The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home

Top rated by guests
Terrace/patio
Private kitchen
View from property
Property grounds
Property grounds
review stars
10Outstanding
(17 Ratings)
" "
K M.
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10 / 10
Outstanding(17 Ratings)

House in Bailey Island, ME

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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 Island has to offer.

Inside you'll find a well appointed kitchen with everything you'll need to prepare a delicious Maine meal, a beautiful dining room area with two sliding glass doors opening to the deck, and a spacious living room with comfortable furnishings and panoramic ocean view. The first floor also offers a bedroom with a queen bed and ocean views, as well as a full bathroom with a laundry area just outside. On the second floor you'll find two additional ocean view bedrooms with queen beds and a shared full bathroom with a tile shower. Hardwood and tile floors throughout, modern coastal decor, and an abundance of natural light completes this seaside retreat.

Conveniently located in the West Shore neighborhood of Bailey Island, you'll love being just 0.5mi (8-10min walk) from all of the island's great local restaurants including Cook's Lobster & Ale House (serving lunch and dinner), Sundrenched (serving lunch and dinner), and Bailey Island General Store (convenience store).

Spend your days relaxing by the sea, exploring the shore, sailing out of Cook's Lobster on the Schooner Alert (70-foot tall ship), or soaking up the sun at Cedar Beach (1mi away) and come home to experience the gorgeous sunset over the bay.

The Overlook is the perfect vacation destination and will surely have you coming back for years to come.

Sorry, pets are not allowed at The Overlook.

Bed types/descriptions:
First Floor-
Bedroom with Queen Bed, Closet, and Ocean Views
Second Floor-
Master Bedroom with Queen Bed, Closet, and Ocean Views
Bedroom with Queen Bed, Closet, and Ocean Views

Bathroom setup/description:
First Floor- Full Bath with Shower/Tub Combo
Second Floor- Full Bath with Tile Shower


Air Conditioning: No
Beach/Water Access: Direct, on property via private stairs, rocky/pebbly shoreline
Beach Towels: Not included
Departure Cleaning: Included
Cable TV: Uses Xfinity Stream app on TV for cable entertainment channels, Xumo Play app for Live streaming news channels
Closest Shopping Village: Brunswick, 20min away
Coffee Maker: Yes, regular drip
Dishwasher: Yes
Grill: Gas Grill available, Propane provided
Heat Source: Forced hot air
Internet Access: Yes, Xfinity Cable Internet and WiFi
Linens & Bath Towels: Included, beds are made prior to guest arrival and towels remain in their sanitized packaging, placed on each bed
Lobster Pot: Yes
Outdoor Firepit: No
Parking: 2 cars
Stairs to Water: Yes
Trash Removal: Included, picked up weekly (for multi-week stays) or upon departure
TV: Smart TV in Living Room
Usable Fireplaces: No (woodstove in house is NOT for guest use)
Washer & Dryer: Yes, located first floor
Water Frontage: Direct ocean frontage
Water Source: Well water with filtration/softener system, bottled drinking water recommended

Amenities at The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home

Non-smoking
No pets allowed
Family friendly

Map of Bailey Island, ME


Ratings and reviews

10 / 10
Outstanding(17 Ratings)
10 / 10Outstanding·Sep 2025
10 / 10Outstanding·Aug 2025
Rating 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!
10 / 10Outstanding·Aug 2025
Rating 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.
10 / 10Outstanding·Jul 2025
Very 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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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.