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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 261 Apartments in Bailey Island with updated reviews, rates, and availability.

Completely remodeled 2 bedroom apartment in Portland's West End
Exterior

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 AED 841
AED 1,681 total
includes taxes & fees
5 Jun - 6 Jun
Completely remodeled 2 bedroom apartment in Portland's West End
In-town no frills 2 bedroom apt
TV

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 AED 463
AED 747 total
includes taxes & fees
23 Jun - 24 Jun
In-town no frills 2 bedroom apt
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, (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 AED 459
AED 829 total
includes taxes & fees
10 Jun - 11 Jun
Charming Studio apartment with WiFi, AC in welcoming Portland
Adorable Portland getaway on the Eastern Promenade
Interior

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (101)
"Perfect location. Wonderful accommodations"
The price is AED 724
AED 1,149 total
includes taxes & fees
8 Jun - 9 Jun
Adorable Portland getaway on the Eastern Promenade
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, (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
Spacious 3 BR in Portland's Libbytown!
Fridge, microwave, oven, stovetop

Spacious 3 BR in Portland's Libbytown!

9.8 out of 10, Exceptional, (30)
"We really enjoyed the location,convenient to everything. Hosts were terrific as well"
The price is AED 1,286
AED 2,050 total
includes taxes & fees
5 Jun - 6 Jun
Spacious 3 BR in Portland's Libbytown!
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
Fridge, microwave, oven, stovetop

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.
TV

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 AED 643
AED 1,161 total
includes taxes & fees
8 Jun - 9 Jun
East end. Walk to food, beer and downtown fun.
Bright & Spacious Apartment with Amazing Shower
Fridge, microwave, oven, stovetop

Bright & Spacious Apartment with Amazing Shower

8.4 out of 10, Very Good, (10)
"Very clean and the owners were very communicative and helpful. Neighborhood and parking wasn’t great, but was great for a one night getaway in Portland to go see a show."
The price is AED 572
AED 960 total
includes taxes & fees
8 Jun - 9 Jun
Bright & Spacious Apartment with Amazing Shower
Bright & Sunny West End Apartment with Private Parking.
Interior

Bright & Sunny West End Apartment with Private Parking.

9.8 out of 10, Exceptional, (30)
"Awesome location, super clean, friendly host, highly recommend!"
The price is AED 1,142
AED 1,778 total
includes taxes & fees
8 Jun - 9 Jun
Bright & Sunny West End Apartment with Private Parking.
Brand new guest apartment with furnished deck, fast WiFi, dock, & water views
Fridge, microwave, oven, stovetop

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
Outdoor dining

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 AED 869
AED 1,511 total
includes taxes & fees
5 Jun - 6 Jun
Knock on Wood | Airy Charm in Heart of Downtown
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Exterior

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

10.0 out of 10, Exceptional, (127)
"Our stay was fantastic! The house was very comfortable, had everything we needed and was located in a great location. Would stay again!"
The price is AED 437
AED 556 total
includes taxes & fees
5 Jun - 6 Jun
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Luxury Condo Downtown Portland Old Port
Exterior

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 AED 808
AED 1,425 total
includes taxes & fees
9 Jun - 10 Jun
Luxury Condo Downtown Portland Old Port
2 Bedroom Apartment on Top Floor in Portland's West End
Outdoor dining

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

9.8 out of 10, Exceptional, (59)
"We loved this apartment. Great location, beautifully decorated, loved the rooftop deck! Highly recommend! Will be back!"
2 Bedroom Apartment on Top Floor in Portland's West End
Cozy West End apartment minutes from the Old Port
1 bedroom, desk, iron/ironing board, travel crib

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 AED 687
AED 1,117 total
includes taxes & fees
10 Jun - 11 Jun
Cozy West End apartment minutes from the Old Port
Downtown Penthouse Suite - Stunning Harbor Views
TV, stereo

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"
Downtown Penthouse Suite - Stunning Harbor Views
1 room luxury ocean front studio cottage
Miscellaneous

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!
1 bedroom, WiFi, bed sheets

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 AED 270
AED 534 total
includes taxes & fees
11 Jun - 12 Jun
Studio Apartment near downtown Walkable!
Ocean view Victorian
Aerial view

Ocean view Victorian

9.8 out of 10, Exceptional, (88)
"Everything about the stay was fantastic. Great location and responsive host. "
Ocean view Victorian
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.