VIEW ALL
The Schoolhouse
4 beds
2 bathrooms
8 guests
Why We Love It
Welcome to The Schoolhouse, a charming piece of Bailey Island history dating back to 1890. Blending the character of a historic island home with plenty of space for family and friends, this inviting four-bedroom vacation rental offers beautiful Casco Bay views, a spacious backyard, and a wonderful location close to Bailey Island’s local attractions and amenities.
DESCRIPTION
The Schoolhouse – Historic Bailey Island Vacation Rental with Casco Bay Views
Welcome to The Schoolhouse, a charming piece of Bailey Island history dating back to 1890. Blending the character of a historic island home with plenty of space for family and friends, this inviting four-bedroom vacation rental offers beautiful Casco Bay views, a spacious backyard, and a wonderful location close to Bailey Island’s local attractions and amenities.
All four bedrooms are located on the second level, creating a comfortable separation between the home’s sleeping and gathering spaces. Also upstairs is a loft area just for the kids, giving younger guests their own spot to play, relax, and enjoy some downtime during the vacation.
With two separate living areas, there is plenty of room for everyone to spread out. Gather together after a day exploring the island, or enjoy the flexibility of having one space for conversation and another for reading, games, or relaxing. The home also features two bathrooms, each with a stand-up shower, making it convenient for families and larger groups.
One of the highlights of The Schoolhouse is its outdoor space. Step onto the large back deck and take in outstanding views of Casco Bay while enjoying your morning coffee, an afternoon in the salt air, or a relaxing Maine evening. The large backyard provides additional room to enjoy the outdoors and makes this property especially appealing for families traveling with children.
The Schoolhouse is conveniently located near Bailey Island’s restaurants, beaches, shops, and local attractions, so you can easily experience everything this special island community has to offer. Spend your days exploring the rocky coastline, visiting nearby beaches, enjoying fresh Maine seafood, or simply slowing down and taking in the scenery.
With its historic 1890 character, four bedrooms, children’s loft, two living areas, spacious backyard, large deck, and beautiful Casco Bay views, The Schoolhouse offers a memorable setting for a classic Maine island vacation.
Come experience the history, charm, and coastal beauty of Bailey Island at The Schoolhouse.
Welcome to The Schoolhouse, a charming piece of Bailey Island history dating back to 1890. Blending the character of a historic island home with plenty of space for family and friends, this inviting four-bedroom vacation rental offers beautiful Casco Bay views, a spacious backyard, and a wonderful location close to Bailey Island’s local attractions and amenities.
All four bedrooms are located on the second level, creating a comfortable separation between the home’s sleeping and gathering spaces. Also upstairs is a loft area just for the kids, giving younger guests their own spot to play, relax, and enjoy some downtime during the vacation.
With two separate living areas, there is plenty of room for everyone to spread out. Gather together after a day exploring the island, or enjoy the flexibility of having one space for conversation and another for reading, games, or relaxing. The home also features two bathrooms, each with a stand-up shower, making it convenient for families and larger groups.
One of the highlights of The Schoolhouse is its outdoor space. Step onto the large back deck and take in outstanding views of Casco Bay while enjoying your morning coffee, an afternoon in the salt air, or a relaxing Maine evening. The large backyard provides additional room to enjoy the outdoors and makes this property especially appealing for families traveling with children.
The Schoolhouse is conveniently located near Bailey Island’s restaurants, beaches, shops, and local attractions, so you can easily experience everything this special island community has to offer. Spend your days exploring the rocky coastline, visiting nearby beaches, enjoying fresh Maine seafood, or simply slowing down and taking in the scenery.
With its historic 1890 character, four bedrooms, children’s loft, two living areas, spacious backyard, large deck, and beautiful Casco Bay views, The Schoolhouse offers a memorable setting for a classic Maine island vacation.
Come experience the history, charm, and coastal beauty of Bailey Island at The Schoolhouse.
Amenities
Availability
- Checkin Available
- Checkout Available
- Not Available
- Available
- Checkin Available
- Checkout Available
- Not Available
Reviews
Room Details
Second level right
Beds
King
Baths
Comments
Second level left trundle bed
Beds
Twin Single (2)
Baths
Comments
Second level left
Beds
Twin Single (2)
Baths
Comments
Second level left at end of hall
Beds
King
Baths
Comments
Secure Booking Experience
The Schoolhouse – Historic Bailey Island Vacation Rental with Casco Bay Views
Welcome to The Schoolhouse, a charming piece of Bailey Island history dating back to 1890. Blending the character of a historic island home with plenty of space for family and friends, this inviting four-bedroom vacation rental offers beautiful Casco Bay views, a spacious backyard, and a wonderful location close to Bailey Island’s local attractions and amenities.
All four bedrooms are located on the second level, creating a comfortable separation between the home’s sleeping and gathering spaces. Also upstairs is a loft area just for the kids, giving younger guests their own spot to play, relax, and enjoy some downtime during the vacation.
With two separate living areas, there is plenty of room for everyone to spread out. Gather together after a day exploring the island, or enjoy the flexibility of having one space for conversation and another for reading, games, or relaxing. The home also features two bathrooms, each with a stand-up shower, making it convenient for families and larger groups.
One of the highlights of The Schoolhouse is its outdoor space. Step onto the large back deck and take in outstanding views of Casco Bay while enjoying your morning coffee, an afternoon in the salt air, or a relaxing Maine evening. The large backyard provides additional room to enjoy the outdoors and makes this property especially appealing for families traveling with children.
The Schoolhouse is conveniently located near Bailey Island’s restaurants, beaches, shops, and local attractions, so you can easily experience everything this special island community has to offer. Spend your days exploring the rocky coastline, visiting nearby beaches, enjoying fresh Maine seafood, or simply slowing down and taking in the scenery.
With its historic 1890 character, four bedrooms, children’s loft, two living areas, spacious backyard, large deck, and beautiful Casco Bay views, The Schoolhouse offers a memorable setting for a classic Maine island vacation.
Come experience the history, charm, and coastal beauty of Bailey Island at The Schoolhouse.
Welcome to The Schoolhouse, a charming piece of Bailey Island history dating back to 1890. Blending the character of a historic island home with plenty of space for family and friends, this inviting four-bedroom vacation rental offers beautiful Casco Bay views, a spacious backyard, and a wonderful location close to Bailey Island’s local attractions and amenities.
All four bedrooms are located on the second level, creating a comfortable separation between the home’s sleeping and gathering spaces. Also upstairs is a loft area just for the kids, giving younger guests their own spot to play, relax, and enjoy some downtime during the vacation.
With two separate living areas, there is plenty of room for everyone to spread out. Gather together after a day exploring the island, or enjoy the flexibility of having one space for conversation and another for reading, games, or relaxing. The home also features two bathrooms, each with a stand-up shower, making it convenient for families and larger groups.
One of the highlights of The Schoolhouse is its outdoor space. Step onto the large back deck and take in outstanding views of Casco Bay while enjoying your morning coffee, an afternoon in the salt air, or a relaxing Maine evening. The large backyard provides additional room to enjoy the outdoors and makes this property especially appealing for families traveling with children.
The Schoolhouse is conveniently located near Bailey Island’s restaurants, beaches, shops, and local attractions, so you can easily experience everything this special island community has to offer. Spend your days exploring the rocky coastline, visiting nearby beaches, enjoying fresh Maine seafood, or simply slowing down and taking in the scenery.
With its historic 1890 character, four bedrooms, children’s loft, two living areas, spacious backyard, large deck, and beautiful Casco Bay views, The Schoolhouse offers a memorable setting for a classic Maine island vacation.
Come experience the history, charm, and coastal beauty of Bailey Island at The Schoolhouse.
Changeover/Arrival Day
24Hr Check-In
House Amenities
Linens and Towels Provided
Washer/Dryer
Laundromat Within Driving Distance
Regular Drip Coffee Maker
Hair Dryer
Dishwasher
Toaster Oven
Lobster Pot
Outdoor Lobster Cooker
Portable Fans
Air Conditioning
Microwave
Inside Entertainment
Wi-Fi
TV
Smart TV
Roku or Firestick
Cable or Satellite
Entertainment
Television
Games
Satellite or Cable
Books
Outdoor
Beach Access
Outdoor seating
Outside Leisure
Charcoal Grill
Outside Seating
Outside Dining/Picnic Table
Deck - Uncovered
Private Yard
Accommodations
Wifi
- Checkin Available
- Checkout Available
- Not Available
- Available
- Checkin Available
- Checkout Available
- Not Available
{[review.title]}
Guest Review
by {[review.first_name]}
Rooms Details
Second level right
Beds
King
Baths
Comments
Second level left trundle bed
Beds
Twin Single (2)
Baths
Comments
Second level left
Beds
Twin Single (2)
Baths
Comments
Second level left at end of hall
Beds
King
Baths
Comments
