Search Condo Rentals in Bailey Island

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Compare 42 Condo Rentals in Bailey Island with updated reviews, rates, and availability.

Charming, updated 2 bdr Condo - 3 minute walk to the beach!
10.0 out of 10, Exceptional, (39)
"We really enjoyed this pup-friendly unit. All the creature comforts were included to make it feel like home - nice dishes and cookware, beach gear, lots of seating options in the unit and outdoor space to enjoy the end of summer. Short walk to the beach and food. Would definitely recommend! "
Charming, updated 2 bdr Condo - 3 minute walk to the beach!
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 AED 993
AED 1,739 total
includes taxes & fees
29 Sep - 30 Sep
Walk to Old Port ♦ West End Condo ♦ Parking
Eastbayside/Munjoy - Charming Downtown Escape
10.0 out of 10, Exceptional, (18)
"Nice unit walking distance to everything we did in Portland."
Eastbayside/Munjoy - Charming Downtown Escape
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
9.4 out of 10, Exceptional, (11)
"This was one of the most relaxing vacation we have had. Also this location was breath taking. The water view at the marina was spectacular. People very friendly and enjoyed having the restaurant downstairs from our apartment."
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
9.8 out of 10, Exceptional, (31)
"Very nice property and condo is well appointed! Great place for 2 couples although it was just 2 of us. Parking - 1 spot in tight quarters is the only complaint although I don't know if anything can be done about it."
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Back Cove Views
10.0 out of 10, Exceptional, (5)
"Very clean and short walk to everything."
Back Cove Views
Seabed @ The Offshore House
10.0 out of 10, Exceptional, (7)
"A very clean and well appointed property. The attention to detail for every aspect of our stay was impressive. We especially appreciated the guideline booklet that dealt with rules of the house to what to do in Boothbay Harbor. The location was perfect for our puffin cruise. We would totally book again. "
The price is AED 579
AED 1,082 total
includes taxes & fees
23 Sep - 24 Sep
Seabed @ The Offshore House
Shipwright @ The Offshore House
9.6 out of 10, Exceptional, (5)
"Very clean. Modern environment "
The price is AED 579
AED 1,082 total
includes taxes & fees
23 Sep - 24 Sep
Shipwright @ The Offshore House
Sleek & newly-renovated third-floor condo w/ amazing water views - walk to bay
9.2 out of 10, Wonderful, (44)
"My husband and I spent three days in Portland and this was a great location in a nice little neighborhood. The photos were 100% accurate and we will definitely look to come back when we return to Portland."
Sleek & newly-renovated third-floor condo w/ amazing water views - walk to bay
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
9.0 out of 10, Wonderful, (24)
"Great location, walkable to East End and Old Port. Could use a good deep clean, but nothing major. Would stay again."
The price is AED 551
AED 1,486 total
includes taxes & fees
20 Oct - 21 Oct
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Cozy, Elegant and Bright 2 bed in the East End
9.8 out of 10, Exceptional, (31)
"The property was very nice and clean. Great location; 3minute walk to the Eastern Promenade and a 20minute walk to shopping and restaurants. "
Cozy, Elegant and Bright 2 bed in the East End
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
9.8 out of 10, Exceptional, (17)
"Great place. Clean as a whistle. Fabulous view. I wish the no smoking policy included the decks since we had to close our window and door when neighbor smoked. Kitchen had everything we needed but the knives need a sharpening. 😁"
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
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 AED 1,128
AED 2,169 total
includes taxes & fees
26 Sep - 27 Sep
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Historical & dog-friendly West End condo with parking - walk to all of Portland
9.4 out of 10, Exceptional, (20)
"A very nice condo with everything needed for a 6 night stay. Close enough to everything (15-20 minute walk) but far enough away to be nice and quiet. Kitchen was stocked with everything needed for a lobster cook at home. The slice of chocolate cake to greet us was a great touch. Thank you and we’ll be back!"
Historical & dog-friendly West End condo with parking - walk to all of Portland
Beautiful Falmouth Condo w/ Patio: Near Portland!
6.0 out of 10, (1)
"The layout of the apartment worked for two couples. It is right on a very busy intersection. I did need to do a little dusting. Bathrooms are small. Several different levels inside so need to watch your step. Upstairs BR has low ceiling and it doesn’t have a door. During our last morning the water was turned off without prior notice. Luckily we were able to get it turned on again. For the price we were expecting more."
Beautiful Falmouth Condo w/ Patio: Near Portland!
Spacious 4 bedroom luxury Condo
10.0 out of 10, Exceptional, (24)
"Overall, very nice and quiet. This condo has plenty of bedrooms and baths. The master on the main floor has a king bed, but it is a very tight fit! A queen would fit better in this room. Also, not having any window coverings in the living areas was odd to us. "
Spacious 4 bedroom luxury Condo
Gorgeously renovated, 2-condo property in the West End - walk everywhere
9.4 out of 10, Exceptional, (6)
"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
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
10.0 out of 10, Exceptional, (7)
"This is a ‘smart home’. High-end everything. Wonderful location. We had an excellent time and wish we could have stayed longer. 10/10"
WestEnd Large Penthouse walk to Old Port w/Parking
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 AED 579
AED 1,086 total
includes taxes & fees
4 Oct - 5 Oct
Solitude @ The Offshore House
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Other property types in Bailey Island

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, (98)
"All was good except the bedroom with the waterbed-like frame. It was uncomfortable. Also not air conditioned. We could have used a dishwasher. The setting was great. Overall, it was a good experience."
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
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
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (49)
"Beautiful property. Saw seals from living room catching fish. Front door did not lock but it’s a safe neighborhood but a bit isolated. Kitchen is well equipped for cooking. Laundry facilities were a great help! Gorgeous views of the water and excellent service and communication."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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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