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Bailey Island Vacation Rentals(33)

33 Results
$400 - $900
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(17)
$643 - $650
per night
2 - 7 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 12
2 - 7 night minimum stay
(11)
$800 - $1,800
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
$543 - $600
per night
2 - 7 night minimum stay
  • 9 BR,
  • 4 BA,
  • Sleeps 24
2 - 7 night minimum stay
(14)
  • 4 BR,
  • 3 BA,
  • Sleeps 7
7 night minimum stay
$200 - $310
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night minimum stay
(11)
$2,200
per week
7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(8)
$286 - $429
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(12)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 6 night minimum stay
(17)
$90 - $110
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 7 night minimum stay
1 Review
$950
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(4)
$1,500 - $2,000
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(6)
  • 5 BR,
  • 2 BA,
  • Sleeps 6
(7)
$3,000 - $3,500
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 3
(3)
$1,600
per week
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 7 night minimum stay
1 Review
$700
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
7 night minimum stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 17
1 Review
  • 3 BR,
  • 1 BA,
  • Sleeps 6
12 more choices from the HomeAway Network
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(6)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 Reviews
$100
per night
6 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 4
6 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(3)
$171 - $175
per night
2 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 7
2 - 7 night minimum stay
$6,000 - $8,000
per week
7 - 14 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
7 - 14 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
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Recent Bailey Island Reviews

A New England Classic Updated!

5 of 5
This is a new house with state of the art geothermal heating and solar panels on the roof. Granola sounding as that might be though this is an exquisite home in the classic New England style set on Casco Bay. The windows in each room are unadorned and fill the house with light and offer clear - and magnificent views - of the water and the lobster boaters at work. It is fully - and nicely - equipped though minus one blue goblet which is the result of a bit of careless clean-up on our part ! There is lots to do in the area - or nothing to do but sit and relax either inside or on one of the red chairs set at the edge of the beach.. These are wonderful alternatives. We give Friendly Cottage and its owners an A plus. Our only complaint? More pillows please..
  • Submitted: Oct 30, 2014
  • Stayed: Oct 2014

Our vow renewal with family

5 of 5
Our stay started in the evening, so we were not able to get the full impression of the home until the morning. That first evening was spent casually touring the home and all it had to offer, which was everything you could really need for a little vacation and more. From the wonderfully laid out kitchen, to the open living room and dining room, there was little need for anything to be comfortable. The cozy den in the cornerof the home, sharing a fireplace with the living room was a lovely start to our first morning. Of course, the views were terrific and from the roof top deck, you can see a 360 panorama of Casco Bay and Harpswell Sound. World famous Cooks Lobster House is clearly visible from the dining room and front deck and well within walking distance. That first morning did pose the first issue we experienced during our stay in that the bed was so comfortable and the sunlight streaming through the windows made it difficult to get up (a problem we faced each morning). We renewed our wedding vows that Saturday and had no issues with parking (there's a little spot to park extra cars just before you reach the house on the main road). There was never a question whether or not we could entertain the number of people who arrived and all the room provided us an wonderful, intimate and easy gathering of family and friends. With some hired kitchen help, the lobster, clams and beverages flowed throughout the afternoon and everyone was sated. There was plenty of seating for everyone, and room for the kids to move around (the basement houses a wonderful entertainment area that resembles a small movie theater and most of the kids spent their time there). Overall, our trip was wonderful and we hope to plan another stay there soon. I have suggested this venue to several friends and passed the pictures on to them. A wonderful home away from home.
  • Submitted: Oct 28, 2014
  • Stayed: Oct 2014

A relaxing week in aa area of very friendly (make you feel at home type) people.

5 of 5
Weather was spectacular the entire week. Great to sit out back at private beach and enjoy the serenity, and watch the "world go by" ! The owners are perhaps the best property owners we have ever dealt with. This was our 5th time in renting homes on the Maine coast and once in Nova Scotia. Would be an excellent property to bring kids or grandkids. Easy access to many of Maine's major attractions (Freeport, Boothbay, Pemaquid, Portland, etc.).
  • Submitted: Oct 18, 2014
  • Stayed: Oct 2014