A wooden pier leading to a marina with boats docked.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Chebeague Island apartments

A modern kitchen with a large island, dark cabinetry, and a view of a lake.

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 CA $233
CA $492 total
includes taxes & fees
Oct 25 - Oct 26
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

2. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
8.4 out of 10, Very good, (5 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is CA $123
CA $296 total
includes taxes & fees
Sep 30 - Oct 1
Sunset Hideaway on Bailey Island
A wooden house with a deck and a stone pathway leading to a grassy area.

3. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (17 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is CA $421
CA $657 total
includes taxes & fees
Oct 10 - Oct 11
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

4. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.0 out of 10, Very good, (13 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 CA $119
CA $150 total
includes taxes & fees
Sep 28 - Sep 29
Portland 1-bedroom with enclosed porch & parking
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

5. Great suburban location close to town!

Great suburban location close to town!
Deering Center
The price is CA $120
CA $151 total
includes taxes & fees
Sep 28 - Sep 29
Great suburban location close to town!
A modern interior with a dining area, a living room, and a kitchen.

6. 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 CA $160
CA $291 total
includes taxes & fees
Oct 6 - Oct 7
Studio Apartment in Freeport
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

7. 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, (28 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is CA $209
CA $364 total
includes taxes & fees
Oct 20 - Oct 21
Charming Studio apartment with WiFi, AC in welcoming Portland
A dining table with chairs, a potted plant, and decorative items.

8. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (7 reviews)
"Excellent in every way."
United States
Robert B.
The price is CA $233
CA $495 total
includes taxes & fees
Sep 29 - Sep 30
Willard Beach–Apartment Near Portland & Parks
A black console table with a mirror above it, a lamp, and a potted plant beside it.

9. 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, (13 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is CA $349
CA $560 total
includes taxes & fees
Oct 5 - Oct 6
Peaceful & minutes from the Old Port with private parking
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

10. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (34 reviews)
"This is a perfect location. 6 minutes from downtown Portland. Secure, Clean and Jen was a Perfect and attentive host. It is a hidden Gem!"
United States
Irish D.
The price is CA $279
CA $458 total
includes taxes & fees
Sep 29 - Sep 30
Sunny Spot with Private Parking.
A cozy living room with a grey sofa, a wooden coffee table with a charcuterie board, and two glasses of white wine on a side table.

11. 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.
The price is CA $191
CA $586 total
includes taxes & fees
Sep 28 - Sep 29
2BR Apt | Full Kitchen | 10 Min to Old Port
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

12. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (19 reviews)
"I will admit the location and surrounding areas are a bit sketchy, but, once inside, we felt super secure. There are multiple doors and gates with locks to ensure safety. Place was clean and had everything we needed for a quick stay."
United States
Krysta
The price is CA $126
CA $228 total
includes taxes & fees
Oct 6 - Oct 7
Studio Apartment near downtown Walkable!
A room with a white table, a chair, a colorful rug, and a ceiling fan.

13. Walkable near downtown 1 Bedroom

Walkable near downtown 1 Bedroom
West Bayside
4.4 out of 10, (7 reviews)
"This room was actually a scary experience. The area was desolate, located across from a huge parking lot with drug addicts surrounding the building. The Uber driver would not leave until I entered because he felt I was unsafe, especially at midnight. The electric locks on both the front door and my room door did not feel secure. There was no deadbolt inside the room for extra security, so I wedged a chair under the door handle to feel safe. Considering the constant commotion outside and the...
United States
Farah
The price is CA $134
CA $235 total
includes taxes & fees
Oct 18 - Oct 19
Walkable near downtown 1 Bedroom
A street lined with buildings, one with a red door and a sign that reads "MINATO".

14. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (148 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is CA $237
CA $388 total
includes taxes & fees
Sep 28 - Sep 29
Adorable Portland getaway on the Eastern Promenade
A hallway leading to a living room with a sofa, a lamp, and a window.

15. The Coastal Connection

The Coastal Connection
Thorton Heights
7.2 out of 10, Good, (7 reviews)
"Very convenient, comfortable, and bright apartment. We appreciated that dogs were allowed as well."
United States
Sheryl S.
The price is CA $168
CA $470 total
includes taxes & fees
Sep 28 - Sep 29
The Coastal Connection
A modern kitchen with white cabinets, a wooden dining table, and a vase with green leaves.

16. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (18 reviews)
"Perfect for a my husband and I. Close to everything!"
United States
Tabcline S.
The price is CA $177
CA $363 total
includes taxes & fees
Sep 28 - Sep 29
King Size Sun Rise Midcoast Lovely Stay
A two-story house with a covered porch, a garage, and a front yard with potted plants.

17. 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, (172 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is CA $182
CA $230 total
includes taxes & fees
Sep 28 - Sep 29
Large suite/private bath/private entrance on quiet street near Thomas Bay
A living room with a sofa, armchairs, a coffee table, and a potted plant.

18. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (32 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is CA $123
CA $250 total
includes taxes & fees
Sep 29 - Sep 30
Beautiful 1st Floor Apartment & Amazing Shower
A house with a wooden staircase leading to a door marked with the number 50.

19. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (107 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 CA $172
CA $394 total
includes taxes & fees
Sep 28 - Sep 29
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
A room with a wooden floor, a round table, two chairs, a sofa, and a patterned rug.

20. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (11 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
The price is CA $281
CA $590 total
includes taxes & fees
Oct 5 - Oct 6
NEW 1 BDR-Heart of Munjoy Hill
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Staff was wonderful"
Shelley 1-night trip
Posted less than an hour ago
Embassy Suites by Hilton Portland Maine

Find out more about Chebeague Island

Chebeague Island Apartments information

Number of reviews
582
Accommodation
459 Apartments
Lowest Price
CA $150
Highest Price
CA $657

Frequently asked questions

What's it like to stay at an apartment in Chebeague Island?
There are 9 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 Little John Island Preserve. 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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