Skip to main content
Entire home

Classic Island Cottage

Photo gallery for Classic Island Cottage

A sailboat with multiple sails on a calm body of water, docked at a marina with several smaller boats and a pier.
A two-story house with a front porch, a blue door, and a bicycle parked outside.
A white porch with a white railing, a bench, and a chair. There are steps leading up to the porch, and a small garden area with flowers.
A rustic kitchen with a wooden table, chairs, a stove, and a brick wall with a clock.
A sunlit room with a beige sofa, patterned pillows, and wooden chairs.

Reviews

9.8 out of 10
Exceptional
Located along the water, this cottage features 3 bedrooms and 1 bathroom, accommodating 6 guests. Enjoy fishing, sailing, and swimming in the nearby marina. The patio offers a great outdoor area for relaxation. Explore attractions like the Richard Boyd Art Gallery and Umbrella Cover Museum in the village.

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Fifth Maine Museum
3 bedrooms1 bathroomSleeps 6

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Barbecue
  • Deck or patio
  • Internet access

Explore the area

View map
Peaks Island, ME
  • Place, Richard Boyd Art Gallery
    ‪5 min walk‬
  • Place, Umbrella Cover Museum
    ‪7 min walk‬
  • Place, Fifth Maine Museum
    ‪8 min walk‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪40 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Classic Island Cottage

Spacious, charming 1896 cottage at the top of quiet, magical footpath. Has a secluded, peaceful feel but is only a 2-3 min. walk to island grocery store, restaurants, coffee shop, ice cream, 5 min. to ferry and 8 min. walk to Sandy Beach. Also convenient for weddings at the Inn. Relax on the sun or open-air porches, read a book by the gas fireplace at night, grill your dinner on the back deck or pop in to Portland for a day trip on the ferry. The cottage retains a rustic feel, but various updates (e.g., comfortable beds) make this a delightful home-away-from-home for your relaxed island holiday. (Please note that guests bring their own sheets, but we provide blankets, pillows. duvets and bath towels) Welcome to the Coast of Maine! STHR-000215-2018

Add dates for prices

Have a question?

AI iconBeta

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

Similar properties

Fitness facility
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
  • Pet-friendly
  • Air-conditioning
  • Laundry room
  • Gym
9.0 out of 10, Wonderful, (10 reviews)
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

House Rules

Check in after 3:00 PM
Check out before 10:30 AM
default

Children

Children allowed: ages 0–17
Children welcome
default

Events

No events allowed
Please ask for more than 3-4 guests.
default

Pets

No pets allowed
Pets not allowed
default

Smoking

Smoking is not permitted
Non smoking only
Guests must be in touch with Tim via phone, the owner, within one week of booking, if booking is two or more weeks in advance. 2 days if 2 to 1 week

Important information

You need to know

Property # 3687176
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: Please ask for more than 3-4 guests.
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, a first aid kit and a deadlock
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

Peaks Island

Located in Peaks Island, this cottage is in the city centre and on the waterfront. Casco Bay Lines Ferry Terminal and Bayside Bowl are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Thompson's Point and Old Orchard Beach. Looking to enjoy an event or a game while in town? See what's happening at Merrill Auditorium or Cross Insurance Arena. Sailing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby.
View more Cottages in Peaks IslandOpens in a new window
Map
Peaks Island, ME

What's nearby

  • Richard Boyd Art Gallery - 5 min walk - 0.5 km
  • Umbrella Cover Museum - 7 min walk - 0.6 km
  • Fifth Maine Museum - 8 min walk - 0.7 km
  • Battery Steele - 16 min walk - 1.4 km
  • Battery Steele - 16 min walk - 1.4 km

Getting around

  • Portland Transportation Center - 40 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 48 min drive

Restaurants

  • ‪Eventide Oyster Co. - ‬27 min drive
  • ‪Starbucks - ‬27 min drive
  • ‪The Porthole - ‬27 min drive
  • ‪North43Bistro - ‬33 min drive
  • ‪Standard Baking Co. - ‬27 min drive

Frequently asked questions

Is Classic Island Cottage pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Classic Island Cottage?

As of 26 August 2026, prices found for a 1-night stay for 2 adults at Classic Island Cottage on 27 September 2026 start from NZ$1,259, 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 Classic Island Cottage?

On-site parking is available at the property.

What time is check-in at Classic Island Cottage?

Check-in begins at 3:00 PM.

What time is check-out at Classic Island Cottage?

Checkout is at 10:30 AM.

Where is Classic Island Cottage located?

Located in the heart of Peaks Island, this cottage is within a 10-minute walk of Casco Bay, Richard Boyd Art Gallery and Umbrella Cover Museum. Fifth Maine Museum and House Island are also within 15 minutes.

About the host

Hosted by Owner/Manager

Host profile image
My wife and I teach at a college in the Midwest but are from New England. We have two kids.

Why they chose this property

We bought this place to set down roots on the East Coast again, to reconnect our family with family and friends in the summer time and because we love Maine. We hope you will love this cottage and your time on Peaks.

What makes this property unique

Some of our favourite things about this cottage are its spaciousness and character, the quiet and friendliness of the neighborhood, and the closeness to the ferry, stores and Sandy Beach. Peaks Island itself is just so lovely and peaceful and close to the awesome city of Portland.

Languages:

English, German
Tell us how we can improve our siteShare feedback