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Entire home

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

Waterfront holiday home with kitchen and patio

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

Dining
Fridge, microwave, oven, stovetop
3 bedrooms, desk, iron/ironing board, free WiFi
Dining
Beach
Perched on the water's edge, The Overlook offers commanding views of Merriconeag Sound to Casco Bay and its islands. Beautiful gardens surround the property with plenty of seating for dining outdoors or simply relaxing by the sea, a well appointed kitchen, a spacious living room with comfortable furnishings and panoramic ocean view.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61574 sq ft

Popular amenities

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

Add dates for prices

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

Waterfront holiday home with kitchen and patio
Laundry facilities, a garden and barbecues are available at this smoke-free holiday home. The holiday home has 3 bedrooms and offers free WiFi and a patio. Guests will find a kitchen with a fridge, an oven, a stovetop and a microwave.
Guest accommodation at this holiday home offers coffee/tea makers and a hairdryer. Rooms open to patios. Smart televisions are featured in guestrooms. Kitchens offer fridges, stovetops, microwaves and separate dining areas. Bathrooms include baths or showers.

Guests can surf the web using complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs.

The recreational activities listed below are available either on-site or nearby; fees may apply.

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

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

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
  • Swimming 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

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Property grounds

Sunrise Catcher with a Panoramic View!

  • Sea view
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 45 reviews
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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

Events

No events 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 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

About the area

Map
Bailey Island, ME

What's nearby

  • Casco Bay - 1 min walk - 0.0 km
  • Cobwork Bridge - 10 min walk - 0.9 km
  • Bailey Island Bridge - 11 min walk - 1.0 km
  • Land's End Gift Shop - 4 min drive - 2.9 km
  • Ash Cove Pottery - 32 min drive - 27.2 km

Getting around

  • Brunswick Station - 32 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 67 min drive

Restaurants

  • ‪Dolphin Marina & Restaurant - ‬33 min drive
  • ‪Cook's Lobster House - ‬12 min walk
  • ‪Erica's Seafood & Lobster Shop - ‬32 min drive
  • ‪Holbrooks Lobster Wharf - ‬24 min drive
  • ‪Slow Bell Cafe - ‬187 min drive

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. Mackerel Cove and Land's End Gift Shop are also within 2 miles (3 km).

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Reviews

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

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 15 out of 15 reviews
Rating 8 - Good. 0 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ervin B.

Our 5th year at The Overlook

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: As in prior years, everything was perfect, including the weather.

10/10 Excellent

Michelle R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Polly O.

Wonderful!

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: We had a spectacular time at The Overlook. The house was impeccable, and the views are exquisite. Cannot say enough good things.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bev B.

best of bailey

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: lovely house with fantastic water views from lots of windows. house very clean-lovely bed linens-nice kitchen
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ervin B.

2024 Stay

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: For the fourth year in a row, it was excellent!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Cathy C.

Girls weekend

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: Everything was perfect, just as described!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ervin B.

Our third stay at The Overlook

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: Everything was excellent, except the weather. Even with the rain and clouds, it is still such a beautiful location we enjoy it no matter what.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tanya B.

Wonderful vacation!

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: We loved everything about the property. Much appreciated the lawn games, indoor games, and having basic spices on hand. Beautiful views, clean and inviting

10/10 Excellent

Paul G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

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