Apartments in Bailey Island for Rent

  • 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
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

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 ￥27,243
￥48,516 total
includes taxes & fees
May 25 - May 26
Sunset Hideaway on Bailey Island
Interior

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (8 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is ￥15,668
￥35,010 total
includes taxes & fees
May 25 - May 26
Modern style in historic building in downtown Bath
TV

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.8 out of 10, Excellent, (6 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 ￥20,631
￥32,945 total
includes taxes & fees
May 26 - May 27
Private Entrance Residential Portland
Exterior

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (149 reviews)
"Such a fabulous stay. The space was bright, clean, and comfortable, and the special touches made it feel even more welcoming. It was larger than expected, and we loved having a mini fridge and coffee machine, perfect for slow mornings or a little wine and cheese at the end of the day. We’d return in a heartbeat."
Canada
Coral
The price is ￥14,101
￥18,786 total
includes taxes & fees
May 19 - May 20
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Interior

Cute 1st Floor 1BR Downtown Brunswick @ Bowdoin

Cute 1st Floor 1BR Downtown Brunswick @ Bowdoin
Brunswick
8.6 out of 10, Excellent, (7 reviews)
"Lovely apartment!"
United States
Bianca W.
The price is ￥19,649
￥44,034 total
includes taxes & fees
May 24 - May 25
Cute 1st Floor 1BR Downtown Brunswick @ Bowdoin
TV

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick Downtown Sugar Cube next to Bowdoin
Brunswick
8.4 out of 10, Very Good, (7 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 ￥15,668
￥42,866 total
includes taxes & fees
May 18 - May 19
Brunswick Downtown Sugar Cube next to Bowdoin
Interior

Little Lincoln beautiful home

Little Lincoln beautiful home
Brunswick
9.0 out of 10, Wonderful, (16 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 ￥16,451
￥43,720 total
includes taxes & fees
May 25 - May 26
Little Lincoln beautiful home
Interior

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

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Topsham
8.8 out of 10, Excellent, (3 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 ￥19,585
￥47,648 total
includes taxes & fees
May 25 - May 26
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, (25 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 ￥22,405
￥40,475 total
includes taxes & fees
May 20 - May 21
Sunny Spot with Private Parking.
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)
"Great little place in south Portland! Close to many parks, lighthouses, and driving distance to downtown. Parking downtown and in the old port area can be tricky and expensive though. "
United States
Christopher R.
Peaceful & minutes from the Old Port with private parking
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, (20 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 ￥22,719
￥51,064 total
includes taxes & fees
May 19 - May 20
Downtown Brunswick New Look Old Charm Next to Bowdoin
Interior

King Size Bed- Super Sweet on Winter Street

King Size Bed- Super Sweet on Winter Street
Topsham
7.0 out of 10, Good, (2 reviews)
"This property has no place to put things, very minimal kitchen equipment, no lamps, no comfy chair, no TV instructions, no bedding for extra beds. Very clean but challenging to actually stay there. Outside box with key very difficult to access, broke two nails trying."
United States
Anonymous traveler
The price is ￥18,863
￥46,433 total
includes taxes & fees
Jun 9 - Jun 10
King Size Bed- Super Sweet on Winter Street
Interior

2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
8.4 out of 10, Very Good, (12 reviews)
"Clean convenient location and quiet with comfortable beds. Just what we needed. "
United States
caralyn g.
The price is ￥22,793
￥47,804 total
includes taxes & fees
May 19 - May 20
2King Bed BR Private Apt Downtown Brunswick
TV

The Coastal Connection

The Coastal Connection
Thorton Heights
The price is ￥16,977
￥50,545 total
includes taxes & fees
May 13 - May 14
The Coastal Connection
Interior

Vacation Creation Downtown Brunswick 2King Beds

Vacation Creation Downtown Brunswick 2King Beds
Brunswick
9.6 out of 10, Exceptional, (19 reviews)
"Stayed here while visiting Bowdoin. Great place!"
United States
Deborah B.
The price is ￥24,285
￥61,481 total
includes taxes & fees
May 13 - May 14
Vacation Creation Downtown Brunswick 2King Beds
Property grounds

Little Downtown Apt with Beautiful Window View

Little Downtown Apt with Beautiful Window View
Brunswick
The price is ￥13,318
￥35,010 total
includes taxes & fees
May 25 - May 26
Little Downtown Apt with Beautiful Window View
Smart TV

Willard Beach–Private Apt Near Portland & Parks

Willard Beach–Private Apt Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (5 reviews)
"Excellent in every way."
United States
Robert B.
Willard Beach–Private Apt Near Portland & Parks
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, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is ￥19,585
￥36,035 total
includes taxes & fees
May 18 - May 19
Charming Studio apartment with WiFi, AC in welcoming Portland
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, (33 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is ￥33,396
￥57,988 total
includes taxes & fees
May 18 - May 19
East end. Walk to food, beer and downtown fun.
Smart TV

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (28 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is ￥12,795
￥26,797 total
includes taxes & fees
May 13 - May 14
Beautiful 1st Floor Apartment & Amazing Shower
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

HomeAwhile

HomeAwhile

8/10 Good
"The extra space was very nice. The bedroom had blackout blinds."
Christine 3-night trip
Posted 5 hours ago
HomeAwhile

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews
257
Accommodation
307 Apartments
Lowest Price
￥18,786
Highest Price
￥61,481

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 a good option for you?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families wanting the conveniences of home.
What's a favorite apartment for my stay in Bailey Island?
Below are some of the top apartments in the area: 1 room luxury ocean front studio cottage: Situated in Harpswell, 3.1 mi/5 km from the heart of Bailey Island. Includes outdoor space and sofa beds. East end. Walk to food, beer and downtown fun.: Located 13.7 mi/22.1 km away in Portland. Amenities include sofa beds. Access to onsite laundry facilities is available on site. Studio Apartment near downtown Walkable!: It's located in Portland, 14.5 mi/23.4 km away. Charming Studio apartment with WiFi, AC in welcoming Portland: 13.4 mi/21.5 km away in Portland. Amenities include Smart TVs. Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist: Located in Portland, 14.6 mi/23.4 km from Bailey Island. Includes free WiFi, private balconies, and sofa beds. Access to onsite laundry facilities is available on site.
How many apartments should I expect to find in Bailey Island?
Expedia has 5 apartments to book in Bailey Island.
What will the weather be like when I travel to Bailey Island?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Bailey Island. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches 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 you save you a headache when you get to your destination. Fly into Portland Intl. Jetport Airport (PWM), which is located 17 mi (27.3 km) from the city center. Otherwise, you can search for flights to 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 to rent a car for your trip.