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Check prices for these dates

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1 Aug - 3 Aug
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In one month
22 Aug - 24 Aug
In two months
19 Sep - 21 Sep

Apartments in Bailey Island

Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

The price is SAR 492
SAR 782 total
includes taxes & fees
28 Jul - 29 Jul
Studio Unit Walkable Everywhere
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, (24)
"Great spot in Portland. Close to dozens of food options, breweries, and sites. Clean, comfortable, and spacious."
The price is SAR 757
SAR 1,304 total
includes taxes & fees
11 Aug - 12 Aug
East end. Walk to food, beer and downtown fun.
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

9.8 out of 10, Exceptional, (27)
"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
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (2)
"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 SAR 469
SAR 863 total
includes taxes & fees
18 Aug - 19 Aug
Charming Studio apartment with WiFi, AC in welcoming Portland
Beautiful Studio in downtown Boothbay Harbor
Smart TV

Beautiful Studio in downtown Boothbay Harbor

9.0 out of 10, Wonderful, (8)
"Very cozy comfortable and convenient. Every thing we needed. "
The price is SAR 334
SAR 745 total
includes taxes & fees
27 Jul - 28 Jul
Beautiful Studio in downtown Boothbay Harbor
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
Internet, bed sheets

Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access

8.8 out of 10, Excellent, (45)
"Loved the private setting, but still 5 minutes from main drag"
The price is SAR 300
SAR 1,027 total
includes taxes & fees
4 Aug - 5 Aug
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
The Portland Getaway
Fridge, microwave, oven, stovetop

The Portland Getaway

9.6 out of 10, Exceptional, (25)
"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
In-town no frills 2 bedroom apt
TV

In-town no frills 2 bedroom apt

7.6 out of 10, Good, (5)
The price is SAR 473
SAR 763 total
includes taxes & fees
10 Aug - 11 Aug
In-town no frills 2 bedroom apt
Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

Private Entrance Residential Portland

8.0 out of 10, Very Good, (1)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is SAR 394
SAR 663 total
includes taxes & fees
27 Jul - 28 Jul
Private Entrance Residential Portland
Spacious 3 BR in Portland's Libbytown!
Fridge, microwave, oven, stovetop

Spacious 3 BR in Portland's Libbytown!

9.6 out of 10, Exceptional, (35)
"We really enjoyed the location,convenient to everything. Hosts were terrific as well"
The price is SAR 1,182
SAR 1,938 total
includes taxes & fees
30 Jul - 31 Jul
Spacious 3 BR in Portland's Libbytown!
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, (209)
"Great place to stay, friendly host. Great location, would stay there again if ever back in town."
Chic One Bedroom Apartment In Portland's Arts District
Vintage Maine & Modern Convenience in Portlands Exclusive East End
Beach

Vintage Maine & Modern Convenience in Portlands Exclusive East End

9.8 out of 10, Exceptional, (44)
"Nikoline's home was a great home base for a fun weekend exploring downtown Portland. Super clean, well-furnished and in a great location just a short walk away from lots of cool restaurants and bars in Old Port.Nikoline was very friendly and responsive. Looking forward to going back and staying again for another Portland adventure."
Vintage Maine & Modern Convenience in Portlands Exclusive East End
West End Apartment next to Longfellow Boutique Hotel
Fridge, microwave, oven, stovetop

West End Apartment next to Longfellow Boutique Hotel

9.4 out of 10, Exceptional, (66)
"Unique and beautiful spot, easy to walk around and communicate with the owner!"
West End Apartment next to Longfellow Boutique Hotel
Adorable Portland getaway on the Eastern Promenade
Interior

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (104)
"Lovely place in the top floor of a multi property house. Everything you need in a cozy space. It is a walk up so pack up light. Clean, charming and comfy. Highly recommend. "
The price is SAR 927
SAR 1,407 total
includes taxes & fees
12 Aug - 13 Aug
Adorable Portland getaway on the Eastern Promenade
Luxury on Back Cove - Three Gables
Fridge, microwave, oven, stovetop

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is SAR 1,248
SAR 2,374 total
includes taxes & fees
20 Aug - 21 Aug
Luxury on Back Cove - Three Gables
Skyline 138: Charming West End Mansard Penthouse
Outdoor dining

Skyline 138: Charming West End Mansard Penthouse

9.2 out of 10, Wonderful, (17)
"Myself and a few friends stayed one night and the apartment was clean and comfortable and just what we needed."
The price is SAR 1,698
SAR 2,816 total
includes taxes & fees
14 Aug - 15 Aug
Skyline 138: Charming West End Mansard Penthouse
Large beautiful ocean front studio with private dock
Dining

Large beautiful ocean front studio with private dock

9.8 out of 10, Exceptional, (30)
"Great stay at a well-maintained property with a wonderful view and private dock! Fantastic communication with the owner, thank you!"
Large beautiful ocean front studio with private dock
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, (25)
"Great location, in the property manager was a huge help in excellent communicator"
Charming Brownstone Downtown Free St|Perfect Getaway for 2
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, (46)
"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
Old Port Penthouse Suite - Amazing Harbor Views
Outdoor dining

Old Port Penthouse Suite - Amazing Harbor Views

10.0 out of 10, Exceptional, (231)
"Our whole family loved the views from the windows, porch and cupola! Great Portland location and having parking included was a huge bonus for us with a rental car. "
The price is SAR 3,358
SAR 4,883 total
includes taxes & fees
14 Aug - 15 Aug
Old Port Penthouse Suite - Amazing Harbor Views
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
"We loved the free shuttle to and from the airport, as well as being taken to restaurants in town. "
Victoria 2-night trip
Posted 1 day ago
Holiday Inn Portland-By the Bay by IHG

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: Studio Unit Walkable Everywhere: Situated in Portland, 14.5 mi/23.4 km from the heart of Bailey Island. Private Entrance Residential Portland: Located 15.3 mi/24.7 km away in Portland. Amenities include private balconies. Access to onsite laundry facilities is available on site. Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town: It's situated in Boothbay Harbor, 20.4 mi/32.8 km away. Includes private patios and sofa beds. In-town no frills 2 bedroom apt: 14.5 mi/23.4 km away in Portland. Adorable Portland getaway on the Eastern Promenade: It's located in Portland, 13.5 mi/21.8 km from Bailey Island. Includes free WiFi, private patios, and Smart TVs.
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?
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 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.