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Find holiday rentals that suit your style

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Bailey Island condo rentals

A kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a potted plant.

1. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
The price is €188
includes taxes & fees
16 Nov - 17 Nov
Cozy Two Bedroom on Munjoy Hill
A nighttime street view with a building featuring a storefront with a sign that reads 'Beauty Joy.'

2. Renovated Exchange St. Loft w/Free Parking

Renovated Exchange St. Loft w/Free Parking
Downtown Portland
The price is €221
includes taxes & fees
23 Nov - 24 Nov
Renovated Exchange St. Loft w/Free Parking
A beach with a wooden chair and a small building in the background.

3. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (73 reviews)
"Great stay!"
United States
Jason M.
The price is €371
includes taxes & fees
30 Nov - 1 Dec
Arlie`s Digs! - One Block To Willard Beach!
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

4. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (97 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
The price is €301
includes taxes & fees
15 Nov - 16 Nov
Walk to Old Port ♦ West End Condo ♦ Parking
Terrace/patio

5. Lux by the water and dining

Lux by the water and dining
Downtown Portland
Lux by the water and dining
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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Learn more about Bailey Island

Hike the Giant's Stairs trail along the rocky coastline for dramatic views of Casco Bay. Seafood lovers shouldn't miss lobster rolls at Cook's Lobster & Ale House on the island's southern tip.

See all hotels in Bailey Island
A wooden bridge over water with a yellow kayak, boats, and a motel in the background.

Top reviews in Bailey Island

An outdoor patio with seating, a fire feature, and string lights.
The Brunswick Hotel

The Brunswick Hotel

The Brunswick Hotel
Brunswick

10/10 Excellent

My husband and I really enjoyed our stay, the staff were very helpful and friendly. The happy HOUR every afternoon from three until six was great. I would highly recommend the Brunswick Hotel and Tavern. Kind regards, Mary
Ireland
Mary
Reviewed September 13, 2018
The Brunswick Hotel

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