Entire home
3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove
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Reviews
9.4 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 61614 sq ft
Popular amenities
Explore the area

Bailey Island, ME
- Place, Mackerel Cove2 min walk
- Place, Land's End Gift Shop8 min walk
- Place, LL Bean Flagship Store47 min drive
- Airport, Portland, ME (PWM-Portland Intl. Jetport)71 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
2 bathrooms, 1 half bathroom
Bathrom 2
Bathtub or shower · Toilet
Bathroom 1
Bathtub · Toilet
Half Bathroom
Toilet
Spaces
Deck or patio
Kitchen
Dining area
About this property
3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove
Welcome to Sherrill's Seaside Cottage!
Perched gracefully on a high point of the island, Sherrill's Seaside Cottage offers classic Maine charm paired with sweeping, elevated views of iconic Mackerel Cove. Whether you're sipping your morning coffee on the covered porch or unwinding on the patio at sunset, you'll be treated to a front-row seat to some of the most peaceful and picturesque scenery Bailey Island has to offer.
Just a short stroll down the quiet dead-end road brings you to a right-of-way path leading to Little Harbor, a wonderful spot for exploring tidepools, wading, or taking in a serene sunrise. The location alone makes this cottage a quintessential seaside retreat.
Inside, the home exudes warmth, comfort, and timeless cottage character. The well-equipped kitchen provides everything you need to prepare family meals or fresh seafood feasts. Off the kitchen is a cozy sitting room with a small TV, perfect for relaxing after a day by the water. This room also offers access to the lower-level bathroom, which features a classic clawfoot soaking tub to help you melt into vacation mode. A washer and dryer conveniently tucked into this lounge area make longer stays even easier.
Bright and welcoming, the sitting area opens to an outdoor patio with ocean views, ideal for reading, morning yoga, or evening wine. From there, step into the cottage's charming dining area, where cove views accompany every meal. A nearby cozy living room offers comfortable seating for conversations, board games, or simply enjoying the soft breeze drifting in from the water.
Upstairs, you'll find three inviting bedrooms and two bathrooms.
The first bedroom, located to the upper right of the stairs, features a queen-size bed and direct ocean views. A delightful way to wake each morning.
The second bedroom offers a spacious king-size bed and plenty of room to relax.
The third bedroom, perfect for younger guests or solo travelers, includes a trundle bed and a charming window bench, a perfect nook for reading or daydreaming as you overlook the treetops.
The upper level also includes a full bathroom with a stand-up shower as well as a separate half bath for added convenience.
With its vintage touches, thoughtful updates, and stunning natural setting, Sherrill's Seaside Cottage is the perfect place to relish the slower, scenic charm of coastal Maine.
Come enjoy Sherrill's Seaside Cottage today! With views like Sherrill's… you'll be glad you booked it!
Please note: Fireplace is not available for renter(s) use.
Perched gracefully on a high point of the island, Sherrill's Seaside Cottage offers classic Maine charm paired with sweeping, elevated views of iconic Mackerel Cove. Whether you're sipping your morning coffee on the covered porch or unwinding on the patio at sunset, you'll be treated to a front-row seat to some of the most peaceful and picturesque scenery Bailey Island has to offer.
Just a short stroll down the quiet dead-end road brings you to a right-of-way path leading to Little Harbor, a wonderful spot for exploring tidepools, wading, or taking in a serene sunrise. The location alone makes this cottage a quintessential seaside retreat.
Inside, the home exudes warmth, comfort, and timeless cottage character. The well-equipped kitchen provides everything you need to prepare family meals or fresh seafood feasts. Off the kitchen is a cozy sitting room with a small TV, perfect for relaxing after a day by the water. This room also offers access to the lower-level bathroom, which features a classic clawfoot soaking tub to help you melt into vacation mode. A washer and dryer conveniently tucked into this lounge area make longer stays even easier.
Bright and welcoming, the sitting area opens to an outdoor patio with ocean views, ideal for reading, morning yoga, or evening wine. From there, step into the cottage's charming dining area, where cove views accompany every meal. A nearby cozy living room offers comfortable seating for conversations, board games, or simply enjoying the soft breeze drifting in from the water.
Upstairs, you'll find three inviting bedrooms and two bathrooms.
The first bedroom, located to the upper right of the stairs, features a queen-size bed and direct ocean views. A delightful way to wake each morning.
The second bedroom offers a spacious king-size bed and plenty of room to relax.
The third bedroom, perfect for younger guests or solo travelers, includes a trundle bed and a charming window bench, a perfect nook for reading or daydreaming as you overlook the treetops.
The upper level also includes a full bathroom with a stand-up shower as well as a separate half bath for added convenience.
With its vintage touches, thoughtful updates, and stunning natural setting, Sherrill's Seaside Cottage is the perfect place to relish the slower, scenic charm of coastal Maine.
Come enjoy Sherrill's Seaside Cottage today! With views like Sherrill's… you'll be glad you booked it!
Please note: Fireplace is not available for renter(s) use.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Outdoor space
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This cozy Maine cottage is the perfect location enjoying sunrises!
This cozy Maine cottage is the perfect location enjoying sunrises!
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (2 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
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. Bailey Island Bridge and Cobwork Bridge are local landmarks, and the area's natural beauty can be seen at 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
- Mackerel Cove - 2 min walk - 0.2 km
- Land's End Gift Shop - 8 min walk - 0.7 km
- Bailey Island Bridge - 7 min drive - 4.0 km
- Bowdoin College - 35 min drive - 29.7 km
- LL Bean Flagship Store - 47 min drive - 52.7 km
Getting around
Restaurants
- Cook's Lobster & Ale House - 4 min drive
- Erica's Seafood & Lobster Shop - 34 min drive
- Dolphin Marina & Restaurant - 35 min drive
- B.I.G.S. Bailey Island General Store - 17 min walk
- Allen's Seafood - 21 min drive
Frequently asked questions
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.4/10
Cleanliness
9.8/10
Check-in
9.6/10
Communication
9.6/10
Location
9.6/10
Listing accuracy
Reviews
8 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Sep 2025
10/10 Excellent
Cari G.
22 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Cari G.
Stayed 4 nights in Sep 2023
10/10 Excellent
Kenneth B.
8 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


Kenneth B.
Stayed 4 nights in Aug 2025
8/10 Good
Tim L.
6 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Harspwell Maine
Tim L.
Stayed 7 nights in Jun 2024
8/10 Good
Nancy P.
30 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stunning view




Nancy P.
Stayed 7 nights in Jun 2025
10/10 Excellent
Linda H.
20 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mackerel Cove
Linda H.
Stayed 6 nights in Sep 2024
10/10 Excellent
Paul W.
11 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quintessential Maine
Paul W.
Stayed 4 nights in Sep 2024
10/10 Excellent
Jenn M.
22 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great time!
Jenn M.
Stayed 4 nights in Jun 2023
8/10 Good
Regina K.
12 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sherrill’s Cottage
Regina K.
Stayed 8 nights in Jun 2023
10/10 Excellent
Rick F.
3 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
All what I hoped we would be!
Rick F.
Stayed 8 nights in Aug 2023
8/10 Good
Pat L.
27 Sept, 2025
Liked: Check-in, communication, location, listing accuracy
Pat L.
Stayed 7 nights in Sep 2025
10/10 Excellent
Barbara M.
25 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Barbara M.
Stayed 7 nights in Sep 2025
10/10 Excellent
Megan P.
12 Oct, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dog Friendly Getaway
Megan P.
Stayed 4 nights in Oct 2022
8/10 Good
Barb G.
27 Oct, 2022
Liked: Cleanliness, check-in, listing accuracy
Fall in Maine
Barb G.
Stayed 8 nights in Oct 2022
About the host
Hosted by Your Island Connection, LLC
Languages:
English
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