Search Bailey Island Condo Rentals from AU$112
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Featured Condo Rentals in Bailey Island

Arlie`s Digs! - One Block To Willard Beach!
South Portland ME
The price is AU$494 per night
AU$494
4 Jan - 5 Jan 2026
includes taxes & fees
Arlie`s Digs! - One Block To Willard Beach!: Pet-friendly condo with WiFi and parking. Guests love the location!
Kitchen
Washing machine

Waterfront Two Master Suite Penthouse with Rooftop
Portland ME
The price is AU$1,252 per night
AU$1,252
6 Jan - 7 Jan 2026
includes taxes & fees
Waterfront Two Master Suite Penthouse with Rooftop: Condo with a rooftop terrace and WiFi. Guests love the location!

Walk to Old Port ♦ West End Condo ♦ Parking
Portland ME
The price is AU$408 per night
AU$408
4 Jan - 5 Jan 2026
includes taxes & fees
Walk to Old Port ♦ West End Condo ♦ Parking: Pet-friendly condo with free WiFi and parking. Guests give the walkability a thumbs up.
Washing machine
Dryer

Spacious 4 bedroom luxury Condo
Freeport ME
Spacious 4 bedroom luxury Condo: Family-friendly condo with free WiFi and parking. Located on the waterfront.
Kitchen
Washing machine

Waterfront Condo in Boothbay Harbor
Boothbay Harbor ME
Waterfront Condo in Boothbay Harbor: Condo with free WiFi and parking. Located on the waterfront.
Kitchen
Washing machine

Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Portland ME
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style: Condo with parking and laundry facilities. Located in the city centre.
Kitchen
Washing machine

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Portland ME
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo: Family-friendly condo with free WiFi and parking. Located by the sea.
Kitchen
Washing machine

City Amenities, Casco Bay Sunrises and Natural Beauty
Portland ME
The price is AU$452 per night
AU$452
28 Dec - 29 Dec
includes taxes & fees
City Amenities, Casco Bay Sunrises and Natural Beauty: Pet-friendly condo with WiFi and parking. Located near the bay.
Kitchen
Washing machine

Cozy, Elegant and Bright 2 bed in the East End
Portland ME
The price is AU$350 per night
AU$350
6 Jan - 7 Jan 2026
includes taxes & fees
Cozy, Elegant and Bright 2 bed in the East End: Pet-friendly condo with free WiFi and parking.

Elegant condo - walk to Portland's best restaurants & Old Port
Portland ME
The price is AU$744 per night
AU$744
4 Jan - 5 Jan 2026
includes taxes & fees
Elegant condo - walk to Portland's best restaurants & Old Port: Condo with parking and laundry facilities. Located in the city centre.
Kitchen
Washing machine
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 | AU$112 |
Highest Price | AU$1,252 |
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 |
Top trending hotels in Bailey Island

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Bailey Island ME
10/10 Exceptional! (212 reviews)
^Eligibility requirements and conditions apply.









