartments

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

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

1. Sunset Hideaway on Bailey Island

Harpswell

Susy K.

HK$1,527 total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a large island, dark cabinetry, and a view of a lake.

2. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Harpswell

Kate K.

HK$2,651 total

includes taxes & fees

3 Nov - 4 Nov

A modern interior with a dining area, a living room, and a kitchen.

3. Studio Apartment in Freeport

Freeport

Susan S.

HK$1,232 total

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a covered porch, a garage, and a front yard with potted plants.

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

Brunswick

Lucinda

HK$984 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a sofa, a coffee table, a TV, a fireplace, and a kitchen area.

5. 1st FL Downtown Grand Brunswick

Brunswick

william h.

HK$2,232 total

includes taxes & fees

4 Nov - 5 Nov

A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

6. Portland 1-bedroom with enclosed porch & parking

Deering Center

Cricket C.

HK$871 total

includes taxes & fees

27 Oct - 28 Oct

A cozy room with a wooden table, a bench, and a window with a view of a house and greenery.

7. King Size Bed- Super Sweet on Winter Street

Topsham

Anonymous traveller

HK$1,847 total

includes taxes & fees

26 Oct - 27 Oct

A narrow hallway with a window on the right, leading to a room with a visible door.

8. Modern style in historic building in downtown Bath

Bath

Kristina M.

HK$1,736 total

includes taxes & fees

24 Oct - 25 Oct

A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

9. Studio Apartment near downtown Walkable!

West Bayside

Rose

HK$1,181 total

includes taxes & fees

25 Oct - 26 Oct

A spacious kitchen with a large island, bar stools, and a dining area with a sofa.

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

Topsham

Kristen S.

HK$1,965 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.

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

Brunswick

Britta M.

HK$3,062 total

includes taxes & fees

3 Nov - 4 Nov

A dining table with chairs, a potted plant, and decorative items.

12. Willard Beach–Apartment Near Portland & Parks

Willard Beach

Linda

HK$2,407 total

includes taxes & fees

28 Oct - 29 Oct

A spacious living room with a blue sofa, a white chair, a tufted ottoman, and a wooden coffee table.

13. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Brunswick

Darryl T.

HK$4,277 total

includes taxes & fees

27 Oct - 28 Oct

A white two-story house with a symmetrical facade, a central entrance, and a small porch.

14. Historic Bath's, Home Away from Home

Bath

Roberta M.

HK$2,644 total

includes taxes & fees

28 Oct - 29 Oct

A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

15. Great suburban location close to town!

Deering Center

Peter H.

HK$760 total

includes taxes & fees

25 Oct - 26 Oct

A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

16. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Munjoy Hill

Aimee S.

HK$1,813 total

includes taxes & fees

1 Nov - 2 Nov

A room with a white table, a chair, a colorful rug, and a ceiling fan.

17. Walkable near downtown 1 Bedroom

West Bayside

"This room was actually a scary experience. The area was desolate, located across from a huge parking lot with drug addicts surrounding the building. The Uber driver would not leave until I entered because he felt I was unsafe, especially at midnight. The electric locks on both the front door and my room door did not feel secure. There was no deadbolt inside the room for extra security, so I wedged a chair under the door handle to feel safe. Considering the constant commotion outside and the...

Farah

HK$1,223 total

includes taxes & fees

26 Oct - 27 Oct

A street lined with buildings, one with a red door and a sign that reads "MINATO".

18. Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

Kiernan

HK$2,267 total

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with a central island, two stools, skylights, and a view of the outdoors.

19. East End Guesthouse

Munjoy Hill

Ashleigh F.

HK$3,139 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a wooden floor, a green sofa, a coffee table, a TV, a bookshelf, and a window with a view.

20. Downtown Brunswick 1st FL Sun Drenched With Porch

Brunswick

Wendy P.

HK$2,480 total

includes taxes & fees

28 Oct - 29 Oct

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Top Bailey Island Hotel Reviews

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

10/10 Excellent

"Nice and clean room and bathroom"

Clarion Pointe South Portland

8/10 Good

"We knew exactly what we were paying for when we booked this hotel, although judging by some of the other reviews, it seems not everyone had the same expectations. This is an older, budget-friendly hotel, and the price reflects that. Is it fancy? Absolutely not. Is the breakfast anything special? No. Are the amenities impressive? Not particularly. But that’s not what you’re paying for. What you are getting is a clean, safe place to sleep, comfortable enough accommodations, and staff who were incredibly kind, welcoming, and helpful throughout our stay. I think it’s important to have realistic expectations when booking accommodations, especially in an area where hotels can be considerably more expensive. You can’t reasonably expect luxury accommodations at budget prices. Yes, the property is dated and could use some updates, but that doesn’t automatically make it a bad hotel. At the end of the day, we felt safe, had a clean place to sleep, and were treated wonderfully by the staff. For the price we paid, I think that’s perfectly reasonable, and we got exactly what we expected."

The Westin Portland Harborview

10/10 Excellent

"Stayed in a King bed Studio-type room. It was clean upon arrival, checked in easily at the front desk, received 2 breakfast tickets (paid an extra fee on Expedia), and was given complementary apps at their C2 restaurant (non-alcoholic beverages) since we were celebrating our anniversary. There were various breakfast options to choose from at C2 restaurant, and staff were so friendly and helpful. We also checked out Top of the East; their lounge and bar at the top floor. They had a live DJ on Saturday evening."

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews	452
Accommodation	289 Apartments
Lowest Price	HK$760
Highest Price	HK$4,277

Frequently asked questions

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

You can choose from 5 apartments in Bailey Island for your stay.

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 popular apartment in the area to consider: Oceanfront Studio w/ Private Dock in Harpswell!: It's situated in Harpswell , 5 mi/8.1 km away. Includes 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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Great Diamond Island Holiday Rentals

Search 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. 1st FL Downtown Grand Brunswick

6. Portland 1-bedroom with enclosed porch & parking

7. King Size Bed- Super Sweet on Winter Street

8. Modern style in historic building in downtown Bath

9. Studio Apartment near downtown Walkable!

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

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

12. Willard Beach–Apartment Near Portland & Parks

13. Beautiful Delightful 3BR Downtown Brunswick All King Beds

14. Historic Bath's, Home Away from Home

15. Great suburban location close to town!

16. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

17. Walkable near downtown 1 Bedroom

18. Adorable Portland getaway on the Eastern Promenade

19. East End Guesthouse

20. Downtown Brunswick 1st FL Sun Drenched With Porch

Find holiday rentals that suit your style

Top Bailey Island Hotel Reviews

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

Find out more about Bailey Island

Bailey Island Apartments information

Frequently asked questions

Explore a world of travel with Expedia