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
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Bailey Island apartments

Property grounds

Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
8.0 out of 10, Very good, (4 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is €252
includes taxes & fees
10 Aug - 11 Aug
Sunset Hideaway on Bailey Island
Private kitchen

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 €461
includes taxes & fees
29 Jul - 30 Jul
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Exterior

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, (155 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 €147
includes taxes & fees
13 Aug - 14 Aug
Large suite/private bath/private entrance on quiet street near Thomas Bay
Interior

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, (21 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 €294
includes taxes & fees
2 Aug - 3 Aug
Downtown Brunswick New Look Old Charm Next to Bowdoin
Interior

Vacation Creation Downtown Brunswick 2King Beds

Vacation Creation Downtown Brunswick 2King Beds
Brunswick
9.6 out of 10, Exceptional, (20 reviews)
"Easy to rent."
United States
Alan B.
The price is €578
includes taxes & fees
12 Aug - 13 Aug
Vacation Creation Downtown Brunswick 2King Beds
Exterior

Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (106 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is €416
includes taxes & fees
2 Aug - 3 Aug
Ocean View East End Studio in a Historic Victorian
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (10 reviews)
"Jennifer’s VRBO is exactly as cute, clean and cozy as the listing’s photos depict. It is so well maintained that she has living house plants that are thriving 10/10. I can’t wait to stay again!"
United States
Liz P.
The price is €392
includes taxes & fees
2 Aug - 3 Aug
Peaceful & minutes from the Old Port with private parking
Interior

Little Lincoln beautiful home

Little Lincoln beautiful home
Brunswick
9.2 out of 10, Wonderful, (17 reviews)
"The host was very welcoming and responsive when we had a question. We would stay here again when we come back to Brunswick. "
United States
Michael S.
The price is €356
includes taxes & fees
3 Aug - 4 Aug
Little Lincoln beautiful home
Property grounds

Top floor loft apartment in downtown Bath

Top floor loft apartment in downtown Bath
Bath
9.6 out of 10, Exceptional, (7 reviews)
"Great location!"
United States
James E.
The price is €636
includes taxes & fees
26 Aug - 27 Aug
Top floor loft apartment in downtown Bath
Coffee/tea maker, fridge, microwave, oven

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)
"Wonderful location. It’s right next to Bowdoin. There is a great coffee shop a block away and a grocery store within easy walking distance. The place was spotless. "
United States
Mike S.
The price is €394
includes taxes & fees
10 Aug - 11 Aug
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (30 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 €343
includes taxes & fees
30 Jul - 31 Jul
Sunny Spot with Private Parking.
Interior

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 €243
includes taxes & fees
18 Aug - 19 Aug
Studio Apartment in Freeport
Dining

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 €372
includes taxes & fees
29 Jul - 30 Jul
King Size Sun Rise Midcoast Lovely Stay
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (138 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is €357
includes taxes & fees
10 Aug - 11 Aug
Adorable Portland getaway on the Eastern Promenade
Interior

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 €383
includes taxes & fees
10 Aug - 11 Aug
2King Bed BR Private Apt Downtown Brunswick
Exterior

Luxury on Back Cove - Three Gables

Luxury on Back Cove - Three Gables
Rosemont
10.0 out of 10, Exceptional, (10 reviews)
"GoodLocation, very clean. Would stay again "
United States
Carly B.
The price is €550
includes taxes & fees
29 Jul - 30 Jul
Luxury on Back Cove - Three Gables
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (181 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is €530
includes taxes & fees
10 Aug - 11 Aug
Glorious getaway on Portland's Eastern Promenade.
TV

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick Downtown Sugar Cube next to Bowdoin
Brunswick
8.6 out of 10, Excellent, (9 reviews)
"We ahd a great stay in Maine over the 4th visiting family, eating good food and walking around in great weather. Great stay in Brunswick, easy in and easy out and all sorts of things Maine accessible. Would recommend for anyone looking for a hassle-free weekend in coastal Maine. "
United States
Tjorvi P.
The price is €377
includes taxes & fees
17 Aug - 18 Aug
Brunswick Downtown Sugar Cube next to Bowdoin
Dining

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (53 reviews)
"Great stay. The apartment is cute, clean, and in a perfect location. Parking was easy, and the mattress was very comfortable. Would definitely stay here again."
United States
Victoria M.
The price is €374
includes taxes & fees
30 Jul - 31 Jul
Charming West End Hideaway. Private Parking
Interior

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 €366
includes taxes & fees
26 Aug - 27 Aug
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
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

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

8/10 Good
"Room was clean, staff were friendly. Breakfast was not the hype it gets online."
Katie 2-night trip
Posted 2 hours ago
Comfort Inn South Portland Airport

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews
803
Accommodation
286 Apartments
Lowest Price
€147
Highest Price
€636

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?
Here are some of the more popular apartments in the area to choose from: Studio Apartment near downtown Walkable!: Located 14.5 mi/23.4 km away in Portland . Ocean View East End Studio in a Historic Victorian: Located in Portland , 13.3 mi/21.4 km away. Includes free WiFi and a Smart TV . Access to on-site laundry facilities is available on site . Beautiful Back Cove Area/ "Maine the Way Life Should Be": 15 mi/24.2 km away in Portland . Free WiFi, a patio and a Smart TV are included . 1 room luxury ocean front studio cottage: It's located in Harpswell , 3.1 mi/5 km from Bailey Island. Includes a balcony and a sofa bed .
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.