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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 53 Condo Rentals in Bailey Island with updated reviews, rates, and availability.

Cozy, Elegant and Bright 2 bed in the East End
Fridge, microwave, oven, stovetop

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"Excellent stay and location"
The price is AED 735
AED 1,325 total
includes taxes & fees
4 May - 5 May
Cozy, Elegant and Bright 2 bed in the East End
City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (105)
"Very comfortable, close to shopping and restaurants, clean, easily accessible"
The price is AED 441
AED 989 total
includes taxes & fees
4 May - 5 May
City Amenities, Casco Bay Sunrises and Natural Beauty
“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking!
TV, stereo

“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking!

10.0 out of 10, Exceptional, (175)
"Beautiful space with an incredible view. Can’t beat the location. Easy and straight forward directions, clean, and comfy. "
The price is AED 1,557
AED 2,827 total
includes taxes & fees
29 May - 30 May
“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking!
Eastbayside/Munjoy - Charming Downtown Escape
3 bedrooms, iron/ironing board, WiFi, bed sheets

Eastbayside/Munjoy - Charming Downtown Escape

10.0 out of 10, Exceptional, (22)
"Great location and space "
Eastbayside/Munjoy - Charming Downtown Escape
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Fridge, microwave, oven, stovetop

Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style

9.8 out of 10, Exceptional, (37)
"The en-suite bedroom/bathrooms worked perfectly for us."
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Back Cove - Sunny 2nd Floor Condo
Terrace/patio

Back Cove - Sunny 2nd Floor Condo

10.0 out of 10, Exceptional, (4)
"The property was as listed, very clean, very comfortable and a wonderful, safe location. "
The price is AED 647
AED 1,341 total
includes taxes & fees
11 May - 12 May
Back Cove - Sunny 2nd Floor Condo
Gorgeously renovated, 2-condo property in the West End - walk everywhere
Fridge, microwave, oven, stovetop

Gorgeously renovated, 2-condo property in the West End - walk everywhere

9.6 out of 10, Exceptional, (8)
"We traveled with 4 couples so this combo unit was perfect. The location was walkable to everything wanted to get to and Portland was a great launching spot for day trips to check out the neighboring towns."
Gorgeously renovated, 2-condo property in the West End - walk everywhere
Walk to Old Port ♦ West End Condo ♦ Parking
Microwave, oven, coffee/tea maker, cookware/dishes/utensils

Walk to Old Port ♦ West End Condo ♦ Parking

9.8 out of 10, Exceptional, (73)
"Everything was amazing!!"
The price is AED 401
AED 998 total
includes taxes & fees
5 May - 6 May
Walk to Old Port ♦ West End Condo ♦ Parking
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Fridge, microwave, oven, stovetop

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

9.0 out of 10, Wonderful, (28)
"Great place, a little difficulty controlling temperature."
The price is AED 489
AED 1,428 total
includes taxes & fees
5 May - 6 May
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Shipwright @ The Offshore House
Smart TV

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (9)
"My mom and I loved staying at Shipwright. It was clean, comfortable, and the location was perfect. We hope to visit again sometime! "
The price is AED 579
AED 1,097 total
includes taxes & fees
3 May - 4 May
Shipwright @ The Offshore House
“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!
Interior

“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!

10.0 out of 10, Exceptional, (242)
"Great property with an amazing view and location."
“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!
Historical & dog-friendly West End condo with parking - walk to all of Portland
Fridge, microwave, oven, stovetop

Historical & dog-friendly West End condo with parking - walk to all of Portland

9.4 out of 10, Exceptional, (31)
"Very nice ensuite- clean, up to date and comfortable. "
Historical & dog-friendly West End condo with parking - walk to all of Portland
Walking Distance To Shops, Restaurants And Footbridge
Fridge, microwave, oven, stovetop

Walking Distance To Shops, Restaurants And Footbridge

10.0 out of 10, Exceptional, (39)
"Super for a big group!"
Walking Distance To Shops, Restaurants And Footbridge
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Outdoor dining

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

9.8 out of 10, Exceptional, (19)
"The unit was the perfect size for the 2 of us, location was very good,"
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch
Exterior

Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch

Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Exterior

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

10.0 out of 10, Exceptional, (11)
"Great place to stay"
The price is AED 703
AED 1,655 total
includes taxes & fees
6 May - 7 May
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Exterior

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck

2.0 star property
10.0 out of 10, Exceptional, (3)
"This place was perfect for our weekend getaway! The unit was huge with plenty of space for everyone. It was clean and nicely stocked, with easy access to downtown Portland. "
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Outdoor dining

Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

9.4 out of 10, Exceptional, (13)
"Loved the location, lots of activity but also very private and relaxing. Great place, everyone was really nice and friendly"
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Seabed @ The Offshore House
Microwave, coffee/tea maker, toaster, cookware/dishes/utensils

Seabed @ The Offshore House

10.0 out of 10, Exceptional, (11)
"Owner greeted us and was very friendly and helpful. Room was very nice clean and easily accessible. Wonderful time! Would highly recommend staying there. "
The price is AED 579
AED 1,097 total
includes taxes & fees
3 May - 4 May
Seabed @ The Offshore House
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Fridge, microwave, oven, stovetop

Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets

2.0 star property
10.0 out of 10, Exceptional, (4)
"This is a wonderful rental all around…the views, location and cleanliness of the condo were top grade. Balcony dining looking over the bay, less than a mile walk to the footbridge which enters into downtown and the Whale’s Tale restaurant right next store for an early afternoon drink! We really enjoyed our stay and wish we had more time."
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
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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Other property types in Bailey Island

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (212)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Orchid Harbor, Bailey Island 3BR
Miscellaneous

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (1)
"We enjoyed our weekend tremendously, especially being right on the beach, with miles of private access to the rocky shores to search for treasures and sea glass! Thank you so much!"
The price is AED 757
AED 1,723 total
includes taxes & fees
12 May - 13 May
Orchid Harbor, Bailey Island 3BR
The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (56)
"Great hotel"
The price is AED 773
AED 1,118 total
includes taxes & fees
15 May - 16 May
The Weldon Hotel
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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