Search Vacation Homes in Bailey Island

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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Vacation Homes in Bailey Island

TV
Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BR
10.0 out of 10, Exceptional, (6)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
United States
Karen T.
The price is AED 793
AED 1,756 total
includes taxes & fees
2 Nov - 3 Nov
Orchid Harbor, Bailey Island 3BR
Property grounds
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Captain's Guest Room w/private bath & house entrance. Walk to everything.
8.0 out of 10, Very Good, (19)
"Dmitri is accommodating and check-in easy. Property details are accurate "
United States
Lori Z.
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Property grounds
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
9.0 out of 10, Wonderful, (67)
"Everything was perfect. It’s an amazing home and the area is peaceful. The house was clean and it has everything you need. I will definitely be back. Thanks for a wonderful stay."
United States
Luis Correa
The price is AED 367
AED 1,210 total
includes taxes & fees
26 Oct - 27 Oct
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
Property grounds
Captain's Quarters 1BR Guest Suite. Quiet. Walk to everything.
Captain's Quarters 1BR Guest Suite. Quiet. Walk to everything.
7.6 out of 10, Good, (11)
"I booked this quirky little place for my son and his partner as a graduation gift. My sonjust completed his PhD. They enjoyed every minute. Lovely lilttle spot in the heart of beautiful Bath."
United States
Angela W.
The price is AED 314
AED 623 total
includes taxes & fees
26 Oct - 27 Oct
Captain's Quarters 1BR Guest Suite. Quiet. Walk to everything.
Dining
Escape to Positive Outlook
Escape to Positive Outlook
10.0 out of 10, Exceptional, (1)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is AED 463
AED 880 total
includes taxes & fees
30 Oct - 31 Oct
Escape to Positive Outlook
Outdoor dining
Camp Forever cottage
Camp Forever cottage
9.6 out of 10, Exceptional, (56)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is AED 519
AED 1,030 total
includes taxes & fees
31 Oct - 1 Nov
Camp Forever cottage
3 bedrooms, WiFi
Fantastic Waterfront Views
Fantastic Waterfront Views
9.8 out of 10, Exceptional, (10)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
The price is AED 579
AED 1,130 total
includes taxes & fees
10 Nov - 11 Nov
Fantastic Waterfront Views
TV
Mid Coast Getaway w/ water views
Mid Coast Getaway w/ water views
9.0 out of 10, Wonderful, (4)
"Seeing the water from the living room and porch was spectacular -- we watched the fishing boats come and go and a pair of bald eagles fishing. Loved all the natural light! "
United States
Wendy L.
The price is AED 347
AED 742 total
includes taxes & fees
2 Nov - 3 Nov
Mid Coast Getaway w/ water views
Fridge, microwave, oven, stovetop
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Beautiful 3BR Home with Office in Town of Brunswick with King beds
9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AED 533
AED 1,341 total
includes taxes & fees
26 Oct - 27 Oct
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Fridge, microwave, oven, stovetop
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
8.8 out of 10, Excellent, (21)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is AED 569
AED 1,501 total
includes taxes & fees
27 Oct - 28 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!
Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (32)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 687
AED 1,353 total
includes taxes & fees
27 Oct - 28 Oct
Modern & Sunny House Steps from the Promenade. Private Parking!
Terrace/patio
Kayaker's and Land Lubber’s Dream Delight
Kayaker's and Land Lubber’s Dream Delight
The price is AED 509
AED 1,552 total
includes taxes & fees
26 Oct - 27 Oct
Kayaker's and Land Lubber’s Dream Delight
Fridge, microwave, oven, stovetop
Mere Point Sunrise Views at Eastern Shore!
Mere Point Sunrise Views at Eastern Shore!
9.8 out of 10, Exceptional, (6)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is AED 1,201
AED 2,236 total
includes taxes & fees
20 Nov - 21 Nov
Mere Point Sunrise Views at Eastern Shore!
Property grounds
Centerview cottage
Centerview cottage
9.6 out of 10, Exceptional, (58)
"Tip Top!"
United States
Virginia M.
The price is AED 885
AED 1,509 total
includes taxes & fees
27 Oct - 28 Oct
Centerview cottage
Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.6 out of 10, Excellent, (56)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is AED 548
AED 1,157 total
includes taxes & fees
29 Oct - 30 Oct
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Walk to Breweries
The Globe House on Munjoy Hill - Walk to Breweries
10.0 out of 10, Exceptional, (91)
"Beautiful house in great area."
United States
Amber W.
The price is AED 942
AED 1,896 total
includes taxes & fees
27 Oct - 28 Oct
The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome
Huge Historic Downtown Townhome
9.8 out of 10, Exceptional, (8)
"We gathered as a family to spend one night in Portland and we could not have been happier with the location. "
United States
Stephen M.
The price is AED 781
AED 1,865 total
includes taxes & fees
17 Nov - 18 Nov
Huge Historic Downtown Townhome
Private kitchen
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
2.0 star property
The price is AED 680
AED 1,762 total
includes taxes & fees
26 Oct - 27 Oct
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Property grounds
Modern Cottage with Peeks of Ocean Views
Modern Cottage with Peeks of Ocean Views
10.0 out of 10, Exceptional, (1)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is AED 1,047
AED 1,634 total
includes taxes & fees
3 Nov - 4 Nov
Modern Cottage with Peeks of Ocean Views
Private kitchen
Spacious Portland Home + Parking
Spacious Portland Home + Parking
9.0 out of 10, Wonderful, (2)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is AED 808
AED 2,362 total
includes taxes & fees
27 Oct - 28 Oct
Spacious Portland Home + Parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bailey Island Hotel Reviews

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"The hotel was clean and modern. The room was comfortable and quiet. We ate at the restaurant 3 times (breakfast twice, dinner once),and the food was always good. The location is good if you want to walk around Old Port. We definitely got our steps in! My only issue was the pillows... we don't like flat down pillows, so it would be nice to have some different options in the rooms. Other than that, we have no complaints! The ice/water refill machine near the elevator was especially handy. "
Lisa 5-night trip
Posted 2 days ago
Canopy by Hilton Portland Waterfront