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Ocean front cottage on a drive-on island in Boothbay Harbor, Maine

Photo gallery for Ocean front cottage on a drive-on island in Boothbay Harbor, Maine

Looking out towards Squirrel Island.
Screened in part of the porch.
Lovely morning view from porch.
Porch views. Looking toward Burnt Island and Spruce Point.
Terrace/patio

Reviews

10 out of 10
Exceptional
5 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Outdoor space
  • Parking available

Explore the area

View map
Southport, ME
  • Place, Hendricks Hill Museum
    ‪6 min drive‬
  • Place, Juniper Point
    ‪7 min drive‬
  • Place, Hendricks Head Beach
    ‪7 min drive‬
  • Airport, Wiscasset, ME (ISS)
    ‪35 min drive‬

Rooms & beds

5 bedrooms (sleeps 8)

Bedroom 1

1 Single Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

Bedroom 4

2 Double Beds

Bedroom 5

2 Queen Beds

2 bathrooms

Bathroom 1

Soap · Toilet · Shower only · Hair dryer

Bathroom 2

Soap · Bathtub · Toilet · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Outdoor play area
Garden

About this property

Ocean front cottage on a drive-on island in Boothbay Harbor, Maine

Exquisitely maintained 5 bedroom/2 bathroom cottage right on the ocean. Family owned since 1891. Step back in time into a cottage furnished with antiques and historical items from Maine. Incredible views of the ocean on all sides. Spacious bedrooms, clawfoot tub, indoor and outside shower, huge eat in kitchen stocked with cookware of all kinds, a beautiful wrap around upper deck with lounge chairs for views of the sunrise over the ocean, a sunlit cozy reading nook stocked with books, steps from a private beach cove and dock to swim, at the private end of a beautiful drive-on island with a tennis and pickleball court, and an historic casino building. All this is just a short drive into Boothbay Harbor for dining & nightlife, boat tours, shopping and fun. This cottage has been a treasure for our family and I am finally opening it up for some responsible and respectful folks.

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House Rules

Check in after 2:00 PM
Minimum age to rent: 32
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Strip any used beds
Take out the rubbish
The trash goes out Thursday morning. Bring barrels to end of bath to the dirt road. Thx! I will take care of recycling. Cans/bottles in trash bin under bar table near bathroom.
Failure to complete these may result in a negative review from the host.
No fires of any kind on the property or the island
Pets are not allowed.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Southport

Located in Southport, this cottage is on the waterfront. Boothbay Harbor Marina and Boothbay Region Land Trust are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Boothbay Farmers' Market and Montsweag Flea Market. Travelling with kids? Consider Maine State Aquarium and Opera House at Boothbay Harbor. Looking to get your feet wet? Kayaking, power boating and sailing adventures can be found near the property.
View more Cottages in SouthportOpens in a new window
Map
Southport, ME

What's nearby

  • Hendricks Hill Museum - 6 min drive - 3.6 km
  • Juniper Point - 7 min drive - 5.4 km
  • Hendricks Head Beach - 7 min drive - 4.4 km
  • Opera House at Boothbay Harbor - 10 min drive - 7.6 km
  • Boothbay Harbor Marina - 11 min drive - 8.3 km

Getting around

  • Brunswick Station - 53 min drive
  • Wiscasset, ME (ISS) - 34 min drive

Restaurants

  • ‪Circle K - ‬10 min drive
  • ‪Footbridge Brewery - ‬8 min drive
  • ‪Tugboat Inn - ‬9 min drive
  • ‪Red Cup Coffeehouse - ‬9 min drive
  • ‪Five Islands Lobster Co - ‬66 min drive

Frequently asked questions

Is Ocean front cottage on a drive-on island in Boothbay Harbor, Maine pet-friendly?

No, only service animals are welcome at the property.

How much does it cost to stay at Ocean front cottage on a drive-on island in Boothbay Harbor, Maine?

As of 3 May 2026, prices found for a 1-night stay for 2 adults at Ocean front cottage on a drive-on island in Boothbay Harbor, Maine on 5 May 2026 start from NZ$1,865, 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 Ocean front cottage on a drive-on island in Boothbay Harbor, Maine?

On-site parking is available at the property.

What time is check-in at Ocean front cottage on a drive-on island in Boothbay Harbor, Maine?

Check-in begins at 2:00 PM.

What time is check-out at Ocean front cottage on a drive-on island in Boothbay Harbor, Maine?

Checkout is at 11:00 AM.

Where is Ocean front cottage on a drive-on island in Boothbay Harbor, Maine located?

This family-friendly Southport cottage is located on the waterfront, within 3 mi (5 km) of Hendricks Hill Museum, Hendricks Head Beach and Hendrick's Head Lighthouse. Juniper Point is 3.1 mi (4.9 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Edward G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a wonderful place to stay.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Kerry M.

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

Little slice of heaven

Gorgeous property with all the amenities you need to relax and be comfortable. Spacious with cozy nooks and breathtaking views from every side. A very special place indeed. 10/10.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Jeff K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This cottage is perfect for a Maine retreat with your family. We had our two kids (5 and 2) with us. We were able to enjoy and explore the island all week, while only being a few minutes away from town. Ned is a great host and keeps his home in great condition. We hope to come back soon!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Tia L.

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

Wonderful house in a picture perfect setting

Amazing views with beach access. Clearly a well maintained, much loved family home with a rich history that guests are lucky enough to get to learn about. All the amenities you could want, ocean breezes at night, and beautiful panoramic views all day. Highly recommend, this was a wonderful place to experience!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Michelle M.

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

Such a privilege to stay here!

This is a very special and welcoming home with 360 views and access to many outdoor activities. It also has a stunning porch for watching boats go by, listening to the ocean, relaxing, etc. Didn't want to leave! Ned is a great host. We are forever fans of Capitol Island!
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

caitlin y.

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

New favorite spot!

We had the best few days with our 3 young kids. There was plenty to explore on the island and keep them busy while also being close enough to all that was happening in Boothbay Harbor. Ned was an amazing and very communicative helpful host. We loved every minute of our trip and can’t wait for our next Maine visit! Thank you Ned!
Stayed 3 nights in Aug 2024

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