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

Apartments in Bailey Island

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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

Sunset Hideaway on Bailey Island
Harpswell
8.8 out of 10, Excellent, (6 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is NZ$389
includes taxes & fees
8 Oct - 9 Oct
Sunset Hideaway on Bailey Island
A modern kitchen with a large island, dark cabinetry, and a view of a lake.

2. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Harpswell
10.0 out of 10, Exceptional, (3 reviews)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
The price is NZ$598
includes taxes & fees
3 Nov - 4 Nov
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
A wooden house with a deck and a stone pathway leading to a grassy area.

3. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is NZ$381
includes taxes & fees
20 Oct - 21 Oct
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A modern interior with a dining area, a living room, and a kitchen.

4. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"The bed was the most comfortable I have ever slept on! Lovely large warm open room. I appreciated the coffee/tea options, and the condiments in the fridge. There was a white noise machine in the room though we did not use it."
United States
Susan S.
The price is NZ$324
includes taxes & fees
2 Nov - 3 Nov
Studio Apartment in Freeport
A two-story house with a covered porch, a garage, and a front yard with potted plants.

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

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (172 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is NZ$223
includes taxes & fees
3 Nov - 4 Nov
Large suite/private bath/private entrance on quiet street near Thomas Bay
A modern kitchen with white cabinets, a wooden dining table, and a vase with green leaves.

6. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (18 reviews)
"Perfect for a my husband and I. Close to everything!"
United States
Tabcline S.
The price is NZ$463
includes taxes & fees
5 Oct - 6 Oct
King Size Sun Rise Midcoast Lovely Stay
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

7. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 reviews)
"As expected."
United States
Lance
The price is NZ$198
includes taxes & fees
5 Oct - 6 Oct
Portland 1-bedroom with enclosed porch & parking
A living room with a sofa, a coffee table, a TV, a fireplace, and a kitchen area.

8. 1st FL Downtown Grand Brunswick

1st FL Downtown Grand Brunswick
Brunswick
The price is NZ$532
includes taxes & fees
2 Nov - 3 Nov
1st FL Downtown Grand Brunswick
A modern kitchen with a dishwasher, a dining area with chairs, and a red refrigerator.

9. 2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
8.4 out of 10, Very good, (15 reviews)
"Clean convenient location and quiet with comfortable beds. Just what we needed. "
United States
caralyn g.
The price is NZ$535
includes taxes & fees
12 Oct - 13 Oct
2King Bed BR Private Apt Downtown Brunswick
A narrow hallway with a window on the right, leading to a room with a visible door.

10. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is NZ$396
includes taxes & fees
5 Oct - 6 Oct
Modern style in historic building in downtown Bath
A spacious kitchen with a large island, bar stools, and a dining area with a sofa.

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

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Topsham
9.6 out of 10, Exceptional, (7 reviews)
"Perfect place and location for visiting Bowdoin."
United States
Kristen S.
The price is NZ$550
includes taxes & fees
28 Oct - 29 Oct
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

12. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (1 review)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
The price is NZ$173
includes taxes & fees
25 Oct - 26 Oct
Great suburban location close to town!
A modern living room with a grey sofa, a small glass table, and a woven rug. There is a kitchen area with a white countertop and hanging lights.

13. Willard Beach: Cozy Apartment with a King Size Bed

Willard Beach: Cozy Apartment with a King Size Bed
Willard Beach
10.0 out of 10, Exceptional, (2 reviews)
"Lovely and quiet. Just what I had hoped for. "
United States
Heather R.
The price is NZ$541
includes taxes & fees
29 Oct - 30 Oct
Willard Beach: Cozy Apartment with a King Size Bed
A spacious living room with a blue sofa, a white chair, a tufted ottoman, and a wooden coffee table.

14. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (26 reviews)
"This was just what we needed and close to everything we were doing!"
United States
Darryl T.
The price is NZ$943
includes taxes & fees
25 Oct - 26 Oct
Beautiful Delightful 3BR Downtown Brunswick All King Beds
A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.

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

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.6 out of 10, Exceptional, (34 reviews)
"Perfect for what we needed for the week. All that was missing was some oven mitts and maybe a pair of scissors but we made it work!! Great little spot - thank you!! "
United States
Britta M.
The price is NZ$726
includes taxes & fees
2 Nov - 3 Nov
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

16. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (21 reviews)
"I will admit the location and surrounding areas are a bit sketchy, but, once inside, we felt super secure. There are multiple doors and gates with locks to ensure safety. Place was clean and had everything we needed for a quick stay."
United States
Krysta
The price is NZ$268
includes taxes & fees
1 Nov - 2 Nov
Studio Apartment near downtown Walkable!
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

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

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (29 reviews)
"Loved this spot and would stay again. Had everything you needed and a great location. Cute little attic spot but nice and cool."
United States
Emily N.
The price is NZ$400
includes taxes & fees
1 Nov - 2 Nov
Charming Studio apartment with WiFi, AC in welcoming Portland
A white two-story house with a symmetrical facade, a central entrance, and a small porch.

18. Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
9.0 out of 10, Wonderful, (4 reviews)
"My husband and I stayed at this property with our adult daughter and found it to be a quiet and comfortable place. It was very convenient to the downtown area and waterfront; within walking distance for those who do not have any disabilities, but adequate parking for anyone needing to use a car also."
United States
Roberta M.
Historic Bath's, Home Away from Home
A room with a white table, a chair, a colorful rug, and a ceiling fan.

19. Walkable near downtown 1 Bedroom

Walkable near downtown 1 Bedroom
West Bayside
4.4 out of 10, (7 reviews)
"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...
United States
Farah
The price is NZ$259
includes taxes & fees
5 Oct - 6 Oct
Walkable near downtown 1 Bedroom
A street lined with buildings, one with a red door and a sign that reads "MINATO".

20. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (149 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is NZ$505
includes taxes & fees
26 Oct - 27 Oct
Adorable Portland getaway on the Eastern Promenade
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bailey Island Hotel Reviews

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"Coffee and cookies 24/7 was nice"
David J 1-night trip
Posted less than an hour ago
Inn at St John Portland In-Town

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews
494
Accommodation
289 Apartments
Lowest Price
NZ$173
Highest Price
NZ$943

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.