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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Bailey Island apartments

Property grounds

1. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
8.4 out of 10, Very good, (5 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is £168
includes taxes & fees
23 Sept - 24 Sept
Sunset Hideaway on Bailey Island
Private kitchen

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 £274
includes taxes & fees
4 Oct - 5 Oct
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Interior

3. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"Was pet friendly, as pictured. Very nice"
United States
Kelly L.
The price is £144
includes taxes & fees
22 Sept - 23 Sept
Studio Apartment in Freeport
Property grounds

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, (17 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is £265
includes taxes & fees
20 Sept - 21 Sept
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Exterior

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, (167 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is £131
includes taxes & fees
15 Sept - 16 Sept
Large suite/private bath/private entrance on quiet street near Thomas Bay
Dining

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 £195
includes taxes & fees
28 Sept - 29 Sept
King Size Sun Rise Midcoast Lovely Stay
TV

7. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.4 out of 10, Very good, (12 reviews)
"Place was fine, good amount of space, host was very nice"
United States
Jillian F.
The price is £118
includes taxes & fees
13 Sept - 14 Sept
Private Entrance Residential Portland
Interior

8. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (11 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 £173
includes taxes & fees
14 Sept - 15 Sept
Modern style in historic building in downtown Bath
Interior

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

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Topsham
9.4 out of 10, Exceptional, (6 reviews)
"Perfect place and location for visiting Bowdoin."
United States
Kristen S.
The price is £225
includes taxes & fees
22 Sept - 23 Sept
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Interior

10. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (7 reviews)
"Excellent in every way."
United States
Robert B.
The price is £246
includes taxes & fees
16 Sept - 17 Sept
Willard Beach–Apartment Near Portland & Parks
TV

11. Great suburban location close to town!

Great suburban location close to town!
Deering Center
The price is £82
includes taxes & fees
14 Sept - 15 Sept
Great suburban location close to town!
Living area

12. 1st FL Downtown Grand Brunswick

1st FL Downtown Grand Brunswick
Brunswick
The price is £246
includes taxes & fees
5 Oct - 6 Oct
1st FL Downtown Grand Brunswick
1 bedroom, WiFi, bed sheets

13. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (18 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 £122
includes taxes & fees
15 Sept - 16 Sept
Studio Apartment near downtown Walkable!
Interior

14. 2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
8.6 out of 10, Excellent, (14 reviews)
"Clean convenient location and quiet with comfortable beds. Just what we needed. "
United States
caralyn g.
The price is £224
includes taxes & fees
12 Oct - 13 Oct
2King Bed BR Private Apt Downtown Brunswick
Coffee/tea maker, fridge, microwave, oven

15. 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 £317
includes taxes & fees
4 Oct - 5 Oct
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Interior

16. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (33 reviews)
"This is a perfect location. 6 minutes from downtown Portland. Secure, Clean and Jen was a Perfect and attentive host. It is a hidden Gem!"
United States
Irish D.
The price is £237
includes taxes & fees
22 Sept - 23 Sept
Sunny Spot with Private Parking.
Interior

17. Walkable near downtown 1 Bedroom

Walkable near downtown 1 Bedroom
West Bayside
4.8 out of 10, (6 reviews)
"Stay was ok! Not worth the listing price. Does the trick if you need a quick place to stay. Other than two mugs, very few supplies. "
United States
Thomas H.
The price is £126
includes taxes & fees
13 Sept - 14 Sept
Walkable near downtown 1 Bedroom
Interior

18. Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (27 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is £218
includes taxes & fees
5 Oct - 6 Oct
Charming Studio apartment with WiFi, AC in welcoming Portland
Smart TV

19. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (25 reviews)
"This was just what we needed and close to everything we were doing!"
United States
Darryl T.
The price is £427
includes taxes & fees
8 Oct - 9 Oct
Beautiful Delightful 3BR Downtown Brunswick All King Beds
Exterior detail

20. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (146 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is £236
includes taxes & fees
15 Sept - 16 Sept
Adorable Portland getaway on the Eastern Promenade
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Convenience to everywhere we needed to go"
Michael 1-night trip
Posted 1 hour ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Bailey Island

Bailey Island Apartments information

Number of reviews
501
Accommodation
286 Apartments
Lowest Price
£82
Highest Price
£427

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?
Here are some of the more popular apartments in the area to choose from: Studio Apartment near downtown Walkable!: Located 14.5 mi/23.4 km away in Portland . Willard Beach Area 2-Bedroom Apartment with Full Kitchen: Located in South Portland , 13.7 mi/22.1 km away. Includes a patio and a Smart TV . Access to on-site laundry facilities is available on site . Vintage Maine & Modern Convenience in Portlands Exclusive East End: 13.6 mi/21.8 km away in Portland . Free WiFi and a sofa bed are included . Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist: Located in Portland , 14.6 mi/23.4 km from Bailey Island. Includes free WiFi, a balcony and a sofa bed . 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?
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 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.