See all properties
Entire home

Classic Island Cottage

Photo gallery for Classic Island Cottage

The Magpies Nest
Exterior detail
Terrace/patio
Terrace/patio
Back deck, new table for 6-8 and grill.

Reviews

9.8 out of 10
Exceptional
3 bedrooms1 bathroomSleeps 6148.6 sq m

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill
  • Kitchen
  • Parking available

Explore the area

View map
Peaks Island, ME
  • Place, Casco Bay Lines Ferry Terminal
    ‪26 min drive‬
  • Place, State Theatre
    ‪27 min drive‬
  • Place, Sand Beach
    ‪46 min drive‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪34 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

Amenities

Kitchen
Washing machine
Dryer
Outdoor space
Parking available
Barbecue

Have a question?

AI iconBeta

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

Similar properties

Property grounds

Stunning White Water Ocean Views From This Peaks Island Home

  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
9.0 out of 10, (51 reviews)
Stunning White Water Ocean Views From This Peaks Island Home

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

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

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

  • Fifth Maine Museum - 6 min walk - 0.6 km
  • Casco Bay Lines Ferry Terminal - 26 min drive - 4.8 km
  • State Theatre - 27 min drive - 5.9 km
  • East End Beach - 28 min drive - 6.3 km
  • Sand Beach - 46 min drive - 8.1 km

Getting around

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

Restaurants

  • ‪North43Bistro - ‬33 min drive
  • ‪A&C Soda Shop - ‬32 min drive
  • ‪Second Rodeo Coffee - ‬33 min drive
  • ‪Scratch Baking Co. - ‬33 min drive
  • ‪Cumberland Farms - ‬32 min drive

Frequently asked questions

Is Classic Island Cottage pet-friendly?

No, pets are not allowed at this 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.

Reviews

9.8

Exceptional

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 86 out of 95 reviews
Rating 8 - Good. 10 out of 95 reviews
Rating 6 - Okay. 0 out of 95 reviews
Rating 4 - Poor. 0 out of 95 reviews
Rating 2 - Terrible. 0 out of 95 reviews

Reviews

10/10 Excellent

Zoe S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely incredible! We couldn’t have asked for a more perfect vacation home, location or experience. Tim was so easy to communicate with and made sure that everything was in order for our stay. Definitely will be coming back!
Stayed 4 nights in Aug 2025

10/10 Excellent

Lisa P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tim was a wonderful host! Very helpful and checked in several times. The house is larger than it appears in the photos online! Location is great. We’d definitely stay here again!
Stayed 7 nights in Aug 2025

10/10 Excellent

Margie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent experience!
Stayed 3 nights in Jun 2025

10/10 Excellent

Andrea P.

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

Just lovely

Great location (quiet but close to everything). Very comfortable and relaxing spot with an excellent porch, there is even a peek of blue from the rocking chair. Hosts were super communicative and helpful!
Stayed 7 nights in Jun 2025

10/10 Excellent

Colleen S.

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

Beautiful traditional island home

We loved staying at this lovely house, which was peaceful, beautifully decorated and a wonderful island retreat!
Stayed 2 nights in Sep 2022

10/10 Excellent

Kevin S.

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

A wonderful summer house on Peaks island.

We thought it was perfect.
Stayed 4 nights in Sep 2024

10/10 Excellent

Stephanie B.

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

Getaway with friends

Everything was great!
Stayed 3 nights in Jul 2024

10/10 Excellent

Ken G.

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

Charming house on charming island

Lovely very well maintained house very close to “Downtown” Peak’s Island.
Stayed 2 nights in May 2024

10/10 Excellent

Mary H.

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

Fabulous

We stayed in this cute charming cottage for our anniversary. Close to the restaurants and ferry. Enjoyed our stay! Would recommend!
Stayed 3 nights in May 2024

8/10 Good

Melanie K.

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

Great location

Great cottage on peaks!
Stayed 2 nights in Oct 2019

10/10 Excellent

Sydney S.

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

Long Weekend Getaway

Absolutely lovely home with amazing history and character! Super convenient spot on the island with plenty to do! We really enjoyed our time here and hopefully we will be back! Great hosts as well.
Stayed 2 nights in Oct 2023

10/10 Excellent

Lesley S.

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

Magpie’s Nest

This rustic, spacious cottage was very comfortable and centered close to the shore, town and nestled privately. The kitchen/dining room is lovely and nostalgic. The living area is pretty, simple and comfortable as are both front and back decks. The master bed is very comfortable and upstairs overall quite pleasant. We had a lovely stay!
Stayed 4 nights in Sep 2024

10/10 Excellent

Sarah B.

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

Charming house and convenient location

Charming house and convenient location a short walk from town. Host promptly & helpfully responded to questions. House was spacious and was great for a group with multiple areas to hang out, both inside and out.
Stayed 7 nights in Jun 2024

10/10 Excellent

Nicole H.

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

Perfect cottage

We very much enjoyed our stay. We found the cottage to be comfortable and as advertised. The location was great. Communication with Tim was easy, and he was super responsive.
Stayed 7 nights in Aug 2023

10/10 Excellent

Janet M.

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

Heartwarming and cozy

Comfortable and clean getaway. Amenities as stated. Comfy sofa and beds. The taxi there is $4 - so convenient. Enjoyed the back deck.
Stayed 7 nights in Aug 2024

10/10 Excellent

Mary B P.

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

We had a wonderful time. The cottage was very well equipped.

The cottage was very comfortable. The owner was very helpful with answering questions.
Stayed 7 nights in Aug 2022

10/10 Excellent

Theresa J., Miami, FL

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

Quaint Getaway

We enjoyed the peaceful and friendly neighborhood. It was a close walk from the ferry.
Stayed 2 nights in May 2023

10/10 Excellent

Ally P.

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

Beautiful place!

So clean, peaceful, beautiful and family friendly! We stayed with our 3 year old and 4 month old and the house was very friendly to babies and toddlers. The location is great, and hosts are very accommodating and responsive! Definitely will return!
Stayed 2 nights in May 2023

10/10 Excellent

Christopher F.

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

Great Peaks Island Getaway

We explored Peaks Island and Portland using this as our home base. Our stay was great and everything we needed. Communication with the property manager was great. He answered all of our questions and more!
Stayed 3 nights in Oct 2023

8/10 Good

lisa o.

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

Loved Peak’s Island!

We truly just used property for the one queen bedroom, as we spent most of our time at a friend’s house, but it is a clean old Victorian camp cottage, just as described in listing! Comfy bed and plenty of fans for nice sleeping. Good location and easy communication with owner Tim!
Stayed 2 nights in Sep 2023

10/10 Excellent

Erin L.

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

Close to Beach

Older house so the wind was blowing and making the house creak and groan, but stayed nice and warm. We were close to all the restaurants and shops. Unfortunately the majority of the restaurants were closed due to the season. We did get some awesome hiking and biking done.
Stayed 3 nights in Oct 2022

10/10 Excellent

Donald S.

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

nice house & location

The front porch and rear deck meant that as the sun progressed across the house, there was always a place to soak it in or avoid direct rays. The charming house suited us very well. And the location was ideal, a short walk along the path to 'down front', the town around the ferry landing, or a nice bicycle ride around the island and along the seashore.
Stayed 4 nights in May 2023

10/10 Excellent

Jojo M.

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

Cottage getaway

FANTASTIC. LOVED the island pace. Beautiful cottage with charm in every room. Takes you back in time. Had everything we needed and soooo enjoyed our walks. Super easy to catch the ferry for a day in Portland. GREAT restaurants too. The nicest folks. Our host was amazing and communicated with us consistently. If you go once you will want to go back.
Stayed 2 nights in Sep 2023

10/10 Excellent

Jenny P.

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

Charming Island Cottage

We stayed 5 nights at this cottage on Peaks Island and we loved it! There was plenty of space for my family (myself, husband, and 3 kids) to relax, sleep, and eat. The kitchen had everything we needed to cook meals and plenty of dishes. Tim was excellent at reaching out to make sure everything was ok and ask if we had any questions. We had delicious pastries at Baba's and Unruly Girl's Cafe, wood fired pizza at Il Leone, ice cream at Down Front. We took day trips to Acadia National Park and Portland and the ferry was easy to navigate for both taking our car and just riding as passengers. We loved this house and would stay here again in a heartbeat!
Stayed 5 nights in Jul 2024

10/10 Excellent

Margaret M (Peggy) S., St. Petersburg, FL

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

Didn’t want to leave!

From the fragrant lilac flowers viewed out every window to the toasty propane “woodstove” in the kitchen to the quiet night sleeps on very comfortable beds, the cottage was simply wonderful. I loved the kitchen area best! I even did some cooking using the well supplied kitchen. The island people are friendly. I would recommend the one-hour golf cart tour to get acquainted with the island early in your stay. And the process of getting our car to and from the island was not stressful at all. I would highly recommend the cottage.
Stayed 4 nights in May 2023

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

Hotels

pet-friendly rentals in Apollo Bay
pet-friendly rentals in Albury
pet-friendly rentals in High Country
pet-friendly rentals in Venus Bay
pet-friendly rentals in Batemans Bay

Holiday Rentals

Waiheke Island Holiday Rentals
Christies Beach Holiday Rentals
Pearl Beach Holiday Rentals
Hamilton Island Holiday Rentals
Hawley Beach Holiday Rentals
Kingscote Holiday Rentals
Maryville Holiday Rentals
Margaret River Holiday Rentals
Blairgowrie Holiday Rentals
Phillip Island Holiday Rentals
Forresters Beach Holiday Rentals
Palm Cove Beach Holiday Rentals
Port Macquarie Holiday Rentals
Milford Sound Holiday Rentals
Lightning Ridge Holiday Rentals
Warrnambool Holiday Rentals
Crows Nest Holiday Rentals
Peppermint Grove Beach Holiday Rentals
Terrigal Holiday Rentals
Canberra Holiday Rentals
Coffs Harbour Holiday Rentals
Port Douglas Holiday Rentals
Lysterfield Park Holiday Rentals
Central Coast Holiday Rentals
Denmark Holiday Rentals