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Check prices for these dates

Next weekend
Jan 23 - Jan 25
In two weeks
Jan 30 - Feb 1
In one month
Feb 13 - Feb 15
In two months
Mar 13 - Mar 15

Our top choices for Chebeague Island condo rentals

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

Condo in Munjoy Hill

Cozy, Elegant and Bright 2 bed in the East End
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
$251 nightly
The price is $274
Jan 21 - Jan 22
Total with taxes and fees
Cozy, Elegant and Bright 2 bed in the East End
Beach
City Amenities, Casco Bay Sunrises and Natural Beauty

Condo in East Deering

City Amenities, Casco Bay Sunrises and Natural Beauty
9.8 out of 10, Exceptional, (123 reviews)
"Great location for an our trip; laundry in basement "
United States
maria h.
$275 nightly
The price is $300
Jan 14 - Jan 15
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Beach nearby
Escape to the Beach! Cozy Condo in downtown OOB.

Condo in Old Orchard Beach

Escape to the Beach! Cozy Condo in downtown OOB.
9.6 out of 10, Exceptional, (26 reviews)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
$188 nightly
The price is $205
Jan 14 - Jan 15
Total with taxes and fees
Escape to the Beach! Cozy Condo in downtown OOB.
Beach nearby
Arlie`s Digs! - One Block To Willard Beach!

Condo in Willard Beach

Arlie`s Digs! - One Block To 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.
$353 nightly
The price is $385
Feb 10 - Feb 11
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
Flat-screen TV, Netflix, books, streaming services
Walk to Old Port ♦ West End Condo ♦ Parking

Condo in West End

Walk to Old Port ♦ West End Condo ♦ Parking
9.6 out of 10, Exceptional, (79 reviews)
"Great location. Nice and clean!"
United States
Anonymous traveler
$247 nightly
The price is $269
Jan 14 - Jan 15
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
Dining
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Condo in Downtown Portland

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
9.6 out of 10, Exceptional, (22 reviews)
"We loved the walkable neighborhood & had a great, comfortable stay!"
United States
Erin R.
$323 nightly
The price is $352
Jan 14 - Jan 15
Total with taxes and fees
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!

Condo in West End

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
9.4 out of 10, Exceptional, (3 reviews)
"All was great...clean and convenient."
United States
Krista P.
$424 nightly
The price is $462
Jan 14 - Jan 15
Total with taxes and fees
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Beach
350 Yards to the beach. Pet friendly!

Condo in Old Orchard Beach

350 Yards to the beach. Pet friendly!
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.
$171 nightly
The price is $186
Jan 14 - Jan 15
Total with taxes and fees
350 Yards to the beach. Pet friendly!
Property grounds
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Condo in East Bayside

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
8.8 out of 10, Excellent, (37 reviews)
"Overall a pleasing stay."
United States
Mallory D.
$411 nightly
The price is $448
Jan 14 - Jan 15
Total with taxes and fees
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!

Condo in Old Orchard Beach

Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
9.6 out of 10, Exceptional, (7 reviews)
"The cottage was clean, good location, close to the beach. "
United States
Debra M.
$306 nightly
The price is $334
Jan 14 - Jan 15
Total with taxes and fees
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!

Condo in Old Orchard Beach

Appealing two-bedroom, one-bathroom condo, two short blocks from the 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.
$306 nightly
The price is $334
Jan 14 - Jan 15
Total with taxes and fees
Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
Exterior detail
Elegant condo - walk to Portland's best restaurants & Old Port

Condo in East Bayside

Elegant condo - walk to Portland's best restaurants & Old Port
9.2 out of 10, Wonderful, (75 reviews)
"Property is clean quiet."
United States
Spencer S.
$443 nightly
The price is $483
Jan 14 - Jan 15
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Beach nearby
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Condo in Old Orchard Beach

Cozy 2-bedroom, 1-bathroom condo, two short blocks from the 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.
$306 nightly
The price is $334
Jan 14 - Jan 15
Total with taxes and fees
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

Condo in Old Orchard Beach

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (227 reviews)
"Wonderful location!"
United States
Vicky S.
$313 nightly
The price is $341
Jan 14 - Jan 15
Total with taxes and fees
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!

Condo in Old Orchard Beach

Sweet, two-bedroom, one-bathroom condo, two short blocks from the 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.
$306 nightly
The price is $334
Jan 14 - Jan 15
Total with taxes and fees
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
Property grounds
Oceanfront Condo! Spectacular Views From Private Large Balcony

Condo in Old Orchard Beach

Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (141 reviews)
"Great view. Clean pleasant lodgings. "
United States
Mary R.
$268 nightly
The price is $292
Jan 14 - Jan 15
Total with taxes and fees
Oceanfront Condo! Spectacular Views From Private Large Balcony
Beach nearby
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Condo in Old Orchard Beach

Quaint 2-bedroom, 1-bathroom condo, two short blocks from the 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.
$306 nightly
The price is $334
Jan 14 - Jan 15
Total with taxes and fees
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!

Condo in Old Orchard Beach

Direct ocean views from extra large balcony! Over 1200 square feet!
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.
$452 nightly
The price is $492
Jan 14 - Jan 15
Total with taxes and fees
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

Condo in Old Orchard Beach

Cozy 1-bedroom condo with WiFi, AC,across the street from beach in OOB
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.
$398 nightly
The price is $434
Jan 14 - Jan 15
Total with taxes and fees
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.

Condo in Old Orchard Beach

Relax and unwind in our 4 bedroom beach condo.
8.0 out of 10, Very Good, (1 review)
$397 nightly
The price is $433
Jan 14 - Jan 15
Total with taxes and fees
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.
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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 1 day ago
Embassy Suites by Hilton Portland Maine

Find out more about Chebeague Island

Chebeague Island Condo Rentals information

Number of reviews
882
Accommodation
238 Condo Rentals
Lowest Price
$186
Highest Price
$492

Frequently asked questions

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