Search and Rent Chebeague Island Condos

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Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Condo Rentals in Chebeague Island

Cozy, Elegant and Bright 2 bed in the East End
Smart TV

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (42)
"Excellent stay and location"
$320 nightly
The price is $349
Sep 7 - Sep 8
Total includes taxes and fees
Cozy, Elegant and Bright 2 bed in the East End
Penthouse Two Master Waterfront Suite with Rooftop
Property grounds

Penthouse Two Master Waterfront Suite with Rooftop

10.0 out of 10, Exceptional, (248)
"Enjoyed our 2nd stay..great location "
$1,329 nightly
The price is $1,430
Aug 24 - Aug 25
Total includes taxes and fees
Penthouse Two Master Waterfront Suite with Rooftop
Waterfront Two Master Suite Penthouse with Rooftop
Exterior

Waterfront Two Master Suite Penthouse with Rooftop

10.0 out of 10, Exceptional, (183)
"My family and I enjoyed our stay at the Cornelia apartment and very much appreciate the cleanliness of the space and responsiveness of the hosts. "
$1,246 nightly
The price is $1,340
Aug 18 - Aug 19
Total includes taxes and fees
Waterfront Two Master Suite Penthouse with Rooftop
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (33)
"Was a very comfortable stay!! Walking distance to pier restaurants etc!"
$373 nightly
The price is $407
Sep 8 - Sep 9
Total includes taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
$399 nightly
The price is $435
Aug 26 - Aug 27
Total includes taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Historic Brick Apartment | Parking + Prime Location
Property grounds

Historic Brick Apartment | Parking + Prime Location

10.0 out of 10, Exceptional, (9)
"Visited my adult children and new baby granddaughter. Beautiful home, very convenient spot, and equipped with all the amenities needed- including a decorative Christmas tree. Thank you, Steve and Kristen!"
$786 nightly
The price is $919
Aug 18 - Aug 19
Total includes taxes and fees
Historic Brick Apartment | Parking + Prime Location
Romantic apt:West End +parking
Fridge, microwave, oven, stovetop

Romantic apt:West End +parking

10.0 out of 10, Exceptional, (7)
"The condo was a great location for walking to the food and shopping on both Commercial and Congress streets. Parking was a breeze and the unit had everything you could want for a short or long term stay."
$561 nightly
The price is $655
Sep 14 - Sep 15
Total includes taxes and fees
Romantic apt:West End +parking
City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (112)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
$367 nightly
The price is $399
Aug 20 - Aug 21
Total includes taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Walk to Old Port ♦ West End Condo ♦ Parking
Microwave, oven, coffee/tea maker, cookware/dishes/utensils

Walk to Old Port ♦ West End Condo ♦ Parking

9.6 out of 10, Exceptional, (77)
"Cute place, close to old port! We brought our pup and she was happy as well. We would definitely stay there again! "
$292 nightly
The price is $318
Sep 3 - Sep 4
Total includes taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Exterior

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

10.0 out of 10, Exceptional, (15)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
$862 nightly
The price is $940
Aug 22 - Aug 23
Total includes taxes and fees
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Studio Condo (Newly Renovated) - 150' to Beach 20 min to Portland
Outdoor dining

Studio Condo (Newly Renovated) - 150' to Beach 20 min to Portland

8.6 out of 10, Excellent, (8)
"Wonderful, clean place to stay and can’t beat the location."
$372 nightly
The price is $405
Aug 19 - Aug 20
Total includes taxes and fees
Studio Condo (Newly Renovated) - 150' to Beach 20 min to Portland
Old Orchard Beach, Spacious, beachfront, 2 bedroom condo
On the beach

Old Orchard Beach, Spacious, beachfront, 2 bedroom condo

9.6 out of 10, Exceptional, (5)
"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,...
$1,027 nightly
The price is $1,119
Aug 29 - Aug 30
Total includes taxes and fees
Old Orchard Beach, Spacious, beachfront, 2 bedroom condo
NEW TO THE MARKET - 1 block from the beach!
Beach nearby

NEW TO THE MARKET - 1 block from the beach!

10.0 out of 10, Exceptional, (23)
"Close walk to beach restaraunts and pier very nice inside"
$302 nightly
The price is $329
Aug 20 - Aug 21
Total includes taxes and fees
NEW TO THE MARKET - 1 block from the beach!
Ocean view! Cozy Condo w/ Kitchen, Living Area, Porch, 2 Reserved Parking Spaces
Sun loungers, beach towels

Ocean view! Cozy Condo w/ Kitchen, Living Area, Porch, 2 Reserved Parking Spaces

10.0 out of 10, Exceptional, (16)
"Well equipped, great location. Perfect size for a couple."
$278 nightly
The price is $303
Aug 25 - Aug 26
Total includes taxes and fees
Ocean view! Cozy Condo w/ Kitchen, Living Area, Porch, 2 Reserved Parking Spaces
Cozy 1-bedroom condo with WiFi, AC,across the street from beach in OOB
Fridge, oven, stovetop, coffee/tea maker

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

"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. "
$309 nightly
The price is $337
Aug 24 - Aug 25
Total includes taxes and fees
Cozy 1-bedroom condo with WiFi, AC,across the street from beach in OOB
2 min walk to the beach. Pet friendly condo
Beach nearby

2 min walk to the beach. Pet friendly condo

8.2 out of 10, Very Good, (36)
"Host was very accommodating and easy to contact & communicate with. I'll definitely stay again! Highly recommended "
$262 nightly
The price is $286
Sep 1 - Sep 2
Total includes taxes and fees
2 min walk to the beach. Pet friendly condo
350 Yards to the beach. Pet friendly!
Beach

350 Yards to the beach. Pet friendly!

8.0 out of 10, Very Good, (32)
"Clean, easy access to everything! Fantastic stay will come again! Thank you!"
$315 nightly
The price is $343
Aug 18 - Aug 19
Total includes taxes and fees
350 Yards to the beach. Pet friendly!
Beach across the Street. Pets OK
Fridge, microwave, oven, stovetop

Beach across the Street. Pets OK

8.6 out of 10, Excellent, (29)
"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."
$309 nightly
The price is $337
Aug 19 - Aug 20
Total includes taxes and fees
Beach across the Street. Pets OK
Atlantic Ocean Suites - Sand Castle Suite 7
2 bedrooms, iron/ironing board, WiFi, bed sheets

Atlantic Ocean Suites - Sand Castle Suite 7

10.0 out of 10, Exceptional, (3)
"Would definitely come back"
$641 nightly
The price is $698
Sep 1 - Sep 2
Total includes taxes and fees
Atlantic Ocean Suites - Sand Castle Suite 7
Group Stays on the Beach
Beach nearby

Group Stays on the Beach

$707 nightly
The price is $771
Aug 26 - Aug 27
Total includes taxes and fees
Group Stays on the Beach
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

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"Fun hotel Overpriced though"
nancy 2-night trip
Posted 8 hours ago
Canopy by Hilton Portland Waterfront