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Classic Island Cottage

Waterfront cottage with kitchen and patio

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
  • Parking available
  • Kitchen

Explore the area

View map
  • Place, Richard Boyd Art Gallery
  • Place, Umbrella Cover Museum
  • Place, Fifth Maine Museum
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)

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

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Amenities

Kitchen
Washing machine
Dryer
Outdoor space
Parking available
Barbecue

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Stunning White Water Ocean Views From This Peaks Island Home
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  • Washer
  • Dryer
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8.8 out of 10, (55 reviews)
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House Rules

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

Children allowed: ages 0–17
Children welcome
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Events

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

No pets allowed
Pets not allowed
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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. Old Orchard Beach and Crescent Beach State Park reflect the area's natural beauty and area attractions include Maine Sports Hall of Fame and Maine Narrow Gauge Railroad Company and Museum. Looking to enjoy an event or a game while in town? See what's happening at Merrill Auditorium or Cross Insurance Arena. Discover the area's water adventures with sailing and fishing nearby, or enjoy the great outdoors with horse riding and mountain biking.
View more Cottages in Peaks IslandOpens in a new window
Map
Peaks Island, ME

What's nearby

  • Richard Boyd Art Gallery - 3 min walk - 0.3 km
  • Umbrella Cover Museum - 5 min walk - 0.5 km
  • Fifth Maine Museum - 6 min walk - 0.6 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

  • ‪North43Bistro - ‬33 min drive
  • ‪Second Rodeo Coffee - ‬33 min drive
  • ‪Scratch Baking Co. - ‬33 min drive
  • ‪A&C Soda Shop - ‬32 min drive
  • ‪DiPietro's - ‬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 is 0.6 mi (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. 91 out of 102 reviews
Rating 8 - Good. 11 out of 102 reviews
Rating 6 - Okay. 0 out of 102 reviews
Rating 4 - Poor. 0 out of 102 reviews
Rating 2 - Terrible. 0 out of 102 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Jonathen A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Stayed 2 nights in Sep 2025

10/10 Excellent

Henry

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had to book a quick two night stay in the Portland Area and found this great little cottage. Absolutely charming. Very comfortable beds and cozy comforters. Can't beat the location. Only one suggestion -- first night was pretty cold for early October and the space heaters took a while to warm up the place. So keep an eye on the overnight temps when you pack. That said, we had a wonderful stay.
Stayed 2 nights in Oct 2025

10/10 Excellent

Amanda M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What an absolutely precious time we had at this incredibly beautiful and historical space. The hosts were so helpful and kind. We could not be more grateful. We hope to return for years to come. Thank you for sharing your home!Kindly,Amanda and family
Stayed 7 nights in Aug 2025

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

10/10 Excellent

Sarah G.

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

10/10 Excellent

Kim C.

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.

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

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

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

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

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

10/10 Excellent

Michelle m.

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

10/10 Excellent

Martha H., Portland, Oregon

Cottage perfect for blissful respite

We came for a family reunion and had a fantastic time! The home was charming, beautifully maintained — a historic gem well-situated on enchanting Peaks Island. The beautiful wrap-around porches and cozy well-kept back yard and deck were great for entertaining. The open plan kitchen and dining area were perfect for family suppers. We were happily surprised by the large bed rooms complete with good beds, comforters, and fans so we were set for any weather. The little sunroom provided a great spot for jigsaw puzzles and quiet reading. It was a short pretty stroll to the main shops including the ice-cream stand that we visited nearly every day, and our favorite spot to soak in the sun, Sandy Beach. I would recommend this gorgeous cottage to anyone ready to get away from it all. (Though it does have wifi! if you need to be connected!)

10/10 Excellent

Tracey O.

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

Wonderful old summer cottage

We were here to escape black flies back in NH. A couple of notes: listing doesn’t expressly say bed linens are not included, and by the time you get the welcome letter, you’ve already booked. Also, having to wash, dry, and put away towels prior to departure, was awkward for me, so i added towels to the bed linens bag. Coffee maker is a regular drip style, not a “drop and press” (French press) We love this beautiful, well kept cottage, it’s roomy, well laid out, plenty of amenities, lots of old charm, but very convenient living! Faves: front porch, street lights on the path to town, slate kitchen sink, gas heat (stove) in kitchen - we had a couple of very cold/windy days. We even closed living room and unused bedroom door to keep heat in kitchen area. Bikes were a must for us. We brought a vehicle to carry all our bins, bags, bikes, and cooler. Well worth it. Would we come back? You betcha! Thank you for sharing your antique cottage!
Stayed 5 nights in May 2023

10/10 Excellent

Andrew G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay, and good location. Thanks! We had a very pleasant experience
Stayed 2 nights in Oct 2025

8/10 Good

Michelle K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We traveled to Peaks Island for a wedding so really only used the home to sleep and shower. Beds were comfortable and it was clean. It’s an older home without a lot of frills but worked well for what we needed. Communication with the host was great so we knew exactly what to expect.
Stayed 2 nights in Sep 2025

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

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

Margie W.

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

10/10 Excellent

Benjamin R.

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

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

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

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

Stephanie B.

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

Getaway with friends

Everything was great!
Stayed 3 nights in Jul 2024

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
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