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Compare 41 Condo Rentals in Bailey Island with updated reviews, rates, and availability.

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, (30)
"Very nice ensuite- clean, up to date and comfortable. "
Historical & dog-friendly West End condo with parking - walk to all of Portland
Shipwright @ The Offshore House

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (9)
"Perfect location for our needs; door to room really needs a seal strip of some sort to block the light and sound from the hallway; darkening shades on all the windows would also be good. The outdoor light is very bright. "
The price is AED 382
AED 876 total
includes taxes & fees
13 Jan - 14 Jan
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
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, (47)
"Steve & Ed's attention to detail makes their place exceptional. They have made sure every room in the condo is just right including lovely bath towels, linens, and a kitchen that has all the utensils for a good chef. And, to top it off the beach is just a short walk away. We are looking forward to coming back!"
Charming, updated 2 bdr Condo - 3 minute walk to the beach!
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, (7)
"Great place to stay"
The price is AED 485
AED 1,381 total
includes taxes & fees
15 Jan - 16 Jan
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
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
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, (28)
"Great place, a little difficulty controlling temperature."
The price is AED 500
AED 1,418 total
includes taxes & fees
13 Jan - 14 Jan
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Cozy, Elegant and Bright 2 bed in the East End
Living area

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"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 AED 735
AED 1,349 total
includes taxes & fees
14 Jan - 15 Jan
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, (72)
"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 444
AED 1,057 total
includes taxes & fees
13 Jan - 14 Jan
Walk to Old Port ♦ West End Condo ♦ Parking
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
Seabed @ The Offshore House

Seabed @ The Offshore House

9.8 out of 10, Exceptional, (10)
"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 239
AED 702 total
includes taxes & fees
13 Jan - 14 Jan
Seabed @ The Offshore House
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, (8)
"Simple nice places. Everything worked as designed. "
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, (5)
"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
Solitude @ The Offshore House

Solitude @ The Offshore House

9.6 out of 10, Exceptional, (4)
"I wasn't aware I would be charged an additional fee on my card the day I was supposed to check in. We stopped by their offices which were closed for the season and left a message with no reply. I also tried to the phone number provided on here and it was disconnected. Very disappointed my credit card information was released and there was a charge without my knowledge. Even for a hold the fee is way too much. I paid less than half of this for my one night stay. Still trying to reach them...
The price is AED 305
AED 781 total
includes taxes & fees
13 Jan - 14 Jan
Solitude @ The Offshore House
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
Waterfront Condo: Walk to Downtown Boothbay Harbor
Boothbay Harbor | 2BR | 2BA | 1,300 Sq Ft | 2 Steps Required

Waterfront Condo: Walk to Downtown Boothbay Harbor

9.6 out of 10, Exceptional, (4)
"The condo unit was exactly as described and we found the property manager to be immediately responsive to our questions. The entire unit was beautifully decorated and the beds/furniture was quite comfortable. The kitchen was well appointed and there were plenty of towels/linens. The location is within walking distance of central Boothbay Harbor but in a secluded neighborhood that is very quiet. We enjoyed the “shoulder season” a few weeks before the tourists began to arrive, but found enough...
Waterfront Condo: Walk to Downtown Boothbay Harbor
1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
First Floor Condo, parking right outside , wrap around porch overlooking gardens

1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.

10.0 out of 10, Exceptional, (47)
"My family spent one week in Boothbay Harbor for our first time to Maine. We thoroughly enjoyed the relaxed atmosphere of this small coastal town. Nothing disappointed us. Karen was great to work with! The location of this property is so close to everything in Boothbay. The only negative to this property is that there is no A/C, but fans are provided."
1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
Walking Distance To Shops, Restaurants And Footbridge
The apartment is above this store.

Walking Distance To Shops, Restaurants And Footbridge

10.0 out of 10, Exceptional, (39)
"My family of 5 had a lovely stay at this home in Boothbay Harbor. This home was roomy and had everything we needed. Location was great, walking to cute shops and restaurants. Only downside to location was noisy traffic at night and gas station lights outside. We had a great trip and would stay here again."
Walking Distance To Shops, Restaurants And Footbridge
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
Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (142)
"We had a wonderful night in Portland! We spent the afternoon shopping in Freeport and arrived at the apartment around 5. Very easy finding parking on the street and no trouble getting inside. The apartment is absolutely adorable! Between the colors and decorations, it just gives off this girly, cozy vibe. There were 4 of us and we all had room to sleep comfortably. Wish we could have stayed another night! "
The price is AED 367
AED 821 total
includes taxes & fees
13 Jan - 14 Jan
Glorious getaway on Portland's 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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