Entire home

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

your current months are December, 2024 and January, 2025.
December 2024
January 2025

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

3 bedrooms, iron/ironing board, free WiFi, bed sheets
Outdoor dining
TV
Fridge, microwave, oven, stovetop
Beach

Reviews

10 out of 10

Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6146 sq m

Popular amenities

  • Washer
  • Barbecue grill
  • Outdoor space
  • Kitchen
  • Dryer
  • Free WiFi

Room options

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About the area

Map
Bailey Island, ME

What's nearby

  • Casco Bay - 1 min walk
  • Bailey Island Bridge - 10 min walk
  • Cobwork Bridge - 10 min walk
  • Land's End Gift Shop - 3 min drive
  • LL Bean Flagship Store - 40 min drive

Getting around

  • Brunswick Station - 26 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 62 min drive

Restaurants

  • ‪Cook's Lobster House - ‬12 min walk
  • ‪Dolphin Marina and Restaurant - ‬34 min drive
  • ‪Erica's Seafood - ‬34 min drive
  • ‪Allen's Seafood - ‬22 min drive
  • ‪Salt Cod Cafe - ‬16 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

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.

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

Property manager

MaineStay Vacations

Languages

English

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near an outlet shopping centre
  • Near the ocean
  • On the waterfront

Things to do

  • Golf
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Sailing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 1,574 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

2769-214537

Frequently asked questions

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

No, pets are not allowed at this property.

What time is check-in at The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home?

Check-in begins at 4:00 PM.

What time is check-out at The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home?

Checkout is at 10:00 AM.

Where is The Overlook- Enjoy stunning sunsets from this well-appointed Bailey Isl home located?

Situated on the waterfront, this holiday home is within a 15-minute walk of Casco Bay, Bailey Island Bridge and Cobwork Bridge. Land's End Gift Shop and Paddleworks are also within 2 miles (3 km).

Reviews

10

Exceptional

Rating 10 - Excellent. 11 out of 11 reviews" "
Rating 8 - Good. 0 out of 11 reviews" "
Rating 6 - Okay. 0 out of 11 reviews" "
Rating 4 - Poor. 0 out of 11 reviews" "
Rating 2 - Terrible. 0 out of 11 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Michelle R.

Liked: Cleanliness
Wonderful vacation
Gorgeous property and we lucked out with the best weather possible!!! Highly recommend The Overlook and we plan on returning
Stayed 4 nights in Sep 2024

10/10 Excellent

Matthew D.

Liked: Cleanliness
Relax and Enjoy the View
Sunsets, 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.
Stayed 7 nights in Aug 2024

10/10 Excellent

John F.

Liked: Cleanliness
Great house and location
House 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.
Stayed 7 nights in Jul 2024

10/10 Excellent

Jennifer T.

Liked: Cleanliness
Beautiful view, clean and quiet
Such 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.
Stayed 7 nights in Jul 2024

10/10 Excellent

Paul G.

Liked: Cleanliness
Wonderful Property and Location
The house is very well equipped for travelers, the kitchen has everything you could imagine including a milk steamer for coffee! The setting is wonderful right on the water which create a great canvas for nightly sunsets. Cooks, Morse's and the Giant Stairs restaurants are within walking distance, including the Bailey Island Grocery (BIG's) which serves food from their grill. It is a must to experience BIG's for breakfast and their blueberry pancakes, make sure to order just one because they cover an entire plate...... Great overall experience and the owners have certainly put much thought and care into the property.
Stayed 7 nights in Sep 2019