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Sunny Hilltop House next to Tennis, Golf and Beaches on Chebeague Island

Bedrooms 3
Half Baths1
Property type house
Minimum Stay 5 nights


Half Baths
Minimum Stay
5 nights

About the property

3 bedroom home with bunk house, 1-1/2 baths plus outdoor shower, sleeps 6-8

The Island House is located on Chebeague Island in Casco Bay. Chebeague is the largest island in Casco Bay and has approximately 350 year-round residents making up one of Maine's great island communities. It is conveniently served by ferry out of both Portland and Yarmouth, ME. The Island House is a light-filled home situated on a private 1-1/2 acre hilltop lot, with broad views of tennis courts, the Great Chebeague Golf Club and the ocean beyond. It is conveniently located within walking distance to the ferry, beach, library, island grocery, restaurants, island museum with golf and tennis located right across the street. Bikes of various sizes are available to explore this 4-mile long island and its many beaches.

The main house has 3 bedrooms upstairs that will comfortably sleep 6 people (one king bed, one queen bed, one twin over full bunk bed). There is a 1/2 bath upstairs, a full bath downstairs and a lovely, private outdoor shower behind the bunkhouse. The detached bunkhouse has two daybeds that can accommodate 2 people. There is no bathroom in the bunkhouse. The main house has an eat-in kitchen, dining room, living room, great room, enclosed sun porch, porch and patio area. There is a generous lawn with a picnic table to enjoy dinners outside.

Enjoy your morning coffee on the front porch before playing tennis and/or golf, walking to the beach, exploring the island on bikes, or simply relaxing with a good book.

The Islander Ferry makes regular trips to Yarmouth while the Casco Bay Lines ferry travels to Portland, perfect for exploring the many great restaurants and shops in Portland's Old Port. Groceries can be ordered by calling or emailing area markets, including Whole Foods, to be delivered to the island any weekday via the Casco Bay Lines ferry. Fresh seafood is also available daily right on the island.

More Details

Member since: 2014
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
January 17, 2017

About Owner

We live on the mainland in Yarmouth.

Why Owner chose Portland and Casco Bay Area

If you are looking for an authentic Maine coast vacation, this is it. Chebeague is charming, unpretentious, and perfect. It is a safe place for kids to roam and explore. You step back in time and slow your pace.


4.8/5 -
(5 traveler reviews)

Sunny Hilltop House next to Tennis, Golf and Beaches on Chebeague Island
average rating of 4.8 based on 5 reviews

Great location. Very tastefully decorated

  • 5 of 5

The house is an easy walk from the ferry and to the Inn. It sits directly across from two tennis courts and a nine hole golf course with views of the water from every hole. The closest beach is a five minute bike ride as is the market. The house is very comfortable and tastefully decorated. We slept five easily. There is also a bunk house with a mini ping pong table and a fire pit out front with a view of the water. For longer stays I would suggest bringing a car and/or some good bikes. Great family vacation spot

  • Submitted: Aug 27, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
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Looking forward to returning

  • 5 of 5

I don't even know where to start - the house was perfect! It looks straight out of a Coastal Living magazine and has the best cozy but cute nautical decor. The space is incredible for spending time together - big comfy couches in the living room, a nice big living room table, picnic table outside, etc. Beds were SO comfortable. I was a little worried about the bathroom situation but it was no issue - the outdoor shower was definitely a big hit! I was also unsure about the two daybeds in the cabin in the back of the yard, but it's easily one of the coolest parts of the house! The house is very well stocked for a rental - we cooked multiple meals at home and I never felt like we were missing something that we could have used. There are plenty of towels, beach towels, etc.

We used the bikes to explore the island (we rented a few more for $5/hour through the Chebeague Island Inn, a very short walk from the house) and had a blast at "the hook," a beach at the opposite end of the island from the house. I have spent a lot of time in Maine and never have I enjoyed such a sandy beach! We kept joking that it felt like being in the USVI - not Casco Bay! :) We got sandwiches from the Niblic, ice cream from Calder's, and were able to pop down to the market for any last minute needs. The house is perfectly located in that it's close to the ferry (very manageable walk, even with your stuff) and the Chebeague Island Inn (great for a nice dinner or drink on the porch), but it's an easy launch pad to explore from as well. Speaking of exploration, the locals are so incredibly kind and welcoming. People will stop and ask you if you want a ride if you're carrying a bunch of stuff, they'll happily give you directions (there aren't so many street signs, although the Federle's did a great job providing maps), and they are eager to give advice on beaches, bike routes, etc.!

I was traveling with a group of people who have spent time on islands like Martha's Vineyard and Nantucket, so being the organizer I was a bit nervous about what they'd think of a beautiful yet much more rustic experience. Everyone loved it and had a blast, and I owe a lot of that to the Federle's for providing such a beautiful home for our stay!

  • Submitted: Aug 19, 2015
  • Stayed: Aug 2015
  • Source: HomeAway
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Spartanburg, SC

Ideal home for Chebeague Island vacation

  • 5 of 5

It's difficult to do this house justice in a review here, but I'll give it a try. The house is a short hop from the ferry, and sits atop a knoll with superb sunset views over Casco Bay towards Cousins Island. Two tennis courts and the Great Chebeague Golf Course sit immediately across the road. The grounds around the house are well-tended, and there is plenty of room for a friendly (or in our case, highly competitive) game of croquet or cross-country bocce. The interior of the house has been refinished with all the conveniences, and light pours into the living space off the kitchen. The main house has plenty of room for family and friends, with additional space in the bunkhouse for a pile of kids. There is also an extra fridge in the bunkhouse, which takes care of food storage for a week.

Once you've gotten your bearings in the house, throw a leg over your bicycle and roam. The beaches are fabulous on the northeastern edge of the island, and the rocky bluffs overlooking looking south from Deer Point will offer you welcome sanctuary. You can try for catching squid at night off the pier at Casco Bay landing (we caught a sack full), stop in the museum for curiosities, or have a cup of tea on the porch at the Niblic watching sailboats circle around Crow Island. For that matter, sign up for a bit of sailing at the Chebeague Island Sailing School, and be in the sailboat that someone at the Niblic is watching.

There can be no higher recommendation for this house that I can give than this: we will go back next summer, and every other summer we can manage it. I recommend that you rent this house, too. Just please don't try to book it for the week we are there!

  • Submitted: Mar 8, 2015
  • Stayed: Aug 2014
  • Source: HomeAway
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Littleton, NH

Charming - We can't wait to return!

  • 5 of 5

Absolutely loved this charming island home on Chebeague – The house is beautifully decorated with all the amenities you'd expect for a perfect stay – and the beds are very comfortable. There's plenty of room to spread out with the family. We spent a lot of time reading, playing board games, and just hanging out on the porch, and liked that the house is super convenient to the ferry (about ¼ mile pleasant walk). We went to the beaches daily by bike and there are many to explore – don't miss the beach at Little Chebeague. There is a well maintained tennis court right across the street, and the golf course is nearby as well. I love to cook and the full kitchen's great - We grilled a lot, dined outside on the patio garden and enjoyed the harbor views and sunsets. There is a small store on the island too for groceries and supplies (ice cream!) The house is up a bit on a small bluff away from the road (it's very quiet) with a spacious grassy yard for the kids to safely play. We can't wait to return next summer.

  • Submitted: Mar 6, 2015
  • Stayed: Jul 2014
  • Source: HomeAway
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Comfy and Convenient

  • 4 of 5

Only a short walk from the Chebague Island Ferry, this cozy house provides all the modern conveniences in a strategically convenient location. Your family and friends can walk or bike to any number of locations for Chebague style recreation or you can stay at the house and cook yummy food in its modern kitchen while your family reads and relaxes in one of its many comfortable sofas or chairs.

  • Submitted: Mar 2, 2015
  • Stayed: Aug 2014
  • Source: HomeAway
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Car: not necessary


Rates & Availability

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Additional information about rental rates

Refundable damage deposit $500
Cleaning $200
Tax Rate 9.0%

Damage deposit will be refunded upon favorable inspection of the house after rental.

Owner's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
Available arrival
Available stay (no arrival)


Chebeague Island House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1800 sq. ft.
Location Type:
  • Golf Course View ...
  • Near The Ocean
  • Away From It All
  • Family
  • Clothes Dryer
  • Internet ...
  • Linens Provided
  • Living Room
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove ...
  • Toaster
  • Dining
  • Dining Room
  • seating for 8 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet
    Bathroom 3 - outdoor shower
  • Full bath is located downstairs, half bath is upstairs
  • 3 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 double , 1 twin/ single , Bunk bed with twin over full
    Bunk House - 2 twin/ single , Two daybeds
  • All new mattresses, pillows and linens
  • Bicycles ...
  • Deck / Patio
  • Golf ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Tennis ...
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool ...
  • autumn foliage
  • bay/sound
  • churches
  • forests
  • library
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • photography
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • massage therapist
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • golf privileges optional
  • sailing
  • sound/bay fishing
  • swimming
  • tennis
Chebeague is the largest island in Casco Bay, stretching 4 miles long. It is the perfect place to get away while having room to explore. Chebeague has a relaxed vibe with kids on bikes and golf carts on the streets. Four bikes of various sizes are available with the house. There is a great beach within walking distance and many more beaches and coves to explore within biking distance. Bike to the Niblic (at the island boat yard) and enjoy coffee or lunch on the seaside deck. The boat yard is where you will also find an ATM and the post office. There is a 'clam shack' for relaxed dinners and ice cream, or walk up the hill to the upscale Chebeague Island Inn and have a sunset cocktail on the porch or an intimate dinner. For the more adventurous, take the Casco Bay Lines ferry to Portland where you'll find great dining, movies and shopping in the Old Port.

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