Vacation Rentals in Bailey Island, Maine
Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Bailey Island, Maine vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Bailey Island are added and updated every week!
Compared to hotels, Bailey Island vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.
Bailey Island, Maine Vacation Rentals and Tourism
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Bailey Island things to do
Tevake Sailing Charters
Captain's Bethany and Perry are a delightful pair of not quite "old" salts who really know their sailboat. Tevake comfortably seats six but is even more...read more
Black Sheep Wine Shop
Imagine my shock when I walked into this quaint little shop (which is about as big as my bedroom) and spotted some bottles of Schneider Wiesen Edel-Weisse!...read more
Wolfe's Neck Woods State Park
Not too challenging but in the map it says a 1 and half mile trail takes 2 hours. WHAT? Ok, c'mon I hike all the time. Lets just say that if you hike every...read more
Giant's Stairs Trail
Beautiful! A must-see if you're around Bailey Island. If you don't want to do a ton of climbing, that's possible- there is a dirt/gravel trail that you can...read more
Sail Freeport
Fourth of July Weekend = Small Town America Sailing in Maine = I'm on a Boat, Finally! Sailing: When we went to Sint Maarten, we tried to sail, but ended...read more
Custom Fit
I've only interacted with Fit Infusion through their Facebook presence. But I can honestly say that they are a constant source of inspiration and motivation...read more
Eveningstar Cinema
This theater used to be among Brunswick's treasures and something our family always looked forward to and delighted in attending. However, we seldom go...read more
Bowdoin College Museum of Art
A surprisingly excellent museum. When we were there, part of the museum was closed for renovation, but the special exhibit and the Assyrian reliefs were...read more
Crossfit 321
We had Crossfit 321 host a Kids Crossfit birthday party for our daughter and 26 her friends under the age of 8. It could not have been run any better and...read more
Maine State Music Theatre
Great professional summer theater! I only wish they were able to do shows year round, but because they use the theater at Bowdoin College it's...read more
Center Street Cycles
I am working in Brunswick for the summer months and needed a bike for the daily commute plus a little extra mileage on the weekends. These guys fixed me up...read more
Jack Magee's Pub & Grill
Good 'ole Magee's. I couldn't count the number of nights we'd spend in Smith Union lounging on the couches munching down on grub, catching live performances...read more
- bedrooms 2
- community
- rental type Cottage
owner badge
- sleeps 5
- baths 1
- rates (USD)
$700
- $1,000
/wk
- bedrooms 2
- community
- rental type Cottage
- sleeps 4
- baths 1
- rates (USD)
$700
- $900
/wk
- bedrooms 2
- community
- rental type Cottage
- sleeps 4
- baths 1
- rates (USD)
$1,500
- $1,700
/wk
- bedrooms 3
- community
- rental type Cottage
- sleeps 5
- baths 1
- rates (USD)
$800
- $900
/wk





