A rocky shoreline with a boat, a house, and a forest in the background.

Search Bailey Island Cottage Rentals from CA $417

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Bailey Island cottages

Exterior

1. •Tranquil 2BR Summer Home•Steps to Private Beach•

•Tranquil 2BR Summer Home•Steps to Private Beach•
Harpswell
The price is CA $427
CA $969 total
includes taxes & fees
Aug 17 - Aug 18
•Tranquil 2BR Summer Home•Steps to Private Beach•
House (2 Bedrooms) | Interior

2. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is CA $177
CA $417 total
includes taxes & fees
Aug 25 - Aug 26
1 Mi to Maine Street! Mcm-style Home in Brunswick
Exterior

3. Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.4 out of 10, Exceptional, (3 reviews)
"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. "
United States
Liz J.
The price is CA $421
CA $787 total
includes taxes & fees
Aug 8 - Aug 9
Sweet comfy cottage on Small Point Road
Exterior

4. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (15 reviews)
"Ani was very friendly and communicative and the place was comfortable and inviting. We had a great stay!"
United States
Cristina Q.
The price is CA $589
CA $980 total
includes taxes & fees
Aug 18 - Aug 19
4br2ba House parking A Peaceful Oasis on Munjoy Hill
Exterior

5. All Aboard Cottage

All Aboard Cottage
Ocean Point
10.0 out of 10, Exceptional, (6 reviews)
"This home is a wonderful place to stay! Amazing location, comfortable space, and great host! A minute's walk to the water, lots of nature and scenery to explore, quiet location, and quick access to Boothbay Harbor area. Great place for a getaway with family, friends, or spouse!"
United States
Trace P.
The price is CA $727
CA $1,269 total
includes taxes & fees
Aug 24 - Aug 25
All Aboard Cottage
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
"Rooms are large and well maintained. Quiet stay. Staff at front desk and restaurant were friendly. We had two dinners in the restaurant and they were very good. Lots to choose from."
Pat 2-night trip
Posted 2 hours ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Bailey Island

Bailey Island Cottages information

Number of reviews
24
Accommodation
177 Cottages
Lowest Price
CA $417
Highest Price
CA $1,269

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