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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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
8.4 out of 10, Very good, (5 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is HK$863
HK$1,847 total
includes taxes & fees
23 Sept - 24 Sept
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 HK$1,764
HK$3,367 total
includes taxes & fees
21 Sept - 22 Sept
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
A two-story house with a covered porch, a garage, and a front yard with potted plants.

3. 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, (165 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is HK$1,011
HK$1,273 total
includes taxes & fees
2 Sept - 3 Sept
Large suite/private bath/private entrance on quiet street near Thomas Bay
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, (3 reviews)
"Was pet friendly, as pictured. Very nice"
United States
Kelly L.
The price is HK$1,058
HK$1,863 total
includes taxes & fees
22 Sept - 23 Sept
Studio Apartment in Freeport
A wooden house with a deck and a stone pathway leading to a grassy area.

5. 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, (17 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is HK$1,976
HK$3,129 total
includes taxes & fees
20 Sept - 21 Sept
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
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)
"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 HK$980
HK$2,027 total
includes taxes & fees
28 Sept - 29 Sept
King Size Sun Rise Midcoast Lovely Stay
A narrow hallway with a window on the right, leading to a room with a visible door.

7. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (11 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 HK$878
HK$1,880 total
includes taxes & fees
1 Sept - 2 Sept
Modern style in historic building in downtown Bath
A spacious living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.

8. 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 HK$1,294
HK$2,786 total
includes taxes & fees
31 Aug - 1 Sept
Brunswick Downtown Sugar Cube next to Bowdoin
A living room with a wooden floor, a green sofa, a coffee table, a TV, a bookshelf, and a window with a view.

9. Downtown Brunswick 1st FL Sun Drenched With Porch

Downtown Brunswick 1st FL Sun Drenched With Porch
Brunswick
The price is HK$1,294
HK$2,786 total
includes taxes & fees
2 Sept - 3 Sept
Downtown Brunswick 1st FL Sun Drenched With Porch
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

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Topsham
9.4 out of 10, Exceptional, (6 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 HK$1,137
HK$2,399 total
includes taxes & fees
31 Aug - 1 Sept
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
A modern kitchen with a dishwasher, a dining area with chairs, and a red refrigerator.

11. 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 HK$1,333
HK$2,641 total
includes taxes & fees
16 Sept - 17 Sept
2King Bed BR Private Apt Downtown Brunswick
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

12. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.6 out of 10, Excellent, (10 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 HK$741
HK$1,312 total
includes taxes & fees
7 Sept - 8 Sept
Private Entrance Residential Portland
A dining table with chairs, a potted plant, and decorative items.

13. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (6 reviews)
"Excellent in every way."
United States
Robert B.
The price is HK$1,294
HK$2,769 total
includes taxes & fees
16 Sept - 17 Sept
Willard Beach–Apartment Near Portland & Parks
A loft-style room with a sofa, a small table, a skylight, and a kitchenette.

14. Great suburban location close to town!

Great suburban location close to town!
Deering Center
The price is HK$706
HK$877 total
includes taxes & fees
8 Sept - 9 Sept
Great suburban location close to town!
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, (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 HK$1,607
HK$3,470 total
includes taxes & fees
29 Sept - 30 Sept
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

16. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (32 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 HK$1,545
HK$2,564 total
includes taxes & fees
1 Sept - 2 Sept
Sunny Spot with Private Parking.
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

17. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very good, (15 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 HK$741
HK$1,312 total
includes taxes & fees
1 Sept - 2 Sept
Studio Apartment near downtown Walkable!
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

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

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (26 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is HK$1,458
HK$2,401 total
includes taxes & fees
17 Sept - 18 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland
A spacious living room with a blue sofa, a white chair, a tufted ottoman, and a wooden coffee table.

19. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (25 reviews)
"This was just what we needed and close to everything we were doing!"
United States
Darryl T.
The price is HK$1,921
HK$5,042 total
includes taxes & fees
8 Sept - 9 Sept
Beautiful Delightful 3BR Downtown Brunswick All King Beds
A building with a sign for "The Send Brewing Co." and a logo featuring a stylized tree.

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, (12 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is HK$1,853
HK$3,045 total
includes taxes & fees
31 Aug - 1 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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Helpful staff and the shuttle to/from airport and back and forth from downtown was really great."
DeeDee 4-night trip
Posted 11 hours ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews
387
Accommodation
289 Apartments
Lowest Price
HK$877
Highest Price
HK$5,042

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 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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