3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove | Cottage in Bailey Island

9.4 (14 Reviews) |   Pet Friendly   3 Bedrooms  2 Bathrooms  6 Guests
Bailey Island Cottage | 3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove

3 Bedroom Cottage in Bailey Island

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.

3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove is located in Bailey Island. 3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove provides accommodation, featuring TV, Laundry, Ocean View, among other amenities. This Cottage features TV, Laundry, Ocean View, to make your stay a comfortable one.

3 bedroom, 2 bathroom classic Maine cottage with ocean views into Mackerel Cove has 3 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Bailey Island has interesting places to visit. If you want to learn more about the Cottage in Bailey Island, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Parking
Pet Friendly
TV
View
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 21
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Pet Policy
Pets allowed service animals are welcome, and are exempt from fees

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Sue H.
Oct 8, 2025 09:56:15 PM
Review Score:   10
Summary: Super charming & cute house. And the views were absolutely amazing!Great communication with the property owners.
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FAQ's

Is this Bailey Island cottage pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Bailey Island cottage have a swimming pool?

No, this Bailey Island cottage does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Bailey Island cottage?

Best-rates for the Bailey Island cottage starts from $280 per night with includes Parking, View, Oceanfront, Sports/Activities, Wellness Facilities, Child Friendly, Entertainment, Pet Friendly, TV, Laundry, Ocean View, Balcony/Terrace, Security/Safety, Bedding/Linens, Fireplace/Heating, Barbecue/Outdoor Cooking, Internet, Kitchen with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Bailey Island cottage a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Bailey Island cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Bailey Island cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Bailey Island cottage?

Based on the information reported by the owner or manager, the Bailey Island cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Bailey Island cottage?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace