Find and Compare Condo Rentals in Bailey Island
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Featured Condo Rentals in Bailey Island

Arlie`s Digs! - One Block To Willard Beach!
South Portland ME
The price is €307 per night
€307
4 Jan - 5 Jan 2026
includes taxes & fees
This condo's great location gets high marks from our customers. During your stay, you're just a quick walk from Casco Bay. Enjoy features like laundry facilities. A kitchen and a balcony are available in the condo.

Waterfront Two Master Suite Penthouse with Rooftop
Portland ME
The price is €721 per night
€721
1 Jan - 2 Jan 2026
includes taxes & fees
This condo's great location gets high marks from our customers. During your stay, you're just a quick walk from Casco Bay. You'll find features such as a rooftop terrace and laundry facilities. The condo offers a kitchen and a washer/dryer.

Walk to Old Port ♦ West End Condo ♦ Parking
Portland ME
The price is €235 per night
€235
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us they enjoy this condo's walkable location. During your stay, you're just a quick walk from Casco Bay. The condo offers free WiFi and a washer/dryer.

Spacious 4 bedroom luxury Condo
Freeport ME
During your stay at this condo building, you're just a quick walk from Casco Bay. Laundry facilities are available. The condo offers free WiFi and a kitchen.

Waterfront Condo in Boothbay Harbor
Boothbay Harbor ME
During your stay at this condo building, you're just a quick walk from Opera House at Boothbay Harbor. You'll find features such as laundry facilities. Free WiFi and a kitchen are available in the condo.

Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Portland ME
This condo's great location gets high marks from our customers. During your stay, you're just a quick walk from Casco Bay. Laundry facilities are available. A kitchen and 2 bathrooms are available in the condo.

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Portland ME
During your stay at this condo building, you're just a quick walk from Casco Bay. You'll find features such as laundry facilities. Free WiFi and a kitchen are available in the condo.

City Amenities, Casco Bay Sunrises and Natural Beauty
Portland ME
The price is €261 per night
€261
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they enjoy the helpful staff at this condo building. During your stay, you're just a quick walk from Casco Bay. You'll find features such as laundry facilities. The condo includes amenities such as a kitchen and a balcony.

Cozy, Elegant and Bright 2 bed in the East End
Portland ME
The price is €201 per night
€201
4 Jan - 5 Jan 2026
includes taxes & fees
During your stay at this condo building, you're just a quick walk from Casco Bay. Enjoy your stay with amenities like free WiFi and a kitchen in the condo.

Elegant condo - walk to Portland's best restaurants & Old Port
Portland ME
The price is €425 per night
€425
4 Jan - 5 Jan 2026
includes taxes & fees
During your stay at this condo building, you're just a quick walk from Casco Bay. Laundry facilities are available. The condo offers a kitchen and a sofa bed.

Shipwright @ The Offshore House
Boothbay ME
The price is €263 per night
€263
1 Jan - 2 Jan 2026
includes taxes & fees
During your stay at this condo building, you're just a quick walk from Boothbay Farmers' Market. Features include laundry facilities. The condo includes amenities such as a kitchen and a Smart TV.

Walking Distance To Shops, Restaurants And Footbridge
Boothbay Harbor ME
Our customers tell us they enjoy this condo's walkable location. During your stay, you're just a quick walk from Opera House at Boothbay Harbor. Enjoy features like laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the condo.

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Bailey Island ME
During your stay at this condo building, you're just a quick walk from Casco Bay. Enjoy your stay with amenities like a kitchen and a balcony in the condo.

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Portland ME
The price is €393 per night
€393
4 Jan - 5 Jan 2026
includes taxes & fees
During your stay at this condo building, you're just a quick walk from Casco Bay. Enjoy features like free WiFi in public areas, plus a water park and laundry facilities. The condo includes amenities such as a kitchen and a sofa bed.
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.
Bailey Island Condo Rentals essential information
Accommodation | 64 Condo Rentals |
|---|---|
Lowest Price | €201 |
Highest Price | €721 |
Popular accommodation | Arlie`s Digs! - One Block To Willard Beach!, Waterfront Two Master Suite Penthouse with Rooftop, Walk to Old Port ♦ West End Condo ♦ Parking, Spacious 4 bedroom luxury Condo, Waterfront Condo in Boothbay Harbor, Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style, Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo, City Amenities, Casco Bay Sunrises and Natural Beauty, Cozy, Elegant and Bright 2 bed in the East End, Elegant condo - walk to Portland's best restaurants & Old Port, Shipwright @ The Offshore House, Walking Distance To Shops, Restaurants And Footbridge, The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island, Spacious and Contemporary Condo in the Heart of Portland - Close to Beach, Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck |
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