See all properties
Entire home

Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants.

Photo gallery for Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants.

Exterior
Property grounds
Exterior
Terrace/patio
Terrace/patio

Reviews

9.8 out of 10
Exceptional
6 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Rooms & beds

6 bedrooms (sleeps 8)

Bedroom 1

1 Double Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 Single Bed

Bedroom 6

1 Double Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Office
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants.

Island living close to the city of Portland by ferry. This cottage is perfect for enjoying city life as well as a relaxing island vacation. The summer home of the Mayor of Portland in the late 1800s has 6 bedrooms, 2 modern baths with modern kitchen and spacious interior/exterior spaces. Original woodwork and architectural details make this home unique. Dual living rooms, formal dining room and multiple first and second floor porches give you many choices for solitude or family time. Beautiful grounds are a short walk to a clay tennis court, playground and beaches. Great Diamond Island is a short ferry ride from the Old Port, the heart of Portland ME. Short walk across the island to Diamond Cove which has two restaurants/bars during July and August.
Enjoy beautiful sunsets from the nearby beach or sunrises from the state pier. You may enjoying exploring the sandbar that provides access to Little Diamond Island at low tide, dock jumping, kayaking, island strolls or reading and relaxing on one of the many porches.
The city of Portland is a 20 minute ferry ride away where you can walk to hundreds of 5 star restaurants. Casco Bay Lines is located on the Maine State Pier and no car is necessary in the city to access museums, galleries, restaurants and historic sites. Visit Long Island (beautiful beach!) or Chebeague Island (golf course and restaurant) by taking the ferry down the bay.

I live nearby and love meeting new people and answering questions to help you make the most of your stay! Please reach out if I can help.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Living area
New & Modern, Lakeside Home
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
9.8 out of 10, Exceptional, (9 reviews)
New & Modern, Lakeside Home

House Rules

Check in after 3:00 PM
Minimum age to rent: 27
Check out before 10:00 AM
default

Children

Children allowed: ages 3–17
There are low railings on some decks--no toddlers
default

Events

No events allowed
Sorry! We are unable to host parties.
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
Sorry-due to insurance we do not allow smoking.

Check-out instructions

The host requires you to complete the following before checking out:
Strip any used beds and gather used towels
Leave unwanted groceries to be used or composted. Please leave lights,fans and heating /cooling units off and doors unlocked. Thanks!
Failure to complete these may result in a negative review from the host.

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
Note from host: Sorry! We are unable to host parties.
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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Portland

Located in Portland, this holiday home is in the city centre and near the beach. Casco Bay Lines Ferry Terminal and Bayside Bowl are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Maine Narrow Gauge Railroad and Portland Observatory. Travelling with kids? Consider Center for Cultural Exchange, or check out an event or a game at Merrill Auditorium. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in PortlandOpens in a new window
Map
Portland, ME

What's nearby

  • Little Diamond Island - 19 min walk - 1.7 km
  • Sand Beach - 6 min drive - 2.9 km
  • Fort Gorges - 6 min drive - 2.9 km
  • State Theatre - 29 min drive - 8.0 km
  • Thompson's Point - 32 min drive - 11.9 km

Getting around

  • Portland Transportation Center - 35 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 53 min drive

Restaurants

  • ‪Twelve - ‬26 min drive
  • ‪North43Bistro - ‬51 min drive
  • ‪7-Eleven - ‬27 min drive
  • ‪Angoor Wine Bar - ‬27 min drive
  • ‪Double Great Coffee - ‬28 min drive

Frequently asked questions

Is Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants.?

As of 20 March 2026, prices found for a 1-night stay for 2 adults at Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants. on 20 March 2026 start from NZ$1,191, 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 Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants.?

On-site parking is available at the property.

What time is check-in at Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants.?

Check-in begins at 3:00 PM.

What time is check-out at Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants.?

Checkout is at 10:00 AM.

Where is Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants. located?

This family-friendly Portland holiday home is located by the sea, within 1 mi (2 km) of Casco Bay and Little Diamond Island. Sand Beach is 1.9 mi (3.1 km) away.

Reviews

9.8

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. 7 out of 8 reviews
Rating 8 - Good. 1 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Adam C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very old but extremely well kept home. Lots of space and very historical.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Ellen A.

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

Judy is a superb host!

We had a wonderful and relaxing stay. The house is amazing (it is old, but well appointed with everything one could wish for.)If you are interested in history, wish to enjoy a unique experience on a close by island, with frequent ferries to & from the mainland, this is a unique home with plenty of room!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Erin C.

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

Idyllic setting

A true getaway in Maine!! We enjoyed a picture perfect week on Great Diamond Island. Judy was a wonderful host and made sure our stay was great from start to finish. The island was beautiful and really made us feel like we left the world behind. We can’t wait for a return trip!
Stayed 7 nights in Aug 2021
Verified

10/10 Excellent

Mark K.

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

GDI Summer 2024

The Towers are perfectly situated on the island for access to all that GDI has to offer. It was so peaceful to spend the week there and the house gave us ample opportunity to stretch out and relax. Judy is a great host!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Connor M.

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

This place is great

Judy was awesome, she was more than helpful and accommodating. Couldn’t have asked for more. The house is unique and way bigger than we expected. We had a great time and couldn’t have asked for a better host or house! Thanks Judy ⭐️⭐️⭐️⭐️⭐️
Stayed 16 nights in Jul 2023
Verified

10/10 Excellent

Amy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing old house in excellent location. Kids said Judy was their favorite host ever. While Judy will only host 8 people, this house is HUGE! 5 min walk to beach. 10 min to ferry. Huge kitchen. Beds both soft and hard so everybody got what they wanted. Pillows fluffy and flat. Again, we all got what we wanted. And comes with beach towels and kitchen basics. If we come back to the island, we’ll stay again.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Madeline C.

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

Perfect Weekend Wedding in Maine

We traveled to Great Diamond Island for a friend’s wedding and were so pleased to stay at Judy’s cottage. The house came equipped with everything we needed to feel at home, and Judy made getting to the island and checking in a breeze. This rental provided the perfect environment for relaxation and celebration with cozy private bedrooms and spacious sitting areas for our gathering of friends. The communication with the host before and throughout our trip was superb, and we greatly appreciated it. Judy’s hospitality was especially welcome as we were new to the small island community. Not to be missed!
Stayed 3 nights in Sep 2024
Verified

8/10 Good

Shirley W.

Liked: Cleanliness, check-in, communication, location

Becoming part of the community

Judy, the owner of the property greeted us at the dock and helped us learn to navigate island life. She purchased eggs, coffee and treats for our first morning as there is no grocery stores on the island. She stopped by to check in gave us helpful hints. The architectural features of the house are unique and the wrap around porch is a delight. The house is a work in progress and does require additional attention. Overall a very positive island experience.
Stayed 7 nights in Aug 2024

About the host

Hosted by Judy Sedgewick

Host profile image
I live in MA in the winter and ME in the summer and love the Portland area. I am happy to answer questions about the area and to help you plan adventures during your stay. I have spent most summers of my life on this island and love the friendly community and scenic Maine coast. I also love being so close to the city of Portland which has so much to offer.

Why they chose this property

This vacation home you will never forget is located in the city of Portland as well as on a small island off the coast! Laid back island life or city vibe at your finger tips. The boat rides, the sunsets, the night skies, formal dinners in the dining room and coffee and cocktails on the porch are some of the memories you will take with you after a stay with us.

What makes this property unique

Ferry to the Old Port from the Great Diamond dock on Casco Bay Lines which runs approximately 10 trips per day to the City. It is not necessary to bring a car to Maine and if you are flying in there is no need to rent one. If you do bring your car, you will park it in Portland and ferry out to the island.
Tell us how we can improve our siteShare feedback