Entire home
Perched on the rugged cliffs of beautiful Bailey Island.
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2 bedrooms1 bathroomSleeps 4
Popular amenities
- Onsite parking available
- Pet-friendly
- Kitchen
- Air-conditioning
- Barbecue
- Deck or patio
Explore the area
Bailey Island, ME
- Land's End Gift ShopPlace, Land's End Gift Shop3 min walk
- Mackerel CovePlace, Mackerel Cove6 min walk
- beach near Mackerel Cove LotPlace, beach near Mackerel Cove Lot2 min drive
Rooms & beds
2 bedrooms (sleeps 4)
2 twin size beds
2 Single Beds
Queen size bed
1 Queen Bed
1 bathroom
Full bathroom
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Dining area
About this property
Perched on the rugged cliffs of beautiful Bailey Island.
Welcome to Captain's Watch!
Perched on the rugged cliffs of beautiful Bailey Island, this charming 2-bedroom, 1-bath Maine vacation getaway offers breathtaking easterly views of Casco Bay, where you can enjoy spectacular sunrises over the Atlantic each morning.
Inside, the home features a warm and inviting living space complete with a cozy fireplace, perfect for relaxing after a day of exploring the coast. Air conditioning ensures your comfort during the warmer summer months, while large ocean-facing windows bring in natural light and stunning water views throughout the day.
Step outside onto the expansive oceanfront deck, ideal for sipping your morning coffee as the sun rises, dining al fresco with family and friends, or simply unwinding to the soothing sounds of the waves below.
Conveniently located in the heart of Bailey Island, this property is within easy walking distance to the iconic Land's End Gift Shop and nearby beach access, allowing you to enjoy local shopping, scenic strolls, and the natural beauty of Maine's coastline without ever needing to get in the car.
Whether you're planning a peaceful retreat or a memorable seaside getaway, this cliffside escape offers the perfect blend of comfort, location, and unforgettable ocean views.
Perched on the rugged cliffs of beautiful Bailey Island, this charming 2-bedroom, 1-bath Maine vacation getaway offers breathtaking easterly views of Casco Bay, where you can enjoy spectacular sunrises over the Atlantic each morning.
Inside, the home features a warm and inviting living space complete with a cozy fireplace, perfect for relaxing after a day of exploring the coast. Air conditioning ensures your comfort during the warmer summer months, while large ocean-facing windows bring in natural light and stunning water views throughout the day.
Step outside onto the expansive oceanfront deck, ideal for sipping your morning coffee as the sun rises, dining al fresco with family and friends, or simply unwinding to the soothing sounds of the waves below.
Conveniently located in the heart of Bailey Island, this property is within easy walking distance to the iconic Land's End Gift Shop and nearby beach access, allowing you to enjoy local shopping, scenic strolls, and the natural beauty of Maine's coastline without ever needing to get in the car.
Whether you're planning a peaceful retreat or a memorable seaside getaway, this cliffside escape offers the perfect blend of comfort, location, and unforgettable ocean views.
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In the heart of beautiful Bailey Island, this coastal retreat offers a blend of comfort and charm.
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In the heart of beautiful Bailey Island, this coastal retreat offers a blend of comfort and charm.
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- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
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
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 holiday home is on the waterfront. 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. Kayaking and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby.
Bailey Island, ME
What's nearby
- Land's End Gift Shop - 3 min walk - 0.3 km
- Mackerel Cove - 6 min walk - 0.6 km
- beach near Mackerel Cove Lot - 2 min drive - 1.5 km
- beach near Bailey Island - 4 min drive - 2.9 km
Getting around
- Brunswick Station - 28 min drive
- Portland, ME (PWM-Portland Intl. Jetport) - 70 min drive
Restaurants
- Cook's Lobster & Ale House - 5 min drive
- Bailey Island General Store - 2 min drive
- Morse’s - 22 min drive
- Dolphin Marina & Restaurant - 36 min drive
- Allen's Seafood - 22 min drive
Frequently asked questions
Is Perched on the rugged cliffs of beautiful Bailey Island. pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Perched on the rugged cliffs of beautiful Bailey Island.?
As of 7 May 2026, prices found for a 1-night stay for 2 adults at Perched on the rugged cliffs of beautiful Bailey Island. on 30 August 2026 start from NZ$890, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Perched on the rugged cliffs of beautiful Bailey Island.?
On-site parking is available at the property.
What time is check-in at Perched on the rugged cliffs of beautiful Bailey Island.?
Check-in begins at 4:00 PM.
What time is check-out at Perched on the rugged cliffs of beautiful Bailey Island.?
Checkout is at 10:00 AM.
Where is Perched on the rugged cliffs of beautiful Bailey Island. located?
Situated on the waterfront, this holiday home is within a 10-minute walk of Land's End Gift Shop and Mackerel Cove. Casco Bay and Bailey Island Bridge are also within 3 miles (5 km).
About the host
Hosted by Your Island Connection, LLC
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