Title: Book the Best Hotels with POOL in Bailey Island in 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)[Vacation Rentals in Bailey Island](https://expedia.ca/Bailey-Island-Vacation-Rentals.d6046825.Travel-Guide-VacationRentals)[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)

# Find Hotels with a Pool in Bailey Island, ME from CA $89

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## Check availability on Bailey Island Hotels with a Pool

Tonight

[Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-12-10&endDate=2025-12-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-12-11&endDate=2025-12-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Bailey Island hotels with a pool

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/2233a3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/433cc32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Television](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/e64c361a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Germaine Inn South Portland

[](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information)

Thorton Heights

7.6/10

Good

(403)

"Amazing price, clean comfortable room, heated pool, free breakfast. "

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

Sue

CA $87

CA $95 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/01a4aa17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/3af748e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/b75a4d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/84e040b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spark by Hilton Portland Airport Maine Mall

[](https://www.expedia.ca/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information)

South Portland

7.8/10

Good

(1362)

"It was a great stay. Staff very friendly "

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

Michelle

CA $82

CA $89 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/e5da0114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/9d8f8d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/0cb4ca97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Long Creek Hotel by IHG

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

South Portland

7.4/10

Good

(1000)

"Great place to stay "

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

Mario

CA $105

CA $114 total

includes taxes & fees

Dec 11 - Dec 12

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

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/a14b3a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/5ba6b9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 King Bed with Sofa bed (Corner)](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/20fc6412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/115a7439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn Portland Downtown/Waterfront

[](https://www.expedia.ca/Portland-Hotels-Residence-Inn-By-Marriott-Portland-Downtown-Waterfront.h2803802.Hotel-Information)

East Bayside

8.8/10

Excellent

(1000)

"Clean, friendly staff, prompt shuttle service, good breakfasts"

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

Brandy Morris

CA $114

CA $126 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Portland-Hotels-Residence-Inn-By-Marriott-Portland-Downtown-Waterfront.h2803802.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/3701f117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/627581df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/03c54bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tru by Hilton Portland Airport Area

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

South Portland

8.8/10

Excellent

(1646)

"Staff was friendly and hotel was clean."

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

Dianna

CA $103

CA $112 total

includes taxes & fees

Dec 21 - Dec 22

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

![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/3516b137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/2e48d234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/50a23de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/513ce4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Portland Downtown Waterfront

[](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information)

Downtown Portland

9.2/10

Wonderful

(1003)

"Beautiful hotel"

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

Lauren

CA $148

CA $164 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/51604711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/24ae4e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/6905e33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Harraseeket Inn & Event House Freeport Downtown

[](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information)

Freeport

9.4/10

Exceptional

(871)

"Great stay "

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

Sofia

CA $151

CA $164 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/6983fdb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/41cba30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/c5c4f760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Hotel Portland

[](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information)

South Portland

8.0/10

Very good

(1304)

"Staff were very attentive, breakfast had good choices. Great stay."

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

Liliana

CA $103

CA $112 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/4000000/3740000/3739000/3738921/92216100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3740000/3739000/3738921/699c2580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, free cribs/infant beds, free rollaway beds, free WiFi](https://images.trvl-media.com/lodging/4000000/3740000/3739000/3738921/fa0287c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, River View (Shower Only)](https://images.trvl-media.com/lodging/4000000/3740000/3739000/3738921/ef54bbf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Bath (Brunswick Area)

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Hampton-Inn-Bath.h3738921.Hotel-Information)

Bath

9.4/10

Exceptional

(729)

"Great room check in was awesome! People were great wil be back for sure "

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

Jeremy

CA $154

CA $168 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Hampton-Inn-Bath.h3738921.Hotel-Information)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/e40c347e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/7c1bebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/4f5c0299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Embassy Suites by Hilton Portland Maine

[](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information)

Portland

9.4/10

Exceptional

(1131)

"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"

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

Lori ann

CA $133

CA $147 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.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=2025-12-24&endDate=2025-12-25&regionId=6046825&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## 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

"Great room with a view. Staff fantastic with upgrades. "

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

![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](https://images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg)

### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent

"Very nice staff. Good morning coffee. "

[](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information)

![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg)

### Embassy Suites by Hilton Portland Maine

10/10 Excellent

"I stayed for 2 nights and would definitely come back. It was quiet, modern, friendly staff, food was good, and the room was very nice. "

[](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information)

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg)

### Portland Regency Hotel & Spa

10/10 Excellent

"Yes, excellent service and we really enjoyed our stay."

[](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information)

![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg)

### DoubleTree by Hilton Hotel Portland

10/10 Excellent

"Nice staff. Yummy cookie. Clean room. Comfy bed. Lobby coffee. "

[](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.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

"The room was spotless and the staff were great. Has been updated over the past few years."

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

"Didn’t fly . Does Portland have a airport?"

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

![Fireside Inn & Suites Portland](https://images.trvl-media.com/lodging/1000000/10000/9900/9842/bc09b846_y.jpg)

### Fireside Inn & Suites Portland

10/10 Excellent

"Easy check in, cozy and clean 👍"

[](https://expedia.ca/Portland-Hotels-Fireside-Inn-Suites.h9842.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

"Clean, comfortable and convenient location."

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

## Frequently asked questions

### What are some accommodations with pools in Bailey Island?

### What is there to see and do in Bailey Island?

### When is the best time to book a hotel with a pool in Bailey Island?

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