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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Bailey Island condo rentals

Exterior detail

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, (77 reviews)
"We will certainly be back! Came here for an anniversary trip and had the best time. House was very clean and beautiful! Loved the fireplace and the reading options! "
United States
Emily L.
The price is £372
includes taxes & fees
30 Apr - 1 May
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, (83 reviews)
"Great location and very spacious! Easy commutation - must stay! "
United States
Courtney H.
The price is £269
includes taxes & fees
30 Apr - 1 May
Walk to Old Port ♦ West End Condo ♦ Parking
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, (37 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is £344
includes taxes & fees
4 May - 5 May
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Interior

Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
The price is £200
includes taxes & fees
5 May - 6 May
Cozy Two Bedroom on Munjoy Hill
Dining

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.4 out of 10, Exceptional, (3 reviews)
"All was great...clean and convenient."
United States
Krista P.
The price is £356
includes taxes & fees
19 May - 20 May
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Dining

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Downtown Portland
9.6 out of 10, Exceptional, (23 reviews)
"Great, responsive, host. Perfect location, right in downtown Portland"
United States
Marc D.
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Exterior detail

Renovated Exchange St. Loft w/Free Parking

Renovated Exchange St. Loft w/Free Parking
Downtown Portland
The price is £212
includes taxes & fees
3 May - 4 May
Renovated Exchange St. Loft w/Free Parking
Fridge, microwave, oven, stovetop

Romantic apt:West End +parking

Romantic apt:West End +parking
West End
10.0 out of 10, Exceptional, (9 reviews)
"Very clean and modern apartment in a conveniently located spot. Hosts were great and checked in with us after arrival to make sure we had everything we needed! "
United States
Amie P.
The price is £272
includes taxes & fees
30 Apr - 1 May
Romantic apt:West End +parking
Exterior

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Back Cove
9.8 out of 10, Exceptional, (8 reviews)
"My friends and I had a lovely time! The neighborhood is cute and easily to navigate. The beds were comfortable and the water pressure was great. All around a wonderful stay!"
United States
Sam C.
The price is £643
includes taxes & fees
30 Apr - 1 May
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Property grounds

Historic Brick Apartment | Parking + Prime Location

Historic Brick Apartment | Parking + Prime Location
West End
10.0 out of 10, Exceptional, (12 reviews)
"Great location and proximity to sights and restaurants "
United States
Dan S.
The price is £436
includes taxes & fees
30 Apr - 1 May
Historic Brick Apartment | Parking + Prime Location
TV, fireplace

Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (195 reviews)
"Great location in the old port overlooking the Portland Pier and easy walks to outstanding restaurants."
United States
Ron S.
Waterfront Two Master Suite Penthouse with Rooftop
Exterior

Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch

Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch
Back Cove
9.0 out of 10, Wonderful, (2 reviews)
"Excellent clean property. Very nice communicative host"
United States
Alex C.
Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch
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

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"."
Diane 1-night trip
Posted 1 hour ago
Canopy by Hilton Portland Waterfront

Find out more about Bailey Island

Bailey Island Condo Rentals information

Number of reviews
412
Accommodation
64 Condo Rentals
Lowest Price
£200
Highest Price
£643

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