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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 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Outdoor space
  • Parking available
  • Barbecue

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)
    ‪39 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

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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

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

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 mountain biking and cycling 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

  • ‪Second Rodeo Coffee - ‬33 min drive
  • ‪North43Bistro - ‬33 min drive
  • ‪Mesa Grande Taquera - ‬27 min drive
  • ‪Cumberland Farms - ‬32 min drive
  • ‪Scratch Baking Co. - ‬33 min drive

Frequently asked questions

Is Classic Island Cottage pet-friendly?

No, pets are not allowed at this property.

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 Richard Boyd Art Gallery and Umbrella Cover Museum. Casco Bay and Fifth Maine Museum are also within 1 mile (2 km).

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

Verified

10/10 Excellent

Jonathen A.

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

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
Verified

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
Verified

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
Response from VrboOwner on 19 Aug 2025
So glad you had a great stay. We’d love to have you back any time!
Verified

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
Verified

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
Verified

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
Response from VrboOwner on 21 July 2025
Glad you had a great stay. Thanks for being great guests!
Verified

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
Response from VrboOwner on 27 Aug 2025
So glad you had a great stay. We'd love to have you back--just let us know your dates when you know them.
Verified

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
Verified

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
Verified

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
Verified

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
Response from VrboOwner on 22 Aug 2021
Thank you so much! We are so glad you had a good time. We would love to have you come back anytime!
Verified

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
Response from VrboOwner on 26 May 2024
Thanks, Mary! Thanks for being in such close touch during your stay. It was great having you---come back any time and--happy anniversary!
Archival

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
Verified

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
Response from VrboOwner on 29 Sept 2021
So glad you had such a wonderful time. I'm glad you noticed the light---you are right, but I don't think of noticing it enough myself! We'd love to have you back any time!
Verified

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
Response from VrboOwner on 9 Oct 2022
We are so glad your stay was good! Come back any time.
Verified

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
Response from VrboOwner on 22 Apr 2024
Thank you, Sydney! Please come back any time!
Verified

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
Response from VrboOwner on 5 Aug 2024
So glad! Thanks for being great guests!
Verified

10/10 Excellent

Theresa J.

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

catherine l.

Perfect cottage

The cottage is neat and not overdone, you feel very much at home, great location, sweet neighborhood, loved it all. Great week
Stayed 7 nights in Jul 2018
Response from VrboOwner on 26 Mar 2020
Thanks so much, Kent and Catherine. We loved having you again and hope you return! It's great having great guests. Best, Tim
Verified

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
Response from VrboOwner on 24 Aug 2024
Thanks for being a great guest, Janet. So glad you enjoyed your stay!
Verified

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
Response from VrboOwner on 22 Apr 2024
Thank you, Chris! Come back any time!

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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