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

Apartments in Bailey Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Bailey Island apartments

Aerial view

2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!

2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!
Munjoy Hill
The price is NZ$918
includes taxes & fees
13 July - 14 July
2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!
Interior

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)
"Clean comfortable and right downtown"
United States
stephen e.
The price is NZ$441
includes taxes & fees
17 July - 18 July
Modern style in historic building in downtown Bath
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, (153 reviews)
"The place was lovely, communications with the host were helpful and friendly. Dinner restaurant recommendations were great as well. "
United States
Jane T.
The price is NZ$277
includes taxes & fees
5 July - 6 July
Large suite/private bath/private entrance on quiet street near Thomas Bay
Dining

King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
10.0 out of 10, Exceptional, (15 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$716
includes taxes & fees
8 July - 9 July
King Size Sun Rise Midcoast Lovely Stay
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.6 out of 10, Excellent, (8 reviews)
"Maine Oyster Company was a highlight of the trip! "
United Kingdom
Tyler P.
The price is NZ$323
includes taxes & fees
8 July - 9 July
Studio Apartment near downtown Walkable!
TV

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.4 out of 10, Very good, (7 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$332
includes taxes & fees
9 July - 10 July
Private Entrance Residential Portland
Exterior

Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
The price is NZ$968
includes taxes & fees
17 July - 18 July
Historic Bath's, Home Away from Home
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 NZ$603
includes taxes & fees
5 July - 6 July
Little Lincoln beautiful home
Property grounds

First Floor Little Cozy Studio with King Size Bed Downtown

First Floor Little Cozy Studio with King Size Bed Downtown
Brunswick
8.8 out of 10, Excellent, (6 reviews)
"We loved the simplicity of the residence as well as location "
United States
Joel
First Floor Little Cozy Studio with King Size Bed Downtown
Living area

1st FL Downtown Grand Brunswick

1st FL Downtown Grand Brunswick
Brunswick
The price is NZ$704
includes taxes & fees
4 Aug - 5 Aug
1st FL Downtown Grand Brunswick
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 NZ$697
includes taxes & fees
12 July - 13 July
Downtown Brunswick New Look Old Charm Next to Bowdoin
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 NZ$737
includes taxes & fees
8 July - 9 July
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (27 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$674
includes taxes & fees
12 July - 13 July
Sunny Spot with Private Parking.
TV

The Coastal Connection

The Coastal Connection
Thorton Heights
9.0 out of 10, Wonderful, (2 reviews)
"Very convenient, comfortable, and bright apartment. We appreciated that dogs were allowed as well."
United States
Sheryl S.
The price is NZ$833
includes taxes & fees
9 July - 10 July
The Coastal Connection
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 NZ$708
includes taxes & fees
12 July - 13 July
Brunswick Downtown Sugar Cube next to Bowdoin
Interior

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$737
includes taxes & fees
20 July - 21 July
Willard Beach–Apartment Near Portland & Parks
3 bedrooms, premium bedding, iron/ironing board, travel cot

Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is NZ$942
includes taxes & fees
9 July - 10 July
Cozy 3BR | Pet Friendly | Near Portland | Parking
Interior

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, (15 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is NZ$578
includes taxes & fees
3 Aug - 4 Aug
Charming Studio apartment with WiFi, AC in welcoming Portland
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)
"Apartment was very cute, clean, and just what I was looking for. Jennifer was very accommodating and understanding "
United States
Jolee S.
The price is NZ$767
includes taxes & fees
12 July - 13 July
Peaceful & minutes from the Old Port with private parking
Interior

East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (38 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is NZ$838
includes taxes & fees
12 July - 13 July
East end. Walk to food, beer and downtown fun.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bailey Island Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"Great location right in the heart of the Old Port District. The hotel is showing its age such as physical keys, and our smoke detector went off several times, but overall it was a nice place for a get-away."
Kevin 1-night trip
Posted less than an hour ago
Portland Regency Hotel & Spa

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews
346
Accommodation
296 Apartments
Lowest Price
NZ$277
Highest Price
NZ$968

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 . Large suite/private bath/private entrance on quiet street near Thomas Bay: It's situated in Brunswick , 12.5 mi/20.1 km away. Includes free WiFi and a Smart TV . Skyline 138: Charming West End Mansard Penthouse: Located 15 mi/24.1 km away in Portland . Free WiFi, a balcony and a Smart TV are included . Access to on-site laundry facilities is available on site . Beautiful 1st Floor Apartment & Amazing Shower: Located in Portland , 15 mi/24.2 km from Bailey Island. Includes free WiFi, a sofa bed and a Smart TV . Access to on-site laundry facilities is available on site .
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.