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Compare 300 Apartments in Chebeague Island with updated reviews, rates, and availability.

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Living area

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

9.8 out of 10, Exceptional, (100)
"So happy that I did not pass this one up...the home was gorgeous, comfortable, close to the water, and exactly what was listed. Nick was very responsive, honest, and answered my many questions. Our family's first visit to Portland to celebrate with my daughter for her white coat ceremony at UNE was one to remember. From waking up early to get some Holy Donuts, cheering on the local hockey team, meeting a wonderful florist, walking next to the ocean, and having an owl in the tree right outside...
The price is SAR 845
SAR 1,977 total
includes taxes & fees
6 Jan - 7 January 2025
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Cozy West End apartment minutes from the Old Port
Private kitchen

Cozy West End apartment minutes from the Old Port

10.0 out of 10, Exceptional, (4)
"Enjoyed staying in the west end again. "
The price is SAR 443
SAR 823 total
includes taxes & fees
29 Dec - 30 Dec
Cozy West End apartment minutes from the Old Port
Incredible Location! Heart of Old Port|Roomy Condo

Incredible Location! Heart of Old Port|Roomy Condo

10.0 out of 10, Exceptional, (24)
"We stayed here for a weekend in November and had a fabulous time. This place is located right in the heart of everything. The condo was immaculate and everything was perfect. Highly recommend staying here if you want to be right in the heart of the city!"
Incredible Location! Heart of Old Port|Roomy Condo
Bright & Sunny West End Apartment with Private Parking.
Dining

Bright & Sunny West End Apartment with Private Parking.

9.8 out of 10, Exceptional, (21)
"Our stay at the cozy West End apartment was fairly comfortable. It was very clean. The beds were very comfortable. This apartment is better suited to a family who lives together as one bedroom access is through the main bedroom. There is no kitchen. A Keurig and small refrigerator and dishes for takeout so plan on eating most meals out. "
The price is SAR 672
SAR 1,207 total
includes taxes & fees
1 Jan - 2 January 2025
Bright & Sunny West End Apartment with Private Parking.
2 Bedroom Downtown Portland
Screenshot 2024-06-18 at 8.51 (1)

2 Bedroom Downtown Portland

2.0 out of 10, (3)
"I felt like I paid to stay in a homeless urinal. The worst place ever."
The price is SAR 351
SAR 820 total
includes taxes & fees
29 Dec - 30 Dec
2 Bedroom Downtown Portland
1 room luxury ocean front studio cottage
Terrace/patio

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
Upscale large 3 bedroom unit within walking distance to everything!
Room

Upscale large 3 bedroom unit within walking distance to everything!

10.0 out of 10, Exceptional, (11)
"We came to Portland to visit our daughter and had a delightful stay. The apartment is exactly as pictured and was very clean and cute. The linens were luxurious and the beds were very comfortable. If you or someone in your group has mobility issues, the stairs going up to the unit were quite steep. We had two seniors in our group that required some help getting up and down. The location of this property is very convenient to the waterfront, and we were always able to find a close parking...
The price is SAR 2,061
SAR 4,203 total
includes taxes & fees
29 Dec - 30 Dec
Upscale large 3 bedroom unit within walking distance to everything!
East end. Walk to food, beer and downtown fun.

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

9.8 out of 10, Exceptional, (23)
"Our host was an excellent, prompt communicator. He even offered information about things to do in the area. He was very clear about expectations about our stay which at first was a little off-putting. Cooking no greasy food seemed a little much and had us wondering what was allowed. The property was well stocked and as described including the slanted floor. We weren’t aware at booking that parking was only on the street. That would have been nice to know. It’s a 20 minute walk to downtown which...
East end. Walk to food, beer and downtown fun.
Charming West End Hideaway. Private Parking
Room

Charming West End Hideaway. Private Parking

10.0 out of 10, Exceptional, (23)
"Jens place had everything we needed for a great weekend getaway. Very Comfortable and location location location!"
The price is SAR 514
SAR 904 total
includes taxes & fees
2 Jan - 3 January 2025
Charming West End Hideaway. Private Parking
The Portland Getaway
Private kitchen

The Portland Getaway

9.6 out of 10, Exceptional, (20)
"This property is well maintained and very clean . Host was easy to communicate with and it was well stocked with basic needs. "
The Portland Getaway
Old Orchard Beach Apartment - Quick Walk to Beach!
Old Orchard Beach Vacation Rental | Top-Floor Apartment | 1BR | 1BA | 650 Sq Ft

Old Orchard Beach Apartment - Quick Walk to Beach!

9.4 out of 10, Exceptional, (20)
"Great location to walk to the beach or to the pier. The top floor requires many steps so if you have a hard time with mobility this would not work for you. We loved it! So clean and well stocked with dishes, appliances and cookware. The recliners are the bomb! Bed was comfortable as well. Two air conditioners which kept us comfortable. The site is on point with their description and photos."
Old Orchard Beach Apartment - Quick Walk to Beach!
WestEnd Large Penthouse walk to Old Port w/Parking
Master bedroom with queen bed with sitting area and desk.

WestEnd Large Penthouse walk to Old Port w/Parking

10.0 out of 10, Exceptional, (10)
"What a perfect location and cozy home for our family to stay while we were in town for our niece’s baby shower! There was plenty of room for all of us and it was so much better than having to stay in a hotel. "
WestEnd Large Penthouse walk to Old Port w/Parking
Harborview - Curated East End Escape w/ Parking
Dining

Harborview - Curated East End Escape w/ Parking

10.0 out of 10, Exceptional, (1)
"We had such a good time! The apartment was beautifully decorated. The beds were comfortable. The view was fantastic and we easily walked everywhere. We had all the amenities needed. We will definitely recommend it to friends. Thank you again."
The price is SAR 1,042
SAR 1,893 total
includes taxes & fees
1 Jan - 2 January 2025
Harborview - Curated East End Escape w/ Parking
Spacious 3BR, 12-Min to OOB Beach & Pier, Sleeps 8
Private kitchen

Spacious 3BR, 12-Min to OOB Beach & Pier, Sleeps 8

9.0 out of 10, Wonderful, (2)
"Our stay at the property was great."
Spacious 3BR, 12-Min to OOB Beach & Pier, Sleeps 8
4 min to the beach. Sleeps 6. Pet friendly
Miscellaneous

4 min to the beach. Sleeps 6. Pet friendly

6.6 out of 10, (4)
"My 3 yr old locked my 1 1/2 year old granddaughter in the bathroom. I called the host, he immediately sent someone up & she was able to get the door unlocked, thank goodness! Very pleased with the response time, thank you!"
4 min to the beach. Sleeps 6. Pet friendly
2 Bedroom Apartment on Top Floor in Portland's West End
Living area

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

9.8 out of 10, Exceptional, (58)
"We had a seamless check in process, even arriving a bit early. There was a gorgeous welcome basket waiting for us with a full binder of recommendations and things to do during our stay. The apartment is even bigger in person than what is shown in the photos. The deck is gorgeous and spacious. I will definitely stay here again when visiting Portland! "
2 Bedroom Apartment on Top Floor in Portland's West End
King Size Sun Rise Midcoast Lovely Stay
Dining

King Size Sun Rise Midcoast Lovely Stay

9.8 out of 10, Exceptional, (10)
"Clean and neat"
The price is SAR 319
SAR 686 total
includes taxes & fees
6 Jan - 7 January 2025
King Size Sun Rise Midcoast Lovely Stay
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi

Inviting apartment with full kitchen, porch, convenient location, & fast WiFi

6.8 out of 10, (5)
"Total mess in the entryway, stair was extremely tight. "
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
Beautiful 1st Floor Apartment & Amazing Shower
Living area

Beautiful 1st Floor Apartment & Amazing Shower

8.8 out of 10, Excellent, (17)
"The location was perfect. Easy to walk anywhere! My partner and I rented bikes from the city supplied bike service—they were 800ft away! Also ate at several places within a 10 minute walk. Our host was VERY kind and hospitable. Book this place."
The price is SAR 311
SAR 646 total
includes taxes & fees
6 Jan - 7 January 2025
Beautiful 1st Floor Apartment & Amazing Shower
Vintage Maine & Modern Convenience in Portlands Exclusive East End

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."
The price is SAR 1,177
SAR 1,996 total
includes taxes & fees
1 Jan - 2 January 2025
Vintage Maine & Modern Convenience in Portlands Exclusive East End
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

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Outdoor spa tub

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Beach House ∆ Prime Location ∆ Steps to the Ocean
Living area

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (38)
"The house is very clean, and it is only a minute walk to the beach. This was the second time we’ve stayed in this house and it won’t be the last! "
The price is SAR 558
SAR 1,852 total
includes taxes & fees
6 Jan - 7 January 2025
Beach House ∆ Prime Location ∆ Steps to the Ocean
Gorgeous ocean-front home with stunning beach views

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views
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 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 top apartment in the area to consider: 2 duplex: Located in Old Orchard Beach, 20.4 mi/32.8 km away. Includes free WiFi. Free parking and onsite laundry facilities are on site.
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 Company and Museum, or get out into nature at a spot like Wolfe’s Neck Woods State Park. Bailey Island Bridge and Casco Bay 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.