Title: Bailey Island Vacation Rentals from CA $170: Short-Term Rentals for 2026 | Expedia.ca

[Bailey Island Travel Guide](https://expedia.ca/Bailey-Island.dx6046825)[Hotels in Bailey Island](https://expedia.ca/Bailey-Island-Hotels.d6046825.Travel-Guide-Hotels)[Bailey Island Car Rentals](https://expedia.ca/Car-Rentals-In-Bailey-Island.d6046825.Car-Rental-Guide)[Bailey Island Vacation Packages](https://expedia.ca/Bailey-Island.d6046825.Destination-Travel-Guides)

![Bailey Island showing general coastal views](https://images.trvl-media.com/place/6046825/3641ac6e-a5fc-4f22-a47d-0c23ea40681b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6046825/3641ac6e-a5fc-4f22-a47d-0c23ea40681b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Bailey Island vacation rentals

![Exterior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/b1bdd4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/fff3a0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/0a77c82a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/43f447da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Large-Guest-Suite-With-Private-Bath-On-Quiet-Street-Near-Bowdoin-College.h69337504.Hotel-Information)

Brunswick

10/10

Exceptional

(145 reviews)

"Lovely space, comfortable bed, very convenient to downtown Brunswick."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly G.

CA $123

CA $164 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Large-Guest-Suite-With-Private-Bath-On-Quiet-Street-Near-Bowdoin-College.h69337504.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/72000000/71550000/71542100/71542068/0f41a861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71550000/71542100/71542068/a0a928af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71550000/71542100/71542068/ecd78162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/72000000/71550000/71542100/71542068/88f9bf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brunswick Downtown Sugar Cube next to Bowdoin

[](https://www.expedia.ca/Brunswick-Hotels-Brunswick-Downtown-Sugar-Cube-Next-To-Bowdoin.h71542068.Hotel-Information)

Brunswick

8.4/10

Very good

(7 reviews)

"Stayed for one night. Very convenient to campus"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lin-Lin R.

CA $116

CA $349 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Brunswick-Hotels-Brunswick-Downtown-Sugar-Cube-Next-To-Bowdoin.h71542068.Hotel-Information)

![Deluxe Suite, 1 King Bed | Private kitchen](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/9fd24e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 1 King Bed](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/b6c98e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/6c222be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/3eb6def3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Weldon Hotel

[](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information)

Downtown Portland

9.8/10

Exceptional

(91 reviews)

"Loved this place and would definitely stay here next time we go back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eleni

CA $230

CA $354 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117790000/117781700/117781679/4a8d5e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117790000/117781700/117781679/849ecf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117790000/117781700/117781679/fcb10721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117790000/117781700/117781679/37439514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Port City Nest: Beautiful 2bd w/ Balcony & Parking

[](https://www.expedia.ca/Portland-Hotels-Port-City-Nest-Beautiful-2bd-W-Balcony-Parking.h117781679.Hotel-Information)

Parkside

10/10

Exceptional

(2 reviews)

"Very nice apartment. Had everything we needed. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bob S.

CA $116

CA $329 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Portland-Hotels-Port-City-Nest-Beautiful-2bd-W-Balcony-Parking.h117781679.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/111000000/110180000/110171200/110171137/bd062fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/111000000/110180000/110171200/110171137/w6000h3998x0y0-91ceb703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110180000/110171200/110171137/971c8866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110180000/110171200/110171137/44953bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Portland-Hotels-Cozy-1-Bedroom-Apartment-In-Awesome-Portland-With-WiFi.h110171137.Hotel-Information)

Parkside

8.0/10

Very good

(4 reviews)

"Everything was perfect."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Edward J.

CA $83

CA $202 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Portland-Hotels-Cozy-1-Bedroom-Apartment-In-Awesome-Portland-With-WiFi.h110171137.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/c845d4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/519ceff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/30c8c437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/70000000/69570000/69568100/69568092/db812c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 1st Floor Apartment & Amazing Shower

[](https://www.expedia.ca/Portland-Hotels-Beautiful-1st-Floor-Apartment-Amazing-Shower.h69568092.Hotel-Information)

Parkside

9.0/10

Wonderful

(27 reviews)

"This was a clean and good location for our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jocelyn R.

CA $104

CA $225 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Portland-Hotels-Beautiful-1st-Floor-Apartment-Amazing-Shower.h69568092.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/18ed00db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/063e81f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/108d7b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/338ff9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Lincoln beautiful home

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Little-Lincoln-Lovely-Home.h32833020.Hotel-Information)

Brunswick

9.2/10

Wonderful

(15 reviews)

"Simon was very easy to communicate with, the place was clean, the bed was quite comfortable, and we were right by Main Street in Brunswick which made for easy access to food and things to do. Wonderful place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica B.

CA $108

CA $336 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Little-Lincoln-Lovely-Home.h32833020.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69390000/69388200/69388165/696aeec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69390000/69388200/69388165/65281de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69390000/69388200/69388165/69bdb32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/70000000/69390000/69388200/69388165/d7e03984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright & Spacious Apartment with Amazing Shower

[](https://www.expedia.ca/Portland-Hotels-Bright-Spacious-Apartment-With-Amazing-Shower.h69388165.Hotel-Information)

Parkside

8.4/10

Very good

(18 reviews)

"Super cute. Enjoyed our stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amber T.

CA $104

CA $226 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Portland-Hotels-Bright-Spacious-Apartment-With-Amazing-Shower.h69388165.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1917h1645x3y0-1a82cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1920h1432x0y17-47ca72aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/4fe2dda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Portland getaway on the Eastern Promenade

[](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information)

Munjoy Hill

9.6/10

Exceptional

(128 reviews)

"Tidy place in a great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary M.

CA $151

CA $279 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/c0051374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/d66d7839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/70c2ba04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/102a2deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny Spot with Private Parking.

[](https://www.expedia.ca/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

Knightville

9.8/10

Exceptional

(25 reviews)

"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Giana

CA $113

CA $250 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/a67d235a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/e5356195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/687cf518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/f6a06df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful & minutes from the Old Port with private parking

[](https://www.expedia.ca/South-Portland-Hotels-Peaceful-Minutes-From-The-Old-Port-With-Private-Parking.h113674508.Hotel-Information)

Knightville

9.8/10

Exceptional

(7 reviews)

"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynn E.

CA $114

CA $267 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/South-Portland-Hotels-Peaceful-Minutes-From-The-Old-Port-With-Private-Parking.h113674508.Hotel-Information)

![Flat-screen TV, Netflix, books, streaming services](https://images.trvl-media.com/lodging/38000000/37150000/37144800/37144738/5fa52d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/38000000/37150000/37144800/37144738/f2124fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/38000000/37150000/37144800/37144738/42b0b6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/38000000/37150000/37144800/37144738/4975f080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Old Port ♦ West End Condo ♦ Parking

[](https://www.expedia.ca/Portland-Hotels-Walk-To-Old-Port-West-End-Condo-Parking.h37144738.Hotel-Information)

West End

9.6/10

Exceptional

(80 reviews)

"Great location and very spacious! Easy commutation - must stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Courtney H.

CA $149

CA $373 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Portland-Hotels-Walk-To-Old-Port-West-End-Condo-Parking.h37144738.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484061/w906h683x59y0-98312e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484061/86e9ab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484061/0797eb95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484061/w905h683x60y0-86885f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Top floor loft apartment in downtown Bath

[](https://www.expedia.ca/Bath-Hotels-Top-Floor-Loft-Apartment-In-Downtown-Bath.h103484061.Hotel-Information)

Bath

9.8/10

Exceptional

(6 reviews)

"Great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James E.

CA $137

CA $303 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Bath-Hotels-Top-Floor-Loft-Apartment-In-Downtown-Bath.h103484061.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113420000/113410800/113410786/w990h1334x0y0-51987bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113420000/113410800/113410786/afcbff90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113420000/113410800/113410786/71ac35f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/114000000/113420000/113410800/113410786/ba0e1b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio Apartment near downtown Walkable!

[](https://www.expedia.ca/Portland-Hotels-Studio-Apartment-In-Town-Walkable.h113410786.Hotel-Information)

West Bayside

8.4/10

Very good

(7 reviews)

"Maine Oyster Company was a highlight of the trip! "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Tyler P.

CA $115

CA $214 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Portland-Hotels-Studio-Apartment-In-Town-Walkable.h113410786.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/dbe85b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/fc36ebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/8b898836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/3645d250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to Positive Outlook

[](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information)

West Point

10/10

Exceptional

(3 reviews)

"The host was welcoming. The home was clean, comfortable and the views were outstanding. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rachel K.

CA $144

CA $295 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114250000/114242400/114242312/cbffb714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114250000/114242400/114242312/4e3cd500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114250000/114242400/114242312/3b4a6bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114250000/114242400/114242312/c1e49803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bird Watching Paradise @ Waterfront Harpswell with Private Deck

[](https://www.expedia.ca/Harpswell-Hotels-Bird-Watching-Paradise-Waterfront-Harpswell-With-Private-Deck.h114242312.Hotel-Information)

Harpswell

10/10

Exceptional

(2 reviews)

"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kate K.

CA $171

CA $416 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Harpswell-Hotels-Bird-Watching-Paradise-Waterfront-Harpswell-With-Private-Deck.h114242312.Hotel-Information)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/ac74d9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/w790h591x5y5-ff173a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/08f71e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/407d9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fantastic Waterfront Views

[](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information)

West Point

9.6/10

Exceptional

(15 reviews)

"The location and views were incredible. Quiet and relaxing spot."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vanessa W.

CA $151

CA $345 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/79000000/78260000/78254100/78254028/fba8346f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78254100/78254028/580db3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78254100/78254028/w1170h776x0y0-8a7e5b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/79000000/78260000/78254100/78254028/da511649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Classic New England 1st Floor 3 BR Downtown Brunswick

[](https://www.expedia.ca/Brunswick-Hotels-Classic-New-England-1st-Floor-3-BR-Downtown-Brunswick.h78254028.Hotel-Information)

Brunswick

9.6/10

Exceptional

(9 reviews)

"We had a good time in Brunswick.... great location and jumping off point to explore."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karin S.

CA $164

CA $458 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Brunswick-Hotels-Classic-New-England-1st-Floor-3-BR-Downtown-Brunswick.h78254028.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/44b25a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/6ab78874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/10b6585a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/6c45e05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Brunswick-Hotels-Brand-New-Downtown-2BR-On-Noble-Next-To-Bowdoin.h59656609.Hotel-Information)

Brunswick

9.8/10

Exceptional

(28 reviews)

"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jill C.

CA $164

CA $458 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Brunswick-Hotels-Brand-New-Downtown-2BR-On-Noble-Next-To-Bowdoin.h59656609.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/b3ca2cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/cac4d9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/6c6c5960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/e16b1551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Studio apartment with WiFi, AC in welcoming Portland

[](https://www.expedia.ca/Portland-Hotels-Charming-Studio-Apartment-With-WiFi.h114768499.Hotel-Information)

Munjoy Hill

9.6/10

Exceptional

(11 reviews)

"A great location and a comfortable place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew K.

CA $154

CA $291 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Portland-Hotels-Charming-Studio-Apartment-With-WiFi.h114768499.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=6046825&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

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## Top Bailey Island Hotel Reviews

![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg)

### Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Amazing location"

[](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information)

![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg)

### Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"The room was spotless and had a beautiful view of the bay! Richard at the front desk was very friendly."

[](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg)

### Clarion Hotel Portland Airport ME

10/10 Excellent

"Entire staff was top notch.Thanks to Drew mgr and Mathew.Recommend this place highly"

[](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information)

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"I had an increadoble stay. I had lost heat and needed to go somewhere overnight. I was just overwhelmed amd exhausted. I came with my puppy and they were kimd to both of us. Everything was so clean. Everybody was so nice. They gave me the latest checkout that was available on that day, which ended up being perfect.the kindness alone... id give them 10 stars."

[](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information)

![Aloft Portland Downtown Waterfront ME](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/b64a7749_y.jpg)

### Aloft Portland Downtown Waterfront ME

10/10 Excellent

"Great stay!"

[](https://expedia.ca/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information)

![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"The staff is excellent - efficient, gracious and always available to manage whatever comes up for the guest. "

[](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information)

![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg)

### Long Creek Hotel by IHG

10/10 Excellent

"Clean room and Priscilla at the front desk is very friendly and personable!"

[](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information)

![LivAway Suites Portland-Scarborough](https://images.trvl-media.com/lodging/117000000/116240000/116230700/116230622/9c7671de_y.jpg)

### LivAway Suites Portland-Scarborough

10/10 Excellent

"Spacious, quiet and clean"

[](https://expedia.ca/Scarborough-Hotels-LivAway-Suites-Portland-Scarborough.h116230622.Hotel-Information)

![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg)

### Tru by Hilton Portland Airport Area

10/10 Excellent

"Friendly staff. Clean facility. Great location "

[](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information)

## Find out more about Bailey Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Bailey Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Bailey Island ](https://expedia.ca/Bailey-Island-Private-Vacation-Homes.d6046825-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Bailey Island ](https://expedia.ca/Bailey-Island-Apartments.d6046825-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Bailey Island ](https://expedia.ca/Bailey-Island-Cottages.d6046825-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Bailey Island ](https://expedia.ca/Bailey-Island-Condos.d6046825-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Bailey Island ](https://expedia.ca/Bailey-Island-Cabins.d6046825-aaCabins.Travel-Guide-Accommodation)
- [B&B in Bailey Island ](https://expedia.ca/Bailey-Island-Bed-And-Breakfast.d6046825-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Lodges in Bailey Island ](https://expedia.ca/Bailey-Island-Lodges.d6046825-aaLodges.Travel-Guide-Accommodation)
- [Aparthotels in Bailey Island ](https://expedia.ca/Bailey-Island-Apart-Hotels.d6046825-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Bailey Island ](https://expedia.ca/Bailey-Island-Motels.d6046825-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Bailey Island ](https://expedia.ca/Bailey-Island-Guest-Houses.d6046825-aaGuestHouses.Travel-Guide-Accommodation)
- [Farmstay in Bailey Island ](https://expedia.ca/Bailey-Island-Agritourism.d6046825-aaAgritourism.Travel-Guide-Accommodation)
- [Inns in Bailey Island ](https://expedia.ca/Bailey-Island-Inns.d6046825-aaInns.Travel-Guide-Accommodation)
- [Villas in Bailey Island ](https://expedia.ca/Bailey-Island-Villas.d6046825-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in Bailey Island ](https://expedia.ca/Bailey-Island-RV-Parks.d6046825-aaRVParks.Travel-Guide-Accommodation)
- [Castles in Bailey Island ](https://expedia.ca/Bailey-Island-Castles.d6046825-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

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