Villas in Bailey Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Villas in Bailey Island

No exact matches found, but these alternatives could be just right

Recommended hotels in Bailey Island

Exterior
Germaine Inn South Portland

Germaine Inn South Portland

2.0 star property
7.6 out of 10, Good, (402)
"Amazing price, clean comfortable room, heated pool, free breakfast. "
United States
Sue
$63 nightly
The price is $69
Dec 20 - Dec 21
Total with taxes and fees
Germaine Inn South Portland
Exterior
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

2.0 star property
7.8 out of 10, Good, (1362)
"It was a great stay. Staff very friendly "
United States
Michelle
$59 nightly
The price is $65
Dec 15 - Dec 16
Total with taxes and fees
Spark by Hilton Portland Airport Maine Mall
Exterior
Travelers Inn

Motel in Brunswick

2.0 star property
9.0 out of 10, Wonderful, (1000)
"Great room, great price, quiet, friendly staff, comfortable bed"
United States
Lisa A.
$68 nightly
The price is $74
Jan 1 - Jan 2, 2026
Total with taxes and fees
Travelers Inn
Exterior
Comfort Inn Brunswick

Comfort Inn Brunswick

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Third time I have stayed here and has been great every time"
United States
Michael
$89 nightly
The price is $97
Dec 14 - Dec 15
Total with taxes and fees
Comfort Inn Brunswick
Tasting room
Casco Bay Inn

Casco Bay Inn

2.0 star property
8.0 out of 10, Very Good, (1001)
"The area was great! The room was clean and affordable."
United States
GregAndJen
$80 nightly
The price is $87
Jan 1 - Jan 2, 2026
Total with taxes and fees
Casco Bay Inn
Exterior
Hampton Inn Bath (Brunswick Area)

Hampton Inn Bath (Brunswick Area)

3.0 star property
9.4 out of 10, Exceptional, (729)
"Great room check in was awesome! People were great wil be back for sure "
United States
Jeremy
$111 nightly
The price is $121
Dec 24 - Dec 25
Total with taxes and fees
Hampton Inn Bath (Brunswick Area)
Exterior
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 star property
8.8 out of 10, Excellent, (1646)
"Staff was friendly and hotel was clean."
United States
Dianna
$74 nightly
The price is $81
Dec 18 - Dec 19
Total with taxes and fees
Tru by Hilton Portland Airport Area
Exterior
Long Creek Hotel by IHG

Long Creek Hotel by IHG

2.5 star property
7.4 out of 10, Good, (1005)
"Great place to stay "
United States
Mario
$76 nightly
The price is $82
Dec 11 - Dec 12
Total with taxes and fees
Long Creek Hotel by IHG
Exterior
Flagship Inn and Suites

Flagship Inn and Suites

2.5 star property
8.2 out of 10, Very Good, (1002)
"Would stay again"
United States
Mark
$133 nightly
The price is $145
Jan 7 - Jan 8, 2026
Total with taxes and fees
Flagship Inn and Suites
City view
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 star property
9.4 out of 10, Exceptional, (1135)
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
$96 nightly
The price is $106
Dec 21 - Dec 22
Total with taxes and fees
Embassy Suites by Hilton Portland Maine
View from room
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3.0 star property
9.0 out of 10, Wonderful, (1283)
"Room was great, awesome location!"
United States
Erick
$99 nightly
The price is $110
Dec 9 - Dec 10
Total with taxes and fees
Hyatt Place Portland Downtown - Old Port Square
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4.0 star property
8.8 out of 10, Excellent, (1422)
"The staff was very helpful and the location was great!! "
United States
Donna
$74 nightly
The price is $82
Dec 23 - Dec 24
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG
Exterior
Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

2.5 star property
8.2 out of 10, Very Good, (1002)
"The staff were very professional. The breakfast was great. The beds were quite comfortable and the rooms were well appointed."
United States
Douglas
$89 nightly
The price is $97
Dec 15 - Dec 16
Total with taxes and fees
Best Western Plus Brunswick Bath
Terrace/patio
Tugboat Inn

Tugboat Inn

3.0 star property
9.0 out of 10, Wonderful, (1002)
"We had a wonderful 2 night stay over Thanksgiving! Dinner in the Tugboat Restaurant was good. Convienient location to the shops and the Gardens aglow. "
United States
Allison
$160 nightly
The price is $174
Dec 9 - Dec 10
Total with taxes and fees
Tugboat Inn
Indoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very Good, (1302)
"Staff were very attentive, breakfast had good choices. Great stay."
United States
Liliana
$74 nightly
The price is $81
Dec 15 - Dec 16
Total with taxes and fees
DoubleTree by Hilton Hotel Portland
Exterior
Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Clean rooms friendly staff "
United States
Michael
$91 nightly
The price is $99
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn Freeport/Brunswick
Exterior
Portland Harbor Hotel

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1705)
"Beautiful room, friendly staff, and perfect location."
United States
Lisa
$144 nightly
The price is $160
Dec 17 - Dec 18
Total with taxes and fees
Portland Harbor Hotel
Exterior
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very nice place to stay. "
United States
Sara
$94 nightly
The price is $102
Dec 11 - Dec 12
Total with taxes and fees
Holiday Inn Express Hotel & Suites Freeport by IHG
Front of property - evening/night
Inn at St John Portland In-Town

Bed & Breakfast in Valley Street

2.5 star property
8.8 out of 10, Excellent, (1140)
"Very fun place. Older, but we love historic buildings. Very lovely staff, appreciated the Tea/Coffee available all day and the breakfast was a nice plus."
United States
Maryann
$80 nightly
The price is $87
Dec 9 - Dec 10
Total with taxes and fees
Inn at St John Portland In-Town
Exterior detail
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 star property
8.6 out of 10, Excellent, (1864)
"Clean room, friendly staff, good breakfast"
United States
Shaun
$71 nightly
The price is $78
Dec 15 - Dec 16
Total with taxes and fees
Comfort Inn South Portland Airport
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bailey Island Hotel Reviews

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"The staff was very pleasant and helpful. The room was clean. "
Deborah 1-night trip
Posted 2 days ago
Comfort Inn South Portland Airport

Find out more about Bailey Island

Bailey Island Villas information

Number of reviews
22,999
Accommodation
1 Villas
Lowest Price
$65
Highest Price
$174

Explore a world of travel with Expedia