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Search Condos Rentals in Chebeague Island from CA $362

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chebeague Island condo rentals

A beach with a wooden chair and a small building in the background.

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

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is CA $342
CA $728 total
includes taxes & fees
Oct 26 - Oct 27
Arlie`s Digs! - One Block To Willard Beach!
A modern house with a wooden exterior, a small garden, and a visible window.

2. 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, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is CA $199
CA $670 total
includes taxes & fees
Oct 4 - Oct 5
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
A kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a potted plant.

3. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
The price is CA $169
CA $377 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Two Bedroom on Munjoy Hill
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

4. 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, (85 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
The price is CA $239
CA $724 total
includes taxes & fees
Oct 8 - Oct 9
Elegant condo - walk to Portland's best restaurants & Old Port
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

5. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (91 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
The price is CA $146
CA $532 total
includes taxes & fees
Oct 26 - Oct 27
Walk to Old Port ♦ West End Condo ♦ Parking
A beach with a sunset, a pier, and a building with 'erly' on it.

6. Condo in downtown OOB. 4 min walk to Pier & Beach

Condo in downtown OOB. 4 min walk to Pier & Beach
Old Orchard Beach
9.4 out of 10, Exceptional, (3 reviews)
"Place was perfect. good distance from the pier. We had a great stay, will definitely return"
United States
Joseph R.
The price is CA $170
CA $400 total
includes taxes & fees
Oct 27 - Oct 28
Condo in downtown OOB. 4 min walk to Pier & Beach
A pier with a building on stilts over the beach.

7. 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, (10 reviews)
"Great location!"
United States
Daniel
The price is CA $226
CA $459 total
includes taxes & fees
Oct 7 - Oct 8
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
A pier with a building on stilts over the beach.

8. Relax and unwind in our 4 bedroom beach condo.

Relax and unwind in our 4 bedroom beach condo.
Old Orchard Beach
9.0 out of 10, Wonderful, (6 reviews)
"Jason was very responsive to all my questions. While the house is an older building everything was working well and we had a great time. The only problem was the first night one of the bedrooms was cold. As we found out the next morning, one of the windows was slightly open. Once it was closed it warmed up quickly."
United States
Barry Y.
The price is CA $326
CA $669 total
includes taxes & fees
Oct 4 - Oct 5
Relax and unwind in our 4 bedroom beach condo.
A wooden pier extending into the water with multiple buildings on stilts.

9. 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
8.8 out of 10, Excellent, (3 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.
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
A pier with numerous wooden pillars extending into the water.

10. Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!

Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"Great location!"
United States
Karen Y.
Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
A pier with buildings on stilts, a sandy beach, and a clear sky.

11. Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!

Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.0 out of 10, Very good, (2 reviews)
"The stay was wonderful - tiny snafu getting in; listed was b when we were supposed to be getting into a"
United States
Alana J.
The price is CA $255
CA $495 total
includes taxes & fees
Oct 5 - Oct 6
Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
A view from a room with large windows to a balcony overlooking a beach.

12. Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.

Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.
Old Orchard Beach
9.8 out of 10, Exceptional, (249 reviews)
"Had an amazing stay in Old Orchard Beach, Maine. The views and sunsets were absolutely beautiful, and the whole area had such a relaxing vibe. There were plenty of great food spots within walking distance, which made everything super convenient. The place looked exactly like the pictures, which is always a huge plus. Definitely a stay I’d recommend and would come back to again."
United States
Jason R.
The price is CA $263
CA $500 total
includes taxes & fees
Oct 26 - Oct 27
Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.
A balcony with a table and chairs, overlooking a parking lot and buildings, with a view of the sea and sky.

13. Grand Victorian #403

Grand Victorian #403
Old Orchard Beach
9.8 out of 10, Exceptional, (24 reviews)
"Clean, friendly, fantastic place to stay. "
United States
Jamie N.
Grand Victorian #403
A pier with a building on stilts over the beach.

14. 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, (10 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 CA $226
CA $459 total
includes taxes & fees
Oct 5 - Oct 6
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
A wooden boardwalk leading to a beach with a clear view of the ocean.

15. Ocean View! - Luxury Condo with Beach Access

Ocean View! - Luxury Condo with Beach Access
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"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 CA $418
CA $841 total
includes taxes & fees
Oct 7 - Oct 8
Ocean View! - Luxury Condo with Beach Access
A beach at night with a view of the ocean and a city skyline in the distance.

16. 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
9.8 out of 10, Exceptional, (31 reviews)
"Everything was great! Love the beach view, the location was great, and the condo was beautiful! We had some issues with parking on a busy Saturday night, but Wendy went above and beyond to get it taken care of! In fact everything we needed, Wendy made happen! Would definitely stay here again if ever in the area!"
United States
Tabitha F.
The price is CA $334
CA $676 total
includes taxes & fees
Oct 30 - Oct 31
Direct ocean views from extra large balcony! Over 1200 square feet!
A compact kitchen with wooden cabinets, a stainless steel sink, and a white refrigerator.

17. 350 yards to the Beach. Pet Friendly. Free Parking

350 yards to the Beach. Pet Friendly. Free Parking
Old Orchard Beach
6.8 out of 10, (5 reviews)
"We had a great time and the apartment was suprisingly roomy for 6 adults!!"
United States
Phenix p.
The price is CA $138
CA $362 total
includes taxes & fees
Nov 1 - Nov 2
350 yards to the Beach. Pet Friendly. Free Parking
A beach with a sunset, a pier, and a building with 'erly' on it.

18. 4 min Walk to Pier & Beach. Center of OOB FREE Pk

4 min Walk to Pier & Beach. Center of OOB FREE Pk
Old Orchard Beach
9.4 out of 10, Exceptional, (27 reviews)
"Great location, clean, easy access. "
United States
Jean Anthony
The price is CA $181
CA $452 total
includes taxes & fees
Nov 1 - Nov 2
4 min Walk to Pier & Beach. Center of OOB FREE Pk
A spacious kitchen with wooden cabinets, a microwave, a stove, and a dishwasher.

19. Atlantic Ocean Suites - Sand Castle Suite 7

Atlantic Ocean Suites - Sand Castle Suite 7
Old Orchard Beach
10.0 out of 10, Exceptional, (4 reviews)
"The staff was amazing so helpful and kind, just like you would expect in Maine."
United States
Anonymous traveller
Atlantic Ocean Suites - Sand Castle Suite 7
A balcony with a view of the beach, a white building in the background, and a wicker sofa with floral cushions.

20. Old Orchard Beach, Spacious, beachfront, 2 bedroom condo

Old Orchard Beach, Spacious, beachfront, 2 bedroom condo
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely loved our stay in Old Orchard. The beach was 10x nicer than we expected. Waking up for sunrise was a treat. The condo is spacious and loved having the windows open for the ocean breeze. We were able to grill lobster. Beds upstairs were super comfy. Better sleeping on the couch than the couch bed as the couch bed is terrible at best (there’s plenty of room on the couch). Kitchen is very sparse. Pick up all essentials in town (coffee, plastic wrap/foil, paper towels, paper cups,...
United States
Ally M.
The price is CA $512
CA $993 total
includes taxes & fees
Oct 27 - Oct 28
Old Orchard Beach, Spacious, beachfront, 2 bedroom 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

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"Everything was great except Restaurant was closed, and the hot tub was nice, but inconvenient since it was on other side of building from pools."
Roderic 1-night trip
Posted 2 hours ago
Fireside Inn & Suites Portland

Find out more about Chebeague Island

Chebeague Island Condo Rentals information

Number of reviews
657
Accommodation
209 Condo Rentals
Lowest Price
CA $362
Highest Price
CA $993

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