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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 195 Apartments in Bailey Island with updated reviews, rates, and availability.

Adorable Portland getaway on the Eastern Promenade
Interior

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is SAR 364
SAR 711 total
includes taxes & fees
16 Mar - 17 Mar
Adorable Portland getaway on the Eastern Promenade
Historic Home in the West End. Private Parking.
Interior

Historic Home in the West End. Private Parking.

9.8 out of 10, Exceptional, (28)
"We had a lovely stay in this historic home. The decor is charming and original, beds are comfy and everything is clean. The neighborhood is attractive and quiet. The information from the host was helpful. It was great to have a dedicated parking space. As described, the kitchenette has no sink but otherwise is very well equipped for simple food/beverage preparation. We look forward to staying in the future."
The price is SAR 446
SAR 904 total
includes taxes & fees
17 Mar - 18 Mar
Historic Home in the West End. Private Parking.
Fall In Love With Portland!
Fridge, microwave, oven, stovetop

Fall In Love With Portland!

9.6 out of 10, Exceptional, (111)
"We had a great time at Nick's apartment, it is spaceous and tastefully furnished. We were able to feel right at home and used the kitchen every day, the dining room had space for all of us which made for some great holiday meals together. The location is nearly unbeatable with just two blocks to the promenade by the water and a short walk to downtown. Congress Street, which is 50 yards from the front door, has a really cool vibe with bars, cafes and restaurants. Yet, you are clearly nestled in a...
Fall In Love With Portland!
Glorious getaway on Portland's Eastern Promenade.
Property grounds

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (145)
"Old friends (in age and longevity of relationships) met up in Portland for a weekend getaway. Great location. Great city. Enjoyed our time exploring the city culture and restaurants within easy reach but also spent long hours in the bright living room catching up over a pit of tea."
The price is SAR 454
SAR 924 total
includes taxes & fees
12 Mar - 13 Mar
Glorious getaway on Portland's Eastern Promenade.
The perfect refinement of vintage seduction. May-June-July special!!!
Interior

The perfect refinement of vintage seduction. May-June-July special!!!

9.8 out of 10, Exceptional, (40)
"Some girlfriends and I stayed here to celebrate a 40th birthday "
The perfect refinement of vintage seduction. May-June-July special!!!
Charming West End Hideaway. Private Parking
Interior

Charming West End Hideaway. Private Parking

10.0 out of 10, Exceptional, (27)
"We had a wonderful stay at this cozy and comfortable place. The location is perfect, and the winter visit was enjoyable. The owner was excellent in communication, and parking was easy."
The price is SAR 371
SAR 736 total
includes taxes & fees
12 Mar - 13 Mar
Charming West End Hideaway. Private Parking
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

10.0 out of 10, Exceptional, (7)
"This spot was ideal for my writing retreat. I had everything I needed and nothing I didn't. The space was quiet and cozy, affording the least amount of distractions so that I could do the tasks I set for myself. I really appreciated the attention to amenities like a sound machine in the bedroom, a robe, and a vase for the flowers I bought for inspiration. And location was lovely - I could easily walk to yoga studio, cafes, market and charging station for my EV. Thanks for a productive and...
The price is SAR 458
SAR 851 total
includes taxes & fees
16 Mar - 17 Mar
Cozy West End apartment minutes from the Old Port
“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking!
Outdoor dining

“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking!

10.0 out of 10, Exceptional, (222)
"Beautiful apartment, with an ideal location. Scott was extremely responsive to all communication. Plenty of room for our four person group. Overall, a wonderful experience!"
“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking!
Bright & Sunny West End Apartment with Private Parking.
Interior

Bright & Sunny West End Apartment with Private Parking.

9.8 out of 10, Exceptional, (24)
"Just as described. Good walkable location. Clean and quaint. Recommend!"
The price is SAR 664
SAR 1,182 total
includes taxes & fees
12 Mar - 13 Mar
Bright & Sunny West End Apartment with Private Parking.
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, (121)
"Staying at Susan’s and Jeff’s was so fine. So warm and welcoming . This suite provides so much more than just a place to stay. The bedroom is spacious, bed very comfortable with lovely linens.Artwork, cushioned seating ,tables and beautiful lamps make it a comfortable haven.The library with upholstered chair ,ottoman,and many cozy throws to snuggle.Spacious bathroom.Everything thing is done so thoughtfully. Microwave ,coffee ,snacks and drinks.Susan’s photography is wonderful!More than the...
The price is SAR 338
SAR 450 total
includes taxes & fees
24 Mar - 25 Mar
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Historic Munjoy Hill Retreat-Rooftop Water Views!
Interior

Historic Munjoy Hill Retreat-Rooftop Water Views!

10.0 out of 10, Exceptional, (18)
"We enjoyed our stay at Munjoy Hill Retreat very much. I wrote to Jennifer prior to our arrival and her reply was quick and friendly. We appreciated having some little snacks and a nice note left on the counter for us upon our arrival. There were plenty of pods for the Keurig for all of us to enjoy morning, afternoon and evening coffee. The house has a beautiful, historical feel, with mid-century modern touches. We loved all of the paintings of the Portland area done by Rachel. This house...
The price is SAR 702
SAR 1,513 total
includes taxes & fees
12 Mar - 13 Mar
Historic Munjoy Hill Retreat-Rooftop Water Views!
Sunny Spot with Private Parking.
Interior

Sunny Spot with Private Parking.

2.0 star property
9.8 out of 10, Exceptional, (12)
"Super convenient location and a three-minute Uber drive to downtown Portland. The CIA cafe up the street was lovely and it was actually pleasant to be slightly removed from all the activity in town. "
The price is SAR 368
SAR 752 total
includes taxes & fees
12 Mar - 13 Mar
Sunny Spot with Private Parking.
Fresh East End Apartment Walkable to Downtown Portland
Interior

Fresh East End Apartment Walkable to Downtown Portland

10.0 out of 10, Exceptional, (32)
"We absolutely loved our stay here! Cool modern apartment in walking distance from everything we wanted to see in Portland! Neighborhood was very quiet at night as well. Hopefully one day we can come back!"
Fresh East End Apartment Walkable to Downtown Portland
West End Bright Spot with Parking.
Exterior detail

West End Bright Spot with Parking.

10.0 out of 10, Exceptional, (2)
"Great location, clean with everything we needed. Will definitely stay again when in Portland!"
The price is SAR 368
SAR 765 total
includes taxes & fees
17 Mar - 18 Mar
West End Bright Spot with Parking.
Beautiful Delightful 3BR Downtown Brunswick All King Beds
Property grounds

Beautiful Delightful 3BR Downtown Brunswick All King Beds

10.0 out of 10, Exceptional, (11)
"Quiet neighborhood within easy walking distance to shops/restaurants on Maine Street and to the Winter Market/Swinging Bridge. Apartment is as listed - very clean with basic amenities. Parking and king beds were a nice bonus. "
The price is SAR 544
SAR 1,223 total
includes taxes & fees
19 Mar - 20 Mar
Beautiful Delightful 3BR Downtown Brunswick All King Beds
The Portland Getaway
Smart TV, computer monitors

The Portland Getaway

9.6 out of 10, Exceptional, (22)
"Spacious & clean!Property Manager was attentive."
The Portland Getaway
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Fridge, microwave, oven, stovetop

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

9.8 out of 10, Exceptional, (103)
"A great place for people looking to explore Portland. Clean, comfortable and with great communication by our host, we’d recommend it for any group looking for a home base in the area."
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Charming 2-bedroom steps from the Eastern Promenade
Terrace/patio

Charming 2-bedroom steps from the Eastern Promenade

9.8 out of 10, Exceptional, (81)
"Enjoyed this Portland get-away, just minutes from everything we wanted to see! Property manager’s communications were excellent during our stay. The parking spaces were convenient. While we did not need to bring our fur baby, it should be noted that pets are asked to be walked to the park area down the block to do their business instead of using the fenced yard."
Charming 2-bedroom steps from the Eastern Promenade
Vintage Maine & Modern Convenience in Portlands Exclusive East End
Property grounds

Vintage Maine & Modern Convenience in Portlands Exclusive East End

9.8 out of 10, Exceptional, (41)
"Started with a simple checkin following a long and late flight. Place was clean with plenty of towels and comfortable beds. We walked everywhere except the train station. Loved the location."
Vintage Maine & Modern Convenience in Portlands Exclusive East End
Spacious Central Beautiful Apt: 4 Bedrooms, 5 Beds & 2 free parking.
Exterior

Spacious Central Beautiful Apt: 4 Bedrooms, 5 Beds & 2 free parking.

10.0 out of 10, Exceptional, (15)
"The house is in great condition and is decorated nicely. Joel is kind and really accommodating. It is super close to some fun, trendy spots but I would suggest keeping a buddy system if you’re walking along the street at night (similar to any city). It’s a great spot for big groups!"
Spacious Central Beautiful Apt: 4 Bedrooms, 5 Beds & 2 free parking.
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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Other property types in Bailey Island

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (212)
"We had a peaceful time at this home. It served as a home base for exploring. When my daughter left her most priced possession, her stuffed otter, the lovely hosts found it and shipped it back to us. We're so grateful for the thoughtfulness. "
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
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.

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: Adorable Portland getaway on the Eastern Promenade: Situated in Portland, 13.5 mi/21.8 km from the heart of Bailey Island. Includes free WiFi, private patios, and Smart TVs. Glorious getaway on Portland’s Eastern Promenade.: Located 13.5 mi/21.7 km away in Portland. Free WiFi, separate dining areas, and Smart TVs are included. 1 room luxury ocean front studio cottage: It’s situated in Harpswell, 3.1 mi/5 km away. Includes outdoor space and sofa beds. Fall In Love With Portland!: 13.4 mi/21.6 km away in Portland. Free WiFi, private patios, and separate dining areas are included. The perfect refinement of vintage seduction. May-June-July special!!!: It’s located in Portland, 15 mi/24.1 km from Bailey Island. Includes 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?
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.