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Condo Rentals in Chebeague Island

Beach across the Street. Pets OK

Old Orchard Beach
8.6 out of 10, Excellent, (31)
"Perfect location for a quick visit to the beach. It was easy for us to stay there and have our small dogs too."
United States
Christopher C.
Beach across the Street. Pets OK

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

Willard Beach
10.0 out of 10, Exceptional, (61)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
United States
Elizabeth C.
The price is SAR 438
SAR 1,160 total
includes taxes & fees
9 Dec - 10 Dec
Arlie`s Digs! - One Block To Willard Beach!

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 SAR 338
SAR 765 total
includes taxes & fees
3 Dec - 4 Dec
Escape to the Beach! Cozy Condo in downtown OOB.

City Amenities, Casco Bay Sunrises and Natural Beauty

East Deering
9.8 out of 10, Exceptional, (122)
"I loved staying in the vacation rental! There was a lot of space, a nice waterfront view, and it was convenient to get in/out of town. "
United States
Jade G.
The price is SAR 557
SAR 1,159 total
includes taxes & fees
15 Dec - 16 Dec
City Amenities, Casco Bay Sunrises and Natural Beauty

Cozy, Elegant and Bright 2 bed in the East End

Munjoy Hill
9.8 out of 10, Exceptional, (52)
"Excellent stay and location"
United States
David M.
The price is SAR 751
SAR 1,379 total
includes taxes & fees
29 Dec - 30 Dec
Cozy, Elegant and Bright 2 bed in the East End

Walk to Old Port ♦ West End Condo ♦ Parking

West End
9.6 out of 10, Exceptional, (79)
"Great location. Nice and clean!"
United States
Anonymous traveler
The price is SAR 410
SAR 983 total
includes taxes & fees
3 Dec - 4 Dec
Walk to Old Port ♦ West End Condo ♦ Parking

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

Downtown Portland
9.6 out of 10, Exceptional, (21)
"We loved the walkable neighborhood & had a great, comfortable stay!"
United States
Erin R.
The price is SAR 571
SAR 1,485 total
includes taxes & fees
8 Dec - 9 Dec
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

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

Old Orchard Beach
9.6 out of 10, Exceptional, (23)
"Spacious apartment with amazing ocean views. We loved the music and enjoyed being able to dance right on the deck. Beds were comfortable too!"
United States
Diane M.
The price is SAR 929
SAR 1,834 total
includes taxes & fees
3 Dec - 4 Dec
Direct ocean views from extra large balcony! Over 1200 square feet!

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 SAR 600
SAR 1,584 total
includes taxes & fees
7 Dec - 8 Dec
Elegant condo - walk to Portland's best restaurants & Old Port

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

Old Orchard Beach
9.8 out of 10, Exceptional, (227)
"The view off the deck was breathtaking "
United States
Raymond
The price is SAR 657
SAR 1,280 total
includes taxes & fees
14 Dec - 15 Dec
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Oceanfront Condo! Spectacular Views From Private Large Balcony

Old Orchard Beach
9.0 out of 10, Wonderful, (141)
"We had a good time close to everything! Live music beach, shopping. We will definitely be back! Great pictures from the balcony. "
United States
Cheryl C.
The price is SAR 525
SAR 1,051 total
includes taxes & fees
3 Dec - 4 Dec
Oceanfront Condo! Spectacular Views From Private Large Balcony

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

Old Orchard Beach
9.4 out of 10, Exceptional, (6)
"The cottage was clean, good location, close to the beach. "
United States
Debra M.
The price is SAR 672
SAR 1,305 total
includes taxes & fees
3 Dec - 4 Dec
Charming 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)
"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 SAR 672
SAR 1,296 total
includes taxes & fees
14 Dec - 15 Dec
Appealing two-bedroom, one-bathroom condo, two short blocks from the 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 SAR 814
SAR 1,575 total
includes taxes & fees
9 Dec - 10 Dec
Ocean View! - Luxury Condo with Beach Access

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 SAR 672
SAR 1,288 total
includes taxes & fees
3 Dec - 4 Dec
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!

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

West End
9.0 out of 10, Wonderful, (2)
"Spacious and clean apartment in close proximity to Downtown Portland"
United States
Anna N.
The price is SAR 570
SAR 1,882 total
includes taxes & fees
28 Dec - 29 Dec
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

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

East Bayside
8.8 out of 10, Excellent, (36)
"Was a very comfortable stay!! Walking distance to pier restaurants etc!"
Canada
Elisha
The price is SAR 499
SAR 1,451 total
includes taxes & fees
7 Dec - 8 Dec
Spacious and Contemporary Condo in the Heart of Portland - Close to 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 SAR 672
SAR 1,288 total
includes taxes & fees
3 Dec - 4 Dec
Quaint 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)
"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 SAR 672
SAR 1,288 total
includes taxes & fees
7 Dec - 8 Dec
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

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 SAR 924
SAR 1,936 total
includes taxes & fees
8 Dec - 9 Dec
Atlantic Ocean Suites - Sand Castle Suite 7
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

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