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Featured Condo Rentals in Bailey Island and around

Our top choices for Bailey Island condo rentals

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (116)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
The price is €380
includes taxes & fees
15 Oct - 16 Oct
City Amenities, Casco Bay Sunrises and Natural Beauty

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

10.0 out of 10, Exceptional, (17)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
The price is €510
includes taxes & fees
24 Sept - 25 Sept
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (13)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
The price is €319
includes taxes & fees
23 Sept - 24 Sept
Shipwright @ The Offshore House

Waterfront Two Master Suite Penthouse with Rooftop

10.0 out of 10, Exceptional, (186)
"We very much enjoyed our stay in Portland. The apartment has a great location and of course nice water views. "
The price is €1,171
includes taxes & fees
23 Sept - 24 Sept
Waterfront Two Master Suite Penthouse with Rooftop

Walking Distance To Shops, Restaurants And Footbridge

10.0 out of 10, Exceptional, (43)
"This is a great place right downtown which makes for easy walking access. Would definitely stay again!"
Walking Distance To Shops, Restaurants And Footbridge

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

8.8 out of 10, Excellent, (34)
"Was a very comfortable stay!! Walking distance to pier restaurants etc!"
The price is €356
includes taxes & fees
20 Oct - 21 Oct
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth

10.0 out of 10, Exceptional, (5)
Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth

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

9.2 out of 10, Wonderful, (69)
"Bueatiful landscaping and walking distance to restaurants and town. Quiet and peaceful."
The price is €387
includes taxes & fees
20 Oct - 21 Oct
Elegant condo - walk to Portland's best restaurants & Old Port

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (36)
"Perfect location. Condo was immaculate. Wonderful interactions with thoughtful hosts. "
Spacious 4 bedroom luxury Condo

Waterfront Condo in Boothbay Harbor

10.0 out of 10, Exceptional, (3)
"Location was perfect! And the host even better! Highly recommend!!"
Waterfront Condo in Boothbay Harbor

Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere

10.0 out of 10, Exceptional, (117)
"Lovely perch from which to engage Portland: a special outdoor city market in the park and some remarkable and unique coffee shops with vastly different social ambience."
Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (42)
"Excellent stay and location"
The price is €256
includes taxes & fees
25 Sept - 26 Sept
Cozy, Elegant and Bright 2 bed in the East End

Seabed @ The Offshore House

9.8 out of 10, Exceptional, (13)
"This was a great place to stay that let me explore the area I wanted to."
Seabed @ The Offshore House

Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets

2.0 star property
8.6 out of 10, Excellent, (7)
"This was a great condo. We really enjoyed watching the action on the harbor from the covered deck. The furnishings and appliances were brand new. There was plenty of room for a group with the layout of the bedrooms. It was very convenient to have the restaurant in the same building and it was a short drive to downtown. Our only suggestions would be to add a coffeemaker and directions for the dishwasher and garbage removal.Also it would be helpful to explain the parking situation and that the...
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets

Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

9.4 out of 10, Exceptional, (20)
"Loved the location, lots of activity but also very private and relaxing. Great place, everyone was really nice and friendly"
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

9.8 out of 10, Exceptional, (24)
"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

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! "
The price is €268
includes taxes & fees
29 Sept - 30 Sept
Walk to Old Port ♦ West End Condo ♦ Parking

Quintessential Maine- 3 Bedrooms, all En Suite- Yellow Door Guesthouse

10.0 out of 10, Exceptional, (3)
"Great place to stay in the cutest town of Freeport! 10/10 would recommend! "
Quintessential Maine- 3 Bedrooms, all En Suite- Yellow Door Guesthouse

Back Cove Views

9.6 out of 10, Exceptional, (10)
"Easy to get to, conveniently located close to restaurants, bars, shops, and downtown. There are stairs to climb, which didn't bother us, but be mindful as it is on the 3rd floor. Parking is only available on the street, and it was hard to find a spot close by the condo. But, we eventually did park close, so it worked out. We would definitely book this place again and again!"
Back Cove Views

Romantic apt:West End +parking

10.0 out of 10, Exceptional, (7)
"Awesome apartment in a great location, very clean and the dedicated parking space is a huge plus. Neighborhood is very quiet and safe. "
The price is €500
includes taxes & fees
23 Sept - 24 Sept
Romantic apt:West End +parking
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 Bailey Island Hotel Reviews

Find out more about Bailey Island

Find out more about Bailey Island

Bailey Island Condo Rentals information

Number of reviews
743
Accommodation
65 Condo Rentals
Lowest Price
€256
Highest Price
€1,171

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