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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Condo Rentals in Bailey Island

City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (118)
"Plenty of room for everyone, good well equipped kitchen, great location on the bay. Would recommend to others to stay here."
The price is AED 918
AED 1,593 total
includes taxes & fees
15 Oct - 16 Oct
City Amenities, Casco Bay Sunrises and Natural Beauty
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, (17)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Shipwright @ The Offshore House
Smart TV

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (13)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
The price is AED 675
AED 1,222 total
includes taxes & fees
28 Sep - 29 Sep
Shipwright @ The Offshore House
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, desk, iron/ironing board, WiFi

Waterfront Two Master Suite Penthouse with Rooftop

10.0 out of 10, Exceptional, (186)
"We very much enjoyed our stay in Portland. The apartment has a great location and of course nice water views. "
The price is AED 3,566
AED 5,230 total
includes taxes & fees
9 Oct - 10 Oct
Waterfront Two Master Suite Penthouse with Rooftop
Walking Distance To Shops, Restaurants And Footbridge
Fridge, microwave, oven, stovetop

Walking Distance To Shops, Restaurants And Footbridge

10.0 out of 10, Exceptional, (43)
"This is a great place right downtown which makes for easy walking access. Would definitely stay again!"
Walking Distance To Shops, Restaurants And Footbridge
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

8.8 out of 10, Excellent, (35)
"Was a very comfortable stay!! Walking distance to pier restaurants etc!"
The price is AED 540
AED 1,495 total
includes taxes & fees
20 Oct - 21 Oct
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth
Property grounds

Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth

10.0 out of 10, Exceptional, (5)
Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

Elegant condo - walk to Portland's best restaurants & Old Port

9.2 out of 10, Wonderful, (69)
"Bueatiful landscaping and walking distance to restaurants and town. Quiet and peaceful."
The price is AED 639
AED 1,626 total
includes taxes & fees
8 Oct - 9 Oct
Elegant condo - walk to Portland's best restaurants & Old Port
Spacious 4 bedroom luxury Condo
Exterior

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (36)
"Perfect location. Condo was immaculate. Wonderful interactions with thoughtful hosts. "
Spacious 4 bedroom luxury Condo
Waterfront Condo in Boothbay Harbor
Property grounds

Waterfront Condo in Boothbay Harbor

10.0 out of 10, Exceptional, (3)
"Location was perfect! And the host even better! Highly recommend!!"
Waterfront Condo in Boothbay Harbor
Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere
Exterior

Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere

10.0 out of 10, Exceptional, (117)
"Lovely perch from which to engage Portland: a special outdoor city market in the park and some remarkable and unique coffee shops with vastly different social ambience."
Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere
Cozy, Elegant and Bright 2 bed in the East End
Exterior

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (42)
"This apartment was great! The space was perfect for us and close to the water. We had a great time!"
The price is AED 628
AED 1,213 total
includes taxes & fees
30 Sep - 1 Oct
Cozy, Elegant and Bright 2 bed in the East End
Seabed @ The Offshore House
Outdoor dining

Seabed @ The Offshore House

9.8 out of 10, Exceptional, (13)
"This was a great place to stay that let me explore the area I wanted to."
The price is AED 675
AED 1,222 total
includes taxes & fees
28 Sep - 29 Sep
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
8.6 out of 10, Excellent, (7)
"This was a great condo. We really enjoyed watching the action on the harbor from the covered deck. The furnishings and appliances were brand new. There was plenty of room for a group with the layout of the bedrooms. It was very convenient to have the restaurant in the same building and it was a short drive to downtown. Our only suggestions would be to add a coffeemaker and directions for the dishwasher and garbage removal.Also it would be helpful to explain the parking situation and that the...
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
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, (20)
"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
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, (24)
"We thoroughly enjoyed a long weekend on Bailey Island. The condo was clean and new, very nicely furnished. It was a quiet easy to access property, very good experience."
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Walk to Old Port ♦ West End Condo ♦ Parking
Microwave, oven, coffee/tea maker, cookware/dishes/utensils

Walk to Old Port ♦ West End Condo ♦ Parking

9.6 out of 10, Exceptional, (77)
"Cute place, close to old port! We brought our pup and she was happy as well. We would definitely stay there again! "
The price is AED 752
AED 1,420 total
includes taxes & fees
19 Oct - 20 Oct
Walk to Old Port ♦ West End Condo ♦ Parking
Quintessential Maine- 3 Bedrooms, all En Suite- Yellow Door Guesthouse
Fridge, microwave, oven, stovetop

Quintessential Maine- 3 Bedrooms, all En Suite- Yellow Door Guesthouse

10.0 out of 10, Exceptional, (3)
"Great place to stay in the cutest town of Freeport! 10/10 would recommend! "
Quintessential Maine- 3 Bedrooms, all En Suite- Yellow Door Guesthouse
Back Cove Views
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Back Cove Views

9.6 out of 10, Exceptional, (10)
"Easy to get to, conveniently located close to restaurants, bars, shops, and downtown. There are stairs to climb, which didn't bother us, but be mindful as it is on the 3rd floor. Parking is only available on the street, and it was hard to find a spot close by the condo. But, we eventually did park close, so it worked out. We would definitely book this place again and again!"
Back Cove Views
Romantic apt:West End +parking
Fridge, microwave, oven, stovetop

Romantic apt:West End +parking

10.0 out of 10, Exceptional, (7)
"Awesome apartment in a great location, very clean and the dedicated parking space is a huge plus. Neighborhood is very quiet and safe. "
The price is AED 1,385
AED 2,236 total
includes taxes & fees
28 Sep - 29 Sep
Romantic apt:West End +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

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"Hotel in great old Victorian house."
Stacia 1-night trip
Posted 2 days ago
Inn at St John Portland In-Town

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