Search Vacation Homes in Bailey Island
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
Captain's Guest Room. The authenticity & value in one place. Walk to everything!
Captain's Guest Room. The authenticity & value in one place. Walk to everything!Bath
8.2 out of 10, Very Good, (21 reviews)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
Nina P.
The price is AED 349
AED 460 total
includes taxes & fees
26 May - 27 May
Captain's House 1BR Apt. Walk to everything.
Captain's House 1BR Apt. Walk to everything.Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
Maryanne E.
The price is AED 349
AED 460 total
includes taxes & fees
25 May - 26 May
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 AED 559
AED 1,001 total
includes taxes & fees
4 Jun - 5 Jun
Mere Point Sunrise Views at Eastern Shore!
Mere Point Sunrise Views at Eastern Shore!Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Lovely location "
Michelle S.
The price is AED 1,117
AED 2,140 total
includes taxes & fees
26 May - 27 May
Mid Coast Getaway w/ water views
Mid Coast Getaway w/ water viewsWest Point
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
chuck c.
The price is AED 579
AED 1,034 total
includes taxes & fees
29 May - 30 May
Camp Forever cottage
Camp Forever cottageHarpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
Dennis H.
The price is AED 771
AED 1,333 total
includes taxes & fees
25 May - 26 May
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 AED 613
AED 1,129 total
includes taxes & fees
27 May - 28 May
Fully Updated Airy Historic Home in South Freeport
Fully Updated Airy Historic Home in South FreeportFreeport
The price is AED 514
AED 1,786 total
includes taxes & fees
25 May - 26 May
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
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Bailey Island Hotel Reviews
Portland Harbor Hotel
10/10 Excellent
