Search Bailey Island Condo Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

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, (124 reviews)
"Great location for an our trip; laundry in basement "
United States
maria h.
The price is €232
includes taxes & fees
12 Feb - 13 Feb
City Amenities, Casco Bay Sunrises and Natural Beauty
Exterior

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
The price is €286
includes taxes & fees
12 Feb - 13 Feb
Cozy, Elegant and Bright 2 bed in the East End
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, (80 reviews)
"Great location and very spacious! Easy commutation - must stay! "
United States
Courtney H.
The price is €231
includes taxes & fees
9 Mar - 10 Mar
Walk to Old Port ♦ West End Condo ♦ Parking
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, (22 reviews)
"We loved the walkable neighborhood & had a great, comfortable stay!"
United States
Erin R.
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
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, (76 reviews)
"Property is clean quiet."
United States
Spencer S.
The price is €435
includes taxes & fees
11 Mar - 12 Mar
Elegant condo - walk to Portland's best restaurants & Old Port
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 €398
includes taxes & fees
11 Mar - 12 Mar
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
TV, fireplace

Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (194 reviews)
"Great location in the old port overlooking the Portland Pier and easy walks to outstanding restaurants."
United States
Ron S.
The price is €632
includes taxes & fees
22 Feb - 23 Feb
Waterfront Two Master Suite Penthouse with Rooftop
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bailey Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"The room was super clean and really comfortable. The staff was very helpful and friendly. Got good recommendations from Pearl. In the morning, we had to wait for hot water because the boiler broke. A very stressful situation for the guy at the desk to handle with all the guests but he was helpful and accurate with time estimates. All around great experience."
Robert 2-night trip
Posted 13 hours ago
Portland Harbor Hotel

Find out more about Bailey Island

Bailey Island Condo Rentals information

Number of reviews
546
Accommodation
64 Condo Rentals
Lowest Price
€231
Highest Price
€632

Frequently asked questions

Why book your condo in Bailey Island with Expedia?
We think that getaways should be a piece of cake, so if you're chasing condos at the perfect price, Expedia has your back. Keep costs down and stay in something small and affordable, or book a 5-star condo and spoil the ones you love most. Our search filters make it a breeze to find a stay in Bailey Island that suits your needs.
How can I find cheap condos in Bailey Island?
The simplest way to uncover cheap condos in Bailey Island is with Expedia's nifty filter tool. Refine your search by star rating, budget and amenities to nab excellent rates with only a few clicks.