Title: Bailey Island Cottages from CA $477 | Expedia.ca

  

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![Bailey Island featuring rugged coastline and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/265000/265371-Bailey-Island-Maine.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Bailey Island Cottage Rentals from CA $477

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## Check prices for these dates

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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In one month

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Bailey Island Cottages

![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w907h683x58y0-58705ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w698h683x163y0-e8a98d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w906h683x59y0-e2b546e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w904h683x60y0-34a7532e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sweet comfy cottage on Small Point Road

Small Point

9.4/10

Exceptional

(3)

"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "

CA $176

CA $477 total

includes taxes & fees

Oct 9 - Oct 10

[](https://www.expedia.ca/Phippsburg-Hotels-Sweet-Comfy-Cottage-On-Small-Point-Road.h103484082.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110770000/110762900/110762898/c621cd52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110770000/110762900/110762898/ec9ca371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110770000/110762900/110762898/f596f868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110770000/110762900/110762898/1230e73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

Harpswell

10/10

Exceptional

(2)

"Wonderful property with great ocean views! The house was very nice, comfortable and quiet. Found the bed to be very comfortable. Would highly recommend to anyone that is interested in staying in this area."

CA $342

CA $911 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Harpswell-Hotels-Stunning-Ocean-Views.h110762898.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.

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## Top Bailey Island Hotel Reviews

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

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

10/10 Excellent

"Clean room. "

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

![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg)

### Comfort Inn Airport

10/10 Excellent

"Only issue the "

[](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information)

![Cambria Hotel Portland Downtown-Old Port](//images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/bd99451b_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Nice property with onsite dining "

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

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

### Tru by Hilton Portland Airport Area

10/10 Excellent

"Third stay here and as always, its just perfect "

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

![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg)

### Germaine Inn South Portland

10/10 Excellent

"Bathtub had some hairs, but other than that, the rest of the room was clean"

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

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

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Aaa"

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

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

### Clarion Hotel Portland

10/10 Excellent

"Fine for a night on our way to the outer parts of Maine"

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

![Canopy by Hilton Portland Waterfront](//images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg)

### Canopy by Hilton Portland Waterfront

10/10 Excellent

"Very clean and updated bathroom and suite. Plenty of storage space. Great location."

[](https://expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information)

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

### Portland Regency Hotel & Spa

10/10 Excellent

"Amazing hotel with great bar, walking to restaurants and all attractions "

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

## Find out more about Bailey Island

## Bailey Island Cottages information

| Number of reviews | 2 |
| --- | --- |
| Accommodation | 205 Cottages |
| Lowest Price | CA $477 |
| Highest Price | CA $903 |

## Frequently asked questions

### Why book your cottage in Bailey Island with Expedia?

> We think a getaway should be simple, so if you're in search of cottages in Bailey Island at a competitive rate, Expedia has got your back. Keep costs down and opt for an economical option far from the rush of the city, or book a 5-star cottage to really pamper your favorite people.

### How can I find cheap cottages in Bailey Island?

> With Expedia's useful filter tool, booking cheap cottages in Bailey Island has never been simpler. To discover properties that are friendly on the wallet, refine your search results by amenities, star rating and budget.

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