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Apartments in Bailey Island

Completely remodeled 2 bedroom apartment in Portland's West End

10.0 out of 10, Exceptional, (62)
"Met all of our expectations, in a great location!"
The price is SAR 1,121
SAR 2,020 total
includes taxes & fees
15 Jun - 16 Jun
Completely remodeled 2 bedroom apartment in Portland's West End

In-town no frills 2 bedroom apt

10.0 out of 10, Exceptional, (1)
"It was perfect! The location was near everything downtown, which is what I was looking for."
The price is SAR 473
SAR 762 total
includes taxes & fees
23 Jun - 24 Jun
In-town no frills 2 bedroom apt

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (101)
"Perfect location. Wonderful accommodations"
The price is SAR 739
SAR 1,161 total
includes taxes & fees
15 Jun - 16 Jun
Adorable Portland getaway on the Eastern Promenade

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (1)
"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 867 total
includes taxes & fees
22 Jun - 23 Jun
Charming Studio apartment with WiFi, AC in welcoming Portland

Chic One Bedroom Apartment In Portland's Arts District

10.0 out of 10, Exceptional, (204)
"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

Inviting apartment with full kitchen, porch, convenient location, & fast WiFi

6.8 out of 10, (5)
"Location, cozy attractive apartment and meeting the awesome owner!!!"
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi

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

9.8 out of 10, Exceptional, (23)
"Great spot in Portland. Close to dozens of food options, breweries, and sites. Clean, comfortable, and spacious."
The price is SAR 657
SAR 1,190 total
includes taxes & fees
16 Jun - 17 Jun
East end. Walk to food, beer and downtown fun.

Bright & Sunny West End Apartment with Private Parking.

9.8 out of 10, Exceptional, (30)
"Just as described. Good walkable location. Clean and quaint. Recommend!"
The price is SAR 1,114
SAR 1,742 total
includes taxes & fees
12 Jun - 13 Jun
Bright & Sunny West End Apartment with Private Parking.

Brand new guest apartment with furnished deck, fast WiFi, dock, & water views

10.0 out of 10, Exceptional, (28)
"Everything from the outside grounds and appearance of the building itself to the spectacular interior was perfect. Well maintained and cleaned. I will definitely stay again."
Brand new guest apartment with furnished deck, fast WiFi, dock, & water views

Knock on Wood | Airy Charm in Heart of Downtown

9.6 out of 10, Exceptional, (14)
"Great location!! It’s roomy and was a great home base for our trip."
The price is SAR 1,090
SAR 1,789 total
includes taxes & fees
1 Jul - 2 Jul
Knock on Wood | Airy Charm in Heart of Downtown

Stunning Luxury Apt/Old Port Arts Dist/Sleeps8

10.0 out of 10, Exceptional, (11)
"Excellent apartment with amenities, and a terrific location. Easy check in, great owner communications and overall a wonderful experience. Perfect for us and our two college age children."
Stunning Luxury Apt/Old Port Arts Dist/Sleeps8

Luxury Condo Downtown Portland Old Port

9.4 out of 10, Exceptional, (15)
"Property was great and within walking distance of everything we wanted to do. Communication with host was fantastic."
The price is SAR 874
SAR 1,533 total
includes taxes & fees
17 Jun - 18 Jun
Luxury Condo Downtown Portland Old Port

2 Bedroom Apartment on Top Floor in Portland's West End

9.8 out of 10, Exceptional, (60)
"We loved this apartment. Great location, beautifully decorated, loved the rooftop deck! Highly recommend! Will be back!"
The price is SAR 1,872
SAR 2,984 total
includes taxes & fees
6 Jul - 7 Jul
2 Bedroom Apartment on Top Floor in Portland's West End

Downtown Penthouse Suite - Stunning Harbor Views

10.0 out of 10, Exceptional, (215)
"great location and the property was amazing. we would stay again for sure"
The price is SAR 2,400
SAR 3,692 total
includes taxes & fees
12 Jun - 13 Jun
Downtown Penthouse Suite - Stunning Harbor Views

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (149)
"Very clean, amazinv views, perfect weekend!!!! "
1 room luxury ocean front studio cottage

Studio Apartment near downtown Walkable!

6.0 out of 10, (1)
"The listing said "Studio Apartment," but it is really just a bedroom with a bath. A mini-fridge, coffeemaker and microwave oven do not make this a "Studio" in the sense that I understand that word (i.e., a one-room apartment with kitchen and bath). When I went back and looked at the photos in the listing, that should have been obvious to me, but I got hung up on the word "Studio."That said, it was a comfortable room, although the bathroom was stingy on towels (no face cloths, only one hand...
The price is SAR 551
SAR 853 total
includes taxes & fees
22 Jun - 23 Jun
Studio Apartment near downtown Walkable!

West End Apartment next to Longfellow Boutique Hotel

9.4 out of 10, Exceptional, (64)
"Unique and beautiful spot, easy to walk around and communicate with the owner!"
West End Apartment next to Longfellow Boutique Hotel

Cozy West End apartment minutes from the Old Port

9.8 out of 10, Exceptional, (13)
"Fantastic hosts and a great place to stay!"
The price is SAR 701
SAR 1,157 total
includes taxes & fees
16 Jun - 17 Jun
Cozy West End apartment minutes from the Old Port

Charming 2-bedroom steps from the Eastern Promenade

9.8 out of 10, Exceptional, (89)
"Had a great stay in this lovely home that was close to everything in the old port. Would love to stay again!"
Charming 2-bedroom steps from the Eastern Promenade

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

9.6 out of 10, Exceptional, (72)
"Fantastic location, owners were nearby and easy to communicate with for any questions. Perfect views and cozy apartment for our family of 3. Would definitely stay here again!"
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
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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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: In-town no frills 2 bedroom apt: Situated in Portland, 14.5 mi/23.4 km from the heart of Bailey Island. Completely remodeled 2 bedroom apartment in Portland’s West End: Located 14.8 mi/23.9 km away in Portland. Free WiFi and Smart TVs are included. A fitness center and onsite laundry facilities are on site. 1 room luxury ocean front studio cottage: It’s situated in Harpswell, 3.1 mi/5 km away. Includes outdoor space and sofa beds. Studio Apartment near downtown Walkable!: 14.5 mi/23.4 km away in Portland.
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?
Family-friendly attractions include Land’s End Gift Shop, whereas Ragged Island is a spot to enjoy the outdoors. 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.