Apartments in Bailey Island

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Featured Apartments in Bailey Island

Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (5)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is AU$352
includes taxes & fees
3 Sept - 4 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland
East end. Walk to food, beer and downtown fun.
TV

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

9.8 out of 10, Exceptional, (28)
"Great spot in Portland. Close to dozens of food options, breweries, and sites. Clean, comfortable, and spacious."
East end. Walk to food, beer and downtown fun.
In-town no frills 2 bedroom apt
TV

In-town no frills 2 bedroom apt

8.0 out of 10, Very good, (8)
"The frills of the neighborhood carried into the apartment. Floors and bathrooms seemed clean. Dishes and Keurig filthy - broken window a/c on floor. Broken chairs. No tlc for the property. Neighborhood beyond the stated description- would not recommend . Best to say is that rental car made it out with all windows and tires. Very disappointed "
The price is AU$323
includes taxes & fees
7 Sept - 8 Sept
In-town no frills 2 bedroom apt
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

9.6 out of 10, Exceptional, (76)
"So convenient to everything. Clean, lovely decor.we would definitely come back."
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
The Portland Getaway
Fridge, microwave, oven, stovetop

The Portland Getaway

9.6 out of 10, Exceptional, (27)
"Stayed with family during my father’s surgery at Maine Medical Center. The apartment location was very convenient, allowing us to walk back and forth for hospital visits without needing to drive. The apartment had everything we needed for a comfortable stay. Easy check in and excellent communication with owner. "
The Portland Getaway
ENJOY TWIN PONDS WHILE EXPLORING MIDCOAST MAINE
Terrace/patio

ENJOY TWIN PONDS WHILE EXPLORING MIDCOAST MAINE

10.0 out of 10, Exceptional, (71)
"Twin Ponds is a lovely location on a beautiful pond setting. Lovely landscaping and plantings with a walking path around the pond. We totally enjoyed our stay here. The suite is like a small cottage, wonderfully appointed and immaculate. Everything you could possibly need including freshly ground delicious coffee. A well- equipped and charming suite. This was a very special stay for us and hope to return one day. Brian and Luana are such gracious and friendly hosts. Thank you so much Brian and...
ENJOY TWIN PONDS WHILE EXPLORING MIDCOAST MAINE
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

8.0 out of 10, Very good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is AU$275
includes taxes & fees
2 Sept - 3 Sept
Studio Unit Walkable Everywhere
Chic One Bedroom Apartment In Portland's Arts District
Fridge, microwave, oven, stovetop

Chic One Bedroom Apartment In Portland's Arts District

10.0 out of 10, Exceptional, (215)
"A lovely, well kept spot in a great location. Easy to find and had everything needed for a great stay!"
Chic One Bedroom Apartment In Portland's Arts District
Last minute deal Ocean Point OCEANFRONT with private BEACH
Interior

Last minute deal Ocean Point OCEANFRONT with private BEACH

10.0 out of 10, Exceptional, (93)
"Everything was perfect!"
Last minute deal Ocean Point OCEANFRONT with private BEACH
Beautiful Studio in downtown Boothbay Harbor
Smart TV

Beautiful Studio in downtown Boothbay Harbor

8.2 out of 10, Very good, (12)
"Very cozy comfortable and convenient. Every thing we needed. "
Beautiful Studio in downtown Boothbay Harbor
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist
Interior

Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

10.0 out of 10, Exceptional, (48)
"This was a great property and even better host. We had a great time staying in downtown Portland. The apartment has great finishes. I will definitely plan to stay here again."
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist
Charming Brownstone Downtown Free St|Perfect Getaway for 2
Smart TV

Charming Brownstone Downtown Free St|Perfect Getaway for 2

10.0 out of 10, Exceptional, (27)
"Great location, in the property manager was a huge help in excellent communicator"
Charming Brownstone Downtown Free St|Perfect Getaway for 2
Adorable Portland getaway on the Eastern Promenade
Interior

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (111)
"Unit was very clean"
The price is AU$447
includes taxes & fees
2 Oct - 3 Oct
Adorable Portland getaway on the Eastern Promenade
State of Charm | Historic West End Haven
Property grounds

State of Charm | Historic West End Haven

9.6 out of 10, Exceptional, (4)
"Had a wonderful stay in Portland at State of Charm! Perfect stay- incredibly comfortable beds, fun to sit in the backyard, great location for walking around town. Would love to come back and stay here again. Thanks to the host for great communication and a wonderful, comfortable stay."
The price is AU$695
includes taxes & fees
8 Sept - 9 Sept
State of Charm | Historic West End Haven
1 room luxury ocean front studio cottage
Fridge, microwave, oven, stovetop

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (154)
"Quaint with a great view."
1 room luxury ocean front studio cottage
Large beautiful ocean front studio with private dock
Dining

Large beautiful ocean front studio with private dock

10.0 out of 10, Exceptional, (37)
"Great place to relax and watch the seagulls and heron. Quiet even though there is a building in back of the boathouse that is a rental. General store and small restaurant just down the road. The king size bed was very comfortable. The boathouse has everything you need. "
Large beautiful ocean front studio with private dock
Quiet, comfy guest quarters just three miles from Freeport!
Exterior detail

Quiet, comfy guest quarters just three miles from Freeport!

10.0 out of 10, Exceptional, (49)
"The location was great, close to many restaurants, stores, and activities. Clean place and host was responsive to questions!"
Quiet, comfy guest quarters just three miles from Freeport!
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Fridge, microwave, oven, stovetop

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

9.6 out of 10, Exceptional, (31)
"The cabin was very clean and a nice quiet location. Had everything we needed for a comfortable stay."
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
WestEnd Large Penthouse walk to Old Port w/Parking
Interior

WestEnd Large Penthouse walk to Old Port w/Parking

10.0 out of 10, Exceptional, (14)
"What a perfect location and cozy home for our family to stay while we were in town for our niece’s baby shower! There was plenty of room for all of us and it was so much better than having to stay in a hotel. "
The price is AU$1,972
includes taxes & fees
2 Sept - 3 Sept
WestEnd Large Penthouse walk to Old Port w/Parking
Spotless Victorian on William
Fridge, microwave, oven, stovetop

Spotless Victorian on William

9.6 out of 10, Exceptional, (4)
"Great location, walkable to various coffee shops, breakfast spots and yoga studios!"
Spotless Victorian on William
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

Find out more about Bailey Island

Find out more about Bailey Island

Bailey Island Apartments information

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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 Unit Walkable Everywhere: Located 14.5 mi/23.4 km away in Portland . In-town no frills 2 bedroom apt: It's located in Portland , 14.5 mi/23.4 km away. Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers: Located 19.9 mi/32 km away in Boothbay Harbor . A washer/dryer, free WiFi and a sofa bed are included . Access to on-site laundry facilities is available on site . Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist: Located in Portland , 14.2 mi/22.8 km from Bailey Island. Includes free WiFi, a balcony and a sofa bed . 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?
Ragged Island and Mackerel Cove 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.