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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 231 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 353
SAR 695 total
includes taxes & fees
24 Mar - 25 Mar
Adorable Portland getaway on the Eastern Promenade
Fall In Love With Portland!
Fridge, microwave, oven, stovetop

Fall In Love With Portland!

9.6 out of 10, Exceptional, (112)
"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!
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 900 total
includes taxes & fees
30 Mar - 31 Mar
Historic Home in the West End. Private Parking.
Glorious getaway on Portland's Eastern Promenade.
Property grounds

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (146)
"We loved our stay at this beautiful, clean and highly functional home. The short walk to the beach was refreshing and we would stay here again in a heartbeat."
The price is SAR 368
SAR 830 total
includes taxes & fees
25 Mar - 26 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!!!
“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!
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
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
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, (60)
"We had a very nice stay in this apartment. I would definitely recommend it to others. The owners were friendly and it was easy to get into the unit. The only drawback for anyone who's not quite so agile is the steep staircase to get to the bedrooms. It worked out fine for our family of four, so I just list this for anyone with mobility issues."
Completely remodeled 2 bedroom apartment in Portland's West End
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
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 1,194 total
includes taxes & fees
24 Mar - 25 Mar
Bright & Sunny West End Apartment with 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 850 total
includes taxes & fees
25 Mar - 26 Mar
Cozy West End apartment minutes from the Old Port
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.
The Nest ~ Quiet location close to shops, dining and Downtown Freeport.

The Nest ~ Quiet location close to shops, dining and Downtown Freeport.

10.0 out of 10, Exceptional, (61)
"This place was cozy, comfortable and perfect for the 3 of us. It had the comforts of home and the convenience of location. We loved staying here. 3"
The Nest ~ Quiet location close to shops, dining and Downtown Freeport.
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
26 Mar - 27 Mar
West End Bright Spot with Parking.
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 701
SAR 1,529 total
includes taxes & fees
24 Mar - 25 Mar
Historic Munjoy Hill Retreat-Rooftop Water Views!
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC
Living area

Cozy 1-bedroom apartment in awesome Portland with WiFi, AC

The price is SAR 227
SAR 554 total
includes taxes & fees
24 Mar - 25 Mar
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC
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 581
SAR 1,268 total
includes taxes & fees
3 Apr - 4 Apr
Beautiful Delightful 3BR Downtown Brunswick All King Beds
Incredible Location! Heart of Old Port|Roomy Condo
Smart TV

Incredible Location! Heart of Old Port|Roomy Condo

10.0 out of 10, Exceptional, (26)
"Literally the MOST perfect location to stay in Portland. Everything was beautiful, clean, comfortable, and right in the heart of Old Port. We wish we could rent here haha! "
Incredible Location! Heart of Old Port|Roomy Condo
Charming West End Hideaway. Private Parking
Interior

Charming West End Hideaway. Private Parking

10.0 out of 10, Exceptional, (27)
"Whole experience was nice and owner was very quick in communicating with us any questions that we asked. Would definitely recommend especially if you’re looking to be close to Portland since everything is a walkable distance. "
The price is SAR 371
SAR 744 total
includes taxes & fees
24 Mar - 25 Mar
Charming West End Hideaway. Private 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, (100)
"We sat and watched a major winter storm outside the window. Very exciting from within a cozy house. We enjoyed staying in a house where you could feel somebody's presence, rather than the "accessorized" vacation homes with welcoming signs from the Dollar store etc. Only thing lacking--place needs a new key box because the existing one is hard enough to use that it feels like it won't work. Gorgeous place!"
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 more popular 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.: It’s situated in Portland, 13.5 mi/21.7 km away. Includes free WiFi, separate dining areas, and Smart TVs. The perfect refinement of vintage seduction. May-June-July special!!!: 15 mi/24.1 km away in Portland. Amenities include Smart TVs. 1 room luxury ocean front studio cottage: It’s located in Harpswell, 3.1 mi/5 km from Bailey Island. Includes outdoor space and sofa beds.
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.