Entire home
Lovely deck to watch the boats come and go, and incredible sunsets!
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Reviews
9.8 out of 10
Exceptional
1 bedroom1 bathroomSleeps 3575 sq ft
Popular amenities
Explore the area

Bailey Island, ME
- Place, Land's End Gift Shop3 min walk
- Place, Mackerel Cove3 min walk
- Place, LL Bean Flagship Store47 min drive
- Airport, Portland, ME (PWM-Portland Intl. Jetport)71 min drive
Rooms & beds
1 bedroom (sleeps 3)
Bedroom
1 Single Bed and 1 Queen Bed
1 bathroom
Bathroom
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Dining area
About this property
Lovely deck to watch the boats come and go, and incredible sunsets!
Welcome to Whitesail's Cottage!
Tucked near the very end of picturesque Bailey Island, Whitesail's Cottage is the perfect cozy coastal escape. This charming retreat offers classic Maine character, beautiful water views, and the soothing rhythm of the Atlantic tides just outside your door. From the spacious deck, you can watch the lobstermen come and go from the cove, listen to the waves, and soak in the peaceful island atmosphere. A short stroll brings you to the rocky shoreline, ideal for exploring tidepools, beachcombing, or simply admiring the ever-changing seascape.
Step inside and you'll find a quaint, well-equipped kitchen ready for preparing everything from a quick breakfast to a full Maine seafood feast. Continue on into the welcoming living area, where sliding glass doors frame the water view and lead out onto the large deck, your outdoor haven for relaxing with a book, enjoying a meal, or taking in the salty breeze.
Just off the living area is the cottage's cozy bedroom, complete with a queen bed and a twin bed, offering flexibility for couples, friends, or small families. A charming enclosed porch area adds extra space to unwind and enjoy quiet moments. For your convenience, a washer and dryer are located in the cellar, accessed via the outdoor bulkhead.
Simple, sweet, and full of coastal charm, Whitesail's Cottage offers an affordable and unforgettable island getaway. Come enjoy the gentle tides, ocean breezes, and the timeless beauty of Bailey Island.
Please note this property rents Saturday–Saturday in summer. The calendar will show available check-in/check-out days, and the week in between will be grayed out. Fireplace is not available for renter(s) use.
Tucked near the very end of picturesque Bailey Island, Whitesail's Cottage is the perfect cozy coastal escape. This charming retreat offers classic Maine character, beautiful water views, and the soothing rhythm of the Atlantic tides just outside your door. From the spacious deck, you can watch the lobstermen come and go from the cove, listen to the waves, and soak in the peaceful island atmosphere. A short stroll brings you to the rocky shoreline, ideal for exploring tidepools, beachcombing, or simply admiring the ever-changing seascape.
Step inside and you'll find a quaint, well-equipped kitchen ready for preparing everything from a quick breakfast to a full Maine seafood feast. Continue on into the welcoming living area, where sliding glass doors frame the water view and lead out onto the large deck, your outdoor haven for relaxing with a book, enjoying a meal, or taking in the salty breeze.
Just off the living area is the cottage's cozy bedroom, complete with a queen bed and a twin bed, offering flexibility for couples, friends, or small families. A charming enclosed porch area adds extra space to unwind and enjoy quiet moments. For your convenience, a washer and dryer are located in the cellar, accessed via the outdoor bulkhead.
Simple, sweet, and full of coastal charm, Whitesail's Cottage offers an affordable and unforgettable island getaway. Come enjoy the gentle tides, ocean breezes, and the timeless beauty of Bailey Island.
Please note this property rents Saturday–Saturday in summer. The calendar will show available check-in/check-out days, and the week in between will be grayed out. Fireplace is not available for renter(s) use.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Outdoor space
Sea view
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9.4 out of 10, Exceptional, (6 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Bailey Island
Located in Bailey Island, this cottage is in a rural area and by the sea. Maine Street and LL Bean Flagship Store are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Brunswick Town Commons and Casco Bay. Land's End Gift Shop and Paddleworks are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Bailey Island, ME
What's nearby
- Land's End Gift Shop - 3 min walk - 0.3 km
- Mackerel Cove - 3 min walk - 0.3 km
- Bailey Island Bridge - 7 min drive - 4.3 km
- Bowdoin College - 35 min drive - 30.0 km
- LL Bean Flagship Store - 47 min drive - 53.0 km
Getting around
Restaurants
- Cook's Lobster & Ale House - 5 min drive
- Erica's Seafood & Lobster Shop - 35 min drive
- Dolphin Marina & Restaurant - 35 min drive
- B.I.G.S. Bailey Island General Store - 2 min drive
- Allen's Seafood - 21 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
9.8/10
Location
9.8/10
Listing accuracy
Reviews
Verified
27 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2024
Verified
10/10 Excellent
Cathy P.
14 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cathy P.
Stayed 3 nights in Sep 2025
Verified
10/10 Excellent
chandra r.
26 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location.
chandra r.
Stayed 4 nights in Jun 2023
Verified
10/10 Excellent
Kristine B.
13 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
September getaway
Kristine B.
Stayed 4 nights in Sep 2024
Verified
10/10 Excellent
Judy Z.
13 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Judy Z.
Stayed 7 nights in Sep 2023
Verified
8/10 Good
David W.
12 Oct, 2018
Great View
David W.
Stayed 4 nights in Sep 2018
Verified
10/10 Excellent
Wanda G.
12 Nov, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wanda G.
Stayed 3 nights in Oct 2024
About the host
Hosted by Your Island Connection, LLC
Languages:
English
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