Search Condo Rentals in Chebeague Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Chebeague Island condo rentals

Exterior
Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
The price is AED 456
AED 990 total
includes taxes & fees
14 Jan - 15 Jan
Cozy, Elegant and Bright 2 bed in the East End
Beach
City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (123 reviews)
"Great location for an our trip; laundry in basement "
United States
maria h.
The price is AED 529
AED 1,101 total
includes taxes & fees
13 Jan - 14 Jan
City Amenities, Casco Bay Sunrises and Natural Beauty
Beach nearby
Escape to the Beach! Cozy Condo in downtown OOB.

Escape to the Beach! Cozy Condo in downtown OOB.

Escape to the Beach! Cozy Condo in downtown OOB.
Old Orchard Beach
9.6 out of 10, Exceptional, (26 reviews)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
The price is AED 331
AED 749 total
includes taxes & fees
13 Jan - 14 Jan
Escape to the Beach! Cozy Condo in downtown OOB.
Beach nearby
Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (63 reviews)
"Really enjoyed the unit and it was very convenient for our touring of Portland and up and down the coast. "
United States
Dan C.
The price is AED 639
AED 1,377 total
includes taxes & fees
11 Feb - 12 Feb
Arlie`s Digs! - One Block To Willard Beach!
Flat-screen TV, Netflix, books, streaming services
Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (79 reviews)
"Great location. Nice and clean!"
United States
Anonymous traveler
The price is AED 401
AED 990 total
includes taxes & fees
13 Jan - 14 Jan
Walk to Old Port ♦ West End Condo ♦ Parking
Dining
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Downtown Portland
9.6 out of 10, Exceptional, (22 reviews)
"We loved the walkable neighborhood & had a great, comfortable stay!"
United States
Erin R.
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Dining
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.4 out of 10, Exceptional, (3 reviews)
"All was great...clean and convenient."
United States
Krista P.
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Beach
350 Yards to the beach. Pet friendly!

350 Yards to the beach. Pet friendly!

350 Yards to the beach. Pet friendly!
Old Orchard Beach
8.0 out of 10, Very Good, (34 reviews)
"Not as nice as some other places we have stayed in OOB, but for the price and closeness to the beach and pier its great. It is right up against the train tracks which wasn’t horrible for us, but could be a significant problem for a light sleeper. "
United States
Kevin S.
The price is AED 257
AED 681 total
includes taxes & fees
13 Jan - 14 Jan
350 Yards to the beach. Pet friendly!
Property grounds
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (37 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is AED 489
AED 1,650 total
includes taxes & fees
13 Jan - 14 Jan
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Beach nearby
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.6 out of 10, Exceptional, (7 reviews)
"The cottage was clean, good location, close to the beach. "
United States
Debra M.
The price is AED 731
AED 1,349 total
includes taxes & fees
10 Feb - 11 Feb
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Beach nearby
Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!

Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!

Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"This property is wholeheartedly recommended to anyone looking for a memorable Maine getaway. The host was incredibly responsive and provided excellent recommendations for local attractions and dining."
United States
siomaira m.
The price is AED 731
AED 1,349 total
includes taxes & fees
10 Feb - 11 Feb
Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
Exterior detail
Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (75 reviews)
"Property is clean quiet."
United States
Spencer S.
The price is AED 588
AED 1,784 total
includes taxes & fees
13 Jan - 14 Jan
Elegant condo - walk to Portland's best restaurants & Old Port
Beach nearby
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.8 out of 10, Exceptional, (6 reviews)
"Such a great property. It was clean and the location was perfect. We will definitely be back for our next girls trip!"
United States
Kristen O.
The price is AED 731
AED 1,349 total
includes taxes & fees
10 Feb - 11 Feb
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Interior
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

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

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Old Orchard Beach
9.8 out of 10, Exceptional, (227 reviews)
"Wonderful location!"
United States
Vicky S.
The price is AED 643
AED 1,241 total
includes taxes & fees
13 Jan - 14 Jan
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Beach nearby
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!

Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!

Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"Our family of 5 had a lovely stay. A lot of parking and lots to do around there. "
United States
Merkara D.
The price is AED 621
AED 1,233 total
includes taxes & fees
13 Jan - 14 Jan
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
Property grounds
Oceanfront Condo! Spectacular Views From Private Large Balcony

Oceanfront Condo! Spectacular Views From Private Large Balcony

Oceanfront Condo! Spectacular Views From Private Large Balcony
Old Orchard Beach
9.0 out of 10, Wonderful, (141 reviews)
"Great view. Clean pleasant lodgings. "
United States
Mary R.
The price is AED 514
AED 1,073 total
includes taxes & fees
21 Jan - 22 Jan
Oceanfront Condo! Spectacular Views From Private Large Balcony
Beach nearby
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.0 out of 10, Very Good, (2 reviews)
"The place was cute and conveniently located. A few things could use touching up and better upkeep. Overall, we had a nice stay. "
United States
Katherine m.
The price is AED 731
AED 1,349 total
includes taxes & fees
10 Feb - 11 Feb
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
On the beach
Direct ocean views from extra large balcony! Over 1200 square feet!

Direct ocean views from extra large balcony! Over 1200 square feet!

Direct ocean views from extra large balcony! Over 1200 square feet!
Old Orchard Beach
9.6 out of 10, Exceptional, (24 reviews)
"This place is so clean and spacious. The bed is so comfortable and the sheets were very soft! It is convenient to everything! We could walk to shops and restaurants. And the view is amazing! We truly enjoyed our stay and Wendy it’s a wonderful host."
United States
Lisa P.
The price is AED 909
AED 1,796 total
includes taxes & fees
13 Jan - 14 Jan
Direct ocean views from extra large balcony! Over 1200 square feet!
Smart TV
Cozy 1-bedroom condo with WiFi, AC,across the street from beach in OOB

Cozy 1-bedroom condo with WiFi, AC,across the street from beach in OOB

Cozy 1-bedroom condo with WiFi, AC,across the street from beach in OOB
Old Orchard Beach
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and perfect location not to far from everything. Was a little set back at check in but they made sure we had another place to go until ours was ready. I would definitely stay here again. "
United States
Courtney r.
The price is AED 1,010
AED 1,581 total
includes taxes & fees
13 Jan - 14 Jan
Cozy 1-bedroom condo with WiFi, AC,across the street from beach in OOB
Beach nearby
Relax and unwind in our 4 bedroom beach condo.

Relax and unwind in our 4 bedroom beach condo.

Relax and unwind in our 4 bedroom beach condo.
Old Orchard Beach
8.0 out of 10, Very Good, (1 review)
The price is AED 804
AED 1,665 total
includes taxes & fees
10 Feb - 11 Feb
Relax and unwind in our 4 bedroom beach condo.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chebeague Island Hotel Reviews

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"spacious rooms and very clean! breakfast had good variety. will definitely return! "
jenny 1-night trip
Posted 22 hours ago
Embassy Suites by Hilton Portland Maine

Frequently asked questions

Why book your condo in Chebeague Island with Expedia?
We think that vacations shouldn't be difficult, so if you're after condos at a great price, Expedia has got you covered. Keep costs down and opt for something small and affordable, or splurge on a 5-star condo and really spoil your crew. Our search filters make it simple to secure a stay in Chebeague Island that suits your needs.
How can I find cheap condos in Chebeague Island?
Expedia can help you track down cheap condos in Chebeague Island. To discover the perfect stay in a few quick clicks, simply use the filter tool to refine your search results by star rating, amenities and budget.