Search and Rent Bailey Island Condos
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe 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! "
Melissa M.
$415 nightly
The price is $453
May 10 - May 11
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Elegant condo - walk to Portland's best restaurants & Old PortEast 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. "
Erin H.
$451 nightly
The price is $492
May 10 - May 11
Total with taxes and fees
$281 nightly
The price is $307
May 10 - May 11
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Spacious and Contemporary Condo in the Heart of Portland - Close to BeachEast Bayside
8.8 out of 10, Excellent, (37 reviews)
"Overall a pleasing stay."
Mallory D.
$429 nightly
The price is $468
May 11 - May 12
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
Walk to Old Port ♦ West End Condo ♦ ParkingWest End
9.6 out of 10, Exceptional, (83 reviews)
"Great location and very spacious! Easy commutation - must stay! "
Courtney H.
$357 nightly
The price is $390
May 27 - May 28
Total with taxes and fees
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."
Krista P.
$423 nightly
The price is $461
May 19 - May 20
Total with taxes and fees
$208 nightly
The price is $226
May 18 - May 19
Total with taxes and fees
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/ deckBack 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!"
Sam C.
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.
Find vacation rentals that suit your style
Cabins
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Bailey Island Hotel Reviews
DoubleTree by Hilton Hotel Portland
10/10 Excellent
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
Explore a world of travel with Expedia
- Hotels near Cobwork Bridge
- Hotels near Land's End Gift Shop
- Hotels near Ash Cove Pottery
- Hotels near Paddleworks
- Condo Rentals in Orrs Island
- Chalets in Orrs Island
- Cabin Rentals in Orrs Island
- Cottages in Orrs Island
- B&B in Orrs Island
- Vacation Homes in Orrs Island
- Rv Parks in Orrs Island
- Guest Houses in Orrs Island
- Hotels near West Harpswell
- Orrs Island Hotels
- 5 Star Hotels in Orrs Island
- Hotels with Tennis Courts in Orrs Island
- Hotels near Casco Bay
- Hotels near Eagle Island
- Great Island Hotels
- Cottages in Chebeague Island
- B&B in Chebeague Island
- Portland Hotels
- Chebeague Island Hotels
- Beach Hotels in Chebeague Island
- Family Hotels in Chebeague Island
- Rv Parks in Casco Bay Islands
- B&B in Casco Bay Islands
- Condo Rentals in Casco Bay Islands
- Cabin Rentals in Casco Bay Islands
- Cottages in Casco Bay Islands
- Hostels in Casco Bay Islands
- Cottages in Cundys Harbor
- B&B in Cundys Harbor
- Cabin Rentals in Cundys Harbor
- Apartments in Cundys Harbor
- Vacation Homes in Cundys Harbor
- Resorts in Cundys Harbor
- Casco Bay Islands Hotels
- Luxury Hotels in Casco Bay Islands
- Beach Hotels in Casco Bay Islands
- 5 Star Hotels in Casco Bay Islands
- B&B in Harpswell
- Villas in Harpswell
- Guest Houses in Harpswell
- Vacation Homes in Harpswell
- Hotels near West Point
- Cundys Harbor Hotels
- Cottages in Sebasco Estates
- Cabin Rentals in Sebasco Estates
- Aparthotels in Sebasco Estates
- Rv Parks in Sebasco Estates
- Resorts in Sebasco Estates
- Cottages in Hermit Island
- Cabin Rentals in Hermit Island
- B&B in Hermit Island
- Rv Parks in Hermit Island
- Harpswell Hotels
- Hotels with a Pool in Harpswell
- Best Western Hotels in Harpswell
- Resorts & Hotels with Spas in Harpswell
- Beach Hotels in Harpswell
- Romantic Hotels in Harpswell
- Hilton Hotels in Harpswell
- Hotels near Little John Island Preserve
- Littlejohn Island Hotels
- Sebasco Estates Hotels
- Bailey Island Bridge
- Land's End Gift Shop
- Ash Cove Pottery
- Paddleworks
- Visit Orrs Island
- Visit Chebeague Island
- Chebeague Island Vacations
- Visit Casco Bay Islands
- Casco Bay Islands Vacations
- Visit Cundys Harbor
- Cundys Harbor Vacations
- Visit Harpswell
- Little John Island Preserve
- Visit Sebasco Estates
- Sebasco Estates Vacations
- Car rentals near Orrs Island
- Car rentals near Harpswell Center
- Car rentals near Chebeague Island
- Car rentals near Bustins Island
- Car rentals near Cundys Harbor
- Car rentals near Harpswell
- Island Car Rentals Rental Cars in Harpswell
- Convertible Car Rentals in Harpswell
- Avis Canaries Rental Cars in Harpswell
- Car rentals near Sebasco