Entire home

Classic Island Cottage

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms1 bathroomSleeps 61600 sq ft

Popular amenities

Dryer
Washer
Fireplace
Kitchen
Barbecue grill
Outdoor space

Explore the area

Peaks Island, ME

Casco Bay Lines Ferry Terminal
‪26 min drive‬
State Theatre
‪27 min drive‬
Sand Beach
‪46 min drive‬
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

Property manager

Owner/Manager

Languages

English, German

Add dates for prices

Amenities

Kitchen

Washer

Dryer

Outdoor space

Parking available

Barbecue grill

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Kitchen
Free WiFi
Air conditioning
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House Rules

Check in after 3:00 PM

Check out before 10:30 AM

Children

Children allowed: ages 0–17

Children welcome

Events

No events allowed

Please ask for more than 3-4 guests.

Pets

No pets allowed

Pets not allowed

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 mountain biking nearby.

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

‪Luke's Lobster Portland Pier - ‬28 min drive
‪Brickyard Hollow Brewing Company - ‬27 min drive
‪A&C Soda Shop - ‬33 min drive
‪Scratch Baking Co. - ‬33 min drive
‪North43Bistro - ‬33 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.

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Andrea P.

5 Jul, 2025

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

Kevin S.

24 Sept, 2024

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

Ken G.

14 Jun, 2024

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

8/10 Good

Melanie K.

10 Oct, 2019

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

Great location

Great cottage on peaks!

Stayed 2 nights in Oct 2019

10/10 Excellent

Stephanie B.

4 Aug, 2024

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

Getaway with friends

Everything was great!

Stayed 3 nights in Jul 2024

10/10 Excellent

Mary H.

22 May, 2024

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

10/10 Excellent

Janet M.

23 Aug, 2024

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

Sarah B.

9 Jul, 2024

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

Sarah G.

21 Aug, 2021

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

Great cottage!

Loved the cottage, has great character, very clean and convenient location to ferries, restaurants. Best part of the island was Sandy Beach for the kids and riding the golf cart around the beautiful island!

Stayed 7 nights in Aug 2021

10/10 Excellent

Sydney S.

24 Oct, 2023

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.

22 Sept, 2024

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

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Kim C.

11 Jun, 2016

Perfect island cottage

Had a great time there. The place was just what we needed and more. A great kitchen for entertaining with food and very nice outdoor sitting areas.

Stayed 3 nights in May 2016

10/10 Excellent

Abigail B.

22 Sept, 2021

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

Cute Cottage for the Perfect Peaks Experience

The cottage is in a great location! It is well furnished, clean, the beds are super comfortable, neighbors are extremely friendly and the light is gorgeous. We love Peaks and would recommend for anyone to stay here!

Stayed 3 nights in Sep 2021

10/10 Excellent

Theresa J., Miami, FL

25 May, 2023

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.

7 May, 2023

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.

24 Oct, 2023

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.

4 Sept, 2023

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

Donald S.

4 Jun, 2023

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

Kalie R.

10 Sept, 2022

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

Peaks Haven

We booked the cottage for our honeymoon. We experienced a variety of weather conditions, but found the cottage cozy and comfortable in the cool rain or the warm, fine days. The island pace of life is magical. The cottage felt well loved with lots of different spots to read/relax. Owners are readily reachable and extremely pleasant.

Stayed 5 nights in Sep 2022

10/10 Excellent

Jojo M.

9 Sept, 2023

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.

5 Aug, 2024

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

Michael M.

11 Sept, 2019

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

Short but Wonderful Stay

Very nice layout with modern conveniences while retaining a rustic feel. Great location. Very walkable. In fact, we did not have a car at all. Ubered from airport to ferry, then walked less than 1/2 mile to cottage. Walked or biked everywhere on island. Timothy was extremely accessible host.

Stayed 3 nights in Aug 2019

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Michelle m.

7 Sept, 2017

The cottage was Perfect!

When I walked in I felt my dream of a Maine ocean cottage had come true! It was clean, comfortable and tastefully decorated. Loved the Andrew Wyeth artwork throughout the cottage. Tim was an excellent host...friendly and easy to communicate with. Received a welcome text and a departing text...very thoughtful. Great location! Short walk to the Ferry, the Inn, the Church and the Market. It was the perfect place to stay for my nieces wedding weekend. Already dreaming of my next visit! Hoping to return next summer for a longer visit!

Stayed 2 nights in Sep 2017

10/10 Excellent

Benjamin R.

22 Oct, 2024

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

Coastal Cabin Bliss

I've been to Portland once before. Lots of hustle and bustle and things to do and eat and buy and that's great, but just a short ferry ride away is the relative seclusion and tranquility of Peaks island, and I enjoyed that much more. The cabin, like many others on the island, is a seasonal dwelling. It's campy, simple, slightly set back in time, but also very comfortable and well furnished. The kitchen has everything for home cooking. We especially liked the closed in porch. Great dining spot for 2. The island itself is all the destination we needed. Walk the coastlines; picnic point and the seaside were great rocky shores to explore. Everywhere you look on the island, people seem to share a flare for landscaping. All the island's dining, shopping, etc is in on one strip at the front side (ferry side) of the island. Once we got there, we had no reason or desire to leave.

Stayed 2 nights in Oct 2024

10/10 Excellent

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

26 May, 2023

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

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.