Browse Bailey Island Condos for Rent
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Featured Condo Rentals in Bailey Island
Arlie`s Digs! - One Block To Willard Beach!
South Portland ME
With a stay at this condo in South Portland (Willard Beach), you'll be within a 15-minute drive of Maine Mall and Casco Bay.
Waterfront Two Master Suite Penthouse with Rooftop
Portland ME
The price is AU$1,224 per night from 23 Dec to 24 Dec
AU$1,224
23 Dec - 24 Dec
includes taxes & fees
With a stay at this condo in Portland (Downtown Portland), you'll be within a 10-minute drive of Maine Mall and Casco Bay.
Walk to Old Port ♦ West End Condo ♦ Parking
Portland ME
With a stay at this condo in Portland (West End), you'll be within a 10-minute drive of Maine Mall and Casco Bay.
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Spacious 4 bedroom luxury Condo
Freeport ME
With a stay at this condo, you'll be centrally located in Freeport, within a 5-minute drive of LL Bean Flagship Store and Casco Bay.
Waterfront Condo in Boothbay Harbor
Boothbay Harbor ME
With a stay at this condo in Boothbay Harbor, you'll be on the waterfront, just a 3-minute walk from Opera House at Boothbay Harbor and 6 minutes by foot from ...
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Portland ME
With a stay at this condo, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Portland ME
With a stay at this condo, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.
City Amenities, Casco Bay Sunrises and Natural Beauty
Portland ME
The price is AU$397 per night from 23 Dec to 24 Dec
AU$397
23 Dec - 24 Dec
includes taxes & fees
With a stay at this condo in Portland (East Deering), you'll be within a 15-minute drive of Maine Mall and Casco Bay.
Cozy, Elegant and Bright 2 bed in the East End
Portland ME
The price is AU$399 per night from 4 Jan to 5 Jan
AU$399
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at this condo in Portland (Munjoy Hill), you'll be within a 15-minute drive of Maine Mall and Casco Bay.
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$141 |
Highest Price | AU$1,224 |
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 |
Top trending hotels in Bailey Island
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Bailey Island ME
With a stay at this vacation home in Bailey Island, you'll be on the beach, just a 1-minute walk from Casco Bay and 14 minutes by foot from Mackerel Cove.
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$141 per night from 24 Dec to 25 Dec
AU$141
24 Dec - 25 Dec
includes taxes & fees
With a stay at Clarion Hotel Portland Airport ME in Portland, you'll be near the airport, within a 15-minute walk of Thompson's Point and Portland Exposition ...
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 6 Jan to 7 Jan
AU$164
6 Jan - 7 Jan 2026
includes taxes & fees
With a stay at The Westin Portland Harborview, you'll be centrally located in Portland, steps from State Theatre and Portland Museum of Art.
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Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
With a stay at Portland Regency Hotel & Spa, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.
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.
More ways to explore Bailey Island
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^Subject to availability and chosen travel dates.