34 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Cabins
Cottages
Homes
Barns
Boats
Bungalows
Castles
Chalets
Condos
Estates
Farmhouses
Hotels
Lodges
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

34 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Bailey Island Waterfront Vacation Rentals(34)

34 Results
$400 - $1,000
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(19)
$2,300 - $2,600
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(23)
$200 - $310
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night minimum stay
(11)
$471 - $500
per night
4 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 11
4 - 7 night minimum stay
(3)
$286 - $429
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(4)
$2,200
per week
7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(12)
$110 - $196
per night
3 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(7)
$2,000
per week
4 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 31 night minimum stay
(5)
  • 6 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
1 Review
$1,500 - $2,000
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(6)
$950
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(4)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(3)
$190
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(8)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
7 night minimum stay
$280
per night
3 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(4)
$700 - $1,000
per night
2 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 13
2 - 7 night minimum stay
1 Review
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night minimum stay
$157 - $186
per night
4 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
4 - 7 night minimum stay
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
$3,500
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
$250 - $300
per night
5 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
4 - 7 night minimum stay
$129 - $186
per night
4 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
4 - 7 night minimum stay
$193 - $221
per night
4 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
$200 - $243
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
$136 - $164
per night
4 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 4
4 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 7 night minimum stay
$171 - $175
per night
2 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 7
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
Advertisement
 

Recent Bailey Island Reviews

This place has it all

5 of 5
My friends and I rented Sea View on Bailey as a place for all of us to stay while at a tennis championship in Brunswick, ME. It turned out to be the perfect place for us and the house has everything you need to be comfortable, entertained and surrounded by beauty. In fact, I wrote an article about this lovely home and location on my blog: http://rock-paper-snips.com/2014/11/09/travel-journal-bailey-island-maine/
  • Submitted: Jan 8, 2015
  • Stayed: Aug 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

Better Late than Never

4 of 5
We stayed for a week in your beautiful "cottage". Everything was perfect, especially having Lexi grazing in the yard next to us. The view from the deck was just wonderful while enjoying our coffee in the morning, glass of wine in the evening. My friend and I have both been to Bailey Island and thus the reason for coming back. Our memories of being there in the past with loved ones will live on forever . We love the Giant Stairs and being near Brunswick, and also the few restaurants on the island. We would definitely recommend the cottage and of course the location.
  • Submitted: Sep 29, 2014
  • Stayed: Jul 2014