Entire home

Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views!

Photo gallery for Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views!

Exterior detail
Exterior
Interior
Living area
Living area

Reviews

10 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 4

Popular amenities

  • Deck or patio
  • Dog-friendly
  • Barbecue grill
  • Internet access
  • Air conditioning
  • Refrigerator

Explore the area

View in a map
Chebeague Island, ME
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪60 min drive‬

Rooms & beds

4 bedrooms (sleeps 4)

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen

About this property

Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views!

This classic coastal style Chebeague Island year round waterfront home sits on 3 acres of private secluded property with 150 feet of water frontage and panoramic views of Casco Bay, Portland skyline and breathtaking sunsets. Enjoy 3 fireplaces, an expansive deck, amazing waterfront privacy, wireless internet, and grill. Chebeague Island has many amenities; a general store, restaurants, a marina, a golf course, public pool, ferry service and amazing beaches.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 50 lbs per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2415381
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

Chebeague Island

Chebeague Island is home to this vacation home. State Theatre and Thompson's Point are cultural highlights, and travelers looking to shop may want to visit LL Bean Flagship Store and Maine Mall. Maine Narrow Gauge Railroad and Portland Observatory are also worth visiting.
Map
Chebeague Island, ME

Getting around

  • Portland Intl. Jetport Airport (PWM) - 139 min drive

Restaurants

  • ‪Cumberland Farms - ‬142 min drive
  • ‪McDonald's - ‬135 min drive
  • ‪Bam Bam Bakery - ‬135 min drive
  • ‪Dunkin' - ‬135 min drive
  • ‪Sicilian Table - ‬135 min drive

Frequently asked questions

Is Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views!?

As of Jun 18, 2026, prices found for a 1-night stay for 2 adults at Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views! on Aug 10, 2026 start from $1,023, 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?

Onsite parking is available at the property.

What time is check-in at Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views!?

Check-in begins at 4:00 PM.

What time is check-out at Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views!?

Check-out is at 11:00 AM.

Where is Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views! located?

Situated in Chebeague Island, this vacation home is steps from Casco Bay and 2 mi (3.2 km) from Eagle Island. Little Diamond Island and Casco Bay Lines Ferry Terminal are also within 12 mi (20 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 17 out of 17 reviews
Rating 8 - Good. 0 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Shelley B.

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

Birthday

Was our second time at the property! A++ Thanks!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Melinda G.

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

Perfect

The location is amazing and the sunset are spectacular! I have rented a lot of homes, this one is perfectly outfitted with all your needs and the best part was how clean everything is!! Definitely will rent again next year. Thank you
Stayed 5 nights in Aug 2024
Verified

10/10 Excellent

Richard W.

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

Island experience

The location, view and the home are great. The house is well maintained and the layout is perfect for a family stay. A very nice living room, large kitchen / great room and adjacent puzzle room offer plenty of space to enjoy. Short walk through a landscaped yard leads to steps down to the water. Large outside deck overlooking the water with plenty of comfortable chairs. The bedrooms are a nice size and the beds comfortable. The bathrooms are clean and modern. The owners kindly left a classic car for our use. Highly recommend as a fun getaway.
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Elaine J.

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

Peace and quiet on Chebeague

This house provides the best of staying on a Maine island -- quiet, privacy, a path to the shore -- while providing modern amenities. Very easy for our family of six (grandparents, parents, two kids) to spread out. Besides a living room connected to the dining room, there's another living room off the kitchen, a porch with eating table, plus a nook near the front door with a comfy couch. Comfortable beds, modern kitchen supplies. Easy communication with hosts, who also provided an old car to help us get around. Uncrowded beaches. Good meal at the Chebeague Inn. Wish we'd stayed longer!
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Katharine (Kate) H.

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

Magical!

If you are considering this home on Chebeague, look no further. We enjoyed beautiful views, and extremely comfortable and beautiful home and quiet island living. I booked the house for me and family for my daughter’s wedding at the inn and was thrilled with my choice. The ancient Volvo included helped us navigate the island while comfort of the home drew us in. Honestly, I think I could spend the summer enjoying that spot. I highly recommend this home. And btw, the owner is very responsive which is a huge plus!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Jennie M.

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

FFO 2023 (Fun Family Outing)

Chebeague holds a special place in my family's hearts. We gathered this year to be able to remember and celebrate my husband, their father, brother and grandfather. He passed in 2019 and is missed terribly. This home provided the best amenities and accommodations ever! Excellent lobster cooking facilities and we had the best lobster feast on Sunday, June 18, Father's Day. Thank you, we hope to come back! with much gratitude and appreciation!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Suzie R.

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

Beautiful home and lots of 'stuff' provided

The house is beautiful and very spacious. Of the 4 bedrooms, 3 of them are HUGE. Note that for one of the bedrooms, you walk through another bedroom to get to it, so best for a family to be using those 2. Sheets and bedding were 100% cotton and very nice. The house feels recently redone and the kitchen was great and it was good that things like salt and pepper and sugar were in the cupboards. There are kayaks, a grill, beach towels, tennis, rackets, puzzles, scrabble, books and so on. Wonderful home - worth the $!
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Amy D.

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

Beautiful and highly convenient home

We were traveling to Chebeague for a family wedding with 3 couples, a 5 year old and a 10 month old baby. Our stay was, simply put, just fantastic. This home is beautifully set on the waterfront overlooking the Casco Bay with access to a rocky beach from the backyard. My 5 year old loved riding in the kayaks which were stored directly on the beach. The deck was my favorite place to enjoy morning coffee and there were plenty of blankets to keep warm in the chill of the Maine mornings. We had family dinners every night, including a lobster dinner which we cooked outdoors using the lobster cooker. The location was convenient to the Chebeague Island Inn where the wedding was located. It was also less than 10 minutes to drive to the small grocery store. The rec center, which is located about 1 minute away from the house, has a pool and tennis courts. The lovely Two Birds Cafe is also about a 1 minute drive for breakfast pastries and sandwiches. The owners left their car for us at the dock, which we heavily relied on to get around the island. This was so helpful, especially when transporting kids and lots of gear, golf bags, etc. The only downfall is the WiFi is finicky on the island and in the house and you need to bring most things with you including the food you plan to eat, although the Inn has a great restaurant and bar which we enjoyed. Otherwise, we are hoping to come back to enjoy this gorgeous location again in the future! Thank you Anne for all your helpful advice and communication!
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Matt N.

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

Amazing all around

Chebeague is beautiful, and peaceful, and this house was a perfect place to spend a few days taking it all in. Incredibly friendly, responsive and accommodating. I can't wait to come back!
Stayed 2 nights in Aug 2022
Verified

10/10 Excellent

Gina O.

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

Wonderful Home for Family Trip

Our family has outgrown my parents’ house so we needed a place to stay for our summer vacation on Chebeague. Anne’s home was beautiful, well-maintained, and suited our needs perfectly. The kids loved running in the yard while the adults took in the gorgeous sunsets. Each TV had a number of streaming services, which was great, and most of the bedrooms had ab AC unit, which was a huge plus as it was warm and humid while we were there. We had a wonderful time. Thanks again!
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Alice O.

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

Spacious well appointed rooms

We had a delightful stay on Chebeague Island! The house was perfect for our family. There was plenty of room and we enjoyed kayaking and swimming every day and reading on the porch!! Beautiful views abound!!
Stayed 5 nights in Jul 2022
Verified

10/10 Excellent

David M.

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

Wonderful cozy quiets vacation stay.

We spent a lovely quiet 5 days on the island. We discovered toy in the basement for our so. and played with the kayaks on the beach in back. We brought lobsters in for dinner and eat a great meal at the only hotel on the island. Easy access to Portland but its important to read about parking for the ferry from the mainland. This takes a few steps. Thats the only thing that could have been spelled out clearer in the listing.
Stayed 4 nights in Sep 2021
Verified

10/10 Excellent

Nazli P.

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

Fantastic Spot!

We were two families traveling for vacation - we loved staying at this house! The waterfront access was perfect for dips in the water and kayaking adventures. The kitchen had everything we would need to cook for the entire group at every meal and the house was spacious for all to spread out. Only caveat is that the island has terrible reception and internet service so if you have folks who need that - choose another location on the mainland. Hope we can come back here again soon!
Stayed 5 nights in Aug 2021
Verified

10/10 Excellent

Kyle F.

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

Peaceful Stay

The house was even nicer than described. What a peaceful way to spend a week.
Stayed 7 nights in Aug 2021
Verified

10/10 Excellent

Bridget J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Jennie M.

Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Peter F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2024

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