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Compare 43 Condo Rentals in Bailey Island with updated reviews, rates, and availability.

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
9.0 out of 10, Wonderful, (27)
"Cute place - makes very good use of the space. It was comfortable and very conveniently located to everything we wanted to do. We have a few suggestions but overall very happy, had a wonderful time, and the ultimate compliment - we look forward to staying there again. "
The price is SAR 511
SAR 1,450 total
includes taxes & fees
16 Nov - 17 Nov
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Charming, updated 2 bdr Condo - 3 minute walk to the beach!
Living area
Charming, updated 2 bdr Condo - 3 minute walk to the beach!
10.0 out of 10, Exceptional, (43)
"Great home and hosts in a great neighborhood! Very clean, comfortable beds, sheets, and pillows. Well equipped kitchen, modern bathroom. Nice touches everywhere to make our stay perfect!"
Charming, updated 2 bdr Condo - 3 minute walk to the beach!
Cozy, Elegant and Bright 2 bed in the East End
Living area
Cozy, Elegant and Bright 2 bed in the East End
9.6 out of 10, Exceptional, (35)
"Fabulous location for us as it’s just 1/2 block from our son’s apartment. So close to Casco Bay and the Portland Port area. Walkable to restaurants and shopping. Nice sunny apartment! "
The price is SAR 751
SAR 1,375 total
includes taxes & fees
15 Dec - 16 Dec
Cozy, Elegant and Bright 2 bed in the East End
Walk to Old Port ♦ West End Condo ♦ Parking
Living area
Walk to Old Port ♦ West End Condo ♦ Parking
9.8 out of 10, Exceptional, (71)
"For the money we were happy with the Accommodations. The host was very helpful, a lot of towels were provided which was nice. Easy access and parking, quiet neighborhood."
The price is SAR 475
SAR 1,107 total
includes taxes & fees
16 Dec - 17 Dec
Walk to Old Port ♦ West End Condo ♦ Parking
Eastbayside/Munjoy - Charming Downtown Escape
Living Room
Eastbayside/Munjoy - Charming Downtown Escape
10.0 out of 10, Exceptional, (20)
"We really enjoyed our stay. Gerald answered questions quickly and was very accommodating. We would definitely stay there again if we come back to Portland. "
Eastbayside/Munjoy - Charming Downtown Escape
Shipwright @ The Offshore House
Shipwright @ The Offshore House
9.8 out of 10, Exceptional, (7)
"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 SAR 390
SAR 865 total
includes taxes & fees
17 Nov - 18 Nov
Shipwright @ The Offshore House
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
9.4 out of 10, Exceptional, (13)
"Staying at the Carousel Marina is like no other VASCA experience for vacation. First, anyone renting should realize they will be staying at the actual marina and will be witness to all the activities that occur there – boats arriving, departing, people coming and going on the docks and the influx of people coming each night to enjoy cocktails, dinner and live music at the attached restaurant either inside or outside on the patio by the firepit. If you are fortunate enough to stay for an extended...
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Comfy living room with WiFi, 40" Roku TV and games for the kiddos
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
10.0 out of 10, Exceptional, (5)
"We stayed here for two nights with our teenage daughters and our lab. The apartment is adorable, very clean and esthetically appealing. It is well appointed and has anything you could need. The included parking garage is close by and we were a short walk from all the old port restaurants and shops. Nick and Kayla were very attentive and easy to reach, a pleasure to rent from! We would definitely stay again. Thanks so much for the wonderful experience and for welcoming our fur baby!"
The price is SAR 1,740
SAR 2,948 total
includes taxes & fees
30 Nov - 1 Dec
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Seabed @ The Offshore House
Seabed @ The Offshore House
9.8 out of 10, Exceptional, (9)
"Easily accessible location. Quick access to building and our room. Rapid responses from hosts. Clean and pleasant room conditions. "
The price is SAR 260
SAR 705 total
includes taxes & fees
17 Nov - 18 Nov
Seabed @ The Offshore House
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
2.0 star property
10.0 out of 10, Exceptional, (4)
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
9.8 out of 10, Exceptional, (18)
"From the moment our car hit the crest of the hill overlooking Mackarel Bay, we knew we'd picked a winner. We'll be back."
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
9.8 out of 10, Exceptional, (35)
"The condo lived up to all of our expectations. Well situated near excellent bakeries and restaurants, yet on a quiet residential street. Condo was very clean and had good beds and linens. Nicely decorated. Washer /dryer a definite plus. Parking is indeed a bit tight; you just have to back in the driveway so you can get out. Thank you! "
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Historical & dog-friendly West End condo with parking - walk to all of Portland
Historical & dog-friendly West End condo with parking - walk to all of Portland
9.4 out of 10, Exceptional, (29)
"Very clean and perfect location! "
Historical & dog-friendly West End condo with parking - walk to all of Portland
Beautiful Falmouth Condo w/ Patio: Near Portland!
Falmouth Vacation Rental | 3BR | 2BA | 1,600 Sq Ft | Stairs Required
Beautiful Falmouth Condo w/ Patio: Near Portland!
7.0 out of 10, Good, (2)
"No comment "
Beautiful Falmouth Condo w/ Patio: Near Portland!
Back Cove Views
open area living room, full size sleeper sofa, smart tv, chair and coffee table.
Back Cove Views
10.0 out of 10, Exceptional, (7)
"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
Spacious 4 bedroom luxury Condo
Living area
Spacious 4 bedroom luxury Condo
10.0 out of 10, Exceptional, (26)
"This place was perfect. The location was great. The neighborhood was quiet. The place was clean, provided plenty of space for all of us, and was well stocked. I definitely recommend and would stay again if in the area. "
Spacious 4 bedroom luxury Condo
Gorgeously renovated, 2-condo property in the West End - walk everywhere
Gorgeously renovated, 2-condo property in the West End - walk everywhere
9.6 out of 10, Exceptional, (7)
"Property was easy access and location to restaurants and downtown Portland . Kitchens were adequate , bathrooms really nice and beds comfortable . Parking was a little tight for two minivans but was able to make it work . Would stay here again area looked and felt safe"
Gorgeously renovated, 2-condo property in the West End - walk everywhere
Historic Brick Corner Apartment, off street parking
Historic Brick Corner Apartment, off street parking
10.0 out of 10, Exceptional, (4)
"Perfect place for a family of 4, close to the Old Port, and easy walk. Great neighborhood, and parking was a real plus. Great place."
Historic Brick Corner Apartment, off street parking
WestEnd Large Penthouse walk to Old Port w/Parking
Master bedroom with queen bed with sitting area and desk.
WestEnd Large Penthouse walk to Old Port w/Parking
10.0 out of 10, Exceptional, (9)
"We loved the accommodations and the location. We walked to the Portland Art Museum, and down to the Old Port Waterfront, where we enjoyed wonderful dining opportunities. We loved walking the neighborhood in the morning and seeIng the unique architecture. "
WestEnd Large Penthouse walk to Old Port w/Parking
Solitude @ The Offshore House
Solitude @ The Offshore House
10.0 out of 10, Exceptional, (3)
"Awesome place will stay again… Owners were a pleasure to deal with."
The price is SAR 312
SAR 768 total
includes taxes & fees
17 Nov - 18 Nov
Solitude @ The Offshore House
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

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
THE GILLS GROUP has two additional cottages available for larger groups
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
9.8 out of 10, Exceptional, (6)
"Overall this location is a great spot for those that dont need many amenities. There is no tv and no ac but the view and the breeze from the water make up for that! The space was clean and there was a grill plus Cooks Lobster house was a quick walk down the street! "
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Adorable Portland getaway on the Eastern Promenade
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (90)
"We really enjoyed our stay. This little third floor walk up was a perfect place for my husband and I to explore Portland. It is homey and comfortable and spotless. If you have any issues with mobility you should look elsewhere, but that is disclosed in the listing. The last set of stairs are very steep, but we found it charming. I highly recommend this rental. Well done! "
The price is SAR 417
SAR 770 total
includes taxes & fees
19 Nov - 20 Nov
Adorable Portland getaway on the Eastern Promenade
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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