Holiday 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 holiday homes
1. Full sized home
Full sized homeHarpswell
9.8 out of 10, Exceptional, (60 reviews)
"Wonderful stay!"
Erika T.
The price is AU$519
includes taxes & fees
12 Aug - 13 Aug
2. Mid Coast Getaway w/ water views
Mid Coast Getaway w/ water viewsWest Point
9.6 out of 10, Exceptional, (7 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
chuck c.
The price is AU$432
includes taxes & fees
28 Aug - 29 Aug
3. 1 Mi to Maine Street! MCM-Style Home in Brunswick
1 Mi to Maine Street! MCM-Style Home in BrunswickBrunswick
9.6 out of 10, Exceptional, (11 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
Kendra G.
The price is AU$417
includes taxes & fees
25 Aug - 26 Aug
4. Captain's Guest Room. Authenticity. Great Value. Walk to everything.
Captain's Guest Room. Authenticity. Great Value. Walk to everything.Bath
8.4 out of 10, Very good, (27 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
Esther
The price is AU$265
includes taxes & fees
30 Aug - 31 Aug
5. Classic New England Waterfront House Big Lawn Beautiful Sunrise
Classic New England Waterfront House Big Lawn Beautiful SunriseHarpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
Ashma B.
The price is AU$2,549
includes taxes & fees
8 Sept - 9 Sept
6. 2 bedroom w/ expansive water views
2 bedroom w/ expansive water viewsWest Point
10.0 out of 10, Exceptional, (4 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 AU$565
includes taxes & fees
7 Sept - 8 Sept
7. Fully Updated Airy Historic Home in South Freeport
Fully Updated Airy Historic Home in South FreeportFreeport
The price is AU$815
includes taxes & fees
11 Aug - 12 Aug
8. Cozy and charming coastal retreat
Cozy and charming coastal retreatWest Point
9.8 out of 10, Exceptional, (33 reviews)
"My family and I had an amazing time at the schoolhouse. It is much bigger than the pictures show! Great beds, the couches will force you to nap, and we had so much fun exploring the area. They had everything you need for fun at the beach, and lots of options for kids to keep busy. Highly recommend!"
Byrony S.
The price is AU$863
includes taxes & fees
23 Aug - 24 Aug
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 holiday rentals that suit your style
Cabins
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Bailey Island Hotel Reviews
Comfort Inn South Portland Airport
10/10 Excellent
Find out more about Bailey Island
Bailey Island Holiday Homes information
Number of reviews | |
|---|---|
Accommodation | Holiday Homes |
Lowest Price | |
Highest Price |