Search Condo Rentals in Chebeague Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Condo Rentals in Chebeague Island

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

Willard Beach
10.0 out of 10, Exceptional, (60)
"Near beach, walking, bakery, ice cream and close to great restaurants. Lovely spot and easily accommodated 2 couples. Would stay here again!"
United States
Kirstin D.
The price is AED 524
AED 1,267 total
includes taxes & fees
2 Dec - 3 Dec
Arlie`s Digs! - One Block To Willard Beach!

Beach across the Street. Pets OK

Old Orchard Beach
8.6 out of 10, Excellent, (31)
"Perfect spot! Right near the beach and walking distance to all the best places. Very clean and chill little place perfect for what I was going for."
United States
Dom C.
Beach across the Street. Pets OK

Escape to the Beach! Cozy Condo in downtown OOB.

Old Orchard Beach
9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
The price is AED 312
AED 733 total
includes taxes & fees
27 Nov - 28 Nov
Escape to the Beach! Cozy Condo in downtown OOB.

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

Downtown Portland
9.8 out of 10, Exceptional, (20)
"We loved the walkable neighborhood & had a great, comfortable stay!"
United States
Erin R.
The price is AED 505
AED 1,391 total
includes taxes & fees
16 Nov - 17 Nov
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Walk to Old Port ♦ West End Condo ♦ Parking

West End
9.6 out of 10, Exceptional, (79)
"Great and spacious place with all the basics you need for a comfortable stay. Location was close to downtown and within walking distance to coffee shops and restaurants on Congress St. The off street parking spot was super convenient. Jason was a very responsive host."
United States
Serena H.
The price is AED 401
AED 998 total
includes taxes & fees
16 Dec - 17 Dec
Walk to Old Port ♦ West End Condo ♦ Parking

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

Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"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 569
AED 1,153 total
includes taxes & fees
16 Nov - 17 Nov
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!

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

Old Orchard Beach
9.8 out of 10, Exceptional, (224)
"The view off the deck was breathtaking "
United States
Raymond
The price is AED 643
AED 1,253 total
includes taxes & fees
19 Nov - 20 Nov
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

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

Old Orchard Beach
9.4 out of 10, Exceptional, (6)
"Loved this cute little condo! Perfect for our family of 5. Would recommend and will be back next year! Pros--Clean-3 minute walk to the beach-18 minute walk to the board walk/pier-Washer/dryer-Full kitchen -Amazing communication with host-WiFi-Air conditioning -Roku tv-Renovated space and cute decor-Pet friendly! -Quiet neighborhood Cons--No outdoor grill/not a lot of hangout space outside -Couch was not a pull out (host offered extra bed at an additional cost per night) we brought an air...
United States
Shaina T.
The price is AED 569
AED 1,169 total
includes taxes & fees
16 Nov - 17 Nov
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

Oceanfront Condo! Spectacular Views From Private Large Balcony

Old Orchard Beach
9.0 out of 10, Wonderful, (141)
"Clean, comfortable, great location. Fantastic view. Very good communication with host"
United States
Adele L.
The price is AED 514
AED 1,077 total
includes taxes & fees
27 Nov - 28 Nov
Oceanfront Condo! Spectacular Views From Private Large Balcony

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

Old Orchard Beach
9.6 out of 10, Exceptional, (5)
"The place is cozy, clean, and quiet. Customer service is excellent and friendly. I would recommend this place to everyone I know if they are visiting Maine. "
United States
Tony C.
The price is AED 569
AED 1,153 total
includes taxes & fees
16 Nov - 17 Nov
Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!

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

East Bayside
9.2 out of 10, Wonderful, (74)
"Location was great. Parking was easy."
United States
Bruce G.
The price is AED 588
AED 1,558 total
includes taxes & fees
18 Nov - 19 Nov
Elegant condo - walk to Portland's best restaurants & Old Port

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

Old Orchard Beach
9.8 out of 10, Exceptional, (6)
"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 584
AED 1,177 total
includes taxes & fees
23 Nov - 24 Nov
Cozy 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)
"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 569
AED 1,153 total
includes taxes & fees
16 Nov - 17 Nov
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

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

Old Orchard Beach
9.6 out of 10, Exceptional, (23)
"Great host, beautiful views, awesome location in the heart of Old Orchard Beach! "
United States
Ryan W.
The price is AED 909
AED 1,816 total
includes taxes & fees
27 Nov - 28 Nov
Direct ocean views from extra large balcony! Over 1200 square feet!

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

East Bayside
8.8 out of 10, Excellent, (36)
"Clean and comfortable apartment with everything you need to stay in Portland. "
United States
Cristian
The price is AED 489
AED 1,408 total
includes taxes & fees
16 Nov - 17 Nov
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Ocean View! - Luxury Condo with Beach Access

Old Orchard Beach
10.0 out of 10, Exceptional, (1)
"The condo was in an excellent location, close to town and all the shops and attractions. Though not directly on the ocean, we had a great view from our front window to the ocean. Kitchen area was up to date and had all the amenities one may need. Living area was comfortable and the unexpected gas fireplace was a welcomed touch especially being early October.The host responded quickly to our questions. Check in and check out was very easy and simple.Overall, we had a fantastic time and would...
United States
Jim W.
The price is AED 821
AED 1,572 total
includes taxes & fees
18 Nov - 19 Nov
Ocean View! - Luxury Condo with Beach Access

Romantic apt:West End +parking

West End
10.0 out of 10, Exceptional, (7)
"We had the best time at this lovely vrbo. It is totally updated, modern, airy, extremely comfortable, and in a fantastic location to explore Portland. We’d love to return…highly recommend a stay here!"
United States
Alexis T.
Romantic apt:West End +parking

Oceanfront Penthouse 2BR 2.5BA 6th floor views

Old Orchard Beach
The price is AED 771
AED 1,369 total
includes taxes & fees
17 Nov - 18 Nov
Oceanfront Penthouse 2BR 2.5BA 6th floor views

Atlantic Ocean Suites - Sand Castle Suite 7

Old Orchard Beach
10.0 out of 10, Exceptional, (3)
"Would definitely come back"
United States
Mike D.
The price is AED 905
AED 1,903 total
includes taxes & fees
27 Nov - 28 Nov
Atlantic Ocean Suites - Sand Castle Suite 7

Relax and unwind in our 4 bedroom beach condo.

Old Orchard Beach
8.0 out of 10, Very Good, (1)
The price is AED 841
AED 1,713 total
includes taxes & fees
1 Dec - 2 Dec
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chebeague Island Hotel Reviews

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.