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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Bailey Island apartments

Private kitchen

1. 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$720
includes taxes & fees
31 Aug - 1 Sept
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Exterior

2. 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, (163 reviews)
"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!"
United States
Asha
The price is NZ$275
includes taxes & fees
2 Sept - 3 Sept
Large suite/private bath/private entrance on quiet street near Thomas Bay
Interior

3. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"Was pet friendly, as pictured. Very nice"
United States
Kelly L.
The price is NZ$364
includes taxes & fees
14 Sept - 15 Sept
Studio Apartment in Freeport
Dining

4. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (17 reviews)
"Great location surroundings a little unkept but tis the spring cleanup season. Excellent accommodation and located near town shopping but quiet neighborhood"
United States
Douglas H.
The price is NZ$512
includes taxes & fees
20 Aug - 21 Aug
King Size Sun Rise Midcoast Lovely Stay
TV

5. Great suburban location close to town!

Great suburban location close to town!
Deering Center
The price is NZ$333
includes taxes & fees
13 Sept - 14 Sept
Great suburban location close to town!
1 bedroom, WiFi, bed sheets

6. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very good, (14 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$308
includes taxes & fees
1 Sept - 2 Sept
Studio Apartment near downtown Walkable!
Interior

7. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (10 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$384
includes taxes & fees
2 Sept - 3 Sept
Modern style in historic building in downtown Bath
TV

8. Downtown Brunswick 1st FL Sun Drenched With Porch

Downtown Brunswick 1st FL Sun Drenched With Porch
Brunswick
The price is NZ$584
includes taxes & fees
25 Aug - 26 Aug
Downtown Brunswick 1st FL Sun Drenched With Porch
TV

9. Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick Downtown Sugar Cube next to Bowdoin
Brunswick
8.6 out of 10, Excellent, (9 reviews)
"Had a great overnight here with my mother as a Mother’s Day trip. Size was perfect for the two of us. Easy walk to town. Had a lovely stay!"
United States
Andrea L.
The price is NZ$584
includes taxes & fees
31 Aug - 1 Sept
Brunswick Downtown Sugar Cube next to Bowdoin
Interior

10. 2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
8.6 out of 10, Excellent, (14 reviews)
"It was clean. Not a lot of direction. Nice walking distance to everything."
United States
Stacy
The price is NZ$566
includes taxes & fees
14 Sept - 15 Sept
2King Bed BR Private Apt Downtown Brunswick
Interior

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

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Topsham
9.2 out of 10, Wonderful, (5 reviews)
"Very clean, new, and modern. Only complaint is there could be a lot more kitchen utensils (ie. cheese grater, measuring cups/spoons, more pots/pans/mixing bowls. And more availability of blankets/pillows/garbage bags etc. Otherwise a beautiful spot in a great location! "
Canada
Ellen
The price is NZ$552
includes taxes & fees
1 Sept - 2 Sept
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
TV

12. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.6 out of 10, Excellent, (9 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is NZ$225
includes taxes & fees
2 Sept - 3 Sept
Private Entrance Residential Portland
Interior

13. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (5 reviews)
"Excellent in every way."
United States
Robert B.
The price is NZ$569
includes taxes & fees
16 Sept - 17 Sept
Willard Beach–Apartment Near Portland & Parks
Interior

14. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (31 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is NZ$547
includes taxes & fees
10 Sept - 11 Sept
Sunny Spot with Private Parking.
Smart TV

15. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (24 reviews)
"This was just what we needed and close to everything we were doing!"
United States
Darryl T.
The price is NZ$1,075
includes taxes & fees
25 Aug - 26 Aug
Beautiful Delightful 3BR Downtown Brunswick All King Beds
Coffee/tea maker, fridge, microwave, oven

16. 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, (33 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$838
includes taxes & fees
7 Sept - 8 Sept
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Interior

17. Downtown Brunswick New Look Old Charm Next to Bowdoin

Downtown Brunswick New Look Old Charm Next to Bowdoin
Brunswick
9.8 out of 10, Exceptional, (22 reviews)
"We really enjoyed our visit with family and friends and the location was perfect for what we needed. "
United States
Eliza
The price is NZ$781
includes taxes & fees
27 Aug - 28 Aug
Downtown Brunswick New Look Old Charm Next to Bowdoin
Exterior detail

18. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (140 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is NZ$529
includes taxes & fees
15 Sept - 16 Sept
Adorable Portland getaway on the Eastern Promenade
Interior

19. 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, (24 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is NZ$560
includes taxes & fees
17 Sept - 18 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland
Outdoor dining

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

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (11 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is NZ$669
includes taxes & fees
17 Sept - 18 Sept
Peaceful & minutes from the Old Port with private parking
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

Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"It was good place to have."
Yuliia 1-night trip
Posted 4 hours ago
Best Western Merry Manor Inn

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews
509
Accommodation
286 Apartments
Lowest Price
NZ$225
Highest Price
NZ$1,075

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 67 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.