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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chebeague Island apartments

Private kitchen

1. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Harpswell
10.0 out of 10, Exceptional, (3 reviews)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
The price is AED 1,010
AED 1,810 total
includes taxes & fees
31 Aug - 1 Sep
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Interior

2. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"Was pet friendly, as pictured. Very nice"
United States
Kelly L.
The price is AED 643
AED 1,057 total
includes taxes & fees
20 Aug - 21 Aug
Studio Apartment in Freeport
TV

3. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is AED 405
AED 485 total
includes taxes & fees
30 Aug - 31 Aug
Private Entrance Residential Portland
TV

4. Great suburban location close to town!

Great suburban location close to town!
Deering Center
The price is AED 404
AED 676 total
includes taxes & fees
10 Sep - 11 Sep
Great suburban location close to town!
1 bedroom, WiFi, bed sheets

5. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very Good, (13 reviews)
"A perfectly decent place to stay, plenty of restaurants and bars within reasonable walking distance. Neighborhood is a bit rough, as the listing mentioned, but no problems while I was there. Response time on questions to the host could be better."
Canada
Brian
The price is AED 386
AED 661 total
includes taxes & fees
18 Aug - 19 Aug
Studio Apartment near downtown Walkable!
Interior

6. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (31 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is AED 724
AED 1,193 total
includes taxes & fees
10 Sep - 11 Sep
Sunny Spot with Private Parking.
TV, offices

7. 2BR Apt | Full Kitchen | 10 Min to Old Port

2BR Apt | Full Kitchen | 10 Min to Old Port
Oakdale
10.0 out of 10, Exceptional, (2 reviews)
"It was so easy booking this apartment. They were so helpful and quick to answer my questions. They took great care of us during our stay & were so attentive! It was very warm in the apartment when we first arrived. I told them about it & maintenance immediately arrived with a small window unit for the bedroom. It cooled things down tremendously.The apartment was clean and the linens were laid out on the bed. Turn key as we walked inside.I am definitely going to rent from this company...
United States
Tracy H.
2BR Apt | Full Kitchen | 10 Min to Old Port
Interior

8. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (5 reviews)
"Excellent in every way."
United States
Robert B.
The price is AED 719
AED 1,428 total
includes taxes & fees
10 Sep - 11 Sep
Willard Beach–Apartment Near Portland & Parks
Interior

9. Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (24 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is AED 738
AED 1,197 total
includes taxes & fees
6 Sep - 7 Sep
Charming Studio apartment with WiFi, AC in welcoming Portland
Exterior

10. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (161 reviews)
"Susan and Jeff were amazing hosts! There were so kind, thoughtful and welcoming. The suite was extremely spacious, well decorated and very comfortable. We were very close to the Air Show which was the reason for our trip. They gave us great instructions for a short cut to the airfield and amazing dinner recommendations. We could not have chosen a better place to stay. We highly recommend this place!"
United States
Asha
The price is AED 511
AED 637 total
includes taxes & fees
16 Aug - 17 Aug
Large suite/private bath/private entrance on quiet street near Thomas Bay
Outdoor dining

11. Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (11 reviews)
"Cute, convenient spot!"
United States
Kelly S.
Peaceful & minutes from the Old Port with private parking
Exterior detail

12. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (105 reviews)
"Very nice place, clean, good location. On-street parking was available. Second floor kitchen & bath, so not for those with issues with stairs, but fine for us. Would stay again!"
United States
Gary
The price is AED 405
AED 986 total
includes taxes & fees
31 Aug - 1 Sep
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Dining

13. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (17 reviews)
"Great location surroundings a little unkept but tis the spring cleanup season. Excellent accommodation and located near town shopping but quiet neighborhood"
United States
Douglas H.
The price is AED 606
AED 1,213 total
includes taxes & fees
26 Aug - 27 Aug
King Size Sun Rise Midcoast Lovely Stay
Interior

14. East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (38 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is AED 783
AED 1,367 total
includes taxes & fees
1 Sep - 2 Sep
East end. Walk to food, beer and downtown fun.
Exterior

15. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (108 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is AED 1,102
AED 1,717 total
includes taxes & fees
23 Aug - 24 Aug
Ocean View East End Studio in a Historic Victorian
Beach

16. THE RALEIGH BnB APARTMENT SELF CHECK-IN / Free Off-Street Parking

THE RALEIGH BnB APARTMENT SELF CHECK-IN / Free Off-Street Parking
Munjoy Hill
10.0 out of 10, Exceptional, (4 reviews)
"Great place, so close to everything and a clean, quiet spot to sleep."
United States
Dan K.
The price is AED 918
AED 1,798 total
includes taxes & fees
10 Sep - 11 Sep
THE RALEIGH BnB APARTMENT SELF CHECK-IN / Free Off-Street Parking
Exterior detail

17. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (140 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is AED 981
AED 1,473 total
includes taxes & fees
24 Aug - 25 Aug
Adorable Portland getaway on the Eastern Promenade
Exterior detail

18. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (183 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is AED 1,091
AED 1,725 total
includes taxes & fees
1 Sep - 2 Sep
Glorious getaway on Portland's Eastern Promenade.
Interior

19. Cozy Stay w/ Roof Deck | Parking | 5 Min Downtown

Cozy Stay w/ Roof Deck | Parking | 5 Min Downtown
Oakdale
10.0 out of 10, Exceptional, (5 reviews)
"Excellent stay! 3rd floor unit so walk up the stairs is needed. The space was beautifully decorated, and the hosts even had flowers waiting upon arrival. Very cozy with the fireplace and huge outdoor patio. Would love to stay again!"
United States
Ilyna W.
The price is AED 738
AED 1,653 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Stay w/ Roof Deck | Parking | 5 Min Downtown
Coffee/tea maker, fridge, microwave, oven

20. East End Guesthouse

East End Guesthouse
Munjoy Hill
10.0 out of 10, Exceptional, (3 reviews)
"Fabulous stay!! Felt like we were living in a Crate & Barrel catalog. Great location. "
United States
Ashleigh F.
East End Guesthouse
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chebeague Island Hotel Reviews

Clarion Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"Ce n'est pas un hôtel neuf, mais c'est très bien eten plus le déjeuner est gratuit. Accès facile. Recharge gratuite pour les autos électriques"
Jean-Bernard 2-night trip
Posted 14 hours ago
Clarion Pointe South Portland

Frequently asked questions

What's it like to stay at an apartment in Chebeague Island?
There are 10 hotels and other accommodations in Chebeague Island. Though there aren't many apartments, we can help you locate similar accommodations. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can even filter by similar property types like condos, vacation homes, or cottages.
Why choose apartments instead of traditional hotels?
Offering a kitchen for convenient meals, an apartment is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families wanting the conveniences of home.
What's the top apartment I should consider for a stay in Chebeague Island?
Here's a popular apartment in the area to consider: Oceanfront Studio w/ Private Dock in Harpswell!: Located 9.4 mi/15.1 km away in Harpswell. Amenities include private patios.
What will the weather be like in Chebeague Island?
Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Chebeague Island. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chebeague Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What should I see in Chebeague Island?
Explore the area and family-friendly sights such as Maine Narrow Gauge Railroad, or get out into nature at a spot like Casco Bay. Wolfe's Neck Woods State Park and Bailey Island Bridge are a couple of places you'll find in the larger area.
What's the best way to get to and around Chebeague Island?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Portland Intl. Jetport Airport (PWM), which is located 12.1 mi (19.4 km) from the city center. Otherwise, look for flights into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 23 mi (37.1 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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