A rocky shoreline with a boat, a house, and a forest in the background.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 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 AU$347
includes taxes & fees
26 Oct - 27 Oct
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 AU$386
includes taxes & fees
4 Nov - 5 Nov
Renovated Exchange St. Loft w/Free Parking
A modern house with a wooden exterior, a small garden, and a visible window.

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

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is AU$663
includes taxes & fees
19 Oct - 20 Oct
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

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

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (85 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
The price is AU$723
includes taxes & fees
12 Oct - 13 Oct
Elegant condo - walk to Portland's best restaurants & Old Port
A beach with a wooden chair and a small building in the background.

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

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (70 reviews)
The price is AU$645
includes taxes & fees
2 Nov - 3 Nov
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.

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

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (93 reviews)
"Excellent property in Portland. Clean with amenities needed for any stay. Easy access to downtown. Hosts communicate exceptionally well and property is everything it promotes!"
United States
Adam Y.
The price is AU$529
includes taxes & fees
1 Nov - 2 Nov
Walk to Old Port ♦ West End Condo ♦ Parking
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

7. Cardinal Cottage | 3BR + 3 Porches + Fireplace

Cardinal Cottage | 3BR + 3 Porches + Fireplace
Boothbay Harbor
Cardinal Cottage | 3BR + 3 Porches + Fireplace
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

8. Osprey Cottage | Oceanfront + Full Kitchen

Osprey Cottage | Oceanfront + Full Kitchen
Boothbay Harbor
The price is AU$2,123
includes taxes & fees
11 Oct - 12 Oct
Osprey Cottage | Oceanfront + Full Kitchen
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

9. Little Spruce Cottage | Wood Stove + Porch

Little Spruce Cottage | Wood Stove + Porch
Boothbay Harbor
The price is AU$1,122
includes taxes & fees
11 Oct - 12 Oct
Little Spruce Cottage | Wood Stove + Porch
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

10. Tanager Cottage | 3BR + 2 Porches + Fireplace

Tanager Cottage | 3BR + 2 Porches + Fireplace
Boothbay Harbor
Tanager Cottage | 3BR + 2 Porches + Fireplace
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

Clarion Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"Stay was very good. Clean and well maintained."
Tammy 1-night trip
Posted 12 hours ago
Clarion Pointe South Portland

Find out more about Bailey Island

Bailey Island Condo Rentals information

Number of reviews
288
Accommodation
49 Condo Rentals
Lowest Price
AU$347
Highest Price
AU$2,123