Search and Rent Bailey Island Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Bailey Island condo rentals

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

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (64 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
$415 nightly
The price is $453
May 10 - May 11
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!

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)
"Lovely unit. Very comfortable bed. Nice to have off street parking. Walkable to Old Port. Would def stay again. "
United States
Erin H.
$451 nightly
The price is $492
May 10 - May 11
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port

Casco Bay Vista

Casco Bay Vista
East Deering
$281 nightly
The price is $307
May 10 - May 11
Total with taxes and fees
Casco Bay Vista

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.
$429 nightly
The price is $468
May 11 - May 12
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

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.
$357 nightly
The price is $390
May 27 - May 28
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking

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.
$423 nightly
The price is $461
May 19 - May 20
Total with taxes and fees
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
$208 nightly
The price is $226
May 18 - May 19
Total with taxes and fees
Cozy Two Bedroom on Munjoy Hill

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

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.
$415 nightly
The price is $453
May 12 - May 13
Total with taxes and fees
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Renovated Exchange St. Loft w/Free Parking

Renovated Exchange St. Loft w/Free Parking
Downtown Portland
$308 nightly
The price is $334
May 26 - May 27
Total with taxes and fees
Renovated Exchange St. Loft w/Free Parking

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.
$319 nightly
The price is $348
May 10 - May 11
Total with taxes and fees
Romantic apt:West End +parking

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.
$528 nightly
The price is $576
May 11 - May 12
Total with taxes and fees
Historic Brick Apartment | Parking + Prime Location

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.
$1,417 nightly
The price is $1,545
May 8 - May 9
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Bailey Island Hotel Reviews

Find out more about Bailey Island

Bailey Island Condo Rentals information

Number of reviews
217
Accommodation
48 Condo Rentals
Lowest Price
$226
Highest Price
$1,545

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.

Explore a world of travel with Expedia