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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 302 Apartments in Chebeague Island with updated reviews, rates, and availability.

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (144)
"This rental is adorable with so many thoughtful touches from the host. From the personalized card and snacks to the labels explaining most everything you'd like to know about the space, everything has been considered. A great base from which to explore a fun town."
The price is SAR 356
SAR 805 total
includes taxes & fees
28 Jan - 29 Jan
Glorious getaway on Portland's Eastern Promenade.
Fall In Love With Portland!
Living area

Fall In Love With Portland!

9.6 out of 10, Exceptional, (110)
"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...
The price is SAR 746
SAR 1,848 total
includes taxes & fees
28 Jan - 29 Jan
Fall In Love With Portland!
Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is SAR 326
SAR 662 total
includes taxes & fees
29 Jan - 30 Jan
Adorable Portland getaway on the Eastern Promenade
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
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, (5)
"Fantastic hosts and a great place to stay!"
The price is SAR 458
SAR 838 total
includes taxes & fees
28 Jan - 29 Jan
Cozy West End apartment minutes from the Old Port
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, (102)
"This apartment on Munjoy Hill was very comfortable for 3 generations to spend the holidays together. It allowed for visits with friends since my mom is not very mobile these days. We got to spend some time enjoying our old neighborhood and all that it offers, including a growing number of restaurants and bars!"
The price is SAR 746
SAR 1,848 total
includes taxes & fees
28 Jan - 29 Jan
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Charming West End Hideaway. Private Parking
Room

Charming West End Hideaway. Private Parking

10.0 out of 10, Exceptional, (24)
"Communication with the owner was seamless and there were no details missed. The location was perfect for going out and also great if you're looking to shop. The apartment was clean and adorable with a little private balcony. Would definitely stay again!"
The price is SAR 368
SAR 728 total
includes taxes & fees
28 Jan - 29 Jan
Charming West End Hideaway. Private Parking
Completely remodeled 2 bedroom apartment in Portland's West End
Living area

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
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
Beautiful Old Port Apt-Downtown

Beautiful Old Port Apt-Downtown

9.6 out of 10, Exceptional, (14)
"It was all terrific. There was one issue with the apartment on the last night but they responded promptly and while it could not be fixed because of the holiday they were attentive and apologetic."
The price is SAR 1,222
SAR 2,364 total
includes taxes & fees
21 Feb - 22 Feb
Beautiful Old Port Apt-Downtown
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.
Historic Home in the West End. Private Parking.
Room

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 891 total
includes taxes & fees
28 Jan - 29 Jan
Historic Home in the West End. Private Parking.
The Portland Getaway
Private kitchen

The Portland Getaway

9.6 out of 10, Exceptional, (21)
"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
Bright & Sunny West End Apartment with Private Parking.
Dining

Bright & Sunny West End Apartment with Private Parking.

9.8 out of 10, Exceptional, (22)
"This third floor apartment was conveniently located to downtown Portland. There are lots of good restaurants within walking distance. It was spacious and well equipped. It only came with 1 parking space but my son was able to find a spot nearby on the street."
The price is SAR 664
SAR 1,182 total
includes taxes & fees
2 Feb - 3 Feb
Bright & Sunny West End Apartment with Private Parking.
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!
Chic One Bedroom Apartment In Portland's Arts District
Welcome to our Chic One Bedroom at Portland on Avon!

Chic One Bedroom Apartment In Portland's Arts District

10.0 out of 10, Exceptional, (203)
"Sue and Barry were so accommodating, we have never been treated so well staying at a VRBO. They showed us local spots, told us great places for food and drinks, extremely kind and knowledgeable of the area. Couldn’t recommend them enough! "
Chic One Bedroom Apartment In Portland's Arts District
Prime Downtown Location/Beautiful Brownstone Apt/Sleeps2

Prime Downtown Location/Beautiful Brownstone Apt/Sleeps2

9.8 out of 10, Exceptional, (16)
"Extremely clean, modern and great locattion"
Prime Downtown Location/Beautiful Brownstone Apt/Sleeps2
Harborview - Curated East End Escape w/ Parking
Dining

Harborview - Curated East End Escape w/ Parking

10.0 out of 10, Exceptional, (2)
"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 1,302
SAR 2,208 total
includes taxes & fees
28 Jan - 29 Jan
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
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
Front of property

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (35)
"The full kitchen and appliances were perfect for my stay so that I did not have to eat out while I was there and save money "
The price is SAR 617
SAR 672 total
includes taxes & fees
9 Feb - 10 Feb
The Weldon Hotel
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
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Spectacular oceanfront view from your private newly built expansive balcony!!

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (197)
"Great codo unit, very close to everything "
The price is SAR 656
SAR 1,276 total
includes taxes & fees
28 Jan - 29 Jan
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
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.