Apartments in Bailey Island

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Featured Apartments in Bailey Island

Our top choices for Bailey Island apartments

In-town no frills 2 bedroom apt
TV

In-town no frills 2 bedroom apt

7.8 out of 10, Good, (9)
"The Apt is very old but nice. Wasn’t aware of stairs as we were on the 3rd floor and had to go up very narrow stairs with no hand rails. The outdoors had bums sitting around and people across the street partying and coming up to us . Didn’t feel safe and would never have kids here. The place was nice to lay your head down but that’s it"
The price is NZ$305
includes taxes & fees
25 Sept - 26 Sept
In-town no frills 2 bedroom apt
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, (29)
"Great spot in Portland. Close to dozens of food options, breweries, and sites. Clean, comfortable, and spacious."
The price is NZ$583
includes taxes & fees
8 Oct - 9 Oct
East end. Walk to food, beer and downtown fun.
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

9.8 out of 10, Exceptional, (7)
"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 NZ$394
includes taxes & fees
30 Sept - 1 Oct
Charming Studio apartment with WiFi, AC in welcoming Portland
Ocean view Victorian
Exterior

Ocean view Victorian

9.8 out of 10, Exceptional, (95)
"Great space and awesome location!!! Would highly recommend! "
Ocean view Victorian
The Portland Getaway
Fridge, microwave, oven, stovetop

The Portland Getaway

9.6 out of 10, Exceptional, (29)
"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
Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

Private Entrance Residential Portland

9.0 out of 10, Wonderful, (4)
"Check in was simple. Quaint place. "
The price is NZ$305
includes taxes & fees
28 Sept - 29 Sept
Private Entrance Residential Portland
Luxury on Back Cove - Three Gables
Fridge, microwave, oven, stovetop

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (4)
"GoodLocation, very clean. Would stay again "
The price is NZ$881
includes taxes & fees
20 Oct - 21 Oct
Luxury on Back Cove - Three Gables
Large beautiful ocean front studio with private dock
Dining

Large beautiful ocean front studio with private dock

9.8 out of 10, Exceptional, (42)
"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
Beautiful 1st Floor Apartment & Amazing Shower
Smart TV

Beautiful 1st Floor Apartment & Amazing Shower

9.0 out of 10, Wonderful, (23)
"Our stay was phenomal!! From the communication with the hosts to the coziness and cleanliness of this place, it was perfect! Highly suggest for a visit, and the location is perfect! Parking sucks, but it’s Portland not the hosts fault!"
The price is NZ$414
includes taxes & fees
1 Oct - 2 Oct
Beautiful 1st Floor Apartment & Amazing Shower
Beautiful NEW apt on top of Munjoy Hill with private deck and private parking.
Fridge, microwave, oven, stovetop

Beautiful NEW apt on top of Munjoy Hill with private deck and private parking.

2.0 star property
10.0 out of 10, Exceptional, (24)
"Great location and the coffee shop bakery next store is awesome Wonderful hosts and a comfortable, cute apartment "
Beautiful NEW apt on top of Munjoy Hill with private deck and private parking.
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, (68)
"Great location for walking around and exploring the city. Well equipped apartment with everything you need. Great host communicating with answers. "
West End Apartment next to Longfellow Boutique Hotel
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

5.2 out of 10, (5)
"We didn't stay there at all. Canceled reservation "
The price is NZ$286
includes taxes & fees
24 Sept - 25 Sept
Studio Unit Walkable Everywhere
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 NZ$1,127
includes taxes & fees
15 Oct - 16 Oct
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, (160)
"Quaint with a great view."
1 room luxury ocean front studio cottage
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, (137)
"Wonderful hosts, truly made guests feel welcomed and valued. "
The price is NZ$277
includes taxes & fees
1 Oct - 2 Oct
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Beautiful Oceanfront Apartment, scenic views and water access
Property grounds

Beautiful Oceanfront Apartment, scenic views and water access

9.8 out of 10, Exceptional, (93)
"Great location"
Beautiful Oceanfront Apartment, scenic views and water access
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, (218)
"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
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, (75)
"We were there for the wedding of our daughter. It was close to everything we needed."
The price is NZ$783
includes taxes & fees
23 Sept - 24 Sept
Completely remodeled 2 bedroom apartment in Portland's West End
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, (15)
"This was the perfect place for our family of 4. It’s beautifully decorated, great kitchen and plenty of room for everyone. Also a very convenient location close to everything! Lots of restaurants and things to do within walking distance. Highly recommend!"
The price is NZ$2,177
includes taxes & fees
7 Oct - 8 Oct
WestEnd Large Penthouse walk to Old Port w/Parking
Downtown Boothbay Harbor Vintage Summer Camp Suite
Exterior

Downtown Boothbay Harbor Vintage Summer Camp Suite

9.8 out of 10, Exceptional, (28)
"This property is in the perfect location to take in Boothbay Harbor. Right across from the boat docks in the center of town. Many very nice casual restaurants and shopping are nearby. Steve and Julie made check-in and check-out a breeze. The room was absolutely as described. Would definitely stay again!"
Downtown Boothbay Harbor Vintage Summer Camp Suite
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

Quality Inn & Suites

Quality Inn & Suites

10/10 Excellent
"good for 1 night"
Lori 1-night trip
Posted 1 day ago
Quality Inn & Suites

Find out more about Bailey Island

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews
981
Accommodation
320 Apartments
Lowest Price
NZ$277
Highest Price
NZ$2,177

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?
Below are some of the more popular 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. Studio Unit Walkable Everywhere: Located 14.5 mi/23.4 km away in Portland . Private Entrance Residential Portland: Located in Portland , 15.3 mi/24.7 km away. Includes a balcony . Access to on-site laundry facilities is available on site . Charming Studio apartment with WiFi, AC in welcoming Portland: 13.4 mi/21.5 km away in Portland . Amenities include a Smart TV . Luxury on Back Cove - Three Gables: Located in Portland , 16 mi/25.7 km from Bailey Island. Includes free WiFi, a balcony and a dining area . 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.

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