The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home
Bailey Island, Maine
3
Bed
2
Bath
Private Vacation Home
Property Type
6
Max Sleeps
3 nights
Min Stay
Perched on the water's edge, The Overlook offers commanding views of Merriconeag Sound to Casco Bay and its islands. You'll find yourself waiting to watch the sunset every evening, as the sky is painted with stunning hues and the soft light fills every room. The Overlook offers multiple decks with plenty of seating for dining outdoors or simply relaxing by the sea. Beautiful gardens and trees surround the property, offering great privacy, while being within walking distance to all Bailey Isla
Features
Map
Availability
Review
Features
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PETS
No Pets Allowed -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
3 Bedrooms Bed Sheets Provided -
GENERAL
Unit Size: 1574 Sq Ft (146 Sq M) -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster -
LAUNDRY
Laundry Facilities Near Laundromat Washing Machine And Dryer -
PARKING
Onsite Parking Options Include A Garage -
INTERNET
Free WiFi -
OUTDOORS
Barbecue Grill Garden Patio -
BATHROOMS
2 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided -
WORKSPACES
Desk Desk Chair -
LANGS SPOKEN
English -
THINGS TO DO
Fishing Nearby Fitness Facilities Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Sailing Nearby Swimming Nearby -
ENTERTAINMENT
Smart TV With Cable/satellite Service -
LIVING SPACES
Dining Room Living Room -
CLIMATE CONTROL
Heating -
LOCATION HIGHLIGHTS
Near A Hospital Near The Ocean Near The Sea On The Waterfront -
SERVICES AND CONVENIENCES
Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Tile Flooring In Public Areas
Check-in : 04:00 PM
Check-out : 10:00 AM
No Wheelchair
No smoking
No pets
Children allowed
Max occupancy : 6
Map
Availability
Review
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K M.
Submitted Sep 17, 2025
Stayed Aug 23, 2025 -
Austina F.
Submitted Aug 7, 2025
Stayed Jul 29, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house is in a great location on Baileys Island and is decorated so you feel comfortable and right at home. There was a lot of outdoor seating for us to watch the water/sunset. The kitchen has everything you will need. It is also really simple to contact management since they text you and are available for any questions. The only downside is if you stay in the hotter months, there is no AC, but they do have fans throughout. I would definitely stay here again!
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Greg M.
Submitted Aug 5, 2025
Stayed Jul 12, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I was traveling with older relatives who needed an accessible home right on the water. The home was spectacularly well-furnished and the view before us including a veritable lobster farm was stunning, sunrise to sunset.
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Danita K.
Submitted Jul 29, 2025
Stayed Jul 26, 2025Very clean and comfortable home, with beautiful sunset views. Kitchen is exceptionally appointed. Gorgeous landscaping with cedar wax wings, gold finches and song sparrows flitting about. Lots of Adirondack seating for coastal views with your coffee and book.
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Ervin B.
Submitted Jun 30, 2025
Stayed Jun 21, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: As in prior years, everything was perfect, including the weather.
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Polly O.
Submitted Sep 24, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a spectacular time at The Overlook. The house was impeccable, and the views are exquisite. Cannot say enough good things.
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Michelle R.
Submitted Sep 14, 2024
Stayed Sep 10, 2024Gorgeous property and we lucked out with the best weather possible!!! Highly recommend The Overlook and we plan on returning
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Matthew D.
Submitted Aug 21, 2024
Stayed Aug 3, 2024Sunsets, birds, boats, and the sea, magnificent views. Private, hidden, and comfortable place right on the water was perfect for the four of us. We enjoyed every minute of our stay. It's not too far away from many towns like Bath and Boothbay Harbor too.
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John F.
Submitted Aug 3, 2024
Stayed Jul 27, 2024House was very nice for our family of 5. On the water with a great view. Kitchen was well equipped and everything was in good working order. Would definitely stay again.
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Bev B.
Submitted Jul 29, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: lovely house with fantastic water views from lots of windows. house very clean-lovely bed linens-nice kitchen
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Jennifer T.
Submitted Jul 23, 2024
Stayed Jul 13, 2024Such a charming property! The house was super clean, quiet, and felt very private....and the view was amazing! It was mid-July and no AC was needed because of the lovely breeze. There are fans available at the property if needed, but we didn't need them. We were able to launch our paddle boards right from the property at high tide. The house was well equipped - had everything we needed.....we even used the Thyme in the herb garden.
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Ervin B.
Submitted Jul 7, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: For the fourth year in a row, it was excellent!
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Cathy C.
Submitted Jun 10, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything was perfect, just as described!
