A rocky shoreline with a boat, a house, and a forest in the background.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Bailey Island apartments

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

1. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
9.0 out of 10, Wonderful, (7 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is AED 348
AED 797 total
includes taxes & fees
8 Oct - 9 Oct
Sunset Hideaway on Bailey Island
A modern kitchen with a large island, dark cabinetry, and a view of a lake.

2. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Harpswell
10.0 out of 10, Exceptional, (3 reviews)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
The price is AED 569
AED 1,253 total
includes taxes & fees
3 Nov - 4 Nov
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
A modern interior with a dining area, a living room, and a kitchen.

3. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"The bed was the most comfortable I have ever slept on! Lovely large warm open room. I appreciated the coffee/tea options, and the condiments in the fridge. There was a white noise machine in the room though we did not use it."
United States
Susan S.
The price is AED 331
AED 665 total
includes taxes & fees
2 Nov - 3 Nov
Studio Apartment in Freeport
A wooden house with a deck and a stone pathway leading to a grassy area.

4. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is AED 391
AED 832 total
includes taxes & fees
20 Oct - 21 Oct
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A two-story house with a covered porch, a garage, and a front yard with potted plants.

5. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (172 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is AED 349
AED 460 total
includes taxes & fees
3 Nov - 4 Nov
Large suite/private bath/private entrance on quiet street near Thomas Bay
A modern kitchen with white cabinets, a wooden dining table, and a vase with green leaves.

6. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (18 reviews)
"Perfect for a my husband and I. Close to everything!"
United States
Tabcline S.
The price is AED 459
AED 942 total
includes taxes & fees
7 Oct - 8 Oct
King Size Sun Rise Midcoast Lovely Stay
A living room with a sofa, a coffee table, a TV, a fireplace, and a kitchen area.

7. 1st FL Downtown Grand Brunswick

1st FL Downtown Grand Brunswick
Brunswick
The price is AED 441
AED 1,093 total
includes taxes & fees
4 Nov - 5 Nov
1st FL Downtown Grand Brunswick
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

8. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 reviews)
"As expected."
United States
Lance
The price is AED 328
AED 408 total
includes taxes & fees
13 Oct - 14 Oct
Portland 1-bedroom with enclosed porch & parking
A modern kitchen with a dishwasher, a dining area with chairs, and a red refrigerator.

9. 2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
8.4 out of 10, Very good, (15 reviews)
"Clean convenient location and quiet with comfortable beds. Just what we needed. "
United States
caralyn g.
The price is AED 533
AED 1,113 total
includes taxes & fees
12 Oct - 13 Oct
2King Bed BR Private Apt Downtown Brunswick
A narrow hallway with a window on the right, leading to a room with a visible door.

10. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is AED 367
AED 821 total
includes taxes & fees
8 Oct - 9 Oct
Modern style in historic building in downtown Bath
A spacious kitchen with a large island, bar stools, and a dining area with a sofa.

11. King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Topsham
9.6 out of 10, Exceptional, (7 reviews)
"Perfect place and location for visiting Bowdoin."
United States
Kristen S.
The price is AED 551
AED 1,131 total
includes taxes & fees
28 Oct - 29 Oct
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

12. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (1 review)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
The price is AED 275
AED 356 total
includes taxes & fees
25 Oct - 26 Oct
Great suburban location close to town!
A modern living room with a grey sofa, a small glass table, and a woven rug. There is a kitchen area with a white countertop and hanging lights.

13. Willard Beach: Cozy Apartment with a King Size Bed

Willard Beach: Cozy Apartment with a King Size Bed
Willard Beach
10.0 out of 10, Exceptional, (2 reviews)
"Lovely and quiet. Just what I had hoped for. "
United States
Heather R.
The price is AED 508
AED 1,138 total
includes taxes & fees
29 Oct - 30 Oct
Willard Beach: Cozy Apartment with a King Size Bed
A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.

14. Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.6 out of 10, Exceptional, (34 reviews)
"Perfect for what we needed for the week. All that was missing was some oven mitts and maybe a pair of scissors but we made it work!! Great little spot - thank you!! "
United States
Britta M.
The price is AED 661
AED 1,501 total
includes taxes & fees
2 Nov - 3 Nov
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
A spacious living room with a blue sofa, a white chair, a tufted ottoman, and a wooden coffee table.

15. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (26 reviews)
"This was just what we needed and close to everything we were doing!"
United States
Darryl T.
The price is AED 569
AED 1,954 total
includes taxes & fees
4 Nov - 5 Nov
Beautiful Delightful 3BR Downtown Brunswick All King Beds
A room with a ceiling fan, a framed plant artwork, a blue sofa, and a wooden table.

16. Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

Charming 2-bedroom apartment with AC, WiFi in fabulous Portland
Munjoy Hill
8.4 out of 10, Very good, (9 reviews)
"This apartment was perfect for a stay in Portland!"
United States
Jennifer F.
The price is AED 657
AED 1,149 total
includes taxes & fees
5 Nov - 6 Nov
Charming 2-bedroom apartment with AC, WiFi in fabulous Portland
A white two-story house with a symmetrical facade, a central entrance, and a small porch.

17. Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
9.0 out of 10, Wonderful, (4 reviews)
"My husband and I stayed at this property with our adult daughter and found it to be a quiet and comfortable place. It was very convenient to the downtown area and waterfront; within walking distance for those who do not have any disabilities, but adequate parking for anyone needing to use a car also."
United States
Roberta M.
The price is AED 314
AED 1,285 total
includes taxes & fees
28 Oct - 29 Oct
Historic Bath's, Home Away from Home
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

18. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (21 reviews)
"I will admit the location and surrounding areas are a bit sketchy, but, once inside, we felt super secure. There are multiple doors and gates with locks to ensure safety. Place was clean and had everything we needed for a quick stay."
United States
Krysta
The price is AED 289
AED 553 total
includes taxes & fees
1 Nov - 2 Nov
Studio Apartment near downtown Walkable!
A street lined with buildings, one with a red door and a sign that reads "MINATO".

19. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (150 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is AED 650
AED 1,009 total
includes taxes & fees
20 Oct - 21 Oct
Adorable Portland getaway on the Eastern Promenade
A living room with a wooden floor, a green sofa, a coffee table, a TV, a bookshelf, and a window with a view.

20. Downtown Brunswick 1st FL Sun Drenched With Porch

Downtown Brunswick 1st FL Sun Drenched With Porch
Brunswick
8.0 out of 10, Very good, (1 review)
"Die Wohnung ist sehr sauber liegt in guter zentraler Lage. In der Umgebung giebt es genügend Einkaufsmöglichkeiten und gute Restaurants. Alles auch gut zu Fuß erreichbar."
United States
Gerhard K.
The price is AED 569
AED 1,253 total
includes taxes & fees
7 Oct - 8 Oct
Downtown Brunswick 1st FL Sun Drenched With Porch
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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"I liked that it had an indoor pool, bar and restaurant."
Wendy 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Hotel Portland

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?
Here is a top apartment in the area to consider: Oceanfront Studio w/ Private Dock in Harpswell!: It's situated in Harpswell, 5 mi/8.1 km away. Includes private patios.
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?
Mackerel Cove and Ragged Island 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 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.