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Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Waterfront cottage with kitchen and fireplace
Photo gallery for Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage





Reviews
9.8 out of 10
Exceptional
3 bedrooms 1 bathroom Sleeps 5 528 sq ft
Popular amenities
Explore the area

Bailey Island, Maine
- Place, Casco Bay1 min walk
- Place, Cobwork Bridge2 min walk
- Place, Bailey Island Bridge5 min walk
- Airport, Portland, ME (PWM-Portland Intl. Jetport)75 min drive
Rooms & beds
3 bedrooms (sleeps 5)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Single Bed
1 bathroom
Bathroom 1
Bathtub or shower · Toilet
Spaces
Porch or lanai
Kitchen
Garden
Dining area
About this property
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Welcome to Ole Greeley Cottage, a charming, classic Maine cottage with stunning ocean views over Merriconeag Sound. You'll love waking up to the sights and sounds of the ocean, exploring Harpswell and the surrounding towns and retreating to the cottage to catch the gorgeous Bailey Island sunset paint the sky with red, orange and purple from the wrap-around covered porch. Don't miss the opportunity to dine al fresco on the water's edge at the outdoor picnic table that seats 8, and a two person bistro set.
Inside the cottage you'll find an open concept kitchen, living, and dining area with many windows and a sliding glass door opening to the ocean and covered porch. The kitchen offers a farmhouse sink, large retro refrigerator, gas range, microwave and all the cooking/dining ware needed to prepare and enjoy a delicious homecooked meal. The dining table seats 4-6 and the living room offers a large leather sofa and two wicker chairs, the perfect spot to read a book, play a game, or delight in conversation with friends. The owners have shared with guests a broad collection of books, puzzles, and board games, inviting all to relax and enjoy the slow-pace of island life.
Located on Garrison Cove Road on Bailey Island, guests will love the ability to walk to Cook's Lobster & Ale House just down the road, as well as Cook's Wharf offering lobster fresh off the boat. Step off the dock onto the Schooner Alert for a sunset cruise around the islands or watch the lobstermen and sailboats cruise by from the porch. The cottage is also just a short walk/drive away from Cedar Beach, The Bailey Island General Store, Fishnet Cafe, Land's End Gift Shop, Sundrenched restaurant, Historic Cribstone Bridge, Salt Cod Cafe, H2Outfitters for kayak rentals/tours, and so much more!
Come to Ole Greeley Cottage and enjoy all Bailey Island and Harpswell have to offer. We're sure it will beckon you back for years to come!
Ole Greeley Cottage is pet-friendly (2 maximum, well behaved), a non-refundable pet fee does apply.
Please note - Although recently renovated/updated, the cottage was originally built in the early 1900's and the interior walls dividing the bedrooms are thin/not insulated, allowing sound to travel more easily than a modern home. Also, the primary bedroom has a custom headboard that is open to the stairs to the first floor. We hope this information is helpful as you prepare for your stay at this charming cottage!
**Important Information Regarding Water Usage**
Due to the proximity to the beautiful, rocky coast, the water supply for the cottage is a water storage tank rather than a traditional well. Water is delivered to the property on a regular basis, but guests should be particularly aware of their water consumption and make every effort to conserve this precious resource. While you may use the water comfortably, we ask that you please not run water unnecessarily (i.e. keeping showers brief, turning water off while brushing teeth, not running water constantly while doing dishes, etc.).
Bedrooms:
2nd Floor:
Primary BR- Queen Bed with Ocean Views
Second BR- Double Bed with peeks of the Ocean
Third BR- Twin Bed with peeks of the Ocean
Bathrooms:
1st Floor:
Full BA with medium sized shower/tub combo
Air Conditioning: No
Water Access: Direct, on property via private stairs
Beach Towels: Not included
Departure Cleaning: Included
Closest Shopping Village: Brunswick, 15min away
Coffee Maker: Yes, Regular Drip
Dishwasher: No
Grill: Gas Grill available, Propane provided
Heat Source: Propane Heat Stove on 1st Floor, controlled by thermostat
Internet Access: Yes, Xfinity Cable Internet and WiFi
Linens & Bath Towels: Included
Lobster Pot: Yes
Outdoor Firepit: No
Parking: 1-2 cars
Trash Removal: Included
TV: No (guests are welcome to bring their own laptops/ipads to connect to the internet for tv/streaming entertainment)
Washer & Dryer: No, laundromats nearby in Brunswick 15-20 min away
Water Frontage: Direct ocean frontage
Water Source: Water tank, bottled drinking water recommended
Inside the cottage you'll find an open concept kitchen, living, and dining area with many windows and a sliding glass door opening to the ocean and covered porch. The kitchen offers a farmhouse sink, large retro refrigerator, gas range, microwave and all the cooking/dining ware needed to prepare and enjoy a delicious homecooked meal. The dining table seats 4-6 and the living room offers a large leather sofa and two wicker chairs, the perfect spot to read a book, play a game, or delight in conversation with friends. The owners have shared with guests a broad collection of books, puzzles, and board games, inviting all to relax and enjoy the slow-pace of island life.
Located on Garrison Cove Road on Bailey Island, guests will love the ability to walk to Cook's Lobster & Ale House just down the road, as well as Cook's Wharf offering lobster fresh off the boat. Step off the dock onto the Schooner Alert for a sunset cruise around the islands or watch the lobstermen and sailboats cruise by from the porch. The cottage is also just a short walk/drive away from Cedar Beach, The Bailey Island General Store, Fishnet Cafe, Land's End Gift Shop, Sundrenched restaurant, Historic Cribstone Bridge, Salt Cod Cafe, H2Outfitters for kayak rentals/tours, and so much more!
Come to Ole Greeley Cottage and enjoy all Bailey Island and Harpswell have to offer. We're sure it will beckon you back for years to come!
Ole Greeley Cottage is pet-friendly (2 maximum, well behaved), a non-refundable pet fee does apply.
Please note - Although recently renovated/updated, the cottage was originally built in the early 1900's and the interior walls dividing the bedrooms are thin/not insulated, allowing sound to travel more easily than a modern home. Also, the primary bedroom has a custom headboard that is open to the stairs to the first floor. We hope this information is helpful as you prepare for your stay at this charming cottage!
**Important Information Regarding Water Usage**
Due to the proximity to the beautiful, rocky coast, the water supply for the cottage is a water storage tank rather than a traditional well. Water is delivered to the property on a regular basis, but guests should be particularly aware of their water consumption and make every effort to conserve this precious resource. While you may use the water comfortably, we ask that you please not run water unnecessarily (i.e. keeping showers brief, turning water off while brushing teeth, not running water constantly while doing dishes, etc.).
Bedrooms:
2nd Floor:
Primary BR- Queen Bed with Ocean Views
Second BR- Double Bed with peeks of the Ocean
Third BR- Twin Bed with peeks of the Ocean
Bathrooms:
1st Floor:
Full BA with medium sized shower/tub combo
Air Conditioning: No
Water Access: Direct, on property via private stairs
Beach Towels: Not included
Departure Cleaning: Included
Closest Shopping Village: Brunswick, 15min away
Coffee Maker: Yes, Regular Drip
Dishwasher: No
Grill: Gas Grill available, Propane provided
Heat Source: Propane Heat Stove on 1st Floor, controlled by thermostat
Internet Access: Yes, Xfinity Cable Internet and WiFi
Linens & Bath Towels: Included
Lobster Pot: Yes
Outdoor Firepit: No
Parking: 1-2 cars
Trash Removal: Included
TV: No (guests are welcome to bring their own laptops/ipads to connect to the internet for tv/streaming entertainment)
Washer & Dryer: No, laundromats nearby in Brunswick 15-20 min away
Water Frontage: Direct ocean frontage
Water Source: Water tank, bottled drinking water recommended
Add dates for prices
Amenities
Kitchen
Washing machine
Pet-friendly
Free WiFi
Outdoor space
Parking available
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9.8 out of 10, (29 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Bailey Island
Located in Bailey Island, this cottage is in a rural area and on the waterfront. Paddleworks and Land's End Gift Shop are local attractions and those in the mood for shopping can visit LL Bean Flagship Store and Maine Street. Ash Cove Pottery and Wolfe's Neck Farm are also worth visiting. Discover the area's water adventures with fishing and swimming nearby, or enjoy the great outdoors with hiking/biking trails.

Bailey Island, Maine
What's nearby
- Casco Bay - 1 min walk - 0.0 km
- Cobwork Bridge - 2 min walk - 0.2 km
- Bailey Island Bridge - 5 min walk - 0.5 km
- Land's End Gift Shop - 7 min drive - 4.0 km
- Ash Cove Pottery - 30 min drive - 26.9 km
Getting around
Restaurants
- Dolphin Marina & Restaurant - 33 min drive
- Erica's Seafood & Lobster Shop - 32 min drive
- Cook's Lobster House - 4 min walk
- Holbrooks Lobster Wharf - 24 min drive
- B.I.G.S. Bailey Island General Store - 18 min walk
Frequently asked questions
About the host
Hosted by Marcia Giles

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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