This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Bailey Island Vacation Rentals Show this location only Back to top
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Panoramic Oceanfront Views of Garrison Cove, Wills Gut and Casco Bay
5BR/3BA
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Sleeps 10
– Bailey Island #465503
$457 - $800 per night 3-7 night min stay
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Large House 7 Bedrooms, Close to Ocean and Sandy Beach
7BR+/4BA
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Sleeps 18
– Bailey Island #246087
$2600- $3800/wk
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Bailey Island; Waterfront House with Spectacular Sunsets
4BR/3.5BA
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Sleeps 8
– Bailey Island #358091
$2499 - $3101 per week 7 night min stay
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Private Oceanfront Retreat
4BR/2BA
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Sleeps 6
– Bailey Island #318909
$2200/wk
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Oceanfront Shingle Style
6BR+/4BA
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Sleeps 12-14
– Bailey Island #33280
$5500- $7500/wk
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Custom Amenities with Wonderful Cove and Casco Bay Views
4BR+/5BA
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Sleeps 10-12
– Bailey Island #266994
$2995- $3995/wk
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Beautiful Gardens, Private Vegetable Garden, Quiet Street.
3BR+/2BA
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Sleeps 6-8
– Bailey Island #352564
$1,200 to $9,000.00
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Beautiful, Classic Single Shingle Summer Apartment Renovated
2BR/1BA
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Sleeps 4
– Bailey Island #357971
From $1,000.00 for 2/wk $2,000.00
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3 Bedroom Fisherman's Cottage Overlooking Mackerel Cove
3BR+/3BA
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Sleeps 6-8
– Bailey Island #86899
$1850/wk
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New as of June 2012 - Ocean Breeze Cottage on Casco Bay with Beach
2BR+/1BA
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Sleeps 6
– Bailey Island #419998
$50 - $330 per night
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Waterfront Home with Fantastic Bay and Sunset Views
4BR/2BA
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Sleeps 9
– Bailey Island #365995
$2200-$2900/wk - see rate detail
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New Friendly Cottage on the Ocean with Beach
3BR/2BA
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Sleeps 6
– Bailey Island #401378
$73 - $450 per night
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'the Way Life Should Be'
2BR+/1BA
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Sleeps 4-5
– Bailey Island #85018
$1150- $1350/wk
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Oceanfront Bailey Island - Family Friendly Plus All Amenities
2BR+/1BA
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Sleeps 4-6
– Bailey Island #235810
$900- $1100/wk
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Sandy Beach Steps Away!
2BR+/1BA
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Sleeps 4
– Bailey Island #422689
$1200 wk/ $1050 wk off season/$200 night
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Sea Escape Penthouse
1BR+/1BA
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Sleeps 7
– Bailey Island #434903
$171 - $175 per night 2-7 night min stay
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Wake up to Sunrise on Beautiful Bailey Island!
3BR+/1.5BA
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Sleeps 6
– Bailey Island #419566
$1800 WK/off season $1600 WK/$275night
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1 Bed/ 1 Bath Waterfront Cottage at Head of Scenic Mackerel Cove
2BR/1BA
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Sleeps 2
– Bailey Island #467921
$900 - $1100 per week 7 night min stay
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Sea Scent - Nautical-Themed Cottage Located on Beautiful Bailey Island
2BR/1BA
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Sleeps 2-4
– Bailey Island #457805
$1200 per week 7 night min stay
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1890 Summer Cottage on an Ocean Bluff
7BR/1.5+BA
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Sleeps 7
– Bailey Island #342472
$1900/wk
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Sea Breeze Hill-Quintessential Maine Coastal Cottage
3BR/1BA
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Sleeps 6
– Bailey Island #386449
$850/wk US Dolalrs
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Charming Bailey Island Cottage
2BR/1BA
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Sleeps 4
– Bailey Island #306960
($950- $1050/wk
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Charming Cottage with Water Views
1BR/1BA
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Sleeps 3
– Bailey Island #358040
$595 - $651 per week 7 night min stay
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Quintessential Beach Front Home on Maine Island - Sandy Beach
5BR/3BA
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Sleeps 13
– Bailey Island #325002
From $4500/wk
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Sea Forever - Perfect for a Family Getaway with Ocean Views
3BR+/3BA
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Sleeps 10
– Bailey Island #388200
$357 per night 4 night min stay
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Wake to Sunrise on the Ocean
4BR/2BA
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Sleeps 7
– Bailey Island #106396ha
$1300 - $2000 per week 7 night min stay
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Ocean Front, Water Access, Air Conditioned,Near Beach, Pets Free
2BR+/1BA
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Sleeps 5
– Bailey Island #140223ha
$952 - $1302 per week 7 night min stay
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Charming Rustic Cottage on the Ocean, with Semi-Private Beach
5BR/2BA
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Sleeps 6
– Bailey Island #184120ha
$114 - $186 per night
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Our South Cabin Offers Bold Oceanfront with Fantastic Views!
Studio/1BA
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Sleeps 3
– Bailey Island #175535ha
$135 - $295 per night 3 night min stay
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Killer Sunsets on Merriconeag Sound
7BR/1.5+BA
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Sleeps 17
– Bailey Island #110724ha
$282 - $357 per night
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Waterfront Rental with Private Sandy Beach and Dock
2BR+/1BA
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Sleeps 6
– Bailey Island #116337ha
$160 - $250 per night 2 night min stay
- Authentic Maine Cottage with Direct Water Frontage 3BR/1BA – Sleeps 6 – Bailey Island #164879ha
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Beautiful Views from the Johnson Homestead, on the Ocean with Semi-Private Beach
4BR/2BA
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Sleeps 8
– Bailey Island #287769ha
$90 - $186 per night
- 'the Bungalow' Classic Maine Cottage, Bailey Island, Maine 3BR/1BA – Sleeps 6 – Bailey Island #236595ha
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Owner-Designed, Sunset-Facing Waterfront - June, Sept, Oct Off-Peak $985/wk
2BR+/1BA
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Sleeps 6
– Bailey Island #229351ha
$141 - $171 per night
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Charming Coastal Home with Breathtaking Ocean Views, Great for the Whole Family!
4BR/3BA
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Sleeps 11
– Bailey Island #252488ha
$200 - $250 per night 4 night min stay
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Bold Oceanfront with Breathtaking Views from Our North Cabin
Studio/1BA
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Sleeps 3
– Bailey Island #118009ha
$135 - $295 per night 3 night min stay
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Charming 1876 Restored Lobsterman's Home W/Water Views & Sunsets. Internet.
2BR/1BA
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Sleeps 3
– Bailey Island #242266ha
$93 - $100 per night
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Oceanside Tower Ultimate Comfort Lighthouse View
3BR/1.5BA
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Sleeps 14
– Bailey Island #112112ha
$1200 - $1600 per week 7 night min stay
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Percy's View is a Peaceful Oceanfront Studio Cottage with a Breathtaking View
1BR/0BA
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Sleeps 3
– Bailey Island #383464ha
$114 - $164 per night
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Home Port Mackerel Cove Bailey Island Maine
3BR/2BA
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Sleeps 6
– Bailey Island #940196ha
$50 - $300 per night
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Panoramic Oceanfront Views of Garrison Cove, Wills Gut and Casco Bay
5BR/3BA
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Sleeps 10
– Bailey Island #465503
Overview of Bailey Island Vacation Rentals
Find Relaxation in Bailey Island Vacation Rentals
If you are planning a trip to Bailey Island in Maine, you will want to find a nice relaxing place to stay. Part of the appeal of Bailey Island is that it is quiet and has beautiful views of the water. It is in Casco Bay and has been a popular tourist attraction for many years. You can find Bailey Island vacation rentals that have amenities to help you relax. Some have cute porches, balconies, and other outdoor living areas where you can take in the breeze and embrace the calm atmosphere. There is no need to be in rush on a vacation to Bailey Island because it is a comfortable and slow place.
Explore Different Bailey Island Lodging Options
There are places available for rent in and near Bailey Island other than hotels. You can rent Casco Bay cottages that have ocean views and nearby attractions. If you are staying on Bailey Island, you will be near hiking, swimming, old-fashioned lobster bakes, boat charters, and much more. If you stay anywhere else in the Casco Bay area, you will have access to a variety of outdoor and recreational water activities. Your family will be able to stay busy during the day then return to their vacation rental to relax and get rested for the next day of fun.
Charter Boat Excursions in Casco Bay
No matter where you are staying on Bailey Island or in the Casco Bay area, you need to take a ride on a charter boat. There are charter boats that offer a variety of fun excursions. You can take a fishing charter where you can catch mackerel, bluefish, and stripers. A family favorite is a seal watching charter boat. There are also a variety of one day cruises that tour the waters. Then when you are done having fun on a charter boat, you can relax in your vacation rental.