Search and Rent Chebeague Island Condos

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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Condo Rentals in Chebeague Island

City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (107)
"Very comfortable, close to shopping and restaurants, clean, easily accessible"
$469 nightly
The price is $511
Jul 13 - Jul 14
Total includes taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Escape to the Beach! Cozy Condo in downtown OOB.
Beach nearby

Escape to the Beach! Cozy Condo in downtown OOB.

9.6 out of 10, Exceptional, (22)
"Super convenient location!"
$420 nightly
The price is $458
Jul 7 - Jul 8
Total includes taxes and fees
Escape to the Beach! Cozy Condo in downtown OOB.
Sun Deck It's All Here! Beach, Pier, Bright & FUN
Beach nearby

Sun Deck It's All Here! Beach, Pier, Bright & FUN

9.4 out of 10, Exceptional, (27)
"It was a beautiful condo we just loved everything from the comfortable beds to the great location to the beach. "
Sun Deck It's All Here! Beach, Pier, Bright & FUN
Oceanfront Condo – Walk to Pier & beach out your front door!
On the beach, sun loungers

Oceanfront Condo – Walk to Pier & beach out your front door!

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had an amazing stay! The condo was spotless and had everything we needed. We loved being able to look out at the ocean from the living room! Kaitlin was incredibly friendly and responsive, making check-in seamless. The location is perfect - close to everything, yet peaceful. We can't wait to come back when there's no snow on the ground! "
Oceanfront Condo – Walk to Pier & beach out your front door!
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, (13)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Garden Deck on 1st floor - Close to Beach & Pier. Easy Access.
Beach nearby

Garden Deck on 1st floor - Close to Beach & Pier. Easy Access.

10.0 out of 10, Exceptional, (12)
"We had an amazing time. Property was clean and comfortable. We loved this dog friendly location and hope to visit again next year!"
Garden Deck on 1st floor - Close to Beach & Pier. Easy Access.
Lido Deck on 1st floor - Easy Access, Close to Beach and Pier
Beach nearby

Lido Deck on 1st floor - Easy Access, Close to Beach and Pier

9.0 out of 10, Wonderful, (29)
"It was perfect for my daughter and husbands stay ! Short walk to the beach loved it would stay again "
Lido Deck on 1st floor - Easy Access, Close to Beach and Pier
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Fridge, microwave, oven, stovetop

Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style

9.8 out of 10, Exceptional, (37)
"Perfect two bedroom for us to stay in during our work event."
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Sky Deck Penthouse Condo, Walk to Beach and Pier
Beach nearby

Sky Deck Penthouse Condo, Walk to Beach and Pier

9.8 out of 10, Exceptional, (25)
"Really enjoyed our stay. The property was spacious, clean and modern and convenient to the beach and amusements. We definitely plan to stay here again next year!"
Sky Deck Penthouse Condo, Walk to Beach and Pier
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Beach nearby

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

9.0 out of 10, Wonderful, (2)
"Had a few technical problems but Jason was always very prompt in responding. Cute small condo, close to beach and where my son lives. Not any supplies if plan on cooking there. There is a Kurig coffee pot with some cups. But thats all. There is a grill out back. "
$473 nightly
The price is $516
Jul 1 - Jul 2
Total includes taxes and fees
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Maine, Beachfront Condo!
On the beach, sun loungers, beach towels

Maine, Beachfront Condo!

9.6 out of 10, Exceptional, (61)
"Right on the beach perfect get away "
Maine, Beachfront Condo!
Spacious 4 bedroom luxury Condo
Exterior

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (29)
"A great place to stay minutes from downtown Freeport and a short ride to Portland. Had a great time visiting family and the house was perfect for our getaway! Very close to all the Freeport attractions but quiet enough to rest and relax!"
Spacious 4 bedroom luxury Condo
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.4 out of 10, Exceptional, (112)
"Lovely, clean & great location!"
Gorgeous ocean-front home with stunning beach views
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

8.2 out of 10, Very Good, (34)
"Is a nice little condo that I we enjoy but next time I should get a 3 bedroom place"
$513 nightly
The price is $559
Jun 30 - Jul 1
Total includes taxes and fees
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Miscellaneous

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

10.0 out of 10, Exceptional, (1)
"Super close to beach and could walk to restaurants. Not all windows would open, and no paper towels or cleaning supplies provided except dish soap. "
$460 nightly
The price is $502
Jun 29 - Jun 30
Total includes taxes and fees
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.6 out of 10, Good, (27)
"Really enjoyed our stay the place made it incredibly easy to get up and go. Thanks!"
$586 nightly
The price is $639
Jul 2 - Jul 3
Total includes taxes and fees
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beachfront 1 bedroom Condo with Panoramic Ocean Views. Close to Everything!!
Interior

Beachfront 1 bedroom Condo with Panoramic Ocean Views. Close to Everything!!

9.8 out of 10, Exceptional, (6)
"Nice condo - beautiful location "
Beachfront 1 bedroom Condo with Panoramic Ocean Views. Close to Everything!!
Beach across the Street. Pets OK
Fridge, microwave, oven, stovetop

Beach across the Street. Pets OK

8.8 out of 10, Excellent, (26)
"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."
$423 nightly
The price is $461
Jul 1 - Jul 2
Total includes taxes and fees
Beach across the Street. Pets OK
Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy
Fridge, microwave, oven, stovetop

Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy

10.0 out of 10, Exceptional, (6)
"The proximity to the beach was great. The place was very clean and updated and we had no issues getting in and out. If I had to find a complaint it might be that I wish the water pressure in the shower were stronger so we could clean off the sand easier. Overall our stay was amazing. Thank you!"
Beach Bunker Minute Walk To Beach and Pier at Old Orchard Family-Friendly Cozy
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Outdoor dining

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

9.8 out of 10, Exceptional, (19)
"We thoroughly enjoyed a long weekend on Bailey Island. The condo was clean and new, very nicely furnished. It was a quiet easy to access property, very good experience."
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
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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Frequently asked questions

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