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Compare 381 Apartments in Chebeague Island with updated reviews, rates, and availability.

Completely remodeled 2 bedroom apartment in Portland's West End

10.0 out of 10, Exceptional, (60)
"We had a very nice stay in this apartment. I would definitely recommend it to others. The owners were friendly and it was easy to get into the unit. The only drawback for anyone who's not quite so agile is the steep staircase to get to the bedrooms. It worked out fine for our family of four, so I just list this for anyone with mobility issues."
Completely remodeled 2 bedroom apartment in Portland's West End

Charming West End Hideaway. Private Parking

10.0 out of 10, Exceptional, (27)
"Whole experience was nice and owner was very quick in communicating with us any questions that we asked. Would definitely recommend especially if you’re looking to be close to Portland since everything is a walkable distance. "
The price is SAR 514
SAR 920 total
includes taxes & fees
22 Apr - 23 Apr
Charming West End Hideaway. Private Parking

2 Bedroom Apartment on Top Floor in Portland's West End

9.8 out of 10, Exceptional, (59)
"We loved this apartment. Great location, beautifully decorated, loved the rooftop deck! Highly recommend! Will be back!"
The price is SAR 1,497
SAR 2,519 total
includes taxes & fees
24 Apr - 25 Apr
2 Bedroom Apartment on Top Floor in Portland's West End

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (146)
"We loved our stay at this beautiful, clean and highly functional home. The short walk to the beach was refreshing and we would stay here again in a heartbeat."
The price is SAR 514
SAR 990 total
includes taxes & fees
30 Mar - 31 Mar
Glorious getaway on Portland's Eastern Promenade.

The perfect refinement of vintage seduction. May-June-July special!!!

9.8 out of 10, Exceptional, (40)
"Some girlfriends and I stayed here to celebrate a 40th birthday "
The perfect refinement of vintage seduction. May-June-July special!!!

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (149)
"Very clean, amazinv views, perfect weekend!!!! "
1 room luxury ocean front studio cottage

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is SAR 416
SAR 761 total
includes taxes & fees
30 Mar - 31 Mar
Adorable Portland getaway on the Eastern Promenade

Vintage Maine & Modern Convenience in Portlands Exclusive East End

9.8 out of 10, Exceptional, (41)
"Started with a simple checkin following a long and late flight. Place was clean with plenty of towels and comfortable beds. We walked everywhere except the train station. Loved the location."
Vintage Maine & Modern Convenience in Portlands Exclusive East End

Historic Home in the West End. Private Parking.

9.8 out of 10, Exceptional, (28)
"We had a lovely stay in this historic home. The decor is charming and original, beds are comfy and everything is clean. The neighborhood is attractive and quiet. The information from the host was helpful. It was great to have a dedicated parking space. As described, the kitchenette has no sink but otherwise is very well equipped for simple food/beverage preparation. We look forward to staying in the future."
The price is SAR 446
SAR 887 total
includes taxes & fees
30 Mar - 31 Mar
Historic Home in the West End. Private Parking.

Fall In Love With Portland!

9.6 out of 10, Exceptional, (112)
"We had a great time at Nick's apartment, it is spaceous and tastefully furnished. We were able to feel right at home and used the kitchen every day, the dining room had space for all of us which made for some great holiday meals together. The location is nearly unbeatable with just two blocks to the promenade by the water and a short walk to downtown. Congress Street, which is 50 yards from the front door, has a really cool vibe with bars, cafes and restaurants. Yet, you are clearly nestled in a...
Fall In Love With Portland!

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

10.0 out of 10, Exceptional, (121)
"Staying at Susan’s and Jeff’s was so fine. So warm and welcoming . This suite provides so much more than just a place to stay. The bedroom is spacious, bed very comfortable with lovely linens.Artwork, cushioned seating ,tables and beautiful lamps make it a comfortable haven.The library with upholstered chair ,ottoman,and many cozy throws to snuggle.Spacious bathroom.Everything thing is done so thoughtfully. Microwave ,coffee ,snacks and drinks.Susan’s photography is wonderful!More than the...
The price is SAR 338
SAR 450 total
includes taxes & fees
27 Apr - 28 Apr
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Cozy West End apartment minutes from the Old Port

10.0 out of 10, Exceptional, (7)
"This spot was ideal for my writing retreat. I had everything I needed and nothing I didn't. The space was quiet and cozy, affording the least amount of distractions so that I could do the tasks I set for myself. I really appreciated the attention to amenities like a sound machine in the bedroom, a robe, and a vase for the flowers I bought for inspiration. And location was lovely - I could easily walk to yoga studio, cafes, market and charging station for my EV. Thanks for a productive and...
The price is SAR 458
SAR 834 total
includes taxes & fees
30 Mar - 31 Mar
Cozy West End apartment minutes from the Old Port

Charming Downtown Penthouse - The Cabana

9.2 out of 10, Wonderful, (12)
"Spacious 3 bedroom apartment. Large living room, with good lighting. Clean and stocked with everything we needed. Corresponding with property manager was extremely easy and straightforward. "
The price is SAR 636
SAR 1,278 total
includes taxes & fees
1 Apr - 2 Apr
Charming Downtown Penthouse - The Cabana

Newly renovated pet friendly 2-bedroom apartment in marvelous Old Orchard Beach

Newly renovated pet friendly 2-bedroom apartment in marvelous Old Orchard Beach

Soothing Oceanfront Haven with P

2.0 star property
10.0 out of 10, Exceptional, (3)
"This was our first time to New England (my aunt & I), and we stayed for a couple nights here to experience the beach life in southern Maine. This was such a cute beach town, lots of quaint beach shops, great restaurants (including Johnny Schuck’s which totally changed my mind on lobster - if you stay here you have to get their lobster roll!), and of course the beach. It’s literally a two minute walk to the beach, and they have 2 beach towels included. If you want to do more beach activities...
Soothing Oceanfront Haven with P

Bright & Sunny West End Apartment with Private Parking.

9.8 out of 10, Exceptional, (24)
"Just as described. Good walkable location. Clean and quaint. Recommend!"
The price is SAR 664
SAR 1,169 total
includes taxes & fees
30 Mar - 31 Mar
Bright & Sunny West End Apartment with Private Parking.

Spacious 3 BR in Portland's Libbytown!

9.8 out of 10, Exceptional, (30)
"The apartment was just as described. Very comfortable and easy to get to. Very clean."
Spacious 3 BR in Portland's Libbytown!

Brand New 2 Bedroom Apartment in Heart of West End

9.8 out of 10, Exceptional, (27)
"Here for a short overnight stay in Portland on our way to Acadia. Space was nice - clean with comfortable beds and clean bath and kitchen. Easy walk to Old Port area. Thank you! "
Brand New 2 Bedroom Apartment in Heart of West End

West End Bright Spot with Parking.

10.0 out of 10, Exceptional, (2)
"Great location, clean with everything we needed. Will definitely stay again when in Portland!"
The price is SAR 368
SAR 752 total
includes taxes & fees
30 Mar - 31 Mar
West End Bright Spot with Parking.

“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking!

10.0 out of 10, Exceptional, (223)
"Beautiful apartment, with an ideal location. Scott was extremely responsive to all communication. Plenty of room for our four person group. Overall, a wonderful experience!"
“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking!
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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Other property types in Chebeague Island

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (47)
"Brand new. Love the apartment. Large tv, comfortable sofa, modern kitchen and bath, comfortable bed. "
The price is SAR 608
SAR 663 total
includes taxes & fees
9 Apr - 10 Apr
The Weldon Hotel

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (102)
"The place was even nicer than it looked on line. Right on the beach!!! You could hear the waves crashing in the home with the windows shut. Doesn't get much better!the windows closedwas rea"
Gorgeous ocean-front home with stunning beach views

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (124)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is SAR 319
SAR 838 total
includes taxes & fees
31 Mar - 1 Apr
Oceanfront Condo! Spectacular Views From Private Large Balcony
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.

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?
Listed below are some of the favorite apartments in the area to choose from: Completely remodeled 2 bedroom apartment in Portland’s West End: Located in Portland, 10.1 mi/16.2 km from the heart of Chebeague Island. Includes free WiFi and Smart TVs. Access to a fitness center is available on site. 1 room luxury ocean front studio cottage: Located 6.6 mi/10.6 km away in Harpswell. Outdoor space and sofa beds are included. Adorable Portland getaway on the Eastern Promenade: 8.6 mi/13.9 km away in Portland. Free WiFi, private patios, and Smart TVs are included. Charming West End Hideaway. Private Parking: It’s located in Portland, 9.9 mi/16 km from Chebeague Island. Includes free WiFi, private patios, and Smart TVs.
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 Portland Observatory, 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.