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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Bailey Island condo rentals

Beach

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (129 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is €414
includes taxes & fees
29 Jun - 30 Jun
City Amenities, Casco Bay Sunrises and Natural Beauty
Property grounds

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, (38 reviews)
"Overall a pleasing stay."
United States
Mallory D.
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Dining

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, (80 reviews)
"Lovely unit. Very comfortable bed. Nice to have off street parking. Walkable to Old Port. Would def stay again. "
United States
Erin H.
Elegant condo - walk to Portland's best restaurants & Old Port
Flat-screen TV, Netflix, books, streaming services

Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (86 reviews)
"Great location and very spacious! Easy commutation - must stay! "
United States
Courtney H.
The price is €393
includes taxes & fees
14 Jul - 15 Jul
Walk to Old Port ♦ West End Condo ♦ Parking
Interior

Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
Cozy Two Bedroom on Munjoy Hill
Exterior detail

Renovated Exchange St. Loft w/Free Parking

Renovated Exchange St. Loft w/Free Parking
Downtown Portland
Renovated Exchange St. Loft w/Free Parking
Pool

Little Spruce Cottage | Wood Stove + Porch

Little Spruce Cottage | Wood Stove + Porch
Boothbay Harbor
Little Spruce Cottage | Wood Stove + Porch
Pool

Sunset A | Oceanfront King + Gas Fireplace

Sunset A | Oceanfront King + Gas Fireplace
Boothbay Harbor
Sunset A | Oceanfront King + Gas Fireplace
Pool

Cardinal Cottage | 3BR + 3 Porches + Fireplace

Cardinal Cottage | 3BR + 3 Porches + Fireplace
Boothbay Harbor
Cardinal Cottage | 3BR + 3 Porches + Fireplace
Pool

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

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"Very friendly staff. They were helpful to me."
cathy 1-night trip
Posted 1 hour ago
Comfort Inn South Portland Airport

Find out more about Bailey Island

Bailey Island Condo Rentals information

Number of reviews
16,350
Accommodation
53 Condo Rentals
Lowest Price
€75
Highest Price
€219

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