Bailey Island Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Bailey Island vacation homes
2 bedroom w/ expansive water views
2 bedroom w/ expansive water viewsWest Point
10.0 out of 10, Exceptional, (3 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
Gregory M.
The price is CA $146
CA $301 total
includes taxes & fees
Apr 7 - Apr 8
Camp Forever cottage
Camp Forever cottageHarpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
Dennis H.
The price is CA $264
CA $474 total
includes taxes & fees
Apr 10 - Apr 11
Fantastic Waterfront Views
Fantastic Waterfront ViewsWest Point
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
Vanessa W.
The price is CA $176
CA $362 total
includes taxes & fees
Apr 8 - Apr 9
Full sized home
Full sized homeHarpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
Evan B.
The price is CA $282
CA $515 total
includes taxes & fees
Apr 7 - Apr 8
Mere Point Sunrise Views at Eastern Shore!
Mere Point Sunrise Views at Eastern Shore!Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
Diana H.
The price is CA $378
CA $756 total
includes taxes & fees
Apr 26 - Apr 27
Centerview cottage
Centerview cottageHarpswell
9.6 out of 10, Exceptional, (59 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
Erin
The price is CA $411
CA $666 total
includes taxes & fees
Apr 12 - Apr 13
Modern Getaway by the Sea
Modern Getaway by the SeaSouth Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
Karen T.
The price is CA $418
CA $715 total
includes taxes & fees
Apr 7 - Apr 8
Modern & Sunny House Steps from the Promenade. Private Parking!
Modern & Sunny House Steps from the Promenade. Private Parking!Munjoy Hill
10.0 out of 10, Exceptional, (39 reviews)
"Great home, great location, very accommodating, clear communication."
Kristi H.
The price is CA $275
CA $534 total
includes taxes & fees
Apr 12 - Apr 13
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
Aloft Portland Downtown Waterfront ME
10/10 Excellent
Find out more about Bailey Island
Bailey Island Vacation Homes information
Number of reviews | 454 |
|---|---|
Accommodation | 509 Vacation Homes |
Lowest Price | CA $301 |
Highest Price | CA $879 |
Explore a world of travel with Expedia
- Capsule Hotels in Bar Harbor
- Farmstay in Biddeford Pool
- Aparthotels in Biddeford Pool
- B&B in Biddeford Pool
- Condo Rentals in Biddeford Pool
- Guest Houses in Biddeford Pool
- Holiday Park Resorts in Biddeford Pool
- Inns in Biddeford Pool
- Lodges in Biddeford Pool
- Motels in Biddeford Pool
- Resorts in Biddeford Pool
- Townhomes in Biddeford Pool
- Condo Rentals in Bustins Island
- Hotels near Casco Bay
- B&B in Casco Bay Islands
- Chalets in Casco Bay Islands
- Beach Hotel Hotels in Casco Bay Islands
- Cheap Hotels in Casco Bay Islands
- Hotels with Free Breakfast in Casco Bay Islands
- Luxury Hotels in Casco Bay Islands
- Casco Bay Islands Hotels
- Vacation Homes in Casco Bay Islands
- Resorts in Casco Bay Islands
- Villas in Casco Bay Islands
- Aparthotels in Chebeague Island
- B&B in Chebeague Island
- Beach Hotel Hotels in Chebeague Island
- Cheap Hotels in Chebeague Island
- Golf Hotels in Chebeague Island
- Chebeague Island Hotels
- Inns in Chebeague Island
- Cliff Island Hotels
- Cottages in Cousins Island
- Farmstay in Cundys Harbor
- Cundys Harbor Hotels
- Townhomes in Cundys Harbor
- Chalets in Great Island
- Guest Houses in Great Island
- Great Island Hotels
- Inns in Great Island
- Lodges in Great Island
- Resorts in Great Island
- B&B in Harpswell
- Castles in Harpswell
- Harpswell Center Hotels
- Cottages in Harpswell
- Guest Houses in Harpswell
- Harpswell Hotels
- Motels in Harpswell
- Cabin Rentals in Hermit Island
- Castles in Hermit Island
- Chalets in Hermit Island
- Lodges in Hermit Island
- Apartments in Littlejohn Island
- Chalets in Littlejohn Island
- Aparthotels in Monhegan Island
- B&B in Monhegan Island
- Cabin Rentals in Monhegan Island
- Castles in Monhegan Island
- Chalets in Monhegan Island
- Cottages in Monhegan Island
- Guest Houses in Monhegan Island
- Hostels in Monhegan Island
- Inns in Monhegan Island
- Lodges in Monhegan Island
- Motels in Monhegan Island
- Vacation Homes in Monhegan Island
- Resorts in Monhegan Island
- Cheap Hotels in Orrs Island
- Luxury Hotels in Orrs Island
- Orrs Island Hotels
- Portland Hotels
- Hostels in Sebasco Estates
- Inns in Sebasco Estates
- Cheap Hotels in West Point
- West Point Hotels
- Flights from Atlanta to Casco Bay Islands
- Flights from Boston to Casco Bay Islands
- Flights from Calgary to Casco Bay Islands
- Flights from Denver to Casco Bay Islands
- Flights from London to Casco Bay Islands
- Flights from Montreal to Casco Bay Islands
- Flights from Seattle to Casco Bay Islands
- Flights from Washington to Casco Bay Islands
- Flights from Edmonton to Casco Bay Islands
- Flights from Buffalo to Casco Bay Islands
- Bidvest Rental Cars in Casco Bay Islands
- Budget Rental Cars in Harpswell
- Car rental Chebeague Island
- Hertz Rental Cars in Harpswell Center
- Island Car Rentals Rental Cars in Casco Bay Islands
- Kk Leisure Rental Cars in Casco Bay Islands
- National Car Rental Rental Cars in Great Island
- Thai Cars Rental Cars in Casco Bay Islands