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Bailey Island Vacation Home Rentals(18)

18 Results
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(14)
7 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 12
(8)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night minimum stay
  • 9 BR,
  • 4 BA,
  • Sleeps 24
(14)
4 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 11
(3)
$286 - $429
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(11)
2 - 6 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
(16)
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 14
1 Review
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 17
1 Review
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
1 Review
3 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(3)
$6,000 - $8,000
per week
7 - 14 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
4 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 9
$53 - $300
per night
4 - 90 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
  • 5 BR,
  • Sleeps 13
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Recent Bailey Island Reviews

Best birthday ever!

5 of 5
We arrived later in the evening than expected to a couple of lobsters waiting to be cooked! Which we did and thoroughly enjoyed! The Johnson homestead is great, it was fully equipped as described and the views from the front yard at sunset were beautiful. Sunrises from the deck chairs in the backyard with coffee in hand were one of my favorite parts. One morning we even got to go pull lobster pots with Dave on his lobster boat, an amazing treat, I highly recommend. The beds were comfy, I slept better than I had in awhile, awaking to Myron and Myrna the seagulls in residence singing and chirping. Great Places to eat nearby are Giant Stairs and Morses. We loved the sunset sail on a charter out of cooks. We stayed busy but relaxed, we whale watched out of Boothbay Harbor, we shopped in Freeport and walked down to lands end while enjoying an ice cream cone, a wonderful and perfect birthday vacation! Bailey island is a gem!! Thank you Dave!!!
  • Submitted: Aug 28, 2014
  • Stayed: Aug 2014

Wonderful time!!

5 of 5
As this was our first trip to Maine, we had a great time at the Friendly Cottage. The owners were very easy to work with. The views from the cottage were spectacular! The kids enjoyed looking for sea glass, and shells each day and climbing the ever changing rock formations. The house was clean, comfortable, and well supplied. During our week there, we enjoyed kayaking, sailing, lobstering, and enjoyed the food at several of the local restaurants. The cottage is conveniently located to Freeport and Portland, about a 30-45 minute drive. We would highly recommend the Friendly Cottage to everyone who is looking for a great home base to relax and recharge. We hope to return again.
  • Submitted: Aug 18, 2014
  • Stayed: Aug 2014

awesome sight for family gathering

5 of 5
Beautiful location and spacious and open accommodations. Large bedrooms and great open living space with large rear deck.
  • Submitted: May 29, 2014
  • Stayed: May 2014