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Bailey Island Vacation Rentals with Parking Included(46)

46 Results
$400 - $1,000
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(18)
$643 - $650
per night
2 - 7 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 12
2 - 7 night minimum stay
(11)
$2,300 - $2,600
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(23)
$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
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(12)
$2,000
per week
4 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 31 night minimum stay
(5)
  • 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)
$132 - $200
per night
3 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(7)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night minimum stay
(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
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 17
1 Review
25 more choices from the HomeAway Network
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(6)
$280
per night
3 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(4)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(3)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night minimum stay
$250 - $300
per night
5 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 15
7 night minimum stay
  • 6 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 10
4 night minimum stay
$7,000 - $7,850
per week
7 - 14 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
7 - 14 night minimum stay
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Recent Bailey Island Reviews

Amazing vacation!

5 of 5
What a great find! This house is immaculate and completely renovated-and you cannot beat the view! The pictures do not do it justice. My husband and I stayed on the 3rd floor and I woke up to the sound of waves crashing on the rocks. My kids also stayed in the "loft" area of the third floor, which worked out nicely. We were able to go to Portland for the day, as it only is about 40 minutes away. Would love to come back in the summer and explore the area-there were several restaurants and lobster shacks as we were driving in. I would highly recommend this rental for a family vacation or even for a couple to get away for the weekend.
  • Submitted: Dec 4, 2014
  • Stayed: Nov 2014

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